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13264

Sigma-Aldrich

Solanidine

≥97.0% (HPLC)

Synonyme(s) :

(3β)-Solanid-5-en-3-ol, Solatubine

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About This Item

Formule empirique (notation de Hill):
C27H43NO
Numéro CAS:
80-78-4
Poids moléculaire :
397.64
Numéro CE :
201-309-5
Numéro MDL:
MFCD00056839
Code UNSPSC :
12352201
ID de substance PubChem :
329750120
Nomenclature NACRES :
NA.25

Niveau de qualité

100

Pureté

≥97.0% (HPLC)

Forme

powder or crystals

Technique(s)

HPLC: suitable

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

JVKYZPBMZPJNAJ-OQFNDJACSA-N

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Actions biochimiques/physiologiques

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H361d,H413

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Nada C Nikolic et al.
Journal of agricultural and food chemistry, 51(7), 1845-1849 (2003-03-20)
Solanidine is a steroidal aglycon of potato (Solanum tuberosum L.) glycoalkaloids and a very important precursor for the synthesis of hormones and some pharmacologically active compounds. Glycoalkaloids are hydrolyzed by mineral acid, yielding solanidine. This paper deals with the kinetics
J A Matthew et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 21(5), 637-640 (1983-10-01)
A radioimmunoassay for solanidine, the major hydrolysis product of potato glycoalkaloids, has been established and validated for application to human plasma. All 34 samples of human plasma tested contained solanidine, with a mean of 1.27 +/- 0.97 ng/ml (3.18 +/-
M H Harvey et al.
Human toxicology, 4(2), 187-194 (1985-03-01)
Solanidine, a steroidal alkaloid, and its glycosides have been reported to have caused poisoning in man and animals. These alkaloids are normally present in small amounts in potatoes. Measurement of solanidine in body fluid would be expected to establish the
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
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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