CHEBI:145950 - nigerone

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ChEBI Name nigerone
ChEBI ID CHEBI:145950
Definition A biaryl resulting from the formal oxidative dimerisation of two molecules of 5-hydroxy-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one to form a single bond linking position 10 of each moiety (the 10Ra enantiomer).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
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Formula C32H26O10
Net Charge 0
Average Mass 570.550
Monoisotopic Mass 570.15260
InChI InChI=1S/C32H26O10/c1-13-7-19(33)27-29(35)23-17(9-15(37-3)11-21(23)39-5)25(31(27)41-13)26-18-10-16(38-4)12-22(40-6)24(18)30(36)28-20(34)8-14(2)42-32(26)28/h7-12,35-36H,1-6H3
InChIKey MBDIPBHBEVOYQB-UHFFFAOYSA-N
SMILES C12=C(C=3C(=CC(=CC3C(=C1OC(=CC2=O)C)C4=C5C(=C(C=6C(=CC(=CC46)OC)OC)O)C(C=C(O5)C)=O)OC)OC)O
Roles Classification
Biological Role(s): mycotoxin
Poisonous substance produced by fungi.
Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nigerone (CHEBI:145950) has role Aspergillus metabolite (CHEBI:76956)
nigerone (CHEBI:145950) has role antifungal agent (CHEBI:35718)
nigerone (CHEBI:145950) has role mycotoxin (CHEBI:25442)
nigerone (CHEBI:145950) is a benzochromenone (CHEBI:64986)
nigerone (CHEBI:145950) is a biaryl (CHEBI:64459)
nigerone (CHEBI:145950) is a phenols (CHEBI:33853)
IUPAC Name
(10Ra)-5,5'-dihydroxy-6,6',8,8'-tetramethoxy-2,2'-dimethyl-4H,4'H-[10,10'-bibenzo[g]chromene]-4,4'-dione
Synonym Source
nigerone UniProt
Manual Xrefs Databases
FDB011548 FooDB
HMDB0033496 HMDB
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Registry Number Type Source
76069-41-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17249768 PubMed citation Europe PMC
18205129 PubMed citation Europe PMC
19847351 PubMed citation Europe PMC
30582365 PubMed citation Europe PMC
31067027 PubMed citation SUBMITTER
Last Modified
05 February 2020