CHEBI:3359 - cannabidiolic acid

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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.
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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 )
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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
Cannabidiolic_acid Wikipedia
CPD-7170 MetaCyc
DB19261 DrugBank
HMDB0249587 HMDB
LMPK13120003 LIPID MAPS
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Registry Numbers Types Sources
1244-58-2 CAS Registry Number KEGG COMPOUND
2226330 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17544411 PubMed citation Europe PMC
35628417 PubMed citation Europe PMC
38676379 PubMed citation Europe PMC
39616944 PubMed citation Europe PMC
39667593 PubMed citation Europe PMC
39720409 PubMed citation Europe PMC
40430085 PubMed citation Europe PMC
IND608309439 Agricola citation Europe PMC
Last Modified
19 June 2025