Solanidine

Solanidine is a steroidal alkaloid, and its glycosides have been reported to have caused poisoning in man and animals. Solanidine is present in sera of healthy individuals and in amounts dependent on their dietary potato consumption.

General

Type : Natural, Alkaloid, Steroid

Chemical_Nomenclature : (1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-ol

Canonical SMILES : CC1CCC2C(C3C(N2C1)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)C

InChI : 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

InChIKey : JVKYZPBMZPJNAJ-OQFNDJACSA-N

Other name(s) : Solanidin  ||  Solatubin  ||  Solatubine  ||  22R,25S-Solanidanine  ||  UNII-W7801OHM8B  ||  CCRIS 6508  ||  EINECS 201-309-5  ||  NSC 76025  ||  BRN 0045370  ||  W7801OHM8B  ||  CHEBI:28374  ||  NSC76025  ||  AC1L23U5  ||  CHEMBL1980466  ||  ZINC8220551


MW : 397.64

Formula : C27H43NO

CAS_number : 80-78-4

PubChem :

UniChem : JVKYZPBMZPJNAJ-OQFNDJACSA-N

Wikipedia : Solanidine

Target

Families : Solanidine ligand of proteins in family
BCHE

References (7)

Title : Structure-based virtual screening leading to discovery of highly selective butyrylcholinesterase inhibitors with solanaceous alkaloid scaffolds - Zhou_2019_Chem.Biol.Interact_13ChEPon_308_372
Author(s) : Zhou S , Yuan Y , Zheng F , Zhan CG
Ref : Chemico-Biological Interactions , 308 :372 , 2019
Abstract :
PubMedSearch : Zhou_2019_Chem.Biol.Interact_13ChEPon_308_372
PubMedID: 31152736

Title : The Impact of Steroidal Glycoalkaloids on the Physiology of Phytophthora infestans, the Causative Agent of Potato Late Blight - Dahlin_2017_Mol.Plant.Microbe.Interact_30_531
Author(s) : Dahlin P , Muller MC , Ekengren S , McKee LS , Bulone V
Ref : Mol Plant Microbe Interact , 30 :531 , 2017
Abstract :
PubMedSearch : Dahlin_2017_Mol.Plant.Microbe.Interact_30_531
PubMedID: 28510502

Title : A novel enzyme biosensor for steroidal glycoalkaloids detection based on pH-sensitive field effect transistors - Korpan_2002_Bioelectrochemistry_55_9
Author(s) : Korpan YI , Volotovsky VV , Martelet C , Jaffrezic-Renault N , Nazarenko EA , El'skaya AV , Soldatkin AP
Ref : Bioelectrochemistry , 55 :9 , 2002
Abstract :
PubMedSearch : Korpan_2002_Bioelectrochemistry_55_9
PubMedID: 11786329

Title : Inhibition of human plasma and serum butyrylcholinesterase (EC 3.1.1.8) by alpha-chaconine and alpha-solanine - Nigg_1996_Fundam.Appl.Toxicol_33_272
Author(s) : Nigg HN , Ramos LE , Graham EM , Sterling J , Brown S , Cornell JA
Ref : Fundamental & Applied Toxicology , 33 :272 , 1996
Abstract :
PubMedSearch : Nigg_1996_Fundam.Appl.Toxicol_33_272
PubMedID: 8921346

Title : Intramolecular relationships in cholinesterases revealed by oocyte expression of site-directed and natural variants of human BCHE - Neville_1992_EMBO.J_11_1641
Author(s) : Neville LF , Gnatt A , Loewenstein Y , Seidman S , Ehrlich G , Soreq H
Ref : EMBO Journal , 11 :1641 , 1992
Abstract :
PubMedSearch : Neville_1992_EMBO.J_11_1641
PubMedID: 1373381

Title : Aspartate-70 to glycine substitution confers resistance to naturally occurring and synthetic anionic-site ligands on in-ovo produced human butyrylcholinesterase - Neville_1990_J.Neurosci.Res_27_452
Author(s) : Neville LF , Gnatt A , Loewenstein Y , Soreq H
Ref : Journal of Neuroscience Research , 27 :452 , 1990
Abstract :
PubMedSearch : Neville_1990_J.Neurosci.Res_27_452
PubMedID: 2079709
Gene_locus related to this paper: human-BCHE

Title : Differential inhibition of the serum cholinesterase phenotypes by solanine and solanidine -
Author(s) : Harris H , Whittaker M
Ref : Annals of Human Genetics , 26 :73 , 1962
PubMedID: 13904837