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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:
Molecular Weight:
397.64
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


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L F Neville et al.
Journal of neuroscience research, 27(4), 452-460 (1990-12-01)
The "atypical" allelic variant of human butyrylcholinesterase (BuChE) can be characterized by its failure to bind the local anesthetic dibucaine, the muscle relaxant succinylcholine, and the naturally occurring steroidal alkaloid solanidine, all assumed to bind to the charged anionic site
Søren D Nielsen et al.
Foods (Basel, Switzerland), 9(4) (2020-04-08)
For potato proteins to be used as a food ingredient, the level of natural potato defense substances, the glycoalkaloids (GAs), should be limited. In this work, a method is developed for quantification of the two major potato GAs, α-solanine and
M Friedman et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 29(8), 537-547 (1991-08-01)
Potatoes frequently contain growth inhibitors and toxic compounds including digestive enzyme inhibitors, lectins and glycoalkaloids. The literature suggests that Solanum alkaloids have the ability to induce neurological damage such as spina bifida and other malformations. As part of a programme
Mendel Friedman et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 41(1), 61-71 (2002-11-28)
The aglycone forms of three steroidal glycoalkaloids-solanidine (derived by hydrolytic removal of the carbohydrate side chain from the potato glycoalkaloids alpha-chaconine and alpha-solanine), solasodine (derived from solasonine in eggplants) and tomatidine (derived from alpha-tomatine in tomatoes)-were evaluated for their effects
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

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