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> Main
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 (Br
o
nsted 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-
[(1
R
,6
R
)-
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
Type
Source
17544411
PubMed citation
Europe PMC
Last Modified
28 July 2014