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CHEBI:28503 - gitoxin

ChEBI IDCHEBI:28503
ChEBI Namegitoxin
Stars
DefinitionA cardenolide glycoside that is gitoxigenin in which the 3β-hydroxy group has been glycosylated with tridigitoxose.
Secondary ChEBI IDsCHEBI:5365, CHEBI:24251
Last Modified22 February 2017
DownloadsMolfile
FormulaC41H64O14
Net Charge0
Average Mass780.949
Monoisotopic Mass780.42961
SMILES[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@]3(O)C[C@H](O)[C@]4([H])C3=CC(=O)OC3)[C@@]1(C)CC[C@H](O[C@H]1C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O[C@H]4C[C@H](O)[C@H](O)[C@@H](C)O4)[C@@H](C)O3)[C@@H](C)O1)C2
InChIInChI=1S/C41H64O14/c1-19-36(47)27(42)14-33(50-19)54-38-21(3)52-34(16-29(38)44)55-37-20(2)51-32(15-28(37)43)53-24-8-10-39(4)23(13-24)6-7-26-25(39)9-11-40(5)35(22-12-31(46)49-18-22)30(45)17-41(26,40)48/h12,19-21,23-30,32-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25+,26-,27+,28+,29+,30+,32+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1
InChIKeyLKRDZKPBAOKJBT-CNPIRKNPSA-N
Roles Classification
Application:
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
gitoxin (CHEBI:28503) has functional parent gitoxigenin (CHEBI:38105)
gitoxin (CHEBI:28503) is a cardenolide glycoside (CHEBI:38092)
Incoming Relation(s)
16-O-acetylgitoxin (CHEBI:71020) has functional parent gitoxin (CHEBI:28503)
gitaloxin (CHEBI:70996) has functional parent gitoxin (CHEBI:28503)
IUPAC Name 
3β-[2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyloxy]-14,16β-dihydroxy-5β-card-20(22)-enolide
Synonyms  Source
GitoxinKEGG COMPOUND
Gitoxigenin 3-O-tridigitoxosideKEGG COMPOUND
Manual XrefsDatabases
C08866KEGG COMPOUND
C00003622KNApSAcK
3262DrugCentral
Registry NumbersSources
CAS:4562-36-1KEGG COMPOUND