sch 642305 (CHEBI:66181)

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ChEBI Name	sch 642305

ChEBI ID	CHEBI:66181

Definition	A macrocyclic lactone isolated from the fermentation broth of the fungal culture Penicillium verrucosum and has been shown to exhibit inhibitory activity against bacterial DNA primase enzyme.

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

Supplier Information

Download	Molfile XML SDF

Formula

C14H20O4

Net Charge

Average Mass

252.30620

Monoisotopic Mass

252.13616

InChI

InChI=1S/C14H20O4/c1-9-4-2-3-5-10-11(8-14(17)18-9)13(16)7-6-12(10)15/h6-7,9-11,13,16H,2-5,8H2,1H3/t9-,10+,11+,13-/m0/s1

InChIKey

WTQWDNIIFGEBSZ-WGBDABJCSA-N

SMILES

[H][C@@]12CC(=O)O[C@@H](C)CCCC[C@@]1([H])C(=O)C=C[C@@H]2O

Metabolite of Species	Details
Penicillium verrucosum (NCBI:txid60171)	See: PubMed

Roles Classification
Biological Role(s):	Penicillium metabolite Any fungal metabolite produced during a metabolic reaction in Penicillium. EC 2.7.7.6 (RNA polymerase) inhibitor An EC 2.7.7.* (nucleotidyltransferase) inhibitor that interferes with the action of RNA polymerase (EC 2.7.7.6).

ChEBI Ontology
Outgoing	sch 642305 (CHEBI:66181) has role Penicillium metabolite (CHEBI:76964) sch 642305 (CHEBI:66181) has role EC 2.7.7.6 (RNA polymerase) inhibitor (CHEBI:37416) sch 642305 (CHEBI:66181) is a enone (CHEBI:51689) sch 642305 (CHEBI:66181) is a macrocyclic lactone (CHEBI:63944)

IUPAC Name

(4S,8aR,12S,12aR)-12-hydroxy-4-methyl-4,5,6,7,8,8a,12,12a-octahydro-2H-3-benzoxecine-2,9(1H)-dione

Synonym	Source
(+)-sch 642305	ChEBI

Registry Number	Type	Source
9780683	Reaxys Registry Number	Reaxys

Last Modified

13 January 2014