(+)-flavipucine (CHEBI:156436)

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This entity has been annotated by a third party. If you would like more information added to this entry, please contact ChEBI via email or GitHub.

ChEBI Name	(+)-flavipucine

ChEBI ID	CHEBI:156436

Definition	An antimicrobial and cytotoxic natural product isolated from the mycophylic fungus Cladobotryum rubrobrunnescens.

Stars	This entity has been manually annotated by a third party.

Submitter	Martin Larralde

Supplier Information

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Formula

C12H15NO4

Net Charge

Average Mass

237.255

Monoisotopic Mass

237.10011

InChI

InChI=1S/C12H15NO4/c1-6(2)4-8(14)10-12(17-10)9(15)5-7(3)13-11(12)16/h5-6,10H,4H2,1-3H3,(H,13,16)/t10-,12+/m1/s1

InChIKey

DWCXXICTUDDKTB-PWSUYJOCSA-N

SMILES

CC1=CC(=O)[C@]2([C@H](O2)C(=O)CC(C)C)C(=O)N1

Metabolite of Species	Details
Cladobotryum rubrobrunnescens (NCBI:txid100994)	See: DOI
Phoma sp. (NCBI:txid1707701)	See: PubMed

Roles Classification
Biological Role(s):	Aspergillus metabolite Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus . antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. mycotoxin Poisonous substance produced by fungi. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	(+)-flavipucine (CHEBI:156436) has part δ-lactam ring (CHEBI:52910) (+)-flavipucine (CHEBI:156436) has part epoxy group (CHEBI:30721) (+)-flavipucine (CHEBI:156436) has part isobutyl group (CHEBI:30356) (+)-flavipucine (CHEBI:156436) has role Aspergillus metabolite (CHEBI:76956) (+)-flavipucine (CHEBI:156436) has role antibacterial agent (CHEBI:33282) (+)-flavipucine (CHEBI:156436) has role antifungal agent (CHEBI:35718) (+)-flavipucine (CHEBI:156436) has role antineoplastic agent (CHEBI:35610) (+)-flavipucine (CHEBI:156436) has role mycotoxin (CHEBI:25442) (+)-flavipucine (CHEBI:156436) is a δ-lactam (CHEBI:77727) (+)-flavipucine (CHEBI:156436) is a spiro-epoxide (CHEBI:133131) (+)-flavipucine (CHEBI:156436) is a triketone (CHEBI:140322) (+)-flavipucine (CHEBI:156436) is enantiomer of (−)-flavipucine (CHEBI:156437)

Incoming	(−)-flavipucine (CHEBI:156437) is enantiomer of (+)-flavipucine (CHEBI:156436)

IUPAC Name

(2R,3R)-6-methyl-2-(3-methylbutanoyl)-1-oxa-7-azaspiro[2.5]oct-5-ene-4,8-dione