sporothriolide (CHEBI:141338)

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ChEBI Name	sporothriolide

ChEBI ID	CHEBI:141338

Definition	A furofuran that is (3aR,6aR)-hexahydrofuro[3,4-b]furan substituted by an oxo group at positions 2 and 4, methylene group at position 3 and by an hexyl group at position 6. It is a metabolite isolated from several species of fungi.

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

Submitter	R. Stephan

Supplier Information

Download	Molfile XML SDF

Formula

C13H18O4

Net Charge

Average Mass

238.280

Monoisotopic Mass

238.12051

InChI

InChI=1S/C13H18O4/c1-3-4-5-6-7-9-11-10(13(15)16-9)8(2)12(14)17-11/h9-11H,2-7H2,1H3/t9-,10+,11+/m1/s1

InChIKey

AENZSPQGLJVLND-VWYCJHECSA-N

SMILES

C1([C@]2([C@@](OC1=O)([C@@](OC2=O)([H])CCCCCC)[H])[H])=C

Metabolite of Species	Details
Nodulisporium sp. A21 (NCBI:txid1647372)	See: PubMed
Sporothrix sp. (NCBI:txid1902615)	of strain 700 See: PubMed
Hypoxylon monticulosum (NCBI:txid326669)	of strain CLL-205 See: PubMed

Roles Classification
Biological Role(s):	antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.

ChEBI Ontology
Outgoing	sporothriolide (CHEBI:141338) has role antifungal agent (CHEBI:35718) sporothriolide (CHEBI:141338) has role fungal metabolite (CHEBI:76946) sporothriolide (CHEBI:141338) is a γ-lactone (CHEBI:37581) sporothriolide (CHEBI:141338) is a furofuran (CHEBI:47790)

IUPAC Name

(3aS,6R,6aR)-6-hexyl-3-methylenetetrahydrofuro[3,4-b]furan-2,4-dione

Last Modified

08 October 2018