| Identification | Back Directory | [Name]
cannabidiolic acid | [CAS]
1244-58-2 | [Synonyms]
cannabidiolic acid
Cannabidiolic Acid (CRM)
Cannabidiolic acid solution
2,4-Dihydroxy-3-[(1R,6R)-3-methyl-6-isopropenyl-2-cyclohexenyl]-6-pentylbenzoic acid
6-amyl-2,4-dihydroxy-3-[(1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-en-1-yl]benzoic acid
2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-6-pentylbenzoic acid
2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-prop-1-en-2-yl-cyclohex-2-en-1-yl]-6-pentyl-benzoic acid
2,4-Dihydroxy-3-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-6-pentylbenzoic acid
Benzoic acid, 2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-6-pentyl- | [Molecular Formula]
C22H30O4 | [MOL File]
1244-58-2.mol | [Molecular Weight]
358.47 |
| Chemical Properties | Back Directory | [Melting point ]
45-48 °C | [Boiling point ]
530.8±50.0 °C(Predicted) | [density ]
1.123±0.06 g/cm3(Predicted) | [Fp ]
2℃ | [storage temp. ]
−20°C | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
neat | [pka]
3.41±0.43(Predicted) | [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]
CCCCCc1cc(O)c([C@@H]2C=C(C)CC[C@H]2C(C)=C)c(O)c1C(O)=O | [LogP]
7.870 (est) |
| Safety Data | Back Directory | [RIDADR ]
UN 1648 3 / PGII | [WGK Germany ]
3 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Repr. 2 |
| Hazard Information | Back Directory | [Description]
Cannabidiolic acid (Item No. 18090) is a certified reference material categorized as a phytocannabinoid. Cannabidiolic acid is produced by the oxidocyclization of cannabigerolic acid (Item Nos. 20019 | 9001574) by cannabidiolic acid synthase. This product is intended for research and forensic applications. | [Uses]
Cannabidiolic Acid is a major cannabinoid in fiber-type cannabis, is an inhibitor of MDA-MB-231 breast cancer cell migration. Cannabidiolic Acid offers potential therapeutic value in the abrogation of
cancer cell migration and aggressive breast cancers. | [Definition]
ChEBI: 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. | [target]
cAMP | COX | 5-HT Receptor | [References]
[1] F TAURA Y S S Morimoto. Purification and characterization of cannabidiolic-acid synthase from Cannabis sativa L.. Biochemical analysis of a novel enzyme that catalyzes the oxidocyclization of cannabigerolic acid to cannabidiolic acid.[J]. The Journal of Biological Chemistry, 1996, 271 29: 17411-17416. DOI: 10.1074/jbc.271.29.17411
[2] AYAT ZAGZOOG. In vitro and in vivo pharmacological activity of minor cannabinoids isolated from Cannabis sativa.[J]. Scientific Reports, 2020: 20405. DOI: 10.1038/s41598-020-77175-y
[3] DANIELE VIGLI. Chronic Treatment with Cannabidiolic Acid (CBDA) Reduces Thermal Pain Sensitivity in Male Mice and Rescues the Hyperalgesia in a Mouse Model of Rett Syndrome[J]. Neuroscience, 2021, 453: Pages 113-123. DOI: 10.1016/j.neuroscience.2020.09.041 |
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