CHEBI:90441 - WIN 18446

ChEBI IDCHEBI:90441
ChEBI NameWIN 18446
Stars
DefinitionA carboxamide that is 1,8-diaminooctane in which a hydrogen attached to each of the amino groups has been replaced by a dichloroacetyl group. Inhibitor of aldehyde dehydrogenase 1a2 (ALDH1a2). Inhibits the biosynthesis of retinoic acid from retinol in neonatal and adult murine testis. It down-regulates sex related genes in zebrafish.
Last Modified7 March 2018
SubmitterCeri
DownloadsMolfile
FormulaC12H20Cl4N2O2
Net Charge0
Average Mass366.116
Monoisotopic Mass364.02789
SMILESO=C(NCCCCCCCCNC(=O)C(Cl)Cl)C(Cl)Cl
InChIInChI=1S/C12H20Cl4N2O2/c13-9(14)11(19)17-7-5-3-1-2-4-6-8-18-12(20)10(15)16/h9-10H,1-8H2,(H,17,19)(H,18,20)
InChIKeyFAOMZVDZARKPFJ-UHFFFAOYSA-N
Roles Classification
Biological Role:
EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor  An EC 1.2.1.* (oxidoreductase acting on donor aldehyde/oxo group with NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of aldehyde dehydrogenase (NAD+), EC 1.2.1.3.
ChEBI Ontology
Outgoing Relation(s)
WIN 18446 (CHEBI:90441) has functional parent 1,8-diaminooctane (CHEBI:73112)
WIN 18446 (CHEBI:90441) has functional parent dichloroacetic acid (CHEBI:36386)
WIN 18446 (CHEBI:90441) has role EC 1.2.1.3 [aldehyde dehydrogenase (NAD+)] inhibitor (CHEBI:35487)
WIN 18446 (CHEBI:90441) is a organochlorine compound (CHEBI:36683)
WIN 18446 (CHEBI:90441) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
N,N'-octane-1,8-diylbis(2,2-dichloroacetamide)
Synonyms  Source
N,N'-1,8-Octanediylbis(2,2-dichloroacetamide)SUBMITTER
N,N'-octamethylenebis(2,2-dichloro-N-ethylacetamide)ChemIDplus
Win-18446ChemIDplus
N,N'-octamethylenebis(2,2-dichloroacetamide)ChemIDplus
N,N'-bis(dichloroacetyl)-1,8-diaminooctaneChemIDplus
N,N'-bis(dichloroacetyl)-1,8-octamethylenediamineChemIDplus
Brand Names  Source
FertilysineChemIDplus
FertilysinChemIDplus
Manual XrefsDatabases
US3143566Patent
Registry NumbersSources
Reaxys:2136774Reaxys
CAS:1477-57-2ChemIDplus
Citations