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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:WIN 18446
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Accession:CHEBI:90441 term browser browse the term
Definition:A carboxamide that is 1,8-diaminooctane in which a hydrogen attached to each of the amino groups has been replaced by a dichloroacetyl group.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.
Synonyms:exact_synonym: N,N'-octane-1,8-diylbis(2,2-dichloroacetamide)
 related_synonym: Fertilysin;   Fertilysine;   Formula=C12H20Cl4N2O2;   InChI=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);   InChIKey=FAOMZVDZARKPFJ-UHFFFAOYSA-N;   N,N'-1,8-Octanediylbis(2,2-dichloroacetamide);   N,N'-bis(dichloracetyl)-1,8-octanediamine;   N,N'-bis(dichloroacetyl)-1,8-diaminooctane;   N,N'-bis(dichloroacetyl)-1,8-octamethylenediamine;   N,N'-octamethylenebis(2,2-dichloro-N-ethylacetamide);   N,N'-octamethylenebis(2,2-dichloroacetamide);   SMILES=ClC(C(NCCCCCCCCNC(C(Cl)Cl)=O)=O)Cl;   WIN 18,446;   WIN18446
 xref: CAS:1477-57-2
 xref_mesh: MESH:C002491
 xref: PMID:14599310;   PMID:3970137;   PMID:6260633;   PMID:8563190;   Patent:US3143566;   Reaxys:2136774

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WIN 18446 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Aldh1a2 aldehyde dehydrogenase 1 family, member A2 decreases activity EXP
N,N'-bis(dichloroacetyl)-1,8-octamethylenediamine results in decreased activity of ALDH1A2 protein CTD PMID:12547725, PMID:30958995 NCBI chr 8:77,640,234...77,719,488
Ensembl chr 8:77,640,222...77,719,489
JBrowse link
G Hoxa1 homeobox A1 multiple interactions ISO N,N'-bis(dichloroacetyl)-1,8-octamethylenediamine inhibits the reaction [Vitamin A results in increased expression of HOXA1 mRNA] CTD PMID:23696197 NCBI chr 4:82,124,358...82,127,182
Ensembl chr 4:82,125,406...82,127,066
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        xenobiotic 18380
          octane 2167
            1,8-diaminooctane 2
              WIN 18446 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      carboxylic acid 18060
                                        carboacyl group 17346
                                          univalent carboacyl group 17346
                                            carbamoyl group 17132
                                              carboxamide 17132
                                                secondary carboxamide 268
                                                  WIN 18446 2
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