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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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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)
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
A novel enzyme biosensor for steroidal glycoalkaloids detection based on pH-sensitive field effect transistors.
Korpan YI, et al.
Bioelectrochemistry, 55(1), 9-11 (2002)
Pia H Jensen et al.
Chemosphere, 76(8), 1150-1155 (2009-05-22)
The toxic glycoalkaloids produced by the potato plant (Solanum tuberosum L.) have previously been found in upper soil from a potato field during several months. Further insight into the fate of the glycoalkaloids is needed, as only little information about
Ming-Kun Lu et al.
Biological & pharmaceutical bulletin, 33(10), 1685-1691 (2010-10-12)
α-Solanine, a naturally occurring steroidal glycoalkaloid in potato sprouts, was found to possess anti-carcinogenic properties, such as inhibiting proliferation and inducing apoptosis of tumor cells. However, the effect of α-solanine on cancer metastasis remains unclear. In the present study, we
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