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CHEBI:68285 - (−)-microdiplodiasolol

ChEBI IDCHEBI:68285
ChEBI Name(−)-microdiplodiasolol
Stars
ASCII Name(-)-microdiplodiasolol
DefinitionA member of the class of xanthones that is 4a,9a-dihydro-1H-xanthene-2,9-dione substituted by hydroxy groups at positions 1, 8 and 9a, a methoxy group at position 4 and methyl groups at positions 4a and 6 (the 1S,4aS,9aS stereoisomer). Isolated from Microdiplodia species, it exhibits antibacterial activity.
Last Modified6 February 2018
DownloadsMolfile
FormulaC16H16O7
Net Charge0
Average Mass320.297
Monoisotopic Mass320.08960
SMILESCOC1=CC(=O)[C@@H](O)[C@@]2(O)C(=O)c3c(O)cc(C)cc3O[C@]12C
InChIInChI=1S/C16H16O7/c1-7-4-8(17)12-10(5-7)23-15(2)11(22-3)6-9(18)13(19)16(15,21)14(12)20/h4-6,13,17,19,21H,1-3H3/t13-,15-,16-/m1/s1
InChIKeySIUXYUWNLUKHJD-FVQBIDKESA-N
Species of MetaboliteComponentSourceComments
Microdiplodia (ncbitaxon:371130) - PubMed (21244021) EtOAc extract of an endophytic fungi isolated from Lycium intricatum Strain: 9907
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
ChEBI Ontology
Outgoing Relation(s)
(−)-microdiplodiasolol (CHEBI:68285) has role antibacterial agent (CHEBI:33282)
(−)-microdiplodiasolol (CHEBI:68285) has role fungal metabolite (CHEBI:76946)
(−)-microdiplodiasolol (CHEBI:68285) is a enol ether (CHEBI:47985)
(−)-microdiplodiasolol (CHEBI:68285) is a phenols (CHEBI:33853)
(−)-microdiplodiasolol (CHEBI:68285) is a secondary α-hydroxy ketone (CHEBI:2468)
(−)-microdiplodiasolol (CHEBI:68285) is a tertiary α-hydroxy ketone (CHEBI:139592)
(−)-microdiplodiasolol (CHEBI:68285) is a xanthones (CHEBI:51149)
IUPAC Name 
(1S,4aS,9aS)-1,8,9a-trihydroxy-4-methoxy-4a,6-dimethyl-4a,9a-dihydro-1H-xanthene-2,9-dione
Registry NumbersSources
Reaxys:21389528Reaxys
Citations