botryosphaerin H (CHEBI:141329)

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ChEBI Name	botryosphaerin H

ChEBI ID	CHEBI:141329

Definition	A tetracyclic diterpenoid that is decahydro-4H,9H-[2]benzofuro[7,1-fg]isochromene-4,9-dionewhich is substituted by methyl groups at the 3a and 10b positions and by hydroxy groups at the 6 and 6a positions. A tetranorlabdane diterpenoid isolated from isolated from the solid fermentation products of Botryosphaeria sp. P483 that exhibits antifungal activity.

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

Submitter	R. Stephan

Supplier Information

Download	Molfile XML SDF

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Formula

C16H20O6

Net Charge

Average Mass

308.327

Monoisotopic Mass

308.12599

InChI

InChI=1S/C16H20O6/c1-14-4-3-5-15(2)11(14)10(22-13(15)19)12(18)16(20)7-21-9(17)6-8(14)16/h6,10-12,18,20H,3-5,7H2,1-2H3/t10-,11+,12+,14+,15-,16-/m0/s1

InChIKey

YSEQPMYIGMORKQ-DIEKJCKJSA-N

SMILES

C1[C@]2([C@@]3([C@](CC1)(C(O[C@@H]3[C@H]([C@]4(C2=CC(OC4)=O)O)O)=O)C)[H])C

Metabolite of Species	Details
Botryosphaeria sp. P483 (NCBI:txid1820283)	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	botryosphaerin H (CHEBI:141329) has role antifungal agent (CHEBI:35718) botryosphaerin H (CHEBI:141329) has role fungal metabolite (CHEBI:76946) botryosphaerin H (CHEBI:141329) is a δ-lactone (CHEBI:18946) botryosphaerin H (CHEBI:141329) is a organic heterotetracyclic compound (CHEBI:38163) botryosphaerin H (CHEBI:141329) is a tetracyclic diterpenoid (CHEBI:52557)

IUPAC Name

(3aS,5aS,6R,6aR,10bS,10cR)-6,6a-dihydroxy-3a,10b-dimethyl-1,2,3,3a,5a,6,6a,7,10b,10c-decahydro-4H,9H-[2]benzofuro[7,1-fg]isochromene-4,9-dione

Synonym	Source
(3aS,5aS,6R,6aR,10bS,10cR)-6,6a-dihydroxy-3a,10b-dimethyl-1,2,3,3a,5a,6,6a,7,10b,10c-decahydro-4H,9H-furo[2',3',4':4,5]naphtho[2,1-c]pyran-4,9-dione	IUPAC

Last Modified

28 January 2019