Medicagenic acid

Modify Date: 2026-06-30 07:44:45

Medicagenic acid Structure
Medicagenic acid structure
Common Name Medicagenic acid
CAS Number 599-07-5 Molecular Weight 502.68300
Density 1.23g/cm3 Boiling Point 635.9ºC at 760 mmHg
Molecular Formula C30H46O6 Melting Point 380-382ºC (dec.)
MSDS N/A Flash Point 352.4ºC

 Use of Medicagenic acid


Medicagenic acid (Castanogenin) is isolated from the roots of Herniaria glabra L, exhibits potent fungistatic effects against several plant pathogens and human dermatophytes[1]. Medicagenic acid (Castanogenin) has low enzyme inhibitory activities, the target enzymes are xanthine oxidase, collagenase, elastase, tyrosinase, ChE[2].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name (2S,3R,4S,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
Synonym More Synonyms

 Medicagenic acid Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Medicagenic acid (Castanogenin) is isolated from the roots of Herniaria glabra L, exhibits potent fungistatic effects against several plant pathogens and human dermatophytes[1]. Medicagenic acid (Castanogenin) has low enzyme inhibitory activities, the target enzymes are xanthine oxidase, collagenase, elastase, tyrosinase, ChE[2].
Related Catalog
References

[1]. Zehavi U, et al. Saponins as antimycotic agents: glycosides of medicagenic acid. Adv Exp Med Biol. 1996;404:535-46.

[2]. https://www.ncbi.nlm.nih.gov/pubmed/31627115

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.23g/cm3
Boiling Point 635.9ºC at 760 mmHg
Melting Point 380-382ºC (dec.)
Molecular Formula C30H46O6
Molecular Weight 502.68300
Flash Point 352.4ºC
Exact Mass 502.32900
PSA 115.06000
LogP 5.26910
Index of Refraction 1.587
InChIKey IDGXIXSKISLYAC-WNTKNEGGSA-N
SMILES CC1(C)CCC2(C(=O)O)CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(C(=O)O)C5CCC43C)C2C1

 Medicagenic acidBioassay

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This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Binding affinity to photoactivated rhodopsin in bovine retinal rod outer-segment memb...
Source: ChEMBL
Target: Rhodopsin
External Id: CHEMBL977315
Name: Neuroprotective activity against H2O2-induced cell death in human SH-SY5Y cells asses...
Source: ChEMBL
Target: SH-SY5Y
External Id: CHEMBL4611637
Name: Inhibition of human recombinant N-terminal His-tagged 15-LOX2 expressed in Escherichi...
Source: ChEMBL
Target: Polyunsaturated fatty acid lipoxygenase ALOX15B
External Id: CHEMBL4417326
Name: HIV Enzyme Data
Source: NIAID
Target: N/A
External Id: HIV Enzyme Data
Name: Inhibition of human recombinant N-terminal His-tagged 15-LOX2 expressed in Escherichi...
Source: ChEMBL
Target: Polyunsaturated fatty acid lipoxygenase ALOX15B
External Id: CHEMBL4417327
Name: Inhibition of ovine recombinant COX1 assessed as decrease in formation of PGE2 using ...
Source: ChEMBL
Target: Prostaglandin G/H synthase 1
External Id: CHEMBL4417328
Name: Inhibition of ovine recombinant COX1 assessed as residual activity at 42 uM using ara...
Source: ChEMBL
Target: Prostaglandin G/H synthase 1
External Id: CHEMBL4417329
Name: Inhibition of human recombinant COX2 expressed in baculovirus infected sf21 cells ass...
Source: ChEMBL
Target: Prostaglandin G/H synthase 2
External Id: CHEMBL4417330
Name: Inhibition of human recombinant COX2 expressed in baculovirus infected sf21 cells ass...
Source: ChEMBL
Target: Prostaglandin G/H synthase 2
External Id: CHEMBL4417331
Name: HIV Cellular Data
Source: NIAID
Target: N/A
External Id: HIV Cellular Data
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

Medicagenic acid
medicagensaeure
Castanogenin

 Medicagenic acid | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the boiling point of (2S,3R,4S,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?
A: Boiling point of (2S,3R,4S,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 is 635.9ºC at 760 mmHg.
Q: What is the CAS number of (2S,3R,4S,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?
A: CAS number of (2S,3R,4S,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 is 599-07-5.
Q: What is the English name of (2S,3R,4S,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?
A: The English name of (2S,3R,4S,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 is (2S,3R,4S,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.
Q: What is the melting point of (2S,3R,4S,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?
A: Melting point of (2S,3R,4S,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 is 380-382ºC (dec.).
Q: What is the polar surface area (PSA) of (2S,3R,4S,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?
A: Polar surface area (PSA) of (2S,3R,4S,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 is 115.06000.
Q: What is the molecular formula of (2S,3R,4S,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?
A: Molecular formula of (2S,3R,4S,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 is C30H46O6.
Q: What is the InChIKey of (2S,3R,4S,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?
A: InChIKey of (2S,3R,4S,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 is IDGXIXSKISLYAC-WNTKNEGGSA-N.
Q: What is the LogP of (2S,3R,4S,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?
A: LogP of (2S,3R,4S,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 is 5.26910.
Q: What English synonyms does (2S,3R,4S,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 have?
A: English synonyms of (2S,3R,4S,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: Medicagenic acid, medicagensaeure, Castanogenin.
Q: What is the SMILES notation of (2S,3R,4S,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?
A: SMILES notation of (2S,3R,4S,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 is CC1(C)CCC2(C(=O)O)CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(C(=O)O)C5CCC43C)C2C1.

 Medicagenic acidfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
naturewill
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