Structure Database (LMSD)
Common Name
Cannabidiolic acid
Systematic Name
Synonyms
3D model of Cannabidiolic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Cannabidiolic acid (CRM) is a certified reference material categorized as a phytocannabinoid.1,2 Cannabidiolic acid has anxiolytic-like and antinociceptive activities in mice.2,3 Cannabidiolic acid (CRM) is registered as a Canada Test Kit. This product is intended for research and forensic applications.
This information has been provided by Cayman Chemical
References
1. Vigli, D., Cosentino, L., Pellas, M., et al. Chronic treatment with cannabidiolic scid (CBDA) reduces thermal pain sensitivity in male mice and rescues the hyperalgesia in a mouse model of Rett syndrome. Neuroscience 453, 113-123 (2021).
3. Taura, F., Morimoto, S., and Shoyama, Y. 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. Biol. Chem. 271(29), 17411-17416 (1996).
References
String Representations
InChiKey (Click to copy)
WVOLTBSCXRRQFR-DLBZAZTESA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@]1([H])([C@H](C(=C)C)CCC(C)=C1)C1C(O)=C(C(O)=O)C(CCCCC)=CC=1O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
26
Rings
2
Aromatic Rings
1
Rotatable Bonds
7
Van der Waals Molecular Volume
372.86
Topological Polar Surface Area
77.76
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
4
logP
5.54
Molar Refractivity
104.00
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Created at
-
Updated at
31st Jul 2024