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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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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
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
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