MEDICAGENIC-ACID

Structure

2D structure of MEDICAGENIC-ACID
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 65048

Names and identifiers

Name

MEDICAGENIC-ACID

IUPAC name

(2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2,3-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-2,3,4,4a,5,6,6a,6b,7,8,9,10,11,12,12a,14,14a,14b-octadecahydropicene-4,8a(1H)-dicarboxylic acid

SMILES

C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)(C[C@@H]([C@@H]([C@@]3(C)C(=O)O)O)O)C

General information

Molecular formula

C30H46O6

Molecular weight

502.69 g/mol

Monoisotopic mass

502.3294 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Medicago lupulina L. aerial parts -
Gorski, P.M., Jurzysta, M., Burda, S., Oleszek, W., Ploszynski, M. (1984). Studies on Medicago iupulina saponins. ii. isolation, chemical characterization, and biological activity of saponins from M. iupulina tops. Acta Soc Bot Pol, 53(4), 527-533
Medicago lupulina L. leaf -
Jurzysta, M., Burda, S., Oleszek, W., Ploszynski, M. (1988). The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae. Can J Bot, 66(2), 363-367 doi:10.1139/b88-058
Medicago lupulina L. root -
Oleszek, W., Jurzysta, M., Gorski, P., Burda, S., Ploszynski, M. (1987). Studies on Medicago lupulina saponins. 6. some chemical characteristics and biological activity of root saponins. Acta Soc Bot Pol, 56(1), 119-126
Medicago minima (L.) L. leaf -
Jurzysta, M., Burda, S., Oleszek, W., Ploszynski, M. (1988). The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae. Can J Bot, 66(2), 363-367 doi:10.1139/b88-058
Medicago sativa L. - 320-600 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Medicago sativa L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Medicago sativa L. root -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.