(3Z)-ravenic acid (CHEBI:66291)

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ChEBI Name	(3Z)-ravenic acid

ChEBI ID	CHEBI:66291

ChEBI ASCII Name	(3Z)-ravenic acid

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C15H17NO3

Net Charge

Average Mass

259.30040

Monoisotopic Mass

259.12084

InChI

InChI=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-

InChIKey

JJFGJQNWIJPCAN-AJOOJNDDSA-N

SMILES

C\C=C\C=C\C=C(C)\C=C\C(O)=C1/C(=O)CNC1=O

Metabolite of Species	Details
Penicillium (NCBI:txid5073)	See: PubMed

Roles Classification
Biological Role(s):	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. (via polyene antibiotic )

ChEBI Ontology
Outgoing	(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 acid	ChEBI

Registry Number	Type	Source
9275104	Reaxys Registry Number	Reaxys

Last Modified

13 January 2014