medicagenic acid

2-beta,3-beta-dihydroxyolean-12-ene-23,28-dioic acid

CAS: 599-07-5 C30 H46 O6 MW: 502.69182000

Identification

Namemedicagenic acid
CAS Number599-07-5
FDA UNII7X05537I17
Molecular FormulaC30 H46 O6
Molecular Weight502.69182000
MDL NumberMFCD02752364
Nikkaji NumberJ14.220D

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 0.09187 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for medicagenic acid usage levels up tonot for fragrance use.
Recommendation for medicagenic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

medicago sativa root

Synonyms

(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 2-beta,3-beta- dihydroxyolean-12-ene-23,28-dioic acid PubMed: Interactions between erythromycin, flunixin meglumine, levamisole and plant secondary metabolites towards bovine gastrointestinal motility-in vitro study. PubMed: Medicago truncatula Oleanolic-Derived Saponins Are Correlated with Caterpillar Deterrence. PubMed: Three new oleanane-type triterpenoid saponins from the seeds of Celosia cristata L. PubMed: Artefact formation during acid hydrolysis of saponins from Medicago spp. PubMed: An endoplasmic reticulum-engineered yeast platform for overproduction of triterpenoids. PubMed: Saponins and Flavonoids from an Infusion of Herniaria hirsuta. PubMed: CYP72A67 Catalyzes a Key Oxidative Step in Medicago truncatula Hemolytic Saponin Biosynthesis. PubMed: Cell wall integrity, genotoxic injury and PCD dynamics in alfalfa saponin-treated white poplar cells highlight a complex link between molecule structure and activity. PubMed: Sapogenin content variation in Medicago inter-specific hybrid derivatives highlights some aspects of saponin synthesis and control. PubMed: Triterpenoid glycosides from Medicago sativa as antifungal agents against Pyricularia oryzae. PubMed: New oleanane-type triterpenoid saponins isolated from the seeds of Celosia argentea. PubMed: Acylated oleanane-type saponins from Ganophyllum giganteum. PubMed: Oleanane type glycosides from Paronychia anatolica subsp. balansae. PubMed: Dolichos falcata Klein attenuated the inflammation induced by monosodium urate crystals in vivo and in vitro. PubMed: 30-normedicagenic acid glycosides from Chenopodium foliosum. PubMed: Sibiricasaponins A-E, five new triterpenoid saponins from the aerial parts of Polygala sibirica L. PubMed: Chemical investigation of saponins from twelve annual Medicago species and their bioassay with the brine shrimp Artemia salina. PubMed: [Chemical constituents and bioactivity of Kalimeris indica]. PubMed: Alfalfa (Medicago sativa L.) shoot saponins: identification and bio-activity by the assessment of aphid feeding. PubMed: Bisdesmosidic saponins from Securidaca longepedunculata roots: evaluation of deterrency and toxicity to Coleopteran storage pests. PubMed: A new oleanene triterpene from Gladiolus segetum Ker-Gawl. PubMed: Enhanced triterpene saponin biosynthesis and root nodulation in transgenic barrel medic (Medicago truncatula Gaertn.) expressing a novel beta-amyrin synthase (AsOXA1) gene. PubMed: Deterrence and toxicity of plant saponins for the pea aphid acyrthosiphon pisum harris. PubMed: Two new triterpenoid saponins isolated from Polygala japonica. PubMed: Antidermatophyte activity of medicago extracts and contained saponins and their structure-activity relationships. PubMed: Effect of low and high-saponin lines of alfalfa on pea aphid. PubMed: Antimicrobial activity of saponins from Medicago sp.: structure-activity relationship. PubMed: Triterpene saponins from the roots of Medicago hybrida. PubMed: Triterpenoid glycosides from leaves of Medicago arborea L. PubMed: Determination of saponins in aerial parts of barrel medic (Medicago truncatula) by liquid chromatography-electrospray ionization/mass spectrometry. PubMed: Triterpene saponins from barrel medic (Medicago truncatula) aerial parts. PubMed: Quantification of saponins in aerial and subterranean tissues of Medicago truncatula. PubMed: Genomics-based selection and functional characterization of triterpene glycosyltransferases from the model legume Medicago truncatula. PubMed: Combined effects of elevated CO2 and herbivore damage on alfalfa and cotton. PubMed: Herbivore-induced responses in alfalfa (Medicago sativa). PubMed: Stability of saponins in alcoholic solutions: ester formation as artifacts. PubMed: A genomics approach to the early stages of triterpene saponin biosynthesis in Medicago truncatula. PubMed: Monodesmosidic saponins from Herniaria hirsuta. PubMed: Saponins in alfalfa (Medicago sativa L.) root and their structural elucidation. PubMed: Saponins from the stem bark of Filicium decipiens. PubMed: Saponins as antimycotic agents: glycosides of medicagenic acid. PubMed: Liquid secondary ion mass spectrometry and linked scanning at constant B/ELSIMS/MS for structure confirmation of saponins in Medicago sativa (alfalfa). PubMed: Chemistry and biological activity of triterpenoid glycosides from Medicago sativa. PubMed: Linderniosides A and B, oleanane saponins from Lindernia pyxidaria. PubMed: Medicagenic acid saponins from Aster batangensis. PubMed: Isolation and studies of the mutagenic activity of saponins in the Ames test. PubMed: A triterpene saponin from Herniaria glabra. PubMed: Allelopathic potentials of alfalfa (Medicago sativa) saponins: Their relation to antifungal and hemolytic activities. PubMed: Synthesis and antifungal activity of medicagenic acid saponins on plant pathogens: modification of the saccharide moiety and the 23 alpha substitution. PubMed: Mode of action of the antimycotic agent G2 isolated from alfalfa roots. PubMed: Production and biological activity of saponins and canavanine in alfalfa seedlings. PubMed: Activity of compound G2 isolated from alfalfa roots in experimental dermatophyte infection. PubMed: Activities of compound G2 isolated from alfalfa roots against dermatophytes. PubMed: Simple gas chromatographic method for the determination of medicagenic acid in alfalfa (Medicago sativa). PubMed: Activity of compound G2 isolated from alfalfa roots against medically important yeasts. PubMed: The susceptibility of Cryptococcus neoformans to an antimycotic agent (G2) from alfalfa. PubMed: A gas chromatographic method for the determination of medicagenic acid in lucerne (alfalfa) leaf protein concentrate. PubMed: The effect of the carbohydrate moiety on biological activities of synthetic glycosides of medicagenic acid. PubMed: The synthesis of the A,B and D,E rings of medicagenic acid. PubMed: Medicagenic acid, the factor responsible for hemolytic activity of lucerne saponins. PubMed: A natural glycoside of medicagenic acid. An alfalfa blossom saponin.