Molecule

Solasodine

AlkaPlorer ID: AK000147

Synonym: None

IUPAC Name: (1S,2S,4S,5'R,6S,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-ol

Structure

SMILES: C[C@@H]1CC[C@]2(NC1)O[C@H]1C[C@H]3[C@@H]4CC=C5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C

InChI: InChI=1S/C27H43NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28-29H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27+/m1/s1

InChIKey: KWVISVAMQJWJSZ-MEPOCMDBSA-N

Reference

Structure of solanaviol, a new steroidal alkaloid from Solanum aviculare

PubChem CID: 44584207

LOTUS: LTS0219682

SuperNatural Ⅲ: SN0197576-21

NPASS: NPC85001

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Solanum aviculare	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Solanum umbelliferum	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Solanum lasiocarpum	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Solanum dulcamara	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Solanum incanum	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Solanum laxum	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Solanum melongena	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Nicotiana plumbaginifolia	Nicotiana	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Solanum nigrum	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Fritillaria camschatcensis	Fritillaria	Liliaceae	Liliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Solanum aculeatissimum	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Capsicum frutescens	Capsicum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 413.6460000000003

TPSA？: 41.49

MolLogP？: 5.2869000000000055

Number of H-Donors: 2

Number of H-Acceptors: 3

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Electrophorus electricus	Acetylcholinesterase	Inhibition	1.63	%	10.1016/j.bmc.2012.09.040
Equus caballus	Cholinesterase	Inhibition	53.69	%	10.1016/j.bmc.2012.09.040
Homo sapiens	KB	ED50	3.74	ug ml-1	10.1021/np50068a041
Homo sapiens	Solute carrier organic anion transporter family member 1B1	Inhibition	91.83	%	10.1124/mol.112.084152
Homo sapiens	Solute carrier organic anion transporter family member 1B3	Inhibition	113.57	%	10.1124/mol.112.084152
Saccharomyces cerevisiae	Saccharomyces cerevisiae	IC12	1.9	ug ml-1	10.1021/np960125a
Saccharomyces cerevisiae	Saccharomyces cerevisiae	IC12	5.0	ug ml-1	10.1021/np960125a
Saccharomyces cerevisiae	Saccharomyces cerevisiae	IC12	6.1	ug ml-1	10.1021/np960125a
Saccharomyces cerevisiae	Saccharomyces cerevisiae	IC12	10.0	ug ml-1	10.1021/np960125a
None	NON-PROTEIN TARGET	ED50	3.75	ug ml-1	10.1021/np50068a041

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT014144	C[C@H]1[C@H]2[C@H](C[C@H]3[C@@H]4CC=C5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@@]32C)O[C@@]12CC[C@@H](C)CN2.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C[C@H]1[C@H]2[C@H](C[C@H]3[C@@H]4CC=C5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@@]32C)O[C@@]12CC[C@@H](C)CN2	enzymemap_35148