CHEBI:133055 - 4''-hydroxycannabidiol

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ChEBI Name 4''-hydroxycannabidiol
ChEBI ID CHEBI:133055
Definition A hydroxy-cannabidiol that is cannabidiol in which one of the hydrogens at position 4 of the pentyl chain has been replaced by a hydroxy group. It is one of the main metabolites of cannabidiol by human liver microsomes, produced particularly by CYP3A.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB3156289, eMolecules:31653274, ZINC000002635368
Download Molfile XML SDF
Formula C21H30O3
Net Charge 0
Average Mass 330.462
Monoisotopic Mass 330.21949
InChI InChI=1S/C21H30O3/c1-13(2)17-9-8-14(3)10-18(17)21-19(23)11-16(12-20(21)24)7-5-6-15(4)22/h10-12,15,17-18,22-24H,1,5-9H2,2-4H3/t15?,17-,18+/m0/s1
InChIKey UZIVICVRBBCBHK-XSRYCBBQSA-N
SMILES C=1(C(=CC(=CC1O)CCCC(C)O)O)[C@H]2[C@](CCC(=C2)C)([H])C(C)=C
Roles Classification
Biological Role(s): human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4''-hydroxycannabidiol (CHEBI:133055) has role human xenobiotic metabolite (CHEBI:76967)
4''-hydroxycannabidiol (CHEBI:133055) is a hydroxy-cannabidiol (CHEBI:133048)
4''-hydroxycannabidiol (CHEBI:133055) is a olefinic compound (CHEBI:78840)
4''-hydroxycannabidiol (CHEBI:133055) is a resorcinols (CHEBI:33572)
4''-hydroxycannabidiol (CHEBI:133055) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(1'R,2'R)-4-(4-hydroxypentyl)-5'-methyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydrobiphenyl-2,6-diol
Synonyms Sources
4''-HO-cannabidiol ChEBI
4''-HO-CBD ChEBI
4''-hydroxy-cannabidiol ChEBI
4''-hydroxy-CBD ChEBI
4''-OH-cannabidiol ChEBI
4''-OH-CBD ChEBI
Registry Number Type Source
22690713 Reaxys Registry Number Reaxys
Citation Type Source
21704641 PubMed citation Europe PMC
Last Modified
17 August 2016