Oxytetracycline
drugOn this page
Also known as BerkmycenChemocyclineE703GalenomycinHi-tetImperacinMicrotetNitoxNSC-757262NSC-9169OxitetraciclinaOxymycinOxytetracycline (anhydrous)Oxytetracycline anhydrousOxytetracycline dehydrateOxytetracycline dihydrateOxytetracyclinum dihydrasOxytetramix-250Terramycin
Summary
Oxytetracycline (CHEMBL1517) is an approved small molecule (ATC J01AA06); indicated across 5 conditions including bacterial infectious disease and eye infectious disorder.
At a glance
- Status: Approved (max clinical phase 4)
- Modality: Small molecule
- ATC class: J01AA06 (+5 more)
- Indications: 5 conditions
- Clinical trials: 2
- Chemistry: 460.4 Da · C22H24N2O9
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL1517 |
| Name | Oxytetracycline |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | no |
| PubChem CID | 54675779 |
| ChEBI | CHEBI:133011 |
| ATC | J01AA06, D06AA03, A01AB25, S01AA04, G01AA07, J01AA56 |
| Molecular formula | C22H24N2O9 |
| Molecular weight | 460.4 |
| InChIKey | OWFJMIVZYSDULZ-PXOLEDIWSA-N |
SMILES: C[C@@]1([C@H]2[C@@H]([C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O
IUPAC name: (4S,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
ChEBI definition: A zwitterion obtained by transfer of a proton from the 2-hydroxy group to the adjacent tertiary amino group of oxytetracycline; major species at pH 7.3.
Also known as: Berkmycen, Chemocycline, E703, Galenomycin, Hi-tet, Imperacin, Microtet, Nitox, NSC-757262, NSC-9169, Oxitetraciclina, Oxymycin
Parent form; salt/anhydrous children: CHEMBL1607480, CHEMBL1892210, CHEMBL3989568
Patent coverage: 17,436 distinct patent families (52,933 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.
Targets
Targets
Broader ChEMBL bioactivity targets: 15 (assay-derived). Sample: Tyrosyl-DNA phosphodiesterase 1, Microtubule-associated protein tau, Lysine-specific demethylase 4E, Ubiquitin carboxyl-terminal hydrolase 2, Fructose-bisphosphate aldolase, ATP-dependent DNA helicase Q1, 4’-phosphopantetheinyl transferase ffp, 15-hydroxyprostaglandin dehydrogenase [NAD(+)], Thyroid hormone receptor beta, Beta-lactamase.
Bioactivity
ChEMBL activities: 7 potent at pChembl ≥ 5 of 21 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| TDP1 | 6.4 | Potency | 398.1 | nM | CHEMBL_ACT_3937963 |
| POLB | 5.55 | Potency | 2818 | nM | CHEMBL_ACT_4886731 |
| MEN1 | 5.45 | Potency | 3548 | nM | CHEMBL_ACT_3630882 |
| A8B2U2 | 5.35 | Potency | 4456 | nM | CHEMBL_ACT_4612026 |
| MAPT | 5.2 | Potency | 6310 | nM | CHEMBL_ACT_4023248 |
| HIF1A | 5.1 | Potency | 7943 | nM | CHEMBL_ACT_4131681 |
| HIF1A | 5.1 | Potency | 7943 | nM | CHEMBL_ACT_4519204 |
Target pathways
No target-pathway data for this drug (no mapped target genes).
Indications & clinical
Indications
5 indications (3 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| bacterial infectious disease | 4 | MONDO:0005113 | EFO:0000771 |
| eye infectious disorder | 4 | MONDO:0043885 | EFO:1001888 |
| acne | 3 | MONDO:0011438 | EFO:0003894 |
| osteomyelitis | 0 | MONDO:0005246 | EFO:0003102 |
1 further indication record had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.
Clinical trials
Total trials: 2.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE4 | 1 |
| PHASE3 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT03892330 | PHASE4 | NOT_YET_RECRUITING | Combination Therapy of Anthracyclines for Children With Nephroblastoma |
| NCT01032499 | PHASE3 | UNKNOWN | Open and Comparative Study to Measure Tolerability and Efficacy of Taro Elixir |
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
No PharmGKB pharmacogenomic data curated for this drug.
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).
Related Atlas pages
- Diseases: bacterial infectious disease, eye infectious disorder, acne