Structure Database (LMSD)

Common Name
Cannabigerolic acid
Systematic Name
3-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-2,4-dihydroxy-6-pentyl-benzoic acid
Synonyms
  • CBGA
LM ID
LMPK13120006
Formula
C22H32O4
Exact Mass
Calculate m/z
360.230061
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Aromatic polyketides [PK13]
Other aromatic polyketides [PK1312]

Biological Context

Cannabigerolic acid is an analytical reference material categorized as a phytocannabinoid.1 Cannabigerolic acid is a precursor in the biosynthesis of tetrahydrocannabinolic acid, cannabidiolic acid, and cannabichromenic acid. This product is intended for research and forensic applications.

This information has been provided by Cayman Chemical

References

1. Morimoto, S., Taura, F., and Shoyama, Y. Biosynthesis of cannabinoids in Cannabis sativa L. Curr. Top. Phytochem. 2, 103-113 (1999).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cannabis sativa (#3483)
Magnoliopsida (#3398)
Hashish. IV. The isolation and structure of cannabinolic cannabidiolic and cannabigerolic acids.,
Tetrahedron, 1965
Pubmed ID: 5879350

String Representations

InChiKey (Click to copy)
SEEZIOZEUUMJME-FOWTUZBSSA-N
InChi (Click to copy)
InChI=1S/C22H32O4/c1-5-6-7-11-17-14-19(23)18(21(24)20(17)22(25)26)13-12-16(4)10-8-9-15(2)3/h9,12,14,23-24H,5-8,10-11,13H2,1-4H3,(H,25,26)/b16-12+
SMILES (Click to copy)
C(/C=C(\C)/CC/C=C(\C)/C)C1C(O)=C(C(O)=O)C(CCCCC)=CC=1O

Other Databases

CHEBI ID
67081
PubChem CID
6449999
Cayman ID
9001572

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 1
Rotatable Bonds 10
Van der Waals Molecular Volume 385.22
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.76
Molar Refractivity 106.09

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Created at
31st Jul 2024
Updated at
31st Jul 2024