(Q27268960)

Medicagenic acid (English)

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

14 October 2016

stereoisomer of

1 reference

based on heuristic

inferred from InChI

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

1 reference

1 reference

C₃₀H₄₆O₆

1 reference

Medicagenic acid (English)

14 October 2016

canonical SMILES

CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C(=O)O)O)O)C)C)C2C1)C)C(=O)O)C

1 reference

Medicagenic acid (English)

14 October 2016

isomeric 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

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicagenic acid (English)

14 October 2016

1 reference

Medicago blancheana

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago cancellata

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago carstiensis

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago intertexta

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago sativa

7 references

A gas chromatographic method for the determination of medicagenic acid in lucerne (alfalfa) leaf protein concentrate

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Alfalfa saponins and sapogenins: Isolation and quantification in two different cultivars

Simple gas chromatographic method for the determination of medicagenic acid in alfalfa (Medicago sativa)

Reinvestigation of the sapogenins and prosapogenins from alfalfa (Medicago sativa)

Medicagenic acid and saponins in callus and suspension cultures of alfalfa

Variable sensitivity of Trichoderma viride to Medicago sativa saponins

Medicago coronata

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago cretacea

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago disciformis

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago falcata

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago granadensis

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago hybrida

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago laciniata

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago lupulina

3 references

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Studies on Medicago lupulina saponins. 2. Isolation, chemical characterization and biological activity of saponins from M. lupulina tops

Studies on Medicago lupulina saponins. 6. Some chemical characteristics and biological activity of root saponins

Medicago minima

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago murex

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago orbicularis

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago radiata

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago rigidula

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago rotata

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago rugosa

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago scutellata

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago truncatula

2 references

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicagenic acid and saponins in callus and suspension cultures of alfalfa

Medicago turbinata

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Melilotus officinalis

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Melilotus albus

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Melilotus indicus

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Melilotus italicus

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Melilotus messanensis

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Melilotus sulcatus

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Melilotus wolgicus

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Trigonella calliceras

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Trigonella caerulea

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Trigonella corniculata

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Trigonella cretica

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Trigonella foenum-graecum

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Ganophyllum giganteum

1 reference

Structure de L'Acide Zanhique et de L'Acide Zanhique-γ-Lactone, Triterpenoïdes Nouveaux Isoles de Zanha Golugensis et de Ganophyllum Giganteum

Zanha golungensis

1 reference

Structure de L'Acide Zanhique et de L'Acide Zanhique-γ-Lactone, Triterpenoïdes Nouveaux Isoles de Zanha Golugensis et de Ganophyllum Giganteum

Castanospermum australe

1 reference

Extractives of Australian Timbers. IV. Castanogenin (Medicagenic Acid) and Bayogenin, C30H48O5, from Castanospermum australe Cunn. et Fras

Gladiolus italicus

1 reference

A new oleanene triterpene from Gladiolus segetum Ker-Gawl.

Medicago glutinosa

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago ciliaris

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago nigra

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago

1 reference

Saponins of the genus Medicago

Medicago polymorpha

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Trigonella balansae

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Melilotus siculus

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago monantha

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago monspeliaca

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago polyceratia

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Medicago orthoceras

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Fabaceae

1 reference

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Identifiers

InChI

InChI=1S/C30H46O6/c1-25(2)11-13-30(24(35)36)14-12-27(4)17(18(30)15-25)7-8-20-26(3)16-19(31)22(32)29(6,23(33)34)21(26)9-10-28(20,27)5/h7,18-22,31-32H,8-16H2,1-6H3,(H,33,34)(H,35,36)/t18-,19-,20+,21+,22-,26+,27+,28+,29-,30-/m0/s1

1 reference

Medicagenic acid (English)

IDGXIXSKISLYAC-WNTKNEGGSA-N

14 October 2016

InChIKey

1 reference

Global Substance Registration System

Medicagenic acid (English)

14 October 2016

2 references

UNII

7X05537I17

medicagenic acid (English)

IDGXIXSKISLYAC-WNTKNEGGSA-N

14 October 2016

InChIKey

10 April 2021

https://commonchemistry.cas.org/detail?cas_rn=599-07-5

1 reference

(2beta,3beta)-2,3-Dihydroxyolean-12-ene-23,28-dioic acid (English)

14 October 2016

1 reference

Medicagenic acid (English)

14 October 2016

ChEBI ID

167977

mapping relation type

exact match

1 reference

ChEBI release 2022-06-13

1 reference

splash10-0udi-0000090000-091d034d91fd03a80417

CHEMBL520726 (English)

14 October 2016

1 reference

MassBank accession ID

0 references

0 references

0 references

0 references

0 references

0 references

0 references

splash10-0udi-0000970000-fe24b273c01636706c25

0 references

splash10-003i-0000900000-cc5f52793ca71b2c05e0

0 references

splash10-0udi-0000090000-05260f4fc8e17c669faf

0 references

splash10-0udi-1000090000-55a3276b9bcb75c5442f

0 references

0 references

1 reference

inferred from InChIKey

UNII

7X05537I17

1 reference

Global Substance Registration System

UNII

7X05537I17

http://www.lipidmaps.org/rest/compound/lm_id/LM/all/download

medicagenic acid (English)

14 October 2016

0 references

1 reference