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S9951

Sigma-Aldrich

Soyasaponin I

Synonym(s):

SCM 3B, Soyasaponin Bb

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About This Item

Empirical Formula (Hill Notation):
C48H78O18
CAS Number:
51330-27-9
Molecular Weight:
943.12
MDL number:
MFCD02752366
UNSPSC Code:
12352212
NACRES:
NA.25

biological source

Glycine max (soybean)

Quality Level

200

assay

≥94% (HPLC)

form

powder

storage condition

protect from light

solubility

ethanol: 1 mg/mL, clear, colorless

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

CC1(C)C[C@@H](O)[C@@](CC[C@]2(C)C3=CC[C@@]4([H])[C@@]2(C)CC[C@]5([H])[C@]4(C)CC[C@H](O[C@]6([H])O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]6O[C@@]7([H])[C@H](O[C@]8([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]8O)[C@@H](O)[C@@H](O)[C@@H](CO)O7)[C@@]5(CO)C)(C)[C@@]3([H])C

InChI

1S/C48H78O18/c1-21-29(52)31(54)35(58)40(61-21)65-37-32(55)30(53)24(19-49)62-41(37)66-38-34(57)33(56)36(39(59)60)64-42(38)63-28-12-13-45(5)25(46(28,6)20-50)11-14-48(8)26(45)10-9-22-23-17-43(2,3)18-27(51)44(23,4)15-16-47(22,48)7/h9,21,23-38,40-42,49-58H,10-20H2,1-8H3,(H,59,60)/t21-,23-,24+,25+,26+,27+,28-,29-,30-,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-,42+,44+,45-,46+,47+,48+/m0/s1

InChI key

PTDAHAWQAGSZDD-IOVCITQVSA-N

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General description

Soyasaponin I is an oleanene-type triterpenoid aglycone and is a group B soyasaponin. It is an amphiphilic molecule and is metabolized by intestinal bacteria into sugars and aglycones.

Application

Soyasaponin I has been used:
  • to test its effect on migration and invasion of ovarian cancer cell lines
  • as standard for the quantification of saponins from quinoa and fenugreek samples
  • as L-15 medium supplement for Zebrafish liver cell lines

Biochem/physiol Actions

Antioxidant and anti-inflammatory saponin found in soybean. Attenuates TNBS-induced colitis in mice. The structure consists of a glycoside moiety and triterpene derivative. Sialytransferase inhibitor and renin inhibitor.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Saponin

Soyasaponin I and sapongenol B have limited absorption by Caco-2 intestinal cells and limited bioavailability in women
Hu J, et al.
The Journal of Nutrition, 134(8), 1867-1873 (2004)
Marco A Lazo-Vélez et al.
Journal of food science, 81(1), C19-C26 (2015-12-10)
Pseudocereal Chenopodium berlandieri spp. (huauzontle) was evaluated to determine saponin composition. Saponins were evaluated in raw and germinated grains subjected to chemical stress induced by sodium selenite. Analysis by liquid chromatography coupled with ELSD detector revealed the presence of 12
Pi-Lin Sung et al.
Taiwanese journal of obstetrics & gynecology, 57(2), 255-263 (2018-04-21)
Our previous study has shown that high expression of α2,3-sialytransferase type I was associated with advanced stage serous type epithelial ovarian cancer (EOC). The aim of the current study further attempts to evaluate the altered α 2,3-sialylation on the behavior
alpha2, 3-sialyltransferase type I regulates migration and peritoneal dissemination of ovarian cancer cells
Wen KC, et al.
Testing, 8(17), 29013-29013 (2017)
Yuan Li et al.
Molecules (Basel, Switzerland), 24(3) (2019-01-30)
The root of Astragalus membranaceus var. mongholicus is one of the most popular herbal medicines worldwide. In order to increase the yield of underground roots of A.membranaceus var. mongholicus, its flowers (AMF) have often been removed in their flowering stage
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