Eucalyptol

Summary

Eucalyptol (CHEMBL485259) is an approved small molecule (ATC R05CA13) targeting TRPM8; indicated across 1 condition.

At a glance

• Status: Approved (max clinical phase 4)
• Modality: Small molecule
• ATC class: R05CA13
• Targets: 1 (TRPM8)
• Indications: 1 condition
• Clinical trials: 4
• Chemistry: 154.25 Da · C10H18O

Identifiers

Drug identity and classification

Field	Value
ChEMBL ID	CHEMBL485259
Name	Eucalyptol
Type	Small molecule
Max phase	3
FDA approved	yes
PubChem CID	2758
ATC	R05CA13
Molecular formula	C10H18O
Molecular weight	154.25
InChIKey	WEEGYLXZBRQIMU-UHFFFAOYSA-N

SMILES: CC1(C2CCC(O1)(CC2)C)C

IUPAC name: 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane

Also known as: Cajeputol, Cineole, Eucaly, Eucalyptol, Eucalyptole, Eucapur, Eukalyptol, FEMA NO. 2465, NSC-6171, P-cineole, Terpan, eucalyptol

Patent coverage: 20,504 distinct patent families (53,750 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

Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).

Gene	Target	Action	pAffinity	Cancer dependency	UniProt
TRPM8	TRPM8	Partial agonist	2.1	0.5%	Q7Z2W7

Broader ChEMBL bioactivity targets: 5 (assay-derived). Sample: Microtubule-associated protein tau, Prelamin-A/C, ATP-dependent DNA helicase Q1, Thyrotropin receptor, Mitogen-activated protein kinase 1.

Bioactivity

ChEMBL activities: 2 potent at pChembl ≥ 5 of 6 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

Target	pChembl	Type	Value	Unit	Activity ID
MAPK1	7.5	Potency	31.6	nM	CHEMBL_ACT_4544712
MAPT	5.35	Potency	4467	nM	CHEMBL_ACT_4026332

Target pathways

Aggregated over 1 target gene(s): TRPM8.

Top Reactome pathways

1 total, by targets touching each:

Pathway	Targets	Genes
TRP channels	1	TRPM8

Dominant GO biological processes

GO term	Targets
intracellular calcium ion homeostasis	1
response to cold	1
thermoception	1
calcium ion transmembrane transport	1
positive regulation of cold-induced thermogenesis	1
monoatomic ion transport	1
calcium ion transport	1
response to temperature stimulus	1
calcium-mediated signaling	1
monoatomic ion transmembrane transport	1
transmembrane transport	1

Indications & clinical

Indications

1 indication (0 at ChEMBL trial phase 4).

The 1 indication record carries no mapped disease name (EFO/MeSH-only); none shown.

Clinical trials

Total trials: 4.

Phase distribution

Phase	Trials
Not specified	4

Top trials by phase / activity

NCT	Phase	Status	Title
NCT02874963	Not specified	UNKNOWN	FM-SRP and Tooth Extraction Improve Type 2 Diabetes Mellitus in Periodontitis
NCT04703673	Not specified	COMPLETED	Sinolpan® Pharmacy Non-interventional Study - Quality of Live
NCT06772506	Not specified	COMPLETED	Minimally Invasive Non-surgical Therapy for the Treatment of Splinted Stage IV Periodontitis
NCT07339670	Not specified	COMPLETED	Study of Gum Tissue Proteins in Smokers vs. Non-smokers After Cleaning

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

Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.

17 molecules share ≥1 primary target. Top 17 by shared-target count:

Molecule	Source	Status	Shared targets
CANNABIDIOL	ChEMBL + PubChem	Phase 4 (approved)	TRPM8
CAPSAICIN	ChEMBL + PubChem	Phase 4 (approved)	TRPM8
CLOTRIMAZOLE	ChEMBL + PubChem	Phase 4 (approved)	TRPM8
DRONABINOL	ChEMBL + PubChem	Phase 4 (approved)	TRPM8
ECONAZOLE	ChEMBL + PubChem	Phase 4 (approved)	TRPM8
MENTHOL	ChEMBL	Phase 4 (approved)	TRPM8
ICILLIN	ChEMBL	Phase 3	TRPM8
LEVOMENTHOL	ChEMBL	Phase 3	TRPM8
ACOLTREMON	ChEMBL	Phase 2	TRPM8
CANNABIDIVARIN	ChEMBL	Phase 2	TRPM8
CANNABIGEROL	ChEMBL	Phase 2	TRPM8
ELISMETREP	ChEMBL	Phase 2	TRPM8
SB-705498	ChEMBL	Phase 2	TRPM8
TETRAHYDROCANNABIVARIN	ChEMBL	Phase 2	TRPM8
Eugenol	PubChem	Approved	TRPM8
menthol, unspecified form	PubChem	Approved	TRPM8
Serotonin	PubChem	Approved	TRPM8