CHEBI:66964 - Δ9-tetrahydrocannabinol

Main ChEBI Ontology Automatic Xrefs
ChEBI Name Δ9-tetrahydrocannabinol
ChEBI ID CHEBI:66964
ChEBI ASCII Name Delta(9)-tetrahydrocannabinol
Definition A diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. The principal psychoactive constituent of the cannabis plant.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Secondary ChEBI IDs CHEBI:4716
Supplier Information
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Formula C21H30O2
Net Charge 0
Average Mass 314.46170
InChI InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1
InChIKey CYQFCXCEBYINGO-IAGOWNOFSA-N
SMILES [H][C@@]12CCC(C)=C[C@@]1([H])c1c(O)cc(CCCCC)cc1OC2(C)C
Metabolite of Species Details
Cannabis sativa (NCBI:3483) Found in aerial part (BTO:0001658). Acetone extract of Dried, powdered and heated flowered aerial parts See: PubMed
Roles Classification
Biological Role(s): epitope
The biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via phytocannabinoid )
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
cannabinoid receptor agonist
An agonist that binds to and activates cannabinoid receptors.
(via cannabinoid )
Application(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
hallucinogen
Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations and other alterations of mood and thinking.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing Δ9-tetrahydrocannabinol (CHEBI:66964) has role cannabinoid receptor agonist (CHEBI:67072)
Δ9-tetrahydrocannabinol (CHEBI:66964) has role epitope (CHEBI:53000)
Δ9-tetrahydrocannabinol (CHEBI:66964) has role hallucinogen (CHEBI:35499)
Δ9-tetrahydrocannabinol (CHEBI:66964) has role metabolite (CHEBI:25212)
Δ9-tetrahydrocannabinol (CHEBI:66964) has role non-narcotic analgesic (CHEBI:35481)
Δ9-tetrahydrocannabinol (CHEBI:66964) is a benzochromene (CHEBI:38920)
Δ9-tetrahydrocannabinol (CHEBI:66964) is a diterpenoid (CHEBI:23849)
Δ9-tetrahydrocannabinol (CHEBI:66964) is a phytocannabinoid (CHEBI:67196)
Δ9-tetrahydrocannabinol (CHEBI:66964) is a polyketide (CHEBI:26188)
Incoming 11-hydroxy-Δ9-tetrahydrocannabinol (CHEBI:77270) has functional parent Δ9-tetrahydrocannabinol (CHEBI:66964)
11-nor-9-carboxy-Δ9-tetrahydrocannabinol (CHEBI:77273) has functional parent Δ9-tetrahydrocannabinol (CHEBI:66964)
IUPAC Name
(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol
INN Source
dronabinol KEGG DRUG
Synonyms Sources
(-)-delta9-trans-Tetrahydrocannabinol ChemIDplus
1-trans-delta-9-Tetrahydrocannabinol ChemIDplus
3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,d)pyran-1-ol ChemIDplus
6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol NIST Chemistry WebBook
Δ1-tetrahydrocannabinol SUBMITTER
delta9-Tetrahydrocannabinol KEGG COMPOUND
Δ9-tetrahydrocannabinol UniProt
Δ9-THC SUBMITTER
Dronabinol KEGG COMPOUND
Dronabinolum ChemIDplus
Tetrahydrocannabinol KEGG COMPOUND
Database Links Databases
C00002675 KNApSAcK
C06972 KEGG COMPOUND
CPD-7172 MetaCyc
D00306 KEGG DRUG
DB00470 DrugBank
HMDB41865 HMDB
TCI PDBeChem
Tetrahydrocannabinol Wikipedia
View more database links
Registry Numbers Types Sources
1972-08-3 CAS Registry Number KEGG COMPOUND
1972-08-3 CAS Registry Number ChemIDplus
1972-08-3 CAS Registry Number NIST Chemistry WebBook
4354308 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15190053 PubMed citation SUBMITTER
16511162 PubMed citation SUBMITTER
21310551 PubMed citation CiteXplore
21590520 PubMed citation CiteXplore
21671456 PubMed citation CiteXplore
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22807156 PubMed citation CiteXplore
Last Modified
28 July 2014