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Merck

S3757

Sigma-Aldrich

α-Solanine

from potato sprouts, ≥95%

Sinónimos:

alpha-Solanine

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About This Item

Fórmula empírica (notación de Hill):
C45H73NO15
Número de CAS:
Peso molecular:
868.06
Beilstein/REAXYS Number:
77607
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
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

signalword

Warning

hcodes

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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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)
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
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)
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.

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