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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/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Definition:A carboxamide that is 1,8-diaminooctane in which a hydrogen attached to each of the amino groups has been replaced by a dichloroacetyl group.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
ISO
N,N'-bis(dichloroacetyl)-1,8-octamethylenediamine results in decreased activity of ALDH1A2 protein CTD PMID:12547725 PMID:30958995 NCBI chr 8:71,877,850...71,957,107
Ensembl chr 8:71,877,850...71,957,107
JBrowse link
G Hopx HOP homeobox multiple interactions ISO [nitrofen co-treated with N,N'-bis(dichloroacetyl)-1,8-octamethylenediamine] results in decreased expression of HOPX mRNA; [nitrofen co-treated with N,N'-bis(dichloroacetyl)-1,8-octamethylenediamine] results in decreased expression of HOPX protein CTD PMID:30995255 NCBI chr14:31,055,912...31,082,909
Ensembl chr14:31,075,148...31,082,909
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 4:81,255,814...81,258,504
Ensembl chr 4:81,255,883...81,258,504
JBrowse link
G Id2 inhibitor of DNA binding 2 multiple interactions ISO [nitrofen co-treated with N,N'-bis(dichloroacetyl)-1,8-octamethylenediamine] results in increased expression of ID2 mRNA CTD PMID:30995255 NCBI chr 6:41,740,556...41,742,393
Ensembl chr 6:41,728,946...41,744,400
JBrowse link
G Pdpn podoplanin multiple interactions ISO [nitrofen co-treated with N,N'-bis(dichloroacetyl)-1,8-octamethylenediamine] results in decreased expression of PDPN mRNA; [nitrofen co-treated with N,N'-bis(dichloroacetyl)-1,8-octamethylenediamine] results in decreased expression of PDPN protein CTD PMID:30995255 NCBI chr 5:155,601,691...155,635,656
Ensembl chr 5:155,601,691...155,635,656
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19740
    role 19713
      biological role 19711
        xenobiotic 18613
          octane 2701
            1,8-diaminooctane 5
              WIN 18446 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19740
    subatomic particle 19738
      composite particle 19738
        hadron 19738
          baryon 19738
            nucleon 19738
              atomic nucleus 19738
                atom 19738
                  main group element atom 19686
                    p-block element atom 19686
                      carbon group element atom 19631
                        carbon atom 19627
                          organic molecular entity 19627
                            organic group 18846
                              organic divalent group 18832
                                organodiyl group 18832
                                  carbonyl group 18798
                                    carbonyl compound 18798
                                      carboxylic acid 18518
                                        carboacyl group 17656
                                          univalent carboacyl group 17656
                                            carbamoyl group 17497
                                              carboxamide 17497
                                                secondary carboxamide 583
                                                  WIN 18446 5
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