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Soyasaponin II

$717

  • Brand : BIOFRON

  • Catalogue Number : BD-P0421

  • Specification : 98.0%(HPLC)

  • CAS number : 55319-36-3

  • Formula : C47H76O17

  • Molecular Weight : 913.1

  • PUBCHEM ID : 443614

  • Volume : 10mg

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Catalogue Number

BD-P0421

Analysis Method

HPLC,NMR,MS

Specification

98.0%(HPLC)

Storage

-20℃

Molecular Weight

913.1

Appearance

Powder

Botanical Source

Glycine max

Structure Type

Triterpenoids

Category

SMILES

CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8O)(C)C)C)C)C)C)C(=O)O)O)O)O)O)O)O)O

Synonyms

(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-hydroxy-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,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

IUPAC Name

(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-hydroxy-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,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

Applications

Density

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

Boiling Point

Melting Point

InChl

InChI=1S/C47H76O17/c1-21-29(51)31(53)34(56)39(60-21)63-36-30(52)24(49)19-59-40(36)64-37-33(55)32(54)35(38(57)58)62-41(37)61-28-12-13-44(5)25(45(28,6)20-48)11-14-47(8)26(44)10-9-22-23-17-42(2,3)18-27(50)43(23,4)15-16-46(22,47)7/h9,21,23-37,39-41,48-56H,10-20H2,1-8H3,(H,57,58)/t21-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32-,33-,34+,35-,36+,37+,39-,40-,41+,43+,44-,45+,46+,47+/m0/s1

InChl Key

IBZLICPLPYSFNZ-IVWMTKFPSA-N

WGK Germany

RID/ADR

HS Code Reference

2933990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:55319-36-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

19520140

Abstract

Soyasaponins are bioactive oleanane triterpenoids found in soy and other legumes. The effect of two methanolic extractions of soy flour, room temperature (RT) and reflux (RE) extractions on composition and bioactive properties in hepatocarcinoma cells (Hep-G2) were investigated. A greater amount of 2,3-dihydro-2,5-dihydroxy-6-methyl-4H-pyran-4-one (DDMP) conjugated soyasaponins betag was measured in RT and a greater amount of the structurally related non-DDMP soyasaponins I and III were detected in RE. MTT cell viability yielded an LC50 of 0.926+/-0.08 mg/mL for RT and 0.546+/-0.06 mg/mL for RE. ViaCount viability assay showed similar results for RE as the MTT assay however, RT treatment produced no difference compared with the control. Analysis using TUNEL and cell cycle analysis revealed that RE treatment induced apoptosis and flow cytometry forward side scatter and morphological assessment of RT showed evidence of Hep-G2 differentiation after 72 h. Differences in the bioactivities may be attributed to the different concentration of DDMP conjugated soyasaponin betag recovered in RT and RE extracts.

Title

Bioactive responses of Hep-G2 cells to soyasaponin extracts differs with respect to extraction conditions

Author

Wei Zhang 1, Mei Ching Yeo, Fang Yin Tang, David G Popovich

Publish date

2009 Sep;

PMID

17582751

Abstract

This research aimed at investigating the effect of soyasaponins on the proliferation of Hela cells. SS-II, the second fraction of soyasaponins, was separated by column chromatographic method with D101A macroporous resin from soybeans. SS-II could inhibit the proliferation of Hela cells by changing cell cycle distribution and inducing apoptosis. Furthermore, the loss of mitochondrial transmembrane potential was observed by flow cytometry and the increase of intracellular Ca(2+) concentration was detected by confocal laser scanning microscope in apoptotic cells. At the same time, the nitric oxide content, nitric oxide synthase (NOS) and inducible NOS activities were also increased. The above results suggested that the inhibitory effect of SS-II on Hela cell proliferation was caused by inducing apoptosis through the mitochondrial pathway.

Title

Soyasaponins inhibit the proliferation of Hela cells by inducing apoptosis

Author

Jun-Xia Xiao 1, Guo-Qing Huang, Sheng-Hua Zhang

Publish date

2007 Sep;

PMID

17455466

Abstract

Objective: To study the chemical constituents from the root of Hedysarum multijugum.

Method: The compounds were separated by chromatographic methods, their structures were identified by spectral analysis.

Result: Four compounds were isolated and identified as soyasaponin II methyl ester (1), soyasaponin II (2), soyasaponin Bg (3), and soyasaponin I (4).

Conclusion: The four compounds were obtained from the plant for the first time. Compound 3 was isolated from the genus Hedysarum for the first time, and the NMR data of 3 was reported for the first time.

Title

[Saponins from roots of Hedysarum multijugum]

Author

Wei Wang 1, Li-Qian Hai, Yu-Ying Zhao, Hu-Biao Chen, Bin Wang, Hong Liang

Publish date

2007 Feb;