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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:
Molecular Weight:
943.12
MDL number:
UNSPSC Code:
12352212
NACRES:
NA.25

biological source

Glycine max (soybean)

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.

Storage Class

11 - Combustible Solids

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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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
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)
Cell Recognition Molecule L1 Regulates Cell Surface Glycosylation to Modulate Cell Survival and Migration.
Gang Shi et al.
International journal of medical sciences, 14(12), 1276-1283 (2017-11-07)
San Huang et al.
Food science and technology international = Ciencia y tecnologia de los alimentos internacional, 24(3), 232-241 (2017-12-05)
Soaking of legumes results in the loss of macronutrients, micronutrients and phytochemicals. Fibre, protein and phytochemicals found in legumes exert emulsifying activity that may improve the structure and texture of gluten-free bread. The legume soaking water of haricot beans, garbanzo
Eun Mi Lee et al.
Food research international (Ottawa, Ont.), 120, 12-18 (2019-04-20)
Classification and characterization of agricultural products at molecular levels are important but often impractical with genotyping, particularly for soybeans that have numerous types of variety and landraces. Alternatively, metabolic signature, a determinant for nutritional value, can be the good molecular

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