EPHX1
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Summary
EPHX1 (epoxide hydrolase 1, HGNC:3401) is a protein-coding gene on chromosome 1q42.12, encoding Epoxide hydrolase 1 (P07099). Biotransformation enzyme that catalyzes the hydrolysis of arene and aliphatic epoxides to less reactive and more water soluble dihydrodiols by the trans addition of water.
Epoxide hydrolase is a critical biotransformation enzyme that converts epoxides from the degradation of aromatic compounds to trans-dihydrodiols which can be conjugated and excreted from the body. Epoxide hydrolase functions in both the activation and detoxification of epoxides. Mutations in this gene cause preeclampsia, epoxide hydrolase deficiency or increased epoxide hydrolase activity. Alternatively spliced transcript variants encoding the same protein have been found for this gene.
Source: NCBI Gene 2052 — RefSeq curated summary.
At a glance
- Gene–disease (curated): hereditary lipodystrophy (Strong, GenCC) — +2 more curated relationships
- GWAS associations: 2
- Clinical variants (ClinVar): 145 total — 1 pathogenic, 1 likely-pathogenic
- Phenotypes (HPO): 2
- Druggable target: yes — 2 molecules with ChEMBL bioactivity
- MANE Select transcript:
NM_001136018
Identifiers
Gene identifiers
| Field | Value |
|---|---|
| HGNC ID | HGNC:3401 |
| Approved symbol | EPHX1 |
| Name | epoxide hydrolase 1 |
| Location | 1q42.12 |
| Locus type | gene with protein product |
| Status | Approved |
| Ensembl gene | ENSG00000143819 |
| Ensembl biotype | protein_coding |
| OMIM | 132810 |
| Entrez | 2052 |
Gene structure
Transcript identifiers
Ensembl transcripts: 73 — 72 protein_coding, 1 protein_coding_CDS_not_defined
ENST00000272167, ENST00000366837, ENST00000448202, ENST00000467015, ENST00000614058, ENST00000869467, ENST00000869468, ENST00000869469, ENST00000869470, ENST00000869471, ENST00000869472, ENST00000869473, ENST00000869474, ENST00000869475, ENST00000869476, ENST00000869477, ENST00000869478, ENST00000869479, ENST00000869480, ENST00000869481, ENST00000869482, ENST00000869483, ENST00000869484, ENST00000869485, ENST00000869486, ENST00000869487, ENST00000869488, ENST00000869489, ENST00000869490, ENST00000869491, ENST00000869492, ENST00000869493, ENST00000869494, ENST00000869495, ENST00000869496, ENST00000869497, ENST00000869498, ENST00000869499, ENST00000869500, ENST00000869501, ENST00000869502, ENST00000869503, ENST00000869504, ENST00000869505, ENST00000869506, ENST00000869507, ENST00000869508, ENST00000869509, ENST00000869510, ENST00000869511, ENST00000869512, ENST00000869513, ENST00000869514, ENST00000869515, ENST00000869516, ENST00000869517, ENST00000869518, ENST00000869519, ENST00000869520, ENST00000869521, ENST00000869522, ENST00000869523, ENST00000869524, ENST00000869525, ENST00000869526, ENST00000869527, ENST00000869528, ENST00000869529, ENST00000869530, ENST00000912789, ENST00000945636, ENST00000945637, ENST00000945638
RefSeq mRNA: 10 — MANE Select: NM_001136018
NM_000120, NM_001136018, NM_001291163, NM_001378426, NM_001378427, NM_001378428, NM_001378429, NM_001378430, NM_001378431, NM_001378432
CCDS: CCDS1547
Canonical transcript exons
ENST00000272167 — 9 exons
| Exon | Start | End |
|---|---|---|
| ENSE00000962129 | 225831779 | 225831959 |
| ENSE00000962130 | 225838654 | 225838881 |
| ENSE00000962131 | 225839217 | 225839346 |
| ENSE00000962134 | 225844498 | 225844623 |
| ENSE00001128824 | 225842366 | 225842474 |
| ENSE00001128829 | 225839829 | 225840037 |
| ENSE00001146182 | 225828725 | 225828912 |
| ENSE00001309449 | 225810124 | 225810169 |
| ENSE00003730015 | 225845146 | 225845563 |
Expression profiles
Bgee: expression breadth ubiquitous, 276 present calls, max score 99.82.
FANTOM5 (CAGE): breadth ubiquitous, TPM avg 69.2091 / max 1458.7051, expressed in 1769 samples.
FANTOM5 promoters (8 alternative TSS)
| Promoter ID | TPM avg | Samples expressed |
|---|---|---|
| 8834 | 58.6112 | 1751 |
| 8833 | 6.3925 | 1648 |
| 8837 | 1.8187 | 39 |
| 8832 | 1.3410 | 947 |
| 8839 | 0.6999 | 382 |
| 8836 | 0.2343 | 15 |
| 8838 | 0.0818 | 17 |
| 8835 | 0.0297 | 10 |
Top tissues by expression
296 total, by Bgee expression score (0-100, higher = more expressed):
| Tissue | Anatomy ID | Expression score | Quality |
|---|---|---|---|
| right adrenal gland cortex | UBERON:0035827 | 99.82 | gold quality |
| right adrenal gland | UBERON:0001233 | 99.79 | gold quality |
| adrenal cortex | UBERON:0001235 | 99.77 | gold quality |
| left adrenal gland | UBERON:0001234 | 99.76 | gold quality |
| left adrenal gland cortex | UBERON:0035825 | 99.76 | gold quality |
| adrenal gland | UBERON:0002369 | 99.54 | gold quality |
| right lobe of liver | UBERON:0001114 | 99.50 | gold quality |
| left ovary | UBERON:0002119 | 99.20 | gold quality |
| right ovary | UBERON:0002118 | 99.15 | gold quality |
| liver | UBERON:0002107 | 99.13 | gold quality |
| olfactory segment of nasal mucosa | UBERON:0005386 | 99.11 | gold quality |
| right uterine tube | UBERON:0001302 | 99.10 | gold quality |
| bronchial epithelial cell | CL:0002328 | 99.07 | gold quality |
| epithelium of bronchus | UBERON:0002031 | 99.02 | gold quality |
| bronchus | UBERON:0002185 | 99.00 | gold quality |
| nasal cavity epithelium | UBERON:0005384 | 98.85 | gold quality |
| body of pancreas | UBERON:0001150 | 98.71 | gold quality |
| endocervix | UBERON:0000458 | 98.62 | gold quality |
| omental fat pad | UBERON:0010414 | 98.59 | gold quality |
| peritoneum | UBERON:0002358 | 98.58 | gold quality |
| adipose tissue of abdominal region | UBERON:0007808 | 98.53 | gold quality |
| left lobe of thyroid gland | UBERON:0001120 | 98.50 | gold quality |
| right lobe of thyroid gland | UBERON:0001119 | 98.40 | gold quality |
| adipose tissue | UBERON:0001013 | 98.35 | gold quality |
| gall bladder | UBERON:0002110 | 98.34 | gold quality |
| dorsal root ganglion | UBERON:0000044 | 98.31 | gold quality |
| urethra | UBERON:0000057 | 98.22 | gold quality |
| subcutaneous adipose tissue | UBERON:0002190 | 98.20 | gold quality |
| trigeminal ganglion | UBERON:0001675 | 98.18 | gold quality |
| trachea | UBERON:0003126 | 98.13 | gold quality |
Single-cell (SCXA)
Detected in 4 experiment(s), a significant marker in 4.
| Experiment | Marker? | Max mean expression |
|---|---|---|
| E-CURD-114 | yes | 54.44 |
| E-ANND-3 | yes | 18.53 |
| E-HCAD-4 | yes | 18.02 |
| E-MTAB-8410 | yes | 9.07 |
Regulation
Is transcription factor: no
Upstream regulators (CollecTRI, top): CEBPA, ESR1, FOXA2, GATA4, HNF4A, MYC, NFE2L2, NR1I3, SFPQ, SP1, SP3
miRNA regulators (miRDB)
21 targeting EPHX1, top 30 by miRDB confidence (max_score; target_count = how many genes the miRNA targets in total — lower means more specific):
| miRNA | Max score | Avg score | miRNA target_count |
|---|---|---|---|
| HSA-MIR-6825-5P | 99.96 | 69.81 | 3431 |
| HSA-MIR-6721-5P | 99.93 | 68.92 | 2981 |
| HSA-MIR-3151-5P | 99.86 | 63.83 | 1069 |
| HSA-MIR-4447 | 99.85 | 67.81 | 2900 |
| HSA-MIR-6842-5P | 99.80 | 67.54 | 1587 |
| HSA-MIR-7110-5P | 99.80 | 67.84 | 1712 |
| HSA-MIR-3150A-3P | 99.76 | 64.44 | 1640 |
| HSA-MIR-6763-5P | 99.76 | 64.68 | 1767 |
| HSA-MIR-1249-5P | 99.61 | 66.55 | 2049 |
| HSA-MIR-6797-5P | 99.61 | 66.55 | 2084 |
| HSA-MIR-6752-5P | 99.59 | 67.32 | 1243 |
| HSA-MIR-6751-5P | 99.56 | 64.99 | 1145 |
| HSA-MIR-4472 | 99.56 | 66.08 | 1478 |
| HSA-MIR-1207-5P | 99.49 | 69.11 | 2983 |
| HSA-MIR-6803-5P | 99.19 | 63.90 | 1026 |
| HSA-MIR-491-5P | 99.13 | 65.98 | 1468 |
| HSA-MIR-6887-5P | 98.56 | 68.49 | 1295 |
| HSA-MIR-6795-5P | 98.52 | 68.51 | 1277 |
| HSA-MIR-6515-5P | 97.08 | 65.48 | 1219 |
| HSA-MIR-6742-5P | 96.32 | 64.01 | 869 |
| HSA-MIR-6796-5P | 95.37 | 66.08 | 1120 |
Literature-anchored findings (GeneRIF, showing 40)
- Common polymorphisms within EPHX1 do not appear to be important risk factors for Parkinson’s disease. (PMID:11692079)
- Polymorphisms in microsomal epoxide hydrolase is associated with ovarian cancer (PMID:11809533)
- polymorphisms were significantly associated with hepatitis C virus-related liver disease severity and hepatocellular carcinoma risk (PMID:12085365)
- evidence that microsomal epoxide hydrolase is a target for tamoxifen and that target proteins are implicated in cell lipid metabolism (PMID:12121132)
- Two exonic single nucleotide polymorphisms in the gene are jointly associated with preeclampsia. (PMID:12173035)
- Polymorphisms in microsomal epoxide hydrolase is associated with laryngeal cancer (PMID:12359356)
- Microsomal epoxide hydrolase variants are not associated with risk of breast neoplasms. (PMID:12496064)
- A significant increase in risk for neoplasia was observed for the low-activity mEH 113 His allele after adjustment for smoking (PMID:12552594)
- Polymorphism in EPHX1 might be associated with development of emphysematous changes in the lung. (PMID:12579334)
- polymorphisms in microsomal epoxide hydrolase is associated with esophageal tumorigenesis (PMID:12670526)
- polymorphisms in microsomal epoxide hydrolase associated with lung cancer risk (PMID:12915882)
- Tyr113His polymorphism is not associated with susceptibility to esophageal squamous cell carcinoma in a population of North China. (PMID:14669306)
- GATA-4 plays a transactivator role in the regulation of the transcription of the EPHX1 gene (PMID:14984931)
- EPHX1 expression is regulated by C/EBPalpha interacting with DNA-bound NF-Y (PMID:15150264)
- Exon 1 sequence promoter functions as the primary driver of EPHX1 expression in human tissues. (PMID:15465926)
- Results suggest that mEH “slow” genotypes increase the annual decline rate of lung function for subjects occupationally exposed to airborne endotoxin (PMID:15531751)
- In liver microsomes, no major differences were evident in the reaction rates generated among preparations representing the different EPHX1 alleles. (PMID:15535985)
- The slow 113His EPHX1 allele tends to be more frequent among the patients with lung cancer than in normal controls (PMID:15640939)
- results suggest that codon 113 polymorphism may modify risk for development of chronic obstructive pulmonary disease (PMID:15702235)
- Nuclear genetic polymorphisms related to oxidative stress or apoptosis may modify the age at onset of Leber’s hereditary optic neuropathy (LHON). (PMID:15838728)
- Significant differences were not found for the risk of colon cancer and smoking for mEH genotype polymorphisms Y113H and H139R. (PMID:15894702)
- individuals exposed to tobacco carcinogens were at increased risk of colorectal cancer and that overall risk is related to microsomal epoxide hydrolase and CYP2C9 genotype (PMID:15924351)
- the mEH His113His genotype can differentiate the association between smoking, areca chewing, and esophageal squamous-cell-carcinoma (PMID:16029924)
- Results suggest that polymorphisms at codon 113 and 139 in microsomal epoxide hydrolase do not play a significant role in susceptibility to the mutagenic effects of vinyl chloride occupational exposure. (PMID:16201204)
- The present study demonstrates a significant increase in mEH expression in the AD hippocampus, a region showing abundant neuropathology in AD. (PMID:16630050)
- EPHX1 gene polymorphisms is associated with sporadic distal colorectal adenomas (PMID:17082176)
- Low EPHX1 activity genotype may be protective for people occupationally exposed to asbestos. (PMID:17159790)
- Genetic polymorphisms in HOX-1 and mEPH genes are associated with the development of COPD in Southwest China (PMID:17203192)
- Genetic variability in exon 3 and 4 of EPHX may be a risk factor for pre-eclampsia. (PMID:17212663)
- the expression level of mEH is as important as genetic polymorphism in non-small cell lung cancer; could be involved in drug resistance and prognosis of patients (PMID:17273734)
- Polymorphic variants in EPHX1 are associated with both emphysema distribution and COPD susceptibility (PMID:17363767)
- EPHX1 genotype was not associated with risk of myocardial infarction, regardless of smoking status, suggesting EPHX1 does not play a significant role in the development of coronary heart disease. (PMID:17380322)
- EPHX1 genotypes modified the association between maternal passive smoking and infant birth weight, which is suggestive of possible gene-environment interaction. (PMID:17526865)
- In conclusion, 105V/114V alleles of GSTP1 and 113H/139H alleles of mEPHX and the combination of genotypes with same alleles associated with imbalanced oxidative stress and lung function in patients. (PMID:17532303)
- Finds neither EPHX1 exon 3 nor EPHX1 exon 4 polymorphisms are associated with an increased risk of COPD. Finds also that none of the EPHX1 haplotypes are associated with an increased risk of any COPD phenotype. (PMID:17564249)
- genetic variation of the detoxification enzymes EPHX1 and GSTP1 do not increase the risks of orofacial clefting, nor do they influence the risks associated with maternal smoking. (PMID:17608547)
- EPHX1 polymorphism is not associated with the risk of head and neck cancer (PMID:17611777)
- The interaction between the polymorphisms of mEH gene and the indoor air pollution plays an important role in the carcinogenesis of lung. (PMID:17767854)
- The biotransformation enzymes GSTM1, GSTP1 and EPHX1 may modify the effect of dietary factors on the risk of developing colorectal carcinoma and adenoma. (PMID:18093316)
- our study demonstrated that exon 3 His genotype of the mEH are more prone to the risk of sporadic bladder cancer in North India (PMID:18200441)
Cross-species orthologs
41 orthologs
| Organism | Symbol | Gene ID |
|---|---|---|
| danio_rerio | ephx1 | ENSDARG00000042854 |
| mus_musculus | Ephx1 | ENSMUSG00000038776 |
| rattus_norvegicus | Ephx1 | ENSRNOG00000003515 |
| drosophila_melanogaster | Jheh1 | FBGN0010053 |
| drosophila_melanogaster | Jheh2 | FBGN0034405 |
| drosophila_melanogaster | Jheh3 | FBGN0034406 |
| caenorhabditis_elegans | WBGENE00007807 | |
| caenorhabditis_elegans | WBGENE00007864 | |
| caenorhabditis_elegans | WBGENE00007866 | |
| caenorhabditis_elegans | WBGENE00007867 | |
| caenorhabditis_elegans | WBGENE00007872 | |
| caenorhabditis_elegans | WBGENE00007873 | |
| caenorhabditis_elegans | WBGENE00007875 | |
| caenorhabditis_elegans | WBGENE00007876 | |
| caenorhabditis_elegans | WBGENE00008922 | |
| caenorhabditis_elegans | WBGENE00010103 | |
| caenorhabditis_elegans | WBGENE00010123 | |
| caenorhabditis_elegans | WBGENE00010124 | |
| caenorhabditis_elegans | WBGENE00010125 | |
| caenorhabditis_elegans | WBGENE00010126 | |
| caenorhabditis_elegans | WBGENE00010127 | |
| caenorhabditis_elegans | WBGENE00010128 | |
| caenorhabditis_elegans | WBGENE00010657 | |
| caenorhabditis_elegans | WBGENE00010658 | |
| caenorhabditis_elegans | WBGENE00010659 | |
| caenorhabditis_elegans | WBGENE00010660 | |
| caenorhabditis_elegans | WBGENE00010745 | |
| caenorhabditis_elegans | WBGENE00010746 | |
| caenorhabditis_elegans | WBGENE00010747 | |
| caenorhabditis_elegans | WBGENE00010748 | |
| caenorhabditis_elegans | WBGENE00010749 | |
| caenorhabditis_elegans | WBGENE00010750 | |
| caenorhabditis_elegans | WBGENE00011487 | |
| caenorhabditis_elegans | WBGENE00011844 | |
| caenorhabditis_elegans | WBGENE00014132 | |
| caenorhabditis_elegans | WBGENE00014135 | |
| caenorhabditis_elegans | WBGENE00014136 | |
| caenorhabditis_elegans | WBGENE00014194 | |
| caenorhabditis_elegans | WBGENE00020909 | |
| caenorhabditis_elegans | WBGENE00045379 | |
| caenorhabditis_elegans | WBGENE00269425 |
Protein
Protein identifiers
Epoxide hydrolase 1 — P07099 (reviewed: P07099)
Alternative names: Epoxide hydratase, Microsomal epoxide hydrolase
All UniProt accessions (3): P07099, B1AQP8, R4SBI6
UniProt curated annotations — full annotation on UniProt →
Function. Biotransformation enzyme that catalyzes the hydrolysis of arene and aliphatic epoxides to less reactive and more water soluble dihydrodiols by the trans addition of water. Plays a role in the metabolism of endogenous lipids such as epoxide-containing fatty acids. Metabolizes the abundant endocannabinoid 2-arachidonoylglycerol (2-AG) to free arachidonic acid (AA) and glycerol. Binds 20(S)-hydroxycholesterol (20(S)-OHC).
Subcellular location. Microsome membrane. Endoplasmic reticulum membrane.
Tissue specificity. Found in liver.
Disease relevance. In some populations, the high activity haplotype tyr113/his139 is overrepresented among women suffering from pregnancy-induced hypertension (pre-eclampsia) when compared with healthy controls. Variations in EPHX1 gene non-coding regions have been observed in a patient with hypercholanemia. The pathogenicity of these variants has not been confirmed.
Activity regulation. Inhibited by 10-hydroxystearamide and methoxy-arachidonyl fluorophosphate.
Similarity. Belongs to the peptidase S33 family.
RefSeq proteins (10): NP_000111, NP_001129490, NP_001278092, NP_001365355, NP_001365356, NP_001365357, NP_001365358, NP_001365359, NP_001365360, NP_001365361 (=MANE)
Domains & families (InterPro)
| ID | Name | Type |
|---|---|---|
| IPR000073 | AB_hydrolase_1 | Domain |
| IPR000639 | Epox_hydrolase-like | Family |
| IPR016292 | Epoxide_hydrolase | Family |
| IPR029058 | AB_hydrolase_fold | Homologous_superfamily |
Pfam: PF00561
Enzyme classification (BRENDA):
- EC 3.3.2.9 — microsomal epoxide hydrolase (BRENDA: 39 organisms, 247 substrates, 179 inhibitors, 46 Km, 9 kcat entries)
Substrate kinetics (BRENDA)
29 substrates with measured Km, best-characterized 15. Km ranges are aggregated across organisms/conditions.
| Substrate | Km (mM) | Measurements |
|---|---|---|
| CIS-STILBENE OXIDE | 0.0024–0.141 | 5 |
| JUVENILE HORMONE III | 0.0003–0.0138 | 3 |
| 2-(4-METHOXYPHENYL)-N-METHYL-N-[(3-METHYLOXETAN- | 0.139–0.684 | 2 |
| 4-METHYL-2-OXO-2H-CHROMEN-7-YL OXIRAN-2-YLMETHYL | 0.012–0.022 | 2 |
| CYANO(6-METHOXY-NAPHTHALEN-2-YL)METHYL GLYCIDYL | 0.0023–0.0038 | 2 |
| STYRENE OXIDE | 0.53–0.67 | 2 |
| [3-[4-([((3-METHYLOXETAN-3-YL)METHYL)AMINO]METHY | 0.027–0.067 | 2 |
| [3-[4-([METHYL[(3-METHYLOXETAN-3-YL)METHYL]AMINO | 0.028–0.089 | 2 |
| [5-(4-METHOXYPHENYL)-1,3,4-OXADIAZOL-2-YL][3-[4- | 0.05–0.051 | 2 |
| [5-(4-METHOXYPHENYL)-1,3,4-OXADIAZOL-2-YL][3-[4- | 0.026–0.047 | 2 |
| (3-(4-(2-OXA-6-AZASPIRO[3.3]HEPTAN-6-YLMETHYL)PH | 0.542 | 1 |
| (5Z,11Z,14Z)-8,9-EPOXYEICOSATRIENOIC ACID | 0.001 | 1 |
| (5Z,8Z,11Z)-14,15-EPOXYEICOSATRIENOIC ACID | 0.0003 | 1 |
| (5Z,8Z,14Z)-11,12-EPOXYEICOSATRIENOIC ACID | 0.0005 | 1 |
| (8Z,11Z,14Z)-5,6-EPOXYEICOSATRIENOIC ACID | 0.001 | 1 |
Catalyzed reactions (Rhea), 5 shown:
- cis-stilbene oxide + H2O = (1R,2R)-hydrobenzoin (RHEA:23900)
- 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + H2O = glycerol + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+) (RHEA:26132)
- 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate + H2O = 11,12-dihydroxy-(5Z,8Z,14Z)-eicosatrienoate (RHEA:44044)
- 8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoate + H2O = 8,9-dihydroxy-(5Z,11Z,14Z)-eicosatrienoate (RHEA:44048)
- 1-(4-methoxyphenyl)-N-methyl-N-[(3-methyloxetan-3-yl)methyl]methanamine + H2O = 2-{[(4-methoxybenzyl)(methyl)amino]methyl}-2-methylpropane-1,3-diol (RHEA:55764)
UniProt features (26 total): sequence variant 12, sequence conflict 7, active site 3, chain 1, transmembrane region 1, topological domain 1, modified residue 1
Structure
Experimental structures (PDB)
0 structures.
Predicted structure (AlphaFold)
| Model | pLDDT | Fraction very-high |
|---|---|---|
| AF-P07099-F1 | 95.06 | 0.86 |
Functional residue map
Curated UniProt residues grouped by drug-discovery relevance — catalytic, ligand-binding, modification, and mutation-validated positions. Source: UniProtKB sequence features.
Catalytic / active sites (3): 226 (nucleophile); 374 (proton donor); 431 (proton acceptor)
Post-translational modifications (1): 295
Function
Pathways and Gene Ontology
Reactome pathways
1 pathways
| ID | Pathway |
|---|---|
| R-HSA-211945 | Phase I - Functionalization of compounds |
MSigDB gene sets: 329 (showing top):
KOBAYASHI_EGFR_SIGNALING_24HR_UP, REACTOME_BIOLOGICAL_OXIDATIONS, CHIARADONNA_NEOPLASTIC_TRANSFORMATION_KRAS_DN, BECKER_TAMOXIFEN_RESISTANCE_UP, GOZGIT_ESR1_TARGETS_DN, GRAESSMANN_APOPTOSIS_BY_DOXORUBICIN_UP, GRAESSMANN_RESPONSE_TO_MC_AND_DOXORUBICIN_UP, DACOSTA_UV_RESPONSE_VIA_ERCC3_UP, GOBP_LONG_CHAIN_FATTY_ACID_METABOLIC_PROCESS, GOBP_MONOCARBOXYLIC_ACID_METABOLIC_PROCESS, MODULE_66, WANG_ESOPHAGUS_CANCER_VS_NORMAL_DN, MARTINEZ_RB1_TARGETS_UP, PICCALUGA_ANGIOIMMUNOBLASTIC_LYMPHOMA_UP, MODULE_75
GO Biological Process (6): xenobiotic metabolic process (GO:0006805), response to toxic substance (GO:0009636), arachidonate metabolic process (GO:0019369), epoxide metabolic process (GO:0097176), hydrocarbon catabolic process (GO:0120253), lipid metabolic process (GO:0006629)
GO Molecular Function (7): epoxide hydrolase activity (GO:0004301), oxysterol binding (GO:0008142), cis-stilbene-oxide hydrolase activity (GO:0033961), catalytic activity (GO:0003824), protein binding (GO:0005515), hydrolase activity (GO:0016787), ether hydrolase activity (GO:0016803)
GO Cellular Component (3): endoplasmic reticulum membrane (GO:0005789), endoplasmic reticulum (GO:0005783), membrane (GO:0016020)
Reactome top-level categories
Rollup of top-1 pathways:
| Category | Pathways |
|---|---|
| Biological oxidations | 1 |
GO top-level categories
Rollup of top GO terms by namespace:
| Category | Terms |
|---|---|
| metabolic process | 2 |
| cellular response to xenobiotic stimulus | 1 |
| response to chemical | 1 |
| long-chain fatty acid metabolic process | 1 |
| icosanoid metabolic process | 1 |
| unsaturated fatty acid metabolic process | 1 |
| olefinic compound metabolic process | 1 |
| catabolic process | 1 |
| hydrocarbon metabolic process | 1 |
| primary metabolic process | 1 |
| ether hydrolase activity | 1 |
| sterol binding | 1 |
| epoxide hydrolase activity | 1 |
| molecular_function | 1 |
| binding | 1 |
| catalytic activity | 1 |
| hydrolase activity, acting on ether bonds | 1 |
| organelle membrane | 1 |
| nuclear outer membrane-endoplasmic reticulum membrane network | 1 |
| endoplasmic reticulum subcompartment | 1 |
| cytoplasm | 1 |
| endomembrane system | 1 |
| intracellular membrane-bounded organelle | 1 |
| cellular anatomical structure | 1 |
Protein interactions and networks
STRING
2442 interactions, top by confidence (×1000):
| Protein A | Protein B | Partner UniProt | Score |
|---|---|---|---|
| EPHX1 | GSTP1 | P09211 | 894 |
| EPHX1 | CYP1A1 | P04798 | 853 |
| EPHX1 | GSTM1 | P09488 | 849 |
| EPHX1 | GGCX | P38435 | 824 |
| EPHX1 | NQO1 | P15559 | 767 |
| EPHX1 | VKORC1 | Q9BQB6 | 766 |
| EPHX1 | CYP2E1 | P05181 | 700 |
| EPHX1 | EPHX2 | P34913 | 690 |
| EPHX1 | SLC10A1 | Q14973 | 667 |
| EPHX1 | EPHX3 | Q9H6B9 | 666 |
| EPHX1 | GSTA1 | P08263 | 661 |
| EPHX1 | CYP1B1 | Q16678 | 652 |
| EPHX1 | BAAT | Q14032 | 631 |
| EPHX1 | CYP2C9 | P11712 | 630 |
| EPHX1 | UGT1A8 | Q9HAW9 | 629 |
IntAct
84 interactions, top by confidence:
| A | B | Type | Score |
|---|---|---|---|
| ENTREP1 | WWP2 | psi-mi:“MI:0914”(association) | 0.850 |
| ESYT1 | ESYT2 | psi-mi:“MI:0914”(association) | 0.770 |
| CFTR | ESYT2 | psi-mi:“MI:2364”(proximity) | 0.710 |
| EPHX1 | MFSD8 | psi-mi:“MI:0914”(association) | 0.640 |
| EPHX1 | BDNF | psi-mi:“MI:0915”(physical association) | 0.560 |
| SPINT2 | UPK3BL1 | psi-mi:“MI:0914”(association) | 0.530 |
| EVA1C | UPK3BL1 | psi-mi:“MI:0914”(association) | 0.530 |
| KCNS3 | UPK3BL1 | psi-mi:“MI:0914”(association) | 0.530 |
| TSPAN17 | UPK3BL1 | psi-mi:“MI:0914”(association) | 0.530 |
| PTGER3 | PIK3R2 | psi-mi:“MI:0914”(association) | 0.530 |
| SRPRB | CTDNEP1 | psi-mi:“MI:0914”(association) | 0.530 |
| WASHC3 | WASH3P | psi-mi:“MI:0914”(association) | 0.530 |
| SIDT2 | AP3D1 | psi-mi:“MI:0914”(association) | 0.530 |
| SLC6A8 | ILVBL | psi-mi:“MI:0914”(association) | 0.530 |
| EPHX1 | CFTR | psi-mi:“MI:0915”(physical association) | 0.520 |
| CFTR | EPHX1 | psi-mi:“MI:0915”(physical association) | 0.520 |
| sseJ | AGPS | psi-mi:“MI:0914”(association) | 0.460 |
| IFT20 | EPHX1 | psi-mi:“MI:0915”(physical association) | 0.400 |
| PCDHGB4 | FAM171A2 | psi-mi:“MI:0914”(association) | 0.350 |
| TMEM30A | UPK3BL1 | psi-mi:“MI:0914”(association) | 0.350 |
| SRPRB | GOSR1 | psi-mi:“MI:0914”(association) | 0.350 |
| PCDHGA5 | MAP2K7 | psi-mi:“MI:0914”(association) | 0.350 |
BioGRID (152): EPHX1 (Affinity Capture-RNA), EPHX1 (Affinity Capture-MS), EPHX1 (Affinity Capture-MS), EPHX1 (Affinity Capture-MS), EPHX1 (Affinity Capture-MS), EPHX1 (Affinity Capture-MS), EPHX1 (Affinity Capture-MS), EPHX1 (Affinity Capture-MS), EPHX1 (Affinity Capture-MS), EPHX1 (Affinity Capture-MS), EPHX1 (Affinity Capture-MS), EPHX1 (Affinity Capture-MS), EPHX1 (Affinity Capture-MS), EPHX1 (Co-fractionation), EPHX1 (Co-fractionation)
ESM2 similar proteins: A5D6U8, A6H730, J3SDX8, O16956, O35409, O61866, O75795, P04068, P04634, P07098, P07099, P07687, P08430, P0DTE5, P11515, P19224, P21529, P36510, P37891, P38571, P49614, P70627, P70691, P79381, P80035, Q28611, Q29458, Q38924, Q3U4B4, Q3YBN2, Q41005, Q4R4S5, Q5VXI9, Q5VXJ0, Q5VYY2, Q5W064, Q64194, Q64435, Q64550, Q67ZU1
Diamond homologs: A0A0E4AE82, A0A1L5BTC1, A5I3F5, A8YWL3, B0SY51, B1ZB18, B2HJU9, B4RF90, B8H3S9, B9JLT6, D4Z2G1, D5H0J3, I6YC03, O06734, O31168, O31581, O33472, O34592, O52866, P04068, P07099, P07383, P0A3G2, P0A3G3, P0A3G4, P0DO70, P19076, P27747, P29715, P46542, P46544, P52278, P53750, P59336, P64302, P64304, P66778, P95276, P9WGS2, P9WGS3
SIGNOR signaling
0 interactions.
Disease & clinical
Clinical variants and AI predictions
ClinVar
145 variants total. Per-class counts are floors (≥ shown; pagination cap):
| Classification | Count (floor) |
|---|---|
| Pathogenic | 1 |
| Likely pathogenic | 1 |
| Uncertain significance | 70 |
| Likely benign | 6 |
| Benign | 45 |
Top pathogenic / likely-pathogenic (2)
| Variant ID | HGVS | Classification |
|---|---|---|
| 3247986 | NC_000001.10:g.(?225591005)(227174438_?)del | Pathogenic |
| 3376999 | NM_001136018.4(EPHX1):c.251G>A (p.Gly84Asp) | Likely pathogenic |
SpliceAI
1914 predictions. Top by Δscore:
| Variant | Effect | Δscore |
|---|---|---|
| 1:225810166:GACC:G | donor_gain | 1.0000 |
| 1:225810170:G:GG | donor_gain | 1.0000 |
| 1:225828723:A:AG | acceptor_gain | 1.0000 |
| 1:225828724:G:GG | acceptor_gain | 1.0000 |
| 1:225828899:A:G | donor_gain | 1.0000 |
| 1:225828913:G:GG | donor_gain | 1.0000 |
| 1:225838650:CCA:C | acceptor_loss | 1.0000 |
| 1:225838651:CAGGG:C | acceptor_loss | 1.0000 |
| 1:225838652:A:AC | acceptor_loss | 1.0000 |
| 1:225838652:A:AG | acceptor_gain | 1.0000 |
| 1:225838652:AG:A | acceptor_gain | 1.0000 |
| 1:225838653:G:GG | acceptor_gain | 1.0000 |
| 1:225838653:G:GT | acceptor_loss | 1.0000 |
| 1:225838653:GG:G | acceptor_gain | 1.0000 |
| 1:225838653:GGGCT:G | acceptor_gain | 1.0000 |
| 1:225838801:GCC:G | donor_gain | 1.0000 |
| 1:225838824:G:GT | donor_gain | 1.0000 |
| 1:225838877:GAAGG:G | donor_gain | 1.0000 |
| 1:225838880:GG:G | donor_gain | 1.0000 |
| 1:225838881:GG:G | donor_gain | 1.0000 |
| 1:225839209:A:AG | acceptor_gain | 1.0000 |
| 1:225839209:ACT:A | acceptor_gain | 1.0000 |
| 1:225839215:AG:A | acceptor_gain | 1.0000 |
| 1:225839216:GG:G | acceptor_gain | 1.0000 |
| 1:225839295:G:GT | donor_gain | 1.0000 |
| 1:225839340:TGCCC:T | donor_gain | 1.0000 |
| 1:225839344:CAG:C | donor_loss | 1.0000 |
| 1:225839345:AGG:A | donor_loss | 1.0000 |
| 1:225839347:GT:G | donor_loss | 1.0000 |
| 1:225839348:T:G | donor_loss | 1.0000 |
AlphaMissense
0 scored. Top likely-pathogenic:
dbSNP variants (sampled 300 via entrez): RS1000055447 (1:225843180 C>CA), RS1000109880 (1:225835361 G>A,C), RS1000194442 (1:225809628 A>G), RS1000300319 (1:225818336 C>T), RS1000351045 (1:225818510 G>T), RS1000456553 (1:225841370 C>T), RS1000631084 (1:225817981 G>A,T), RS1000747759 (1:225825676 T>G), RS1000908690 (1:225823818 G>A), RS1000920845 (1:225816627 C>G,T), RS1000954186 (1:225812621 G>A), RS1001026367 (1:225812843 A>G), RS1001038471 (1:225828872 T>C), RS1001039974 (1:225819969 T>C), RS1001188526 (1:225818905 A>G)
Disease associations
OMIM: gene MIM:132810 | disease phenotypes: MIM:219700, MIM:607748
GenCC curated gene-disease
| Disease | Classification | Inheritance |
|---|---|---|
| hereditary lipodystrophy | Strong | Autosomal dominant |
| familial hypercholanemia | Supportive | Autosomal recessive |
| hereditary nonpolyposis colon cancer | Limited | Unknown |
ClinGen Gene-Disease Validity (1)
Expert-panel classifications — Definitive > Strong > Moderate > Limited > Disputed > Refuted.
| Disease | Classification | Inheritance |
|---|---|---|
| hereditary nonpolyposis colon cancer | Limited | AD |
Mondo (7): cystic fibrosis (MONDO:0009061), hypercholanemia, familial 1 (MONDO:0031446), neutropenia (MONDO:0001475), lymphopenia (MONDO:0003783), hereditary lipodystrophy (MONDO:0020087), hereditary nonpolyposis colon cancer (MONDO:0018630), (MONDO:0011905)
Orphanet (3): Cystic fibrosis (Orphanet:586), Familial hypercholanemia (Orphanet:238475), Genetic lipodystrophy (Orphanet:98305)
HPO phenotypes
2 total (2 of 2 shown, HPO-id order):
| HPO | Term |
|---|---|
| HP:0001875 | Decreased total neutrophil count |
| HP:0001888 | Decreased total lymphocyte count |
GWAS associations
2 associations (top):
| Study | Trait | p-value |
|---|---|---|
| GCST003445_13 | Response to cyclophosphamide in systemic lupus erythematosus with lupus nephritis | 7.000000e-06 |
| GCST010105_55 | Nicotine dependence symptom count | 2.000000e-06 |
EFO canonical traits (1, from GWAS)
| EFO ID | Trait name |
|---|---|
| EFO:0009262 | nicotine dependence symptom count |
MeSH disease descriptors (4)
| Descriptor | Name | Tree numbers |
|---|---|---|
| D003550 | Cystic Fibrosis | C06.689.202; C08.381.187; C16.320.190; C16.614.213 |
| D008231 | Lymphopenia | C15.378.243.750.605; C15.378.553.546.605; C20.673.627 |
| D009503 | Neutropenia | C15.378.243.750.184.564; C15.378.553.546.184.564 |
| C564336 | Hypercholanemia, Familial (supp.) |
Drugs & pharmacology
Drug and pharmacology data
Is drug target: yes
ChEMBL targets (2): CHEMBL1968 (SINGLE PROTEIN), CHEMBL4523609 (PROTEIN FAMILY)
Molecules with ChEMBL bioactivity
2 molecules (phase ≥1), by development phase (incl. off-target/promiscuous compounds). Patent mentions across the top 20 by phase: 15,759 (via chembl_molecule»patent_compound — counts attach to the compound, not the gene–compound relationship, so off-target/promiscuous molecules can dominate).
| Molecule | Name | Phase | Patents |
|---|---|---|---|
| CHEMBL1076347 | TRICLOCARBAN | 2 | 15,622 |
| CHEMBL436774 | AR9281 | 2 | 137 |
PharmGKB: 1 entry (VIP=true, CPIC=false)
PharmGKB clinical annotations
10 annotations.
| Variant | Type | Level | Drugs | Phenotypes |
|---|---|---|---|---|
| rs1051740 | Toxicity | 3 | phenytoin | Congenital Abnormalities;Disorder of facial skeleton |
| rs1051740 | Toxicity | 3 | cisplatin;cyclophosphamide | Ovarian Neoplasms |
| rs1051740 | Efficacy | 3 | phenprocoumon | |
| rs1051740 | Metabolism/PK | 3 | carbamazepine | Epilepsy |
| rs1051740 | Dosage | 3 | carbamazepine | Epilepsy |
| rs1131873 | Dosage | 4 | warfarin | |
| rs1877724 | Dosage | 3 | warfarin | |
| rs2234922 | Toxicity | 3 | phenytoin | Congenital Abnormalities;Disorder of facial skeleton |
| rs2234922 | Dosage | 3 | docetaxel | Non-Small Cell Lung Carcinoma |
| rs2234922 | Dosage | 3 | carbamazepine | Epilepsy |
PharmGKB variants
8 variants.
| Variant | Genes | Level | Score | #Clin annots | Drugs |
|---|---|---|---|---|---|
| rs1051740 | EPHX1 | 3 | 5.75 | 5 | phenytoin;carbamazepine;cisplatin;cyclophosphamide;phenprocoumon |
| rs1051741 | EPHX1, TMEM63A | 0.00 | 0 | ||
| rs1131873 | EPHX1 | 4 | -0.75 | 1 | warfarin |
| rs1877724 | EPHX1 | 3 | 2.25 | 1 | warfarin |
| rs2234922 | EPHX1 | 3 | 4.25 | 3 | phenytoin;docetaxel;carbamazepine |
| rs2260863 | EPHX1 | 0.00 | 0 | ||
| rs3738046 | EPHX1 | 0.00 | 0 | ||
| rs4653436 | EPHX1 | 0.00 | 0 |
Binding affinities (BindingDB)
244 measured of 244 human assays (256 total across all organisms); most potent 50 below. Values come from heterogeneous assays and are not directly comparable.
| Ligand | Measure | Value | Patent |
|---|---|---|---|
| 1-[4-(trifluoromethoxy)phenyl]-3-[1-[4-(trifluoromethyl)phenyl]sulfonylpiperidin-4-yl]urea | IC50 | 0.4 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-(Trifluoroacetyl)piperidin-4-yl)-3-(4-(trifluoromethoxy)phenyl)urea | IC50 | 0.4 nM | US-9296693: Acyl piperidine inhibitors of soluble epoxide hydrolase |
| 1-(1-Tosylpiperidin-4-yl)-3-(4-(trifluoromethoxy)phenyl)urea | IC50 | 0.4 nM | US-9296693: Acyl piperidine inhibitors of soluble epoxide hydrolase |
| 4-[4-[(12-chloro-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)carbamoylamino]cyclohexyl]oxybenzoic acid | IC50 | 0.4 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(12-methyl-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)-3-(1-propan-2-ylsulfonylpiperidin-4-yl)urea | IC50 | 0.4 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-[1-(cyclopropanecarbonyl)piperidin-4-yl]-3-(12-methyl-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)urea | IC50 | 0.4 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(12-chloro-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)-3-[1-(oxane-4-carbonyl)piperidin-4-yl]urea | IC50 | 0.4 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(12-chloro-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)-3-[1-(cyclopropanecarbonyl)piperidin-4-yl]urea | IC50 | 0.4 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(12-chloro-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)-3-[1-(2,2,2-trifluoroacetyl)piperidin-4-yl]urea | IC50 | 0.4 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(12-fluoro-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)-3-[1-(oxane-4-carbonyl)piperidin-4-yl]urea | IC50 | 0.4 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-[1-(cyclopropanecarbonyl)piperidin-4-yl]-3-(12-fluoro-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)urea | IC50 | 0.4 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(9-chloro-2,3-dimethoxy-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)-3-(1-(tetrahydro-2H-pyran-4-carbonyl)piperidin-4-yl)urea | IC50 | 0.4 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 4-(4-(3-(9-chloro-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)ureido)piperidin-1-yl)benzoic acid | IC50 | 0.4 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 4-(4-(3-(9-chloro-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)ureido)piperidine-1-carbonyl)benzoic acid | IC50 | 0.4 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 4-[4-[(12-fluoro-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)carbamoylamino]cyclohexyl]oxybenzoic acid | IC50 | 0.5 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 4-(4-(3-(9-fluoro-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)ureido)piperidin-1-yl)benzoic acid | IC50 | 0.5 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(12-chloro-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)-3-(1-propanoylpiperidin-4-yl)urea | IC50 | 0.6 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(12-chloro-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)-3-(1-propan-2-ylsulfonylpiperidin-4-yl)urea | IC50 | 0.6 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(12-chloro-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)-3-[1-(1-fluorocyclopropanecarbonyl)piperidin-4-yl]urea | IC50 | 0.6 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(9-fluoro-2,3-dimethoxy-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)-3-(1-(tetrahydro-2H-pyran-4-carbonyl)piperidin-4-yl)urea | IC50 | 0.6 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(1-(5-(Dimethylamino)naphthalen-1-ylsulfonyl)piperidin-4-yl)-3-(4-(trifluoromethoxy)phenyl)urea | IC50 | 0.8 nM | US-9296693: Acyl piperidine inhibitors of soluble epoxide hydrolase |
| methyl 4-(1-adamantylcarbamoylamino)piperidine-1-carboxylate | IC50 | 0.9 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-acetylpiperidin-4-yl)-3-(2-fluoro-9-methyl-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)urea | IC50 | 0.9 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(1-acetylpiperidin-4-yl)-3-(1-fluoro-9-methyl-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)urea | IC50 | 0.9 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(12-methyl-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)-3-[1-(oxane-4-carbonyl)piperidin-4-yl]urea | IC50 | 1 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(1-adamantyl)-3-[1-(2,2,2-trifluoroacetyl)piperidin-4-yl]urea | IC50 | 1.1 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| methyl 4-[4-(1-adamantylcarbamoylamino)piperidine-1-carbonyl]benzoate | IC50 | 1.1 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| methyl 3-[4-[(1-adamantylcarbamoylamino)methyl]piperidine-1-carbonyl]benzoate | IC50 | 1.1 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| methyl 4-[4-[(1-adamantylcarbamoylamino)methyl]piperidine-1-carbonyl]benzoate | IC50 | 1.1 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(12-methyl-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)-3-(2,3,4-trifluorophenyl)urea | IC50 | 1.1 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(12-methyl-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)-3-(1-propanoylpiperidin-4-yl)urea | IC50 | 1.1 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(1-adamantyl)-3-[1-(pyridine-2-carbonyl)piperidin-4-yl]urea | IC50 | 1.2 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-acetylpiperidin-4-yl)-3-(2-methoxy-9-methyl-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)urea | IC50 | 1.2 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(1-adamantyl)-3-(1-benzoylpiperidin-4-yl)urea | IC50 | 1.3 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-adamantyl)-3-(1-methylsulfonylpiperidin-4-yl)urea | IC50 | 1.4 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-benzylpiperidin-4-yl)-3-(9-methyl-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)urea | IC50 | 1.5 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(1-adamantyl)-3-[1-(pyridine-4-carbonyl)piperidin-4-yl]urea | IC50 | 1.7 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| methyl 2-[4-(1-adamantylcarbamoylamino)piperidine-1-carbonyl]benzoate | IC50 | 1.7 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-adamantyl)-3-[1-(2,2,2-trifluoroacetyl)piperidin-4-yl]urea | IC50 | 1.7 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| methyl 2-[4-[(1-adamantylcarbamoylamino)methyl]piperidine-1-carbonyl]benzoate | IC50 | 1.8 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-adamantyl)-3-[[1-(2,2,2-trifluoroacetyl)piperidin-4-yl]methyl]urea | IC50 | 1.8 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-adamantyl)-3-[1-(pyridine-3-carbonyl)piperidin-4-yl]urea | IC50 | 2.1 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-adamantyl)-3-(1-butanoylpiperidin-4-yl)urea | IC50 | 2.64 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| methyl 5-[4-(1-adamantylcarbamoylamino)piperidin-1-yl]-5-oxopentanoate | IC50 | 2.7 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-(4-acetylphenyl)piperidin-4-yl)-3-(9-methyl-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)urea | IC50 | 2.9 nM | US-20240182406: COMPOUNDS AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS |
| 1-(1-adamantyl)-3-(1-propanoylpiperidin-4-yl)urea | IC50 | 3.19 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-adamantyl)-3-(1-propanoylpiperidin-4-yl)urea | IC50 | 3.2 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 1-(1-adamantyl)-3-[(1-benzoylpiperidin-4-yl)methyl]urea | IC50 | 3.2 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| 4-[4-(1-adamantylcarbamoylamino)piperidine-1-carbonyl]benzoic acid | IC50 | 3.3 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| methyl 5-[4-[(1-adamantylcarbamoylamino)methyl]piperidin-1-yl]-5-oxopentanoate | IC50 | 3.4 nM | US-8501783: Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
ChEMBL bioactivities
314 potent at pChembl≥5 of 365 total, top 50 by pChembl (potency: 10 = 0.1 nM, 6 = 1 µM).
| pChembl | Type | Value | Unit | Molecule |
|---|---|---|---|---|
| 9.40 | IC50 | 0.4 | nM | CHEMBL1257517 |
| 9.40 | IC50 | 0.4 | nM | CHEMBL1257759 |
| 9.40 | IC50 | 0.4 | nM | CHEMBL3642246 |
| 9.10 | IC50 | 0.8 | nM | CHEMBL1257880 |
| 9.05 | IC50 | 0.9 | nM | CHEMBL3642245 |
| 9.03 | IC50 | 0.94 | nM | CHEMBL4741234 |
| 8.96 | IC50 | 1.1 | nM | CHEMBL215121 |
| 8.96 | IC50 | 1.1 | nM | CHEMBL215908 |
| 8.96 | IC50 | 1.1 | nM | CHEMBL217758 |
| 8.96 | IC50 | 1.1 | nM | CHEMBL215999 |
| 8.92 | IC50 | 1.2 | nM | CHEMBL215161 |
| 8.89 | IC50 | 1.3 | nM | CHEMBL216016 |
| 8.85 | IC50 | 1.4 | nM | CHEMBL1668935 |
| 8.82 | IC50 | 1.5 | nM | CHEMBL215908 |
| 8.77 | IC50 | 1.7 | nM | CHEMBL214179 |
| 8.77 | IC50 | 1.7 | nM | CHEMBL214644 |
| 8.77 | IC50 | 1.7 | nM | CHEMBL217758 |
| 8.74 | IC50 | 1.8 | nM | CHEMBL384280 |
| 8.74 | IC50 | 1.8 | nM | CHEMBL214127 |
| 8.68 | IC50 | 2.1 | nM | CHEMBL214128 |
| 8.66 | IC50 | 2.2 | nM | CHEMBL4741234 |
| 8.58 | IC50 | 2.64 | nM | CHEMBL215125 |
| 8.57 | IC50 | 2.7 | nM | CHEMBL214505 |
| 8.50 | IC50 | 3.19 | nM | CHEMBL214943 |
| 8.49 | IC50 | 3.2 | nM | CHEMBL214943 |
| 8.49 | IC50 | 3.2 | nM | CHEMBL214883 |
| 8.48 | IC50 | 3.3 | nM | CHEMBL386384 |
| 8.47 | IC50 | 3.4 | nM | CHEMBL384075 |
| 8.39 | IC50 | 4.1 | nM | CHEMBL215121 |
| 8.37 | IC50 | 4.3 | nM | CHEMBL3640214 |
| 8.33 | IC50 | 4.7 | nM | CHEMBL4761537 |
| 8.32 | IC50 | 4.8 | nM | CHEMBL3642240 |
| 8.30 | IC50 | 5 | nM | CHEMBL215025 |
| 8.27 | IC50 | 5.4 | nM | CHEMBL215069 |
| 8.21 | IC50 | 6.2 | nM | CHEMBL217711 |
| 8.17 | IC50 | 6.7 | nM | CHEMBL214675 |
| 8.14 | IC50 | 7.3 | nM | CHEMBL425436 |
| 8.12 | IC50 | 7.6 | nM | CHEMBL386855 |
| 8.08 | IC50 | 8.4 | nM | CHEMBL387034 |
| 8.06 | IC50 | 8.7 | nM | CHEMBL215874 |
| 8.05 | IC50 | 9 | nM | CHEMBL215827 |
| 8.05 | IC50 | 9 | nM | CHEMBL4759724 |
| 8.00 | IC50 | 10.1 | nM | CHEMBL385946 |
| 8.00 | IC50 | 10.1 | nM | CHEMBL4744212 |
| 8.00 | IC50 | 10 | nM | CHEMBL4778376 |
| 8.00 | IC50 | 10 | nM | CHEMBL387034 |
| 7.96 | IC50 | 11 | nM | CHEMBL4785066 |
| 7.94 | IC50 | 11.5 | nM | CHEMBL1668934 |
| 7.93 | IC50 | 11.8 | nM | CHEMBL387280 |
| 7.85 | IC50 | 14 | nM | CHEMBL4758328 |
PubChem BioAssay actives
64 with measured affinity, of 392 total; 50 most potent distinct compounds. Largely complementary to BindingDB; screening values are coarse (µM, 4 dp), so sub-nM hits tie at the floor.
| Compound | Assay | Type | Value | Unit |
|---|---|---|---|---|
| 2-[[3,5-bis(trifluoromethyl)phenyl]methylsulfanyl]-2-cyclopentylacetamide | 1691500: Inhibition of tissue extract derived mEH (unknown origin) using [3H]trans-stilbene oxide as substrate by liquid scintillation counting method | ic50 | 0.0009 | uM |
| 2-cyclopentyl-2-[1-[3-(trifluoromethyl)phenyl]ethylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0047 | uM |
| 2-cyclopentyl-2-[(3,5-dibromophenyl)methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0090 | uM |
| 2-[[4-chloro-3-(trifluoromethoxy)phenyl]methylsulfanyl]-2-cyclopentylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0100 | uM |
| 2-cyclopentyl-2-[[4-fluoro-3-(trifluoromethyl)phenyl]methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0101 | uM |
| 2-cyclopentyl-2-[(3,5-dichlorophenyl)methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0110 | uM |
| 2-cyclopentyl-2-[2-[3-(trifluoromethyl)phenyl]ethylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0140 | uM |
| 2-cyclopentyl-2-[[3-(trifluoromethyl)phenyl]methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0160 | uM |
| 2-cyclopentyl-2-[(3,5-dimethylphenyl)methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0180 | uM |
| 2-cyclohexyl-2-[[3-(trifluoromethyl)phenyl]methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0190 | uM |
| 2,2-bis[[3-(trifluoromethyl)phenyl]methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0230 | uM |
| 2-cyclopentyl-2-[[3-(trifluoromethoxy)phenyl]methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0260 | uM |
| 4-methyl-2-[[3-(trifluoromethyl)phenyl]methylsulfanyl]pentanamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0280 | uM |
| 2-[[3-(trifluoromethyl)phenyl]methylsulfanyl]hexanamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0290 | uM |
| 2-cyclopentyl-2-[(3-nitrophenyl)methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0320 | uM |
| 2-cyclopentyl-2-(naphthalen-2-ylmethylsulfanyl)acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0330 | uM |
| 3-methyl-2-[[3-(trifluoromethyl)phenyl]methylsulfanyl]butanamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.0880 | uM |
| 2-[(4-bromophenyl)methylsulfanyl]-3-methylbutanamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.1000 | uM |
| 2-[(4-bromophenyl)methylsulfanyl]-2-phenylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.1100 | uM |
| 2-phenyl-2-[[3-(trifluoromethyl)phenyl]methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.1400 | uM |
| 2-[(2,4-dichlorophenyl)methylsulfanyl]-3-methylbutanamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.1400 | uM |
| 2-[[3-(trifluoromethyl)phenyl]methylsulfanyl]pentanamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.1500 | uM |
| 2-[(3-cyanophenyl)methylsulfanyl]-2-cyclopentylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.1930 | uM |
| 2-[(2,4-dichlorophenyl)methylsulfanyl]-2-phenylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.2800 | uM |
| 2-cyclopentyl-2-[(4-nitrophenyl)methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.3150 | uM |
| 2-[(3-acetylphenyl)methylsulfanyl]-2-cyclopentylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.3840 | uM |
| 2-cyclopentyl-2-[(3,5-difluorophenyl)methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.3990 | uM |
| 4-[(2-amino-1-cyclopentyl-2-oxoethyl)sulfanylmethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]benzamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.4220 | uM |
| 2-[(4-tert-butylphenyl)methylsulfanyl]-3-methylbutanamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.4300 | uM |
| 3-[(2-amino-1-cyclopentyl-2-oxoethyl)sulfanylmethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]benzamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.4330 | uM |
| 2-cyclopentyl-2-[(2,6-difluorophenyl)methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.4410 | uM |
| (2S)-2-[(4-tert-butylphenyl)methylsulfanyl]-2-phenylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.4800 | uM |
| 2-[(2-chloro-4-pyridinyl)methylsulfanyl]-2-cyclopentylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.4930 | uM |
| tert-butyl 3-[(2-amino-1-cyclopentyl-2-oxoethyl)sulfanylmethyl]indole-1-carboxylate | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.5000 | uM |
| 2-phenyl-2-[[4-(trifluoromethoxy)phenyl]methylsulfanyl]acetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.5000 | uM |
| 2-[(4-tert-butylphenyl)methylsulfanyl]-2-phenylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.6400 | uM |
| 3-methyl-2-[[4-(trifluoromethoxy)phenyl]methylsulfanyl]butanamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.6700 | uM |
| (2R)-2-[(4-tert-butylphenyl)methylsulfanyl]-2-phenylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.6800 | uM |
| 2-(cyclohexylmethylsulfanyl)-2-cyclopentylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.7730 | uM |
| 3-[(2-amino-1-cyclopentyl-2-oxoethyl)sulfanylmethyl]benzoic acid | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.8390 | uM |
| 2-[4-[(2-amino-1-cyclopentyl-2-oxoethyl)sulfanylmethyl]phenyl]propanoic acid | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 0.8990 | uM |
| 2-[(5-chloro-1-benzothiophen-3-yl)methylsulfanyl]-2-cyclopentylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 1.1000 | uM |
| 2-[(6-chloro-3-pyridinyl)methylsulfanyl]-2-cyclopentylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 1.4660 | uM |
| 2-nonylsulfanylpropanamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 1.5800 | uM |
| 2-[[3-(trifluoromethyl)phenyl]methylsulfanyl]propanamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 1.6000 | uM |
| 1,3-diphenylpropan-2-amine | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 1.9000 | uM |
| 2-[(4-fluorophenyl)methylsulfanyl]-2-phenylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 2.0000 | uM |
| 2-[(4-cyanophenyl)methylsulfanyl]-2-cyclopentylacetamide | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 2.1000 | uM |
| 2,2-dicyclohexylethanamine | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 2.2000 | uM |
| methyl 4-[(2-amino-1-cyclopentyl-2-oxoethyl)sulfanylmethyl]benzoate | 1691497: Inhibition of human mEH using CMNGC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay | ic50 | 2.9000 | uM |
CTD chemical–gene interactions
141 total (human), top 30 by PubMed support.
| Chemical | Actions (top 5) | PubMed papers |
|---|---|---|
| Benzo(a)pyrene | affects reaction, decreases expression, decreases methylation, increases expression, affects metabolic processing (+5 more) | 9 |
| bisphenol A | increases expression, affects response to substance, affects expression, affects cotreatment, increases methylation (+1 more) | 8 |
| Warfarin | affects response to substance, increases response to substance | 7 |
| Benzene | affects abundance, increases metabolic processing, increases expression, affects response to substance, affects metabolic processing | 5 |
| Phenobarbital | affects expression, increases expression | 4 |
| Polycyclic Aromatic Hydrocarbons | affects response to substance, decreases metabolic processing, increases metabolic processing | 4 |
| Tobacco Smoke Pollution | affects expression, decreases expression, increases expression | 4 |
| sodium arsenite | increases abundance, increases expression | 3 |
| 1,3-butadiene | increases response to substance, increases reaction | 3 |
| glycidamide | affects abundance, affects cotreatment, affects metabolic processing, affects chemical synthesis, increases expression | 3 |
| Resveratrol | increases activity, increases reaction, increases expression | 3 |
| Air Pollutants | increases abundance, increases expression | 3 |
| Carbamazepine | increases expression, affects response to substance | 3 |
| Rifampin | decreases reaction, increases expression | 3 |
| Valproic Acid | affects expression, affects reaction, decreases expression, decreases methylation | 3 |
| Cyclosporine | affects cotreatment, decreases expression | 3 |
| bisphenol F | increases expression, affects cotreatment | 2 |
| styrene oxide | affects hydrolysis, affects metabolic processing, decreases activity | 2 |
| sulforaphane | affects binding, increases reaction, increases expression | 2 |
| cobaltous chloride | decreases expression, increases expression | 2 |
| 4-(5-benzo(1,3)dioxol-5-yl-4-pyridin-2-yl-1H-imidazol-2-yl)benzamide | affects cotreatment, decreases expression, increases expression | 2 |
| (+)-JQ1 compound | increases expression | 2 |
| Asbestos | affects response to substance | 2 |
| Chenodeoxycholic Acid | affects cotreatment, decreases expression | 2 |
| Doxorubicin | increases expression | 2 |
| Estradiol | decreases expression, affects expression, affects cotreatment | 2 |
| Fluorouracil | affects response to substance, increases expression | 2 |
| Phenylmercuric Acetate | affects cotreatment, increases expression | 2 |
| Silicon Dioxide | decreases expression, increases expression | 2 |
| Smoke | decreases expression, increases abundance, increases expression | 2 |
ChEMBL screening assays
30 unique, capped per target: 18 binding, 12 admet
Representative assays (with source publication via chembl_document):
| Assay ID | Type | Description | Source paper |
|---|---|---|---|
| CHEMBL1001507 | Binding | Inhibition of human microsomal epoxide hydrolase | Discovery of spirocyclic secondary amine-derived tertiary ureas as highly potent, selective and bioavailable soluble epoxide hydrolase inhibitors. — Bioorg Med Chem Lett |
| CHEMBL4312960 | ADMET | Drug metabolism in human liver microsomes assessed as mEH-mediated oxidoreductive ring-opening of azetidine by measuring [3-[4-[[[3-(hydroxymethyl)oxetan-3-yl]methylamino]methyl]phenoxy]azetidin-1-yl]-[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2- | Hip To Be Square: Oxetanes as Design Elements To Alter Metabolic Pathways. — J Med Chem |
Cellosaurus cell lines
6 cell lines: 3 transformed cell line, 3 cancer cell line
First 10 cell lines (id-ordered, not curated):
| Cellosaurus | Name | Category | Sex |
|---|---|---|---|
| CVCL_5332 | MCL-5 | Transformed cell line | Male |
| CVCL_D1MD | Abcam K-562 EPHX1 KO | Cancer cell line | Female |
| CVCL_D2IY | Abcam Raji EPHX1 KO | Cancer cell line | Male |
| CVCL_UQ45 | Abcam Jurkat EPHX1 KO | Cancer cell line | Male |
| CVCL_UU63 | MCL-1 | Transformed cell line | Male |
| CVCL_UU64 | MCL-2 | Transformed cell line | Male |
Clinical trials (associated diseases)
314 trials via MONDO — disease-level, not drug-specific.
| Trial | Phase | Status | Title |
|---|---|---|---|
| NCT00157690 | PHASE4 | COMPLETED | Study of Alendronate to Prevent and Treat Osteoporosis in Cystic Fibrosis Patients |
| NCT00208078 | PHASE4 | TERMINATED | Effect of Non-Invasive Ventilation in Cystic Fibrosis Patient With Chronic Respiratory Failure. |
| NCT00244270 | PHASE4 | COMPLETED | Cystic Fibrosis and Totally Implantable Vascular Access Devices |
| NCT00333385 | PHASE4 | TERMINATED | Continuous Versus Short Infusions of Ceftazidime in Cystic Fibrosis |
| NCT00411736 | PHASE4 | COMPLETED | Scandinavian Cystic Fibrosis Azithromycin Study |
| NCT00418470 | PHASE4 | TERMINATED | Prolonging the Duration of Peripheral Venous Catheters in Cystic Fibrosis People |
| NCT00431964 | PHASE4 | COMPLETED | Effect of Azithromycin on Lung Function in 6-18 Year-olds With Cystic Fibrosis (CF) Not Infected With P. Aeruginosa |
| NCT00434278 | PHASE4 | TERMINATED | A Trial of Pulmozyme Withdrawal on Exercise Tolerance in Cystic Fibrosis Subjects With Severe Lung Disease (TOPIC) |
| NCT00483769 | PHASE4 | COMPLETED | One Year Glargine Treatment in CFRD Children and Adolescents |
| NCT00528190 | PHASE4 | COMPLETED | Treatment of Aspergillus Fumigatus (a Fungal Infection) in Patients With Cystic Fibrosis |
| NCT00557089 | PHASE4 | COMPLETED | The Effect of rhDNase on Ventilation Inhomogeneity in Patients With Cystic Fibrosis |
| NCT00572975 | PHASE4 | COMPLETED | Malabsorption Blood Test:Toward a Novel Approach to Quantify Steatorrhea |
| NCT00680316 | PHASE4 | TERMINATED | A Study of Pulmozyme® (Dornase Alpha) in 3- to 5-Year-Old Patients With Cystic Fibrosis |
| NCT00685035 | PHASE4 | COMPLETED | Comparison of Airway Clearance Therapy in Cystic Fibrosis Using the Same VEST Therapy Device But With Different Settings |
| NCT00744250 | PHASE4 | TERMINATED | Intraduodenal Aspiration Study to Assess the Bioavailability of Oral Pancrecarb® Compared to Placebo Control |
| NCT00787917 | PHASE4 | TERMINATED | An Exploratory Study to Assess Multiple Doses of Omalizumab in Patients With Cystic Fibrosis Complicated by Acute Bronchopulmonary Aspergillosis (ABPA) |
| NCT00843817 | PHASE4 | COMPLETED | RhDNase and Biodistribution of PMN Serine Proteases in Cystic Fibrosis Sputum |
| NCT00890370 | PHASE4 | COMPLETED | Should Any One Airway Clearance Technique be Recommended for People With Cystic Fibrosis? |
| NCT00996424 | PHASE4 | TERMINATED | The Effect of Inhaled N-Acetylcysteine Compared to Normal Saline on Sputum Rheology and Lung Function |
| NCT01044719 | PHASE4 | UNKNOWN | Duration of Antibiotics in Infective Exacerbations of Cystic Fibrosis |
| NCT01100606 | PHASE4 | COMPLETED | A Study to Evaluate the Mode of Administration and Safety of EUR-1008 (APT-1008) in Infants 1 to 12 Months of Age |
| NCT01131507 | PHASE4 | COMPLETED | PR-018: An Open-Label, Safety Extension of Study PR-011 |
| NCT01207245 | PHASE4 | COMPLETED | Circadian Rhythm In Tobramycin Elimination In Cystic Fibrosis |
| NCT01323101 | PHASE4 | COMPLETED | Doxycycline Effects on Inflammation in Cystic Fibrosis |
| NCT01327703 | PHASE4 | COMPLETED | Control of Steatorrhea in Participants With Cystic Fibrosis and Exocrine Pancreatic Insufficiency |
| NCT01377792 | PHASE4 | COMPLETED | Study of Long-term Treatment With Hypertonic Saline in Patients With Cystic Fibrosis |
| NCT01400750 | PHASE4 | COMPLETED | Comparison of 2 Treatment Regimens for Eradication of P Aeruginosa Infection in Children With Cystic Fibrosis |
| NCT01429259 | PHASE4 | COMPLETED | Population Pharmacokinetics of Prolonged Infusion Meropenem in Cystic Fibrosis (CF) Children |
| NCT01608555 | PHASE4 | COMPLETED | Tobramycin 300 mg Once-a-day (o.d.) Aerosol in Adults With Cystic Fibrosis |
| NCT01667094 | PHASE4 | UNKNOWN | A Study Comparing Continuous Infusion Antibiotics to Standard Treatment for Lung Infections in Cystic Fibrosis |
| NCT01694069 | PHASE4 | TERMINATED | Continuous Infusion Piperacillin-tazobactam for the Treatment of Cystic Fibrosis |
| NCT01702415 | PHASE4 | WITHDRAWN | Zoledronic Acid in Cystic Fibrosis |
| NCT01712334 | PHASE4 | COMPLETED | A Study of the Comparable Efficacy and Safety of Pulmozyme (Dornase Alfa) Delivered by the eRapid Nebulizer System in Patients With Cystic Fibrosis |
| NCT01737983 | PHASE4 | COMPLETED | Effect of Lactobacillus Reuteri in Cystic Fibrosis |
| NCT01844778 | PHASE4 | COMPLETED | Ease of Use and Microbial Contamination of Tobramycin Inhalation Powder (TIP) Versus Nebulised Tobramycin Inhalation Solution (TIS) and Nebulised Colistimethate (COLI) |
| NCT01880346 | PHASE4 | COMPLETED | Comparison of Absorption of Vitamin D in Cystic Fibrosis |
| NCT01882400 | PHASE4 | COMPLETED | Assessment of Response to Treatment of Osteoporosis With Oral Bisphosphonates in Patients With Muscular Dystrophy |
| NCT01937325 | PHASE4 | UNKNOWN | CPET in CF Patients With One G551D Mutation Taking VX770 |
| NCT02015663 | PHASE4 | TERMINATED | Tobramycin Inhalation Powder (TIP) Administered Once Daily Continuously Versus TIP Administered BID in 28 Day on / 28 Day Off Cycles |
| NCT02048592 | PHASE4 | UNKNOWN | Impact of Immunonutrition on the Patients With Cystic Fibrosis |
Related Atlas pages
- Associated diseases: hereditary nonpolyposis colon cancer, hypercholanemia, familial, hereditary lipodystrophy
- Disease cohort memberships (association, not causation — diseases whose associated-gene cohort lists this gene; a subset are also under Associated diseases): cystic fibrosis, hereditary lipodystrophy, hereditary nonpolyposis colon cancer, hypercholanemia, familial 1, lymphopenia, neutropenia