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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Definition:A carboxamide that is 1,8-diaminooctane in which a hydrogen attached to each of the amino groups has been replaced by a dichloroacetyl group.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...81,258,587
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 19918
    role 19894
      biological role 19892
        xenobiotic 18778
          octane 3225
            1,8-diaminooctane 5
              WIN 18446 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19918
    subatomic particle 19916
      composite particle 19916
        hadron 19916
          baryon 19916
            nucleon 19916
              atomic nucleus 19916
                atom 19916
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19811
                        carbon atom 19806
                          organic molecular entity 19806
                            organic group 18995
                              organic divalent group 18969
                                organodiyl group 18969
                                  carbonyl group 18922
                                    carbonyl compound 18922
                                      carboxylic acid 18646
                                        carboacyl group 17727
                                          univalent carboacyl group 17727
                                            carbamoyl group 17575
                                              carboxamide 17575
                                                secondary carboxamide 1220
                                                  WIN 18446 5
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