medicagenic acid
2-beta,3-beta-dihydroxyolean-12-ene-23,28-dioic acid
 
Notes:
None found
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      Product(s):
      599-07-5 Medicogenic acid 98%
      Medicogenic acid is a triterpenoid isolated from Medicago sativa with hemolytic activity.
       
       
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CAS Number: 599-07-5Picture of molecule3D/inchi
FDA UNII: 7X05537I17
Nikkaji Web: J14.220D
MDL: MFCD02752364
XlogP3-AA: 5.80 (est)
Molecular Weight: 502.69182000
Formula: C30 H46 O6
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.09187 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Alfa Biotechnology
For experimental / research use only.
Medicagenic acid 98%
BOC Sciences
For experimental / research use only.
Medicogenic acid 98%
Odor: characteristic
Use: Medicogenic acid is a triterpenoid isolated from Medicago sativa with hemolytic activity.
Carbosynth
For experimental / research use only.
Medicagenic Acid
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for medicagenic acid usage levels up to:
 not for fragrance use.
 
Recommendation for medicagenic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 65048
National Institute of Allergy and Infectious Diseases: Data
 (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
Chemidplus: 0000599075
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References:
 (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
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 65048
Pubchem (cas): 599-07-5
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB34551
FooDB: FDB013057
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 medicago sativa root
Search Trop  Picture
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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
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Articles:
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.
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