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CHEBI:68222 - aspergillusone B

ChEBI IDCHEBI:68222
ChEBI Nameaspergillusone B
Stars
DefinitionA member of the class of xanthones that is methyl (1R)-2,3,4,9-tetrahydro-1H-xanthene-1-carboxylate substituted by hydroxy groups at positions 1, 2 and 8, a hydroxymethyl group at position 6 and an oxo group at position 9. It has been isolated from the sea fan derived fungus Aspergillus sydowii.
Last Modified6 March 2015
DownloadsMolfile
FormulaC16H16O8
Net Charge0
Average Mass336.296
Monoisotopic Mass336.08452
SMILESCOC(=O)[C@@]1(O)c2c(oc3cc(CO)cc(O)c3c2=O)CC[C@H]1O
InChIInChI=1S/C16H16O8/c1-23-15(21)16(22)11(19)3-2-9-13(16)14(20)12-8(18)4-7(6-17)5-10(12)24-9/h4-5,11,17-19,22H,2-3,6H2,1H3/t11-,16+/m1/s1
InChIKeyJYINNDQRROYTKO-BZNIZROVSA-N
Species of MetaboliteComponentSourceComments
Aspergillus sydowii (ncbitaxon:75750) - PubMed (21718031) Ethyl acetate extract of culture broth, fungus isolated from a sea fan, Annella sp. Strain: PSU F154
Roles Classification
Biological Role:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
aspergillusone B (CHEBI:68222) has role Aspergillus metabolite (CHEBI:76956)
aspergillusone B (CHEBI:68222) is a aromatic primary alcohol (CHEBI:33857)
aspergillusone B (CHEBI:68222) is a methyl ester (CHEBI:25248)
aspergillusone B (CHEBI:68222) is a phenols (CHEBI:33853)
aspergillusone B (CHEBI:68222) is a secondary alcohol (CHEBI:35681)
aspergillusone B (CHEBI:68222) is a tertiary alcohol (CHEBI:26878)
aspergillusone B (CHEBI:68222) is a xanthones (CHEBI:51149)
IUPAC Name 
rel-methyl (1R,2R)-1,2,8-trihydroxy-6-(hydroxymethyl)-9-oxo-2,3,4,9-tetrahydro-1H-xanthene-1-carboxylate
Registry NumbersSources
Reaxys:21708359Reaxys
Citations