CHEBI:106738 - (S)-famoxadone

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ChEBI Name (S)-famoxadone
ChEBI ID CHEBI:106738
ChEBI ASCII Name (S)-famoxadone
Definition A 5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione that is the (active) (S)-enantiomer of famoxadone. It prevents spore germination and mycelial growth of sensitive fungi and is used in agriculture for the control of various fungal diseases.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42515
Supplier Information
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Formula C22H18N2O4
Net Charge 0
Average Mass 374.390
Monoisotopic Mass 374.12666
InChI InChI=1S/C22H18N2O4/c1-22(16-12-14-19(15-13-16)27-18-10-6-3-7-11-18)20(25)24(21(26)28-22)23-17-8-4-2-5-9-17/h2-15,23H,1H3/t22-/m0/s1
InChIKey PCCSBWNGDMYFCW-QFIPXVFZSA-N
SMILES N1(C([C@@](C2=CC=C(OC3=CC=CC=C3)C=C2)(C)OC1=O)=O)NC4=CC=CC=C4
Roles Classification
Biological Role(s): fungicide
A substance used to destroy fungal pests.
mitochondrial cytochrome-bc1 complex inhibitor

quinone outside inhibitor
A mitochondrial cytochrome-bc1 complex inhibitor that acts at the Quinone 'outer' (Qo) binding site of the cytochrome-bc1 complex.
Application(s): fungicide
A substance used to destroy fungal pests.
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
quinone outside inhibitor
A mitochondrial cytochrome-bc1 complex inhibitor that acts at the Quinone 'outer' (Qo) binding site of the cytochrome-bc1 complex.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-famoxadone (CHEBI:106738) has role agrochemical (CHEBI:33286)
(S)-famoxadone (CHEBI:106738) has role fungicide (CHEBI:24127)
(S)-famoxadone (CHEBI:106738) has role mitochondrial cytochrome-bc1 complex inhibitor (CHEBI:38499)
(S)-famoxadone (CHEBI:106738) has role quinone outside inhibitor (CHEBI:141153)
(S)-famoxadone (CHEBI:106738) is a 5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione (CHEBI:83250)
(S)-famoxadone (CHEBI:106738) is enantiomer of (R)-famoxadone (CHEBI:83252)
Incoming famoxadone (CHEBI:59340) has part (S)-famoxadone (CHEBI:106738)
(R)-famoxadone (CHEBI:83252) is enantiomer of (S)-famoxadone (CHEBI:106738)
IUPAC Name
(5S)-3-anilino-5-methyl-5-(4-phenoxyphenyl)-1,3-oxazolidine-2,4-dione
Synonyms Sources
(−)-famoxadone ChEBI
(5S)-5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione IUPAC
(S)-(−)-famoxadone ChEBI
(S)-5-Methyl-5-(4-phenoxy-phenyl)-3-phenylamino-oxazolidine-2,4-dione ChEMBL
Manual Xrefs Databases
DB07778 DrugBank
FMX PDBeChem
View more database links
Registry Numbers Types Sources
132584-12-4 CAS Registry Number ChEBI
8433247 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10843216 PubMed citation ChEMBL
Last Modified
26 June 2018