CHEBI:3359 - cannabidiolic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name cannabidiolic acid
ChEBI ID CHEBI:3359
Definition A dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a 3-p-mentha-1,8-dien-3-yl (limonene) group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H30O4
Net Charge 0
Average Mass 358.47120
Monoisotopic Mass 358.21441
InChI InChI=1S/C22H30O4/c1-5-6-7-8-15-12-18(23)20(21(24)19(15)22(25)26)17-11-14(4)9-10-16(17)13(2)3/h11-12,16-17,23-24H,2,5-10H2,1,3-4H3,(H,25,26)/t16-,17+/m0/s1
InChIKey WVOLTBSCXRRQFR-DLBZAZTESA-N
SMILES [H][C@]1(C=C(C)CC[C@H]1C(C)=C)c1c(O)cc(CCCCC)c(C(O)=O)c1O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cannabidiolic acid (CHEBI:3359) has functional parent olivetolic acid (CHEBI:66955)
cannabidiolic acid (CHEBI:3359) is a dihydroxybenzoic acid (CHEBI:23778)
cannabidiolic acid (CHEBI:3359) is a phytocannabinoid (CHEBI:67196)
cannabidiolic acid (CHEBI:3359) is a polyketide (CHEBI:26188)
cannabidiolic acid (CHEBI:3359) is a resorcinols (CHEBI:33572)
cannabidiolic acid (CHEBI:3359) is conjugate acid of cannabidiolate (CHEBI:67136)
Incoming cannabidiolate (CHEBI:67136) is conjugate base of cannabidiolic acid (CHEBI:3359)
IUPAC Name
2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-6-pentylbenzoic acid
Synonyms Sources
3-p-Mentha-1,8-dien-3-yl-6-pentyl-beta-resorcylic acid ChemIDplus
Cannabidiolic acid KEGG COMPOUND
CBDA ChEBI
Manual Xrefs Databases
C00002642 KNApSAcK
C10784 KEGG COMPOUND
CPD-7170 MetaCyc
LMPK13120003 LIPID MAPS
View more database links
Registry Numbers Types Sources
1244-58-2 CAS Registry Number KEGG COMPOUND
2226330 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17544411 PubMed citation Europe PMC
Last Modified
28 July 2014