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S3757

Sigma-Aldrich

α-Solanine

from potato sprouts, ≥95%

Synonym(s):

alpha-Solanine

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About This Item

Empirical Formula (Hill Notation):
C45H73NO15
CAS Number:
20562-02-1
Molecular Weight:
868.06
Beilstein/REAXYS Number:
77607
EC Number:
243-879-8
MDL number:
MFCD00077873
UNSPSC Code:
12352005
PubChem Substance ID:
57654613
NACRES:
NA.22

biological source

potato sprouts

Quality Level

200

assay

≥95%

storage temp.

−20°C

SMILES string

C[C@H]1CC[C@@H]2[C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@H](CC[C@]6(C)[C@H]5CC[C@]34C)O[C@@H]7O[C@H](CO)[C@H](O)[C@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@H]7O[C@@H]9O[C@@H](C)[C@H](O)[C@@H](O)[C@H]9O)N2C1

InChI

1S/C45H73NO15/c1-19-6-9-27-20(2)31-28(46(27)16-19)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)57-43-40(61-41-37(54)35(52)32(49)21(3)56-41)39(34(51)30(18-48)59-43)60-42-38(55)36(53)33(50)29(17-47)58-42/h7,19-21,23-43,47-55H,6,8-18H2,1-5H3/t19-,20+,21-,23-,24+,25-,26-,27+,28-,29+,30+,31-,32-,33+,34-,35+,36-,37+,38+,39-,40+,41-,42-,43+,44-,45-/m0/s1

InChI key

ZGVSETXHNHBTRK-UDJLNJFBSA-N

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General description

α-Solanine is a steroidal glycoalkaloid mainly found in potatoes. It is a potential anti-carcinogenic agent against pancreatic cancer cells.

Application

α-Solanine has been used as a standard during its quantification in potatoes by HPLC.

Other Notes

A trisaccharide, consisting of glucose, galactose and rhamnose, linked to solanidine.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000383325
0000383327
0000367331
0000367330
0000313172

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Kun-Hung Shen et al.
International journal of molecular sciences, 21(9) (2020-05-01)
Sinomenine is an alkaloid derived from Sinomeniumacutum. Recent studies have found that sinomenine can inhibit various cancers by inhibiting the proliferation, migration and invasion of tumors and inducing apoptosis. This study aims to investigate the effect and mechanism of sinomenine
Potatoes, tomatoes, and solanine toxicity (Solanum tuberosum L., Solanum lycopersicum L.).
Donald G Barceloux
Disease-a-month : DM, 55(6), 391-402 (2009-05-19)
Classification of potato tubers based on solanine toxicant using laser-induced light backscattering imaging.
Babazadeh S, et al.
Computers and Electronics in Agriculture, 129, 1-8 (2016)
Anupam Maurya et al.
Phytochemical analysis : PCA, 24(1), 87-92 (2012-07-13)
Solanum species are important ingredients of many traditional Indian medicines and thus the quality control of their herbal formulations is of paramount concern. To establish a simple and effective high-performance liquid chromatographic (HPLC) method to evaluate the quality of Solanum
Michael P Dzakovich et al.
Frontiers in plant science, 11, 767-767 (2020-07-09)
Tomato steroidal glycoalkaloids (tSGAs) are a class of cholesterol-derived metabolites uniquely produced by the tomato clade. These compounds provide protection against biotic stress due to their fungicidal and insecticidal properties. Although commonly reported as being anti-nutritional, both in vitro as
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