CHEBI:194132 - ustilaginoidin I

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ChEBI Name ustilaginoidin I
ChEBI ID CHEBI:194132
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C28H22O11
Net Charge 0
Average Mass 534.473
Monoisotopic Mass 534.11621
InChI InChI=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
InChIKey NRBDGGQJVUCCEI-SAROTWGZSA-N
SMILES CC1=CC(=O)C2=C(O)C3=C(C=C2O1)[C@@H](C(O)=C[C@@H]3O)C1=C(O)C=C(O)C2=C1C=C1O[C@H](CO)CC(=O)C1=C2O
Metabolite of Species Details
Ustilaginoidea virens (NCBI:txid1159556) See: PubMed
Roles Classification
Biological Role(s): mycotoxin
Poisonous substance produced by fungi.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(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'-dione ChEBI
(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'-dione IUPAC
Citation Waiting for Citations Type Source
36287930 PubMed citation Europe PMC
Last Modified
25 November 2022