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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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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
Michelina Ruocco et al.
Journal of plant physiology, 168(18), 2225-2233 (2011-09-13)
Pleiotropic drug resistant (PDR/ABCG) genes are involved in plant response to biotic and abiotic stresses. In this work, we cloned, from Solanum tuberosum, four PDR/ABCG transporter genes named StPDR1, StPDR2, StPDR3 and StPDR4, which were differentially expressed in plant tissues
Antitumor efficacy of a-solanine against pancreatic cancer in vitro and in vivo.
Lv C, et al.
PLoS ONE, 9(2), e87868-e87868 (2014)
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)
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