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13264

Sigma-Aldrich

Solanidine

≥97.0% (HPLC)

Synonym(s):

(3β)-Solanid-5-en-3-ol, Solatubine

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About This Item

Empirical Formula (Hill Notation):
C27H43NO
CAS Number:
80-78-4
Molecular Weight:
397.64
EC Number:
201-309-5
MDL number:
MFCD00056839
UNSPSC Code:
12352201
PubChem Substance ID:
329750120
NACRES:
NA.25

Assay

≥97.0% (HPLC)

form

powder or crystals

technique(s)

HPLC: suitable

storage temp.

room temp

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](O)CC[C@]6(C)[C@H]5CC[C@]34C)N2C1

InChI

1S/C27H43NO/c1-16-5-8-23-17(2)25-24(28(23)15-16)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16-17,19-25,29H,5,7-15H2,1-4H3/t16-,17+,19-,20+,21-,22-,23+,24-,25-,26-,27-/m0/s1

InChI key

JVKYZPBMZPJNAJ-OQFNDJACSA-N

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Biochem/physiol Actions

A poisonous steroid alkaloid derived from cholesterol and L-Arginine that is present in plants of the Solanaceae family. Solanidine is an inhibitor of serum cholinesterases in humans.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H361d,H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4 - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

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E A Keukens et al.
Biochimica et biophysica acta, 1110(2), 127-136 (1992-10-05)
In this study the effects of the glycoalkaloids alpha-solanine, alpha-chaconine, alpha-tomatine and the aglycone solanidine on model membranes composed of PC in the absence and presence of sterols have been analysed via permeability measurements and different biophysical methods. The main
Nobuyuki Kozukue et al.
Journal of agricultural and food chemistry, 56(24), 11920-11928 (2008-12-05)
Steroidal glycoalkaloids are naturally occurring, secondary plant metabolites that are found in foods, including potatoes and tomatoes. Their content in plants is controlled by both genetic and environmental factors. Glycoalkaloid profiles can be passed to progenies during breeding and hybridization
J Laurila et al.
Journal of agricultural and food chemistry, 47(7), 2738-2742 (1999-12-20)
A combined derivatization method for gas chromatographic/mass spectrometric (GC/MS) analysis of steroidal glycoalkaloid (SGA) aglycons was developed using both trimethylsilylation and pentafluoropropionylation. In comparison with underivatized or only silylated aglycons, the new technique produces more specific and abundant fragmentation for
M Friedman et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 30(8), 689-694 (1992-08-01)
To assess whether reported toxicities of potato-derived glycoalkaloids could be the result of interactions with cellular DNA, the genotoxic effects of alpha-solanine, alpha-chaconine and solanidine were studied, using the Ames test (Salmonella strains TA98 and TA100), the mouse peripheral blood
D R Driedger et al.
Journal of agricultural and food chemistry, 48(4), 1135-1139 (2000-04-25)
Solution-phase immunoassays are typically faster and more precise than ELISAs. This research developed a solution-phase for the immunoassay of potato glycoalkaloids (GAs) based on quantification by capillary electrophoresis (CE) with laser-induced fluorescence (LIF) detection. Solanidine coupled to 4'-(aminomethyl)fluorescein and a
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