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CHEBI:194132 - ustilaginoidin I

ChEBI IDCHEBI:194132
ChEBI Nameustilaginoidin I
Stars
DefinitionA binaphthopyran resulting from the formal oxidative coupling at positions 9 of molecules of 5,6,8-trihydroxy-2-(hydroxymethyl)-2,3-dihydro-4H-benzo[g]chromen-4-one and (6S)-5,6,8-trihydroxy-2-methyl-6,9-dihydro-4H-benzo[g]chromen-4-one.
Last Modified25 November 2022
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC28H22O11
Net Charge0
Average Mass534.473
Monoisotopic Mass534.11621
SMILESCc1cc(=O)c2c(O)c3c(cc2o1)[C@H](c1c(O)cc(O)c2c(O)c4c(cc12)O[C@H](CO)CC4=O)C(O)=C[C@@H]3O
InChIInChI=1S/C28H22O11/c1-9-2-13(30)25-19(38-9)4-11-21(15(32)6-17(34)23(11)27(25)36)22-12-5-20-26(14(31)3-10(8-29)39-20)28(37)24(12)18(35)7-16(22)33/h2,4-7,10,17,21,29,32-37H,3,8H2,1H3/t10-,17-,21-/m0/s1
InChIKeyNRBDGGQJVUCCEI-SAROTWGZSA-N
Species of MetaboliteComponentSourceComments
Ustilaginoidea virens (ncbitaxon:1159556) - PubMed (36287930)
Roles Classification
Biological Role:
mycotoxin  Poisonous substance produced by fungi.
ChEBI Ontology
Outgoing Relation(s)
ustilaginoidin I (CHEBI:194132) has role mycotoxin (CHEBI:25442)
ustilaginoidin I (CHEBI:194132) is a benzochromenone (CHEBI:64986)
ustilaginoidin I (CHEBI:194132) is a binaphthopyran (CHEBI:146014)
ustilaginoidin I (CHEBI:194132) is a naphtho-γ-pyrone (CHEBI:64542)
IUPAC Name 
(6'S,9'R)-5,5',6,6',8,8'-hexahydroxy-2-(hydroxymethyl)-2'-methyl-2,3,6',9'-tetrahydro-4H,4'H-[9,9'-binaphtho[2,3-b]pyran]-4,4'-dione
Synonyms  Source
(6'S,9'R)-5,5',6,6',8,8'-hexahydroxy-2-(hydroxymethyl)-2'-methyl-2,3,6',9'-tetrahydro-4H,4'H-[9,9'-bibenzo[g]chromene]-4,4'-dioneIUPAC
(6'S,9'R)-2,3,6',9'-tetrahydro-5,5',6,6',8,8'-hexahydroxy-2-(hydroxymethyl)-2'-methyl-[9,9'-bi-4H-naphtho[2,3-b]pyran]-4,4'-dioneChEBI
Citations