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CHEBI:141329 - botryosphaerin H

ChEBI IDCHEBI:141329
ChEBI Namebotryosphaerin H
Stars
DefinitionA 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.
Last Modified28 January 2019
SubmitterR. Stephan
DownloadsMolfile
FormulaC16H20O6
Net Charge0
Average Mass308.330
Monoisotopic Mass308.12599
SMILES[H][C@]12[C@@H]3OC(=O)[C@@]1(C)CCC[C@]2(C)C1=CC(=O)OC[C@@]1(O)[C@@H]3O
InChIInChI=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
InChIKeyYSEQPMYIGMORKQ-DIEKJCKJSA-N
Species of MetaboliteComponentSourceComments
Botryosphaeria sp. P483 (ncbitaxon:1820283) - PubMed (26393542)
Roles Classification
Biological Roles:
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 Relation(s)
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 organic heterotetracyclic compound (CHEBI:38163)
botryosphaerin H (CHEBI:141329) is a tetracyclic diterpenoid (CHEBI:52557)
botryosphaerin H (CHEBI:141329) is a δ-lactone (CHEBI:18946)
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-dioneIUPAC
Citations