CHEBI:77270 - 11-hydroxy-Δ9-tetrahydrocannabinol

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ChEBI Name 11-hydroxy-Δ9-tetrahydrocannabinol
ChEBI ID CHEBI:77270
ChEBI ASCII Name 11-hydroxy-Delta(9)-tetrahydrocannabinol
Definition A phytocannabinoid that is Δ9-tetrahydrocannabinol in which the methyl group at C-11 has been hydroxylated . Major metabolite of Δ9-tetrahydrocannabinol.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H30O3
Net Charge 0
Average Mass 330.46110
Monoisotopic Mass 330.21949
InChI InChI=1S/C21H30O3/c1-4-5-6-7-14-11-18(23)20-16-10-15(13-22)8-9-17(16)21(2,3)24-19(20)12-14/h10-12,16-17,22-23H,4-9,13H2,1-3H3/t16-,17-/m1/s1
InChIKey YCBKSSAWEUDACY-IAGOWNOFSA-N
SMILES CCCCCc1cc(O)c2[C@@H]3C=C(CO)CC[C@H]3C(C)(C)Oc2c1
Roles Classification
Biological Role(s): human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via phytocannabinoid )
cannabinoid receptor agonist
An agonist that binds to and activates cannabinoid receptors.
(via cannabinoid )
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ChEBI Ontology
Outgoing 11-hydroxy-Δ9-tetrahydrocannabinol (CHEBI:77270) has functional parent Δ9-tetrahydrocannabinol (CHEBI:66964)
11-hydroxy-Δ9-tetrahydrocannabinol (CHEBI:77270) has role human xenobiotic metabolite (CHEBI:76967)
11-hydroxy-Δ9-tetrahydrocannabinol (CHEBI:77270) is a phytocannabinoid (CHEBI:67196)
IUPAC Name
(6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol
Synonyms Sources
(−)-11-hydroxy-Δ9-tetrahydrocannabinol ChEBI
(−)-11-hydroxy-Δ9-THC ChEBI
(6aR,10aR)-6a,7,8,10a-tetrahydro-1-hydroxy-6,6-dimethyl-3-pentyl-6H-dibenzo[b,d]pyran-9-methanol ChEBI
11-Hydroxy-delta(9)-tetrahydrocannabinol ChemIDplus
11-Hydroxy-delta(sup 9)tetrahydrocannabinol ChemIDplus
11-Hydroxytetrahydrocannabinol ChemIDplus
11-OH-THC ChEBI
Manual Xrefs Databases
11-Hydroxy-THC Wikipedia
HMDB0060906 HMDB
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Registry Numbers Types Sources
36557-05-8 CAS Registry Number ChemIDplus
4259929 Beilstein Registry Number ChemIDplus
4697849 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20630472 PubMed citation Europe PMC
21871147 PubMed citation Europe PMC
24185550 PubMed citation Europe PMC
Last Modified
07 February 2014