508-01-0

Basic information

• Product Name: SOYASAPOGENOL A(P)
• Synonyms: SOYASAPOGENOL A(P);(4S)-Olean-12-ene-3β,21β,22β,23-tetrol;(3R,4S,4aR,6aR,6aS,6bR,9S,10S,12aR,14bR)-2,2,4a,6a,6b,9,12a-heptamethyl-9-methylol-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-3,4,10-triol;(3R,4S,4aR,6aR,6aS,6bR,9S,10S,12aR,14bR)-9-(hydroxymethyl)-2,2,4a,6a,6b,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-3,4,10-triol;Olean-12-ene-3beta,21beta,22beta,24-tetrol;Soyasapogenol M4;Soyasapogenol A, 95%, from Glycine max (L.) Merr.
• CAS NO: 508-01-0
• Molecular Formula: C₃₀H₅₀O₄
• Molecular Weight: 474.721
• Product Categories: Sapogenins
• Mol File: 508-01-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 308～312℃
• Boiling Point: 571.795°C at 760 mmHg
• Flash Point: 233.552°C
• Appearance: /
• Density: 1.14
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: SOYASAPOGENOL A(P)(CAS DataBase Reference)
• NIST Chemistry Reference: SOYASAPOGENOL A(P)(508-01-0)
• EPA Substance Registry System: SOYASAPOGENOL A(P)(508-01-0)

Safety Data

• Hazardous Substances Data: 508-01-0(Hazardous Substances Data)

Usage

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, 21beta, 22beta and 24-positions.

InChI:InChI=1/C30H50O4/c1-25(2)16-19-18-8-9-21-27(4)12-11-22(32)28(5,17-31)20(27)10-13-30(21,7)29(18,6)15-14-26(19,3)24(34)23(25)33/h8,19-24,31-34H,9-17H2,1-7H3/t19-,20+,21+,22-,23-,24+,26+,27-,28+,29+,30+/m0/s1

Upstream product

• 553677-72-8 22-O-β-D-glucopyranosyl-(1->3)-α-L-arabinopyranosyl-3-O-α-L-rhamnopyranosyl-(1->2)-β-D-galactopyranosyl-(1->2)-β-D-glucuronopyranosyl-soyasapogenol A 
• 1161733-95-4 21-O-acetyl-22-O-β-D-glucopyranosyl-(1->3)-α-L-arabinopyranosyl-3-O-β-D-glucopyranosyl-(1->2)-β-D-galactopyranosyl-(1->2)-β-D-glucuronopyranosyl-soyasapogenol A 
• 1161733-96-5 22-O-β-D-glucopyranosyl-(1->3)-α-L-arabinopyranosyl-3-O-β-D-xylopyranosyl-(1->2)-β-D-galactopyranosyl-(1->2)-β-D-glucuronopyranosyl-soyasapogenol A 
• 1161733-93-2 22-O-β-D-glucopyranosyl-(1->3)-α-L-arabinopyranosyl-3-O-β-D-glucuronopyranosyl-soyasapogenol A 
• 1161733-94-3 22-O-β-D-glucopyranosyl-(1->3)-α-L-arabinopyranosyl-3-O-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranosyl-(1->2)-β-D-glucuronopyranosyl-soyasapogenol A 
• 125171-11-1 3-O-α-L-arabinopyranosyl-(1->2)-β-D-glucuronopyranosyl-22-O-β-D-glucopyranosyl-(1->3)-α-L-arabinopyranosyl-soyasapogenol A 

Downstream Products

• 195155-85-2 C₃₇H₅₄O₄ 
• 195156-06-0 C₄₀H₅₈O₇S 
• 195155-86-3 C₄₁H₅₈O₆ 
• 195155-87-4 C₃₉H₅₆O₅ 
• 195156-00-4 C₃₇H₅₄O₄ 
• 195156-02-6 C₃₇H₅₄O₄ 
• 195156-01-5 C₃₇H₅₄O₄ 
• 195155-91-0 C₃₈H₅₆O₄ 
• 195155-97-6 C₃₇H₅₂O₄ 
• 195155-92-1 C₃₈H₅₆O₄ 
• 195155-90-9 C₃₉H₅₈O₄ 
• 195156-09-3 C₃₇H₅₄O₃ 
• 195156-07-1 C₃₇H₅₄O₃ 
• 195155-96-5 C₃₇H₅₀O₄ 

Relevant articles and documents

Soyasaponins from soybean flour medium for the liquid culture of ganoderma applanatum

Two new unusual soyasaponins named 6''-O-methyldehydrosoyasaponin I (7) and desglucosylsoyasaponin A1 (10) along with eight known saponins, dehydrosoyasaponin IV (1), dehydrosoyasaponin III (= impatienoside A) (2), soyasaponin III (3), dehydrosoyasaponin II (= soyasaponin Bg) (4), soyasaponin II (5), dehydrosoyasaponin I (= soyasaponin Be) (6), soyasaponin I (8), and kudzusaponin SA3 (9), were isolated as their methyl esters and identified from the liquid culture of G. applanatum. Their structures were determined by chemical and spectroscopic analyses including 1D- and 2D-NMR as well as by comparison of their spectroscopic data with those of the reported in literatures. Although dehydrosoyasaponin IV was identified by LC-MS/MS method from soy protein isolate, this is the first report of the isolation of this compound. Dehydrosoyasaponin III (2) and kudzusaponin SA3 (9) were also isolated for the first time from soybean. The presence of soyasaponins in Ganoderma species seems to be unusual feature. Thus, we presumed that compounds 1-10 might all be derived from the defatted soybean flour which was added to the culture medium as a nitrogen source.

Triterpene glycosides of Lupinus angustifolius

Investigation of whole seeds of Lupinus angustifolius L. (Leguminosae) yielded the two triterpenoid saponins with branched monosaccharide chain 3β,21β,22β,24- tetrahydroxyolean-12-en-3-O-α-L-rhamnopyranosyl-(1→3)- [α-L-rhamnopyranosyl-(1→2)]- β-D-galactop