CHEBI:10106 - zearalenone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name zearalenone
ChEBI ID CHEBI:10106
Definition A macrolide comprising a fourteen-membered lactone fused to 1,3-dihydroxybenzene; a potent estrogenic metabolite produced by some Giberella species.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Save molfile Download Molfile
Formula C18H22O5
Net Charge 0
Average Mass 318.36430
Monoisotopic Mass 318.147
InChI InChI=1S/C18H22O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,20-21H,2,4-6,8-9H2,1H3/b7-3+/t12-/m0/s1
InChIKey MBMQEIFVQACCCH-QBODLPLBSA-N
SMILES C[C@H]1CCCC(=O)CCC\C=C\c2cc(O)cc(O)c2C(=O)O1
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
mycoestrogen
Any compound produced by a fungus that happens to have estrogenic activity.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing zearalenone (CHEBI:10106) has role fungal metabolite (CHEBI:76946)
zearalenone (CHEBI:10106) has role mycoestrogen (CHEBI:76990)
zearalenone (CHEBI:10106) is a macrolide (CHEBI:25106)
zearalenone (CHEBI:10106) is a resorcinols (CHEBI:33572)
IUPAC Name
(3S,11E)-14,16-dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione
Synonyms Sources
(-)-Zearalenone ChemIDplus
(10S)-Zearalenone ChemIDplus
(S)-(-)-Zearalenone ChemIDplus
(S)-Zearalenone ChemIDplus
(S-(E))-3,4,5,6,9,10-Hexahydro-14,16-dihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione ChemIDplus
6-(10-Hydroxy-6-oxo-trans-1-undecenyl)-beta-resorcylic acid lactone ChemIDplus
trans-Zearalenone ChemIDplus
Database Links Databases
C00003025 KNApSAcK
C09981 KEGG COMPOUND
LMPK04000016 LIPID MAPS
View more database links
Registry Numbers Types Sources
17924-92-4 CAS Registry Number ChemIDplus
4875541 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17339071 PubMed citation CiteXplore
18027362 PubMed citation CiteXplore
18221829 PubMed citation CiteXplore
18280460 PubMed citation CiteXplore
18692541 PubMed citation CiteXplore
20654554 PubMed citation CiteXplore
Last Modified
28 July 2014