Details of the Drug

General Information of Drug (ID: DME5CK3)

Drug Name

eucalyptol

Synonyms

Eucalyptol; cineole; 1,8-Cineole; 1,8-Cineol; Cajeputol; 470-82-6; 1,8-Epoxy-p-menthane; Eucalyptole; Zineol; Eucapur; Terpan; p-Cineole; 1,8-Oxido-p-menthane; 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane; Eukalyptol; CINEOL; Cucalyptol; Soledum; Eukalyptol [Czech]; Zedoary oil; Eucalyptol (natural); EUCALYPTUS OIL; p-Menthane, 1,8-epoxy-; Cineole (VAN); 2-Oxabicyclo[2.2.2]octane, 1,3,3-trimethyl-; NCI-C56575; Eucalyptol [USAN]; UNII-RV6J6604TK; FEMA No. 2465; 2-Oxabicyclo(2.2.2)octane, 1,3,3-trimethyl-; NSC 6171

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL is unavailable

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

154.25

Logarithm of the Partition Coefficient (xlogp)

2.5

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C10H18O
IUPAC Name: 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane
Canonical SMILES: CC1(C2CCC(O1)(CC2)C)C
InChI: InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3
InChIKey: WEEGYLXZBRQIMU-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 2758
ChEBI ID: CHEBI:27961
CAS Number: 470-82-6
DrugBank ID: DB03852
TTD ID: D05YAR

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Long transient receptor potential channel 8 (TRPM8)	TTXDKTO	TRPM8_HUMAN	Activator	[2]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGCR)	OTRT3F3U	HMDH_HUMAN	Gene/Protein Processing	[3]
Achaete-scute homolog 1 (ASCL1)	OTI4X44G	ASCL1_HUMAN	Gene/Protein Processing	[4]
Adenomatous polyposis coli protein (APC)	OTKV0TIK	APC_HUMAN	Gene/Protein Processing	[4]
Ankyrin repeat domain-containing protein 17 (ANKRD17)	OTQ3DYEP	ANR17_HUMAN	Gene/Protein Processing	[4]
Bcl2-associated agonist of cell death (BAD)	OT63ERYM	BAD_HUMAN	Gene/Protein Processing	[4]
Cathepsin D (CTSD)	OTQZ36F3	CATD_HUMAN	Gene/Protein Processing	[5]
Cbp/p300-interacting transactivator 2 (CITED2)	OT812TV7	CITE2_HUMAN	Gene/Protein Processing	[4]
Cytochrome P450 3A4 (CYP3A4)	OTQGYY83	CP3A4_HUMAN	Biotransformations	[6]
Cytochrome P450 3A5 (CYP3A5)	OTSXFBXB	CP3A5_HUMAN	Biotransformations	[6]
E3 ubiquitin-protein ligase TRIM21 (TRIM21)	OTA4UJCF	RO52_HUMAN	Gene/Protein Processing	[4]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2464).
2	Identification of a cold receptor reveals a general role for TRP channels in thermosensation. Nature. 2002 Mar 7;416(6876):52-8.
3	Synergistic antiproliferative and anticholesterogenic effects of linalool, 1,8-cineole, and simvastatin on human cell lines. Chem Biol Interact. 2014 May 5;214:57-68.
4	Transcriptome Analysis Reveals the Anti-Tumor Mechanism of Eucalyptol Treatment on Neuroblastoma Cell Line SH-SY5Y. Neurochem Res. 2022 Dec;47(12):3854-3862. doi: 10.1007/s11064-022-03786-8. Epub 2022 Nov 4.
5	Lavender Products Associated With Premature Thelarche and Prepubertal Gynecomastia: Case Reports and Endocrine-Disrupting Chemical Activities. J Clin Endocrinol Metab. 2019 Nov 1;104(11):5393-5405. doi: 10.1210/jc.2018-01880.
6	Metabolism of 1,8-cineole by human cytochrome P450 enzymes: identification of a new hydroxylated metabolite. Biochim Biophys Acta. 2005 Apr 15;1722(3):304-11. doi: 10.1016/j.bbagen.2004.12.019. Epub 2005 Jan 17.