LIPID MAPS

Structure Database (LMSD)

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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

360.23006

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

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

DOI: 10.1016/0040-4020(65)80064-3

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