(S)-famoxadone (CHEBI:106738)

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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

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.

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

Citation	Type	Source
10843216	PubMed citation	ChEMBL

Last Modified

26 June 2018