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595-15-3

595-15-3 Structure

595-15-3 Structure
IdentificationBack Directory
[Name]

SOYASAPOGENOL B(P)
[CAS]

595-15-3
[Synonyms]

Sapogenol B
Soyasapogel B
Soyasapogenol M2
SOYASAPOGENOL B(P)
Soyasapogenol B >=98% (HPLC)
(4S)-Olean-12-ene-3β,22β,24-triol
Olean-12-ene-3,22,23-triol,(3b,4b,22b)-
Olean-12-ene-3,22,23-triol, (3β,4β,22β)-
Soyasapogenol B, 98%, from Glycine max (L.) Merr.
(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4,6a,6b,8a,11,11,14b-heptamethyl-4-methylol-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,9-diol
(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,9-diol
[Molecular Formula]

C30H50O3
[MDL Number]

MFCD00075988
[MOL File]

595-15-3.mol
[Molecular Weight]

458.72
Chemical PropertiesBack Directory
[Melting point ]

258~259℃
[Boiling point ]

555.5±50.0 °C(Predicted)
[density ]

1.10±0.1 g/cm3(Predicted)
[storage temp. ]

4°C, protect from light
[solubility ]

Soluble in DMSO
[form ]

Solid
[pka]

14.91±0.70(Predicted)
[color ]

White to off-white
[Major Application]

metabolomics
vitamins, nutraceuticals, and natural products
[InChIKey]

YOQAQNKGFOLRGT-ZIPOINFQNA-N
[SMILES]

[C@@]12(C)CC[C@@]3([H])[C@@](C)(CO)[C@@H](O)CC[C@]3(C)[C@@]1([H])CC=C1[C@]3([H])CC(C[C@@H](O)[C@]3(C)CC[C@@]21C)(C)C |&1:0,4,6,10,14,16,21,26,28,32,r|
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Soyasapogenol B has been shown to attenuate lipopolysaccharide-induced memory impairment in mice.
[Definition]

ChEBI: A pentacyclic triterpenoid that is oleanane containing a double bond between positions 12 and 13 and substituted by hydroxy groups at the 3beta, 22beta and 24-positions.
[Biological Activity]

Soyasapogenol B is a constituent of soya bean saponin th at belongs to the family of oleanane triterpenes. It is known to have biofunctions in cell signalingmembrane integrity and stabilityand fuel and energy storage. Soyasapogenol B may demonstrate hypocholesterolemic effects.
[in vivo]

Soyasapogenol B (25 or 50 mg/kg/day, intraperitoneal injection) can inhibit tumor growth, and promote apoptosis and autophagy in a mouse tumor model of colorectal cancer[1].
Soyasapogenol B (10 mg/kg, oral) alleviates memory impairment induced by lipopolysaccharide (HY-D1056) in mice by regulating the expression of BDNF mediated by NF-κB[3].

Animal Model:Xenograft murine models[1]
Dosage:25 or 50 mg/kg
Administration:i.p.
Result:Increased the apoptotic cell death dose-dependently. Increased the expression of cleaved caspase-3, Bax, CHOP, GRP78 and LC3BII. Decreased the expression of Bcl-2 and Ki-67.
Animal Model:Lipopolysaccharide-induced memory impairment in mice[3]
Dosage:10 mg/kg
Administration:p.o.
Result:Increased LPS-suppressed BDNF expression and inhibited NF-κB activation and TNF-α expression.
Spectrum DetailBack Directory
[Spectrum Detail]

SOYASAPOGENOL B(P)(595-15-3)1HNMR
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