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CHEBI:90901 - protoasukamycin

ChEBI IDCHEBI:90901
ChEBI Nameprotoasukamycin
Stars
DefinitionA polyketide that is (all-E)-7-(3-amino-4-hydroxyphenyl)hepta-2,4,6-trienoic acid in which the amino group has been acylated by an (all-E)-7-cyclohexylhepta-2,4,6-trienoyl group and in which the carboxy group has undergone formal condensation with the amino group of 2-amino-3-hydroxycyclopent-2-en-1-one to give the corresponding carboxamide. Protoasukamycin is an intermediate in the biosynthesis of asukamycin.
Last Modified7 March 2018
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC31H34N2O5
Net Charge0
Average Mass514.622
Monoisotopic Mass514.24677
SMILESO=C(/C=C/C=C/C=C/c1ccc(O)c(NC(=O)/C=C/C=C/C=C/C2CCCCC2)c1)NC1=C(O)CCC1=O
InChIInChI=1S/C31H34N2O5/c34-26-19-18-24(15-7-2-4-11-17-30(38)33-31-27(35)20-21-28(31)36)22-25(26)32-29(37)16-10-3-1-6-12-23-13-8-5-9-14-23/h1-4,6-7,10-12,15-19,22-23,34-35H,5,8-9,13-14,20-21H2,(H,32,37)(H,33,38)/b3-1+,4-2+,12-6+,15-7+,16-10+,17-11+
InChIKeyVBCLNKLOMFDNGC-JMAMMSEDSA-N
Roles Classification
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
protoasukamycin (CHEBI:90901) has role bacterial metabolite (CHEBI:76969)
protoasukamycin (CHEBI:90901) is a cyclic ketone (CHEBI:3992)
protoasukamycin (CHEBI:90901) is a enamide (CHEBI:51751)
protoasukamycin (CHEBI:90901) is a enol (CHEBI:33823)
protoasukamycin (CHEBI:90901) is a enone (CHEBI:51689)
protoasukamycin (CHEBI:90901) is a phenols (CHEBI:33853)
protoasukamycin (CHEBI:90901) is a polyketide (CHEBI:26188)
protoasukamycin (CHEBI:90901) is a secondary carboxamide (CHEBI:140325)
Incoming Relation(s)
4-hydroxyprotoasukamycin (CHEBI:90902) has functional parent protoasukamycin (CHEBI:90901)
IUPAC Name 
(2E,4E,6E)-7-cyclohexyl-N-(2-hydroxy-5-{(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)amino]-7-oxohepta-1,3,5-trien-1-yl}phenyl)hepta-2,4,6-trienamide
UniProt Name  Source
protoasukamycinUniProt
Manual XrefsDatabases
CPD-18765MetaCyc
Registry NumbersSources
Reaxys:21442509Reaxys
Citations