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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:
77607
EC Number:
243-879-8
MDL number:
MFCD00077873
UNSPSC Code:
12352005
PubChem Substance ID:
57654613
NACRES:
NA.22

biological source

potato sprouts

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

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
Miriam Frida Karlsson et al.
Phytochemistry, 85, 72-81 (2012-11-06)
Guatemalan potato moth, Tecia solanivora, lay eggs in the soil nearby potato Solanum spp. and larvae feed on the tubers. We investigated the oviposition behaviour of T. solanivora females and the survival of larval offspring on healthy vs. stressed, i.e.
Antitumor efficacy of a-solanine against pancreatic cancer in vitro and in vivo.
Lv C, et al.
PLoS ONE, 9(2), e87868-e87868 (2014)
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