SOLANIDINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H43NO
Molecular Weight	397.6364
Optical Activity	UNSPECIFIED
Defined Stereocenters	11 / 11
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12CC[C@H](C)CN1[C@@]3([H])C[C@@]4([H])[C@]5([H])CC=C6C[C@@H](O)CC[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@@]3([H])[C@@H]2C

InChI

InChIKey=JVKYZPBMZPJNAJ-OQFNDJACSA-N

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

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Non-aqueous capillary electrophoresis with diode array and electrospray mass spectrometric detection for the analysis of selected steroidal alkaloids in plant extracts.	2001 Jul 13	11486878
Membrane disruption and enzyme inhibition by naturally-occurring and modified chacotriose-containing Solanum steroidal glycoalkaloids.	2001 Mar	11281138
Inhibitory effect of steroidal alkaloids on drug transport and multidrug resistance in human cancer cells.	2001 Mar-Apr	11396162
Determination of glycoalkaloids and relative aglycones by nonaqueous capillary electrophoresis coupled with electrospray ionization-ion trap mass spectrometry.	2002 Sep	12207298
Sonic hedgehog activates mesenchymal Gli1 expression during prostate ductal bud formation.	2002 Sep 15	12221011
Development and optimisation of biosensors based on pH-sensitive field effect transistors and cholinesterases for sensitive detection of solanaceous glycoalkaloids.	2003 Aug 1	12782468
Solanidine hydrolytic extraction and separation from the potato (Solanum tuberosum L.) vines by using solid-liquid-liquid systems.	2003 Mar 26	12643640
Effects of steroidal glycoalkaloids from potatoes (Solanum tuberosum) on in vitro bovine embryo development.	2005 Feb	15581508
Structure-function relationship for saponin effects on cell cycle arrest and apoptosis in the human 1547 osteosarcoma cells: a molecular modelling approach of natural molecules structurally close to diosgenin.	2005 Feb 15	15670922
A novel glucosyltransferase involved in steroid saponin biosynthesis in Solanum aculeatissimum.	2005 Jan	15821879
Liquid-liquid systems for acid hydrolysis of glycoalkaloids from Solanum tuberosum L. tuber sprouts and solanidine extraction.	2005 Jul	15990680
Glycoalkaloid aglycone accumulations associated with infection by Clavibacter michiganensis ssp. sepedonicus in potato species Solanum acaule and Solanum tuberosum and their interspecific somatic hybrids.	2005 Mar	15365763
CHIH-DFT determination of the molecular structure and IR and UV spectra of solanidine.	2007 Jan	16724197
Distribution of glycoalkaloids in potato tubers of 59 accessions of two wild and five cultivated Solanum species.	2008 Dec 24	19053181
Steroidal glycoalkaloids from the berries of Solanum distichum.	2008 Jan 20	18075898
A QTL that confers resistance to Colorado potato beetle (Leptinotarsa decemlineata [Say]) in tetraploid potato populations segregating for leptine.	2009 Nov	19693483
Ingestion of false hellebore plants can cross-react with a digoxin clinical chemistry assay.	2010 Jun	20586573
Two 22S-solanidine-type steroidal alkaloids from Fritillaria anhuiensis.	2010 Mar	19695313

Patents

Name

Type

Language

SOLANIDINE

Common Name

English

SOLANID-5-EN-3-OL, (3.BETA.)-

Common Name

English

SOLANIDIN

Common Name

English

SOLATUBIN

Common Name

English

SOLANIDINE [MI]

Common Name

English

NSC-76025

Code

English

SOLATUBINE

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID70101896