ChemicalBook > CAS DataBase List > (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid

(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid

Product Name
(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid
CAS No.
55319-36-3
Chemical Name
(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid
Synonyms
Soysaponin II;Soybean saponin Bc;Soyasaponin II(Soyasaponin Bc,Soyasaponin B-II,Soysaponin II);3-O-[α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranosyl-(1->2)-β-D-glucuronopyranosyl]soyasaponin B;(4S)-3β-[2-O-[2-O-(α-L-Rhamnopyranosyl)-α-L-arabinopyranosyl]-β-D-glucurono pyranosyloxy]oleana-12-ene-22β,24-diol;[(4S)-22β,23-Dihydroxyolean-12-en-3β-yl]2-O-[2-O-(6-deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl]-β-D-glucopyranosiduronic acid;β-D-Glucopyranosiduronic acid, (3β,4β,22β)-22,23-dihydroxyolean-12-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-α-L-arabinopyranosyl-(1→2)-;(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3;(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid
CBNumber
CB01253892
Molecular Formula
C47H76O17
Formula Weight
913.1
MOL File
55319-36-3.mol
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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid Property

storage temp. 
-20°C, protect from light
solubility 
Chloroform: Slightly soluble: 0.1-1 mg/ml
DMSO: Sparingly soluble: 1-10 mg/ml
Methanol: Slightly soluble: 0.1-1 mg/ml
Water: Sparingly soluble: 1-10 mg/ml
form 
Solid
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0090443
Product name
SoyasaponinII
Purity
99.81%
Packaging
1mg
Price
$230
Updated
2021/12/16
Arctom
Product number
CFN93159
Product name
SoyasaponinII
Purity
≥98%
Packaging
5mg
Price
$468
Updated
2021/12/16
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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid Chemical Properties,Usage,Production

Uses

Soyasaponin II is a content found in ground soybeans that have inflammasomes that protects against acute liver failure

Definition

ChEBI: Soyasaponin II is a triterpenoid saponin.

in vivo

Soyasaponin II (5 mg/kg; p.o.; once a day for three consecutive days) ameliorates canonical NLRP3 inflammasome-associated innate immune response[2].

IC 50

HSV-1: 54 μM (IC50); HIV-1: 112 μM (IC50); influenza virus: 88 μM (IC50); HCMV: 104 μM (IC50); NLRP3 inflammasome

References

[1] JUN-XIA XIAO  Sheng H Z  Guo Qing Huang. Soyasaponins inhibit the proliferation of Hela cells by inducing apoptosis[J]. Experimental and Toxicologic Pathology, 2007, 59 1: Pages 35-42. DOI: 10.1016/j.etp.2007.02.004
[2] K HAYASHI. Inhibitory activity of soyasaponin II on virus replication in vitro.[J]. Planta medica, 1997, 63 2: 102-105. DOI: 10.1055/s-2006-957622
[3] FANGZHAO WANG. Soyasaponin II protects against acute liver failure through diminishing YB-1 phosphorylation and Nlrp3-inflammasome priming in mice.[J]. Theranostics, 2020: 2714-2726. DOI: 10.7150/thno.40128

(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid Suppliers

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55319-36-3, (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acidRelated Search:

Daidzin 6''-O-ACETYLGLYCITIN S-2,3-dihydro-7-hydroxy-3-(4-hydroxyphenyl)-4H-1-Benzopyran-4-one Stigmasterol SOYASAPOGENOL A(P) beta-Sitosterol CAMPESTEROL Genistein 7-O-beta-D-glucoside-4''-O-methylate Daidzein 7-O-beta-D-glucoside 4''-O-methylate Soyasaponin Aa Escin, monosodium salt Ginsengrootextract 20(R)-Ginsenoside Rg3 SOYASAPOGENOL B(P) 1,1-Dimethoxy-2-(2-methoxyethoxy)ethane SOYASAPONIN I SOYASAPONIN IV (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid

  • (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid
  • (4S)-3β-[2-O-[2-O-(α-L-Rhamnopyranosyl)-α-L-arabinopyranosyl]-β-D-glucurono pyranosyloxy]oleana-12-ene-22β,24-diol
  • [(4S)-22β,23-Dihydroxyolean-12-en-3β-yl]2-O-[2-O-(6-deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl]-β-D-glucopyranosiduronic acid
  • Soybean saponin Bc
  • Soyasaponin II(Soyasaponin Bc,Soyasaponin B-II,Soysaponin II)
  • 3-O-[α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranosyl-(1->2)-β-D-glucuronopyranosyl]soyasaponin B
  • Soysaponin II
  • β-D-Glucopyranosiduronic acid, (3β,4β,22β)-22,23-dihydroxyolean-12-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-α-L-arabinopyranosyl-(1→2)-
  • (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8 ,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3
  • 55319-36-3
  • C47H76O17
  • Miscellaneous Natural Products