multiplolide A (CHEBI:66411)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	multiplolide A

ChEBI ID	CHEBI:66411

Definition	A 10-membered lactone obtained from 10-methyl-9,10-dihydro-2H-oxecin-2-one by the epoxidation of the double bond at position 3-4 and cis-dihydroxylation of the double bond at position 7-8. Multiplolide A was first isolated from the fungus Xylaria multiplex BCC 1111. It shows antifungal activity against Candida albicans.

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

Supplier Information

Download	Molfile XML SDF

Formula

C10H14O5

Net Charge

Average Mass

214.21520

Monoisotopic Mass

214.08412

InChI

InChI=1S/C10H14O5/c1-5-4-7(12)6(11)2-3-8-9(15-8)10(13)14-5/h2-3,5-9,11-12H,4H2,1H3/b3-2+/t5-,6+,7-,8+,9+/m1/s1

InChIKey

GSXXKILAEILYRX-JRSSMJHLSA-N

SMILES

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

Metabolite of Species	Details
Xylaria multiplex (NCBI:txid323545)	of strain BCC 1111 See: PubMed

Roles Classification
Biological Role(s):	antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology
Outgoing	multiplolide A (CHEBI:66411) has role antifungal agent (CHEBI:35718) multiplolide A (CHEBI:66411) has role metabolite (CHEBI:25212) multiplolide A (CHEBI:66411) is a epoxide (CHEBI:32955) multiplolide A (CHEBI:66411) is a lactone (CHEBI:25000) multiplolide A (CHEBI:66411) is a secondary alcohol (CHEBI:35681)

IUPAC Name

(1S,4R,6R,7S,8E,10S)-6,7-dihydroxy-4-methyl-3,11-dioxabicyclo[8.1.0]undec-8-en-2-one

Synonym	Source
(1S,2E,4S,5R,7R,10S)-4,5-dihydroxy-7-methyl-8,11-dioxabicyclo[8.1.0]undec-2-en-9-one	ChEBI

Registry Number	Type	Source
15836339	Reaxys Registry Number	Reaxys

Citation	Type	Source
11473437	PubMed citation	Europe PMC

Last Modified

23 October 2012