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]
Affected Organisms
Humans and other mammals
ATC Code
R05CA13: eucalyptol
R05CA: Expectorants
R05C: EXPECTORANTS, EXCL. COMBINATIONS WITH COUGH SUPPRESSANTS
R05: COUGH AND COLD PREPARATIONS
R: RESPIRATORY SYSTEM
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) 0
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 1
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
UNII
RV6J6604TK
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]

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]
Molecular Interaction Atlas (MIA) 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.