CHEBI:70291 - chloromonilicin

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ChEBI Name chloromonilicin
ChEBI ID CHEBI:70291
Definition An organic heterotricyclic compound that is 5-chloro-10-hydroxy-8-methyl-1H-oxepino[4,3-b]chromene-3,11-dione which is substituted at positions 1, 5, 8, and 10 by methoxycarbonyl, chlorine, methyl, and hydroxy groups, respectively (the 1S enantiomer). Found in Monilia fructicola and in the mycoherbicide Alternaria sonchi.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H11ClO7
Net Charge 0
Average Mass 350.708
Monoisotopic Mass 350.01933
InChI InChI=1S/C16H11ClO7/c1-6-3-8(18)11-9(4-6)23-14-7(17)5-10(19)24-15(16(21)22-2)12(14)13(11)20/h3-5,15,18H,1-2H3/t15-/m0/s1
InChIKey XEADRORPHLTLNQ-HNNXBMFYSA-N
SMILES C1=C(C=C2OC3=C([C@H](OC(C=C3Cl)=O)C(OC)=O)C(=O)C2=C1O)C
Metabolite of Species Details
Monilia fructicola (IF:360531) See: PubMed
Alternaria sonchi (NCBI:txid283360) of strain S-102 See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing chloromonilicin (CHEBI:70291) has role fungal metabolite (CHEBI:76946)
chloromonilicin (CHEBI:70291) has role plant metabolite (CHEBI:76924)
chloromonilicin (CHEBI:70291) is a ε-lactone (CHEBI:50239)
chloromonilicin (CHEBI:70291) is a methyl ester (CHEBI:25248)
chloromonilicin (CHEBI:70291) is a organic heterotricyclic compound (CHEBI:26979)
chloromonilicin (CHEBI:70291) is a organochlorine compound (CHEBI:36683)
IUPAC Name
methyl (1S)-5-chloro-10-hydroxy-8-methyl-3,11-dioxo-3,11-dihydro-1H-oxepino[4,3-b]chromene-1-carboxylate
Synonyms Sources
(+)-chloromonilicin ChEBI
(1S)-chloromonilicin ChEBI
(S)-chloromonilicin ChEBI
chloromonilicin, (+)- ChEBI
Manual Xref Database
C00018634 KNApSAcK
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Registry Number Type Source
96287-38-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21082806 PubMed citation Europe PMC
26174176 PubMed citation Europe PMC
3839228 PubMed citation Europe PMC
Last Modified
13 November 2017
General Comment
2017-11-13 Stereochemistry updated in accordance with J. Antibiotics, 2016, v69, 9-14.