isoflavipucine (CHEBI:156435)

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

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	isoflavipucine

ChEBI ID	CHEBI:156435

Definition	A natural product found in Aspergillus flavipes with weak cytotoxicity against human leukemia HL-60 cells.

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

Submitter	Martin Larralde

Supplier Information

Download	Molfile XML SDF

Formula

C12H15NO4

Net Charge

Average Mass

237.255

Monoisotopic Mass

237.10011

InChI

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

InChIKey

VALUPXXLHSBISM-UHFFFAOYSA-N

SMILES

C1(OC2=C(O1)C(=O)NC(C)=C2)C(=O)CC(C)C

Metabolite of Species	Details
Phoma sp. (NCBI:txid1707701)	See: PubMed
Calcarisporium arbuscula (NCBI:txid240499)	of strain NRRL 3705 See: PubMed
Aspergillus terreus NIH2624 (NCBI:txid341663)	See: PubMed
Aspergillus flavipes (NCBI:txid41900)	See: DOI

Roles Classification
Biological Role(s):	Aspergillus metabolite Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus . mycotoxin Poisonous substance produced by fungi.

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

ChEBI Ontology
Outgoing	isoflavipucine (CHEBI:156435) has part δ-lactam ring (CHEBI:52910) isoflavipucine (CHEBI:156435) has part isobutyl group (CHEBI:30356) isoflavipucine (CHEBI:156435) has role Aspergillus metabolite (CHEBI:76956) isoflavipucine (CHEBI:156435) has role antineoplastic agent (CHEBI:35610) isoflavipucine (CHEBI:156435) has role mycotoxin (CHEBI:25442) isoflavipucine (CHEBI:156435) is a δ-lactam (CHEBI:77727) isoflavipucine (CHEBI:156435) is a cyclic acetal (CHEBI:59770) isoflavipucine (CHEBI:156435) is a dioxolane (CHEBI:39430) isoflavipucine (CHEBI:156435) is a ketone (CHEBI:17087)

IUPAC Name

(2R)-6-methyl-2-(3-methylbutanoyl)-5H-[1,3]dioxolo[4,5-c]pyridin-4-one

Synonym	Source
(±)-isoflavipucine	SUBMITTER