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CHEBI:66291 - (3Z)-ravenic acid

ChEBI IDCHEBI:66291
ChEBI Name(3Z)-ravenic acid
Stars
ASCII Name(3Z)-ravenic acid
DefinitionA member of the class of pyrrolidin-2-ones that is pyrrolidine-2,4-dione substituted at position 3 by a deca-2,4,6,8-tetraen-1-ylidene group which in turn is substituted by a hydroxy and methyl substituents at positions 1 and 4 respectively. It is an antibiotic isolated from Penicillium sp.
Last Modified13 January 2014
DownloadsMolfile
FormulaC15H17NO3
Net Charge0
Average Mass259.305
Monoisotopic Mass259.12084
SMILESC/C=C/C=C/C=C(C)/C=C/C(O)=C1\C(=O)CNC1=O
InChIInChI=1S/C15H17NO3/c1-3-4-5-6-7-11(2)8-9-12(17)14-13(18)10-16-15(14)19/h3-9,17H,10H2,1-2H3,(H,16,19)/b4-3+,6-5+,9-8+,11-7+,14-12-
InChIKeyJJFGJQNWIJPCAN-AJOOJNDDSA-N
Species of MetaboliteComponentSourceComments
Penicillium (ncbitaxon:5073) - PubMed (12350167)
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
(3Z)-ravenic acid (CHEBI:66291) has role Penicillium metabolite (CHEBI:76964)
(3Z)-ravenic acid (CHEBI:66291) has role antibacterial agent (CHEBI:33282)
(3Z)-ravenic acid (CHEBI:66291) is a enol (CHEBI:33823)
(3Z)-ravenic acid (CHEBI:66291) is a polyene antibiotic (CHEBI:26177)
(3Z)-ravenic acid (CHEBI:66291) is a pyrrolidin-2-ones (CHEBI:74223)
IUPAC Name 
(3Z)-3-[(2E,4E,6E,8E)-1-hydroxy-4-methyldeca-2,4,6,8-tetraen-1-ylidene]pyrrolidine-2,4-dione
Synonym  Source
ravenic acidChEBI
Registry NumbersSources
Reaxys:9275104Reaxys
Citations