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CHEBI:4823 - ergosine

ChEBI IDCHEBI:4823
ChEBI Nameergosine
Stars
DefinitionAn ergot alkaloid isolated from the fungus Epichloe typhina.
Last Modified12 February 2015
DownloadsMolfile
FormulaC30H37N5O5
Net Charge0
Average Mass547.656
Monoisotopic Mass547.27947
SMILES[H][C@@]12Cc3cnc4cccc(c34)C1=C[C@@H](C(=O)N[C@]1(C)O[C@]3(O)N(C1=O)[C@@H](CC(C)C)C(=O)N1CCC[C@]13[H])CN2C
InChIInChI=1S/C30H37N5O5/c1-16(2)11-23-27(37)34-10-6-9-24(34)30(39)35(23)28(38)29(3,40-30)32-26(36)18-12-20-19-7-5-8-21-25(19)17(14-31-21)13-22(20)33(4)15-18/h5,7-8,12,14,16,18,22-24,31,39H,6,9-11,13,15H2,1-4H3,(H,32,36)/t18-,22-,23+,24+,29-,30+/m1/s1
InChIKeyNESVMZOPWPCFAU-ZPRCMDFASA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Epichloe typhina (ncbitaxon:5113) - PubMed (447932)
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
ergosine (CHEBI:4823) has parent hydride ergotaman (CHEBI:36185)
ergosine (CHEBI:4823) has role fungal metabolite (CHEBI:76946)
ergosine (CHEBI:4823) is a ergot alkaloid (CHEBI:23943)
IUPAC Name 
(5'α)-12'-hydroxy-2'-methyl-5'-(2-methylpropyl)-3',6',18-trioxoergotaman
Synonyms  Source
ErgosineKEGG COMPOUND
(5'α)-12'-hydroxy-5'-isobutyl-2'-methyl-3',6',18-trioxoergotamanIUPAC
(5'α)-12'-hydroxy-2'-methyl-5'-(2-methylpropyl)ergotaman-3',6',18-trioneChemIDplus
Manual XrefsDatabases
C09167KEGG COMPOUND
C00001723KNApSAcK
ErgosineWikipedia
Registry NumbersSources
Reaxys:102152Reaxys
CAS:561-94-4KEGG COMPOUND
CAS:561-94-4ChemIDplus
Citations