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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:acenocoumarol
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Accession:CHEBI:53766 term browser browse the term
Definition:A hydroxycoumarin that is warfarin in which the hydrogen at position 4 of the phenyl substituent is replaced by a nitro group.
Synonyms:related_synonym: 3-(alpha-(4'-Nitrophenyl)-beta-acetylethyl)-4-hydroxycoumarin;   3-(alpha-(p-Nitrophenol)-beta-acetylethyl)-4-hydroxycoumarin;   3-(alpha-Acetonyl-4-nitrobenzyl)-4-hydroxycoumarin;   3-(alpha-Acetonyl-p-nitrobenzyl)-4-hydroxycoumarin;   3-(alpha-p-Nitrophenyl-beta-acetylethyl)-4-hydroxycoumarin;   4-Hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2H-1-benzopyran-2-one;   4-Hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one;   Acenocoumarin;   Acenocumarolo;   Acenokumarin;   Formula=C19H15NO6;   InChI=1S/C19H15NO6/c1-11(21)10-15(12-6-8-13(9-7-12)20(24)25)17-18(22)14-4-2-3-5-16(14)26-19(17)23/h2-9,15,22H,10H2,1H3;   InChIKey=VABCILAOYCMVPS-UHFFFAOYSA-N;   Nicoumalone;   Nicumalon;   Nitrophenylacetylethyl-4-hydroxycoumarine;   Nitrovarfarian;   Nitrowarfarin;   SMILES=CC(=O)CC(c1ccc(cc1)[N+]([O-])=O)c1c(O)c2ccccc2oc1=O;   acenocoumarolum;   acenocumarol
 alt_id: CHEBI:494206
 xref: CAS:152-72-7;   DrugBank:DB01418;   KEGG:D07064;   LINCS:LSM-5112
 xref_mesh: MESH:D000074
 xref: PMID:17275317;   Patent:US2648682;   Reaxys:1269370


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acenocoumarol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A affects response to substance ISO ABCB1 gene polymorphism affects the susceptibility to Acenocoumarol CTD PMID:18021343 NCBI chr 4:26,312,403...26,488,456
Ensembl chr 4:26,312,409...26,397,135 		JBrowse link
G Apoe apolipoprotein E affects response to substance ISO APOE gene polymorphism affects the susceptibility to Acenocoumarol CTD PMID:15861030 NCBI chr 1:88,481,889...88,485,816
Ensembl chr 1:88,481,385...88,485,855 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 affects metabolic processing ISO CYP1A1 protein affects the metabolism of Acenocoumarol CTD PMID:11918509 NCBI chr 8:66,991,940...66,998,014
Ensembl chr 8:66,991,970...66,998,012 		JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 affects metabolic processing ISO CYP1A2 protein affects the metabolism of Acenocoumarol CTD PMID:11918509 NCBI chr 8:66,971,261...66,978,149
Ensembl chr 8:66,971,261...66,978,149 		JBrowse link
G Cyp2c11 cytochrome P450, subfamily 2, polypeptide 11 affects response to substance ISO CYP2C18 gene polymorphism affects the susceptibility to Acenocoumarol CTD PMID:19578179 NCBI chr 1:246,175,216...246,211,445
Ensembl chr 1:246,174,711...246,211,853 		JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 affects metabolic processing ISO CYP2C19 protein affects the metabolism of Acenocoumarol CTD PMID:11918509 NCBI chr 1:247,879,058...247,916,804
Ensembl chr 1:247,879,078...247,916,798 		JBrowse link
G F10 coagulation factor X decreases activity EXP Acenocoumarol results in decreased activity of F10 protein CTD PMID:3490277 NCBI chr16:83,170,973...83,190,280
Ensembl chr16:83,170,977...83,190,280 		JBrowse link
G F2 coagulation factor II, thrombin decreases activity EXP Acenocoumarol results in decreased activity of F2 protein CTD PMID:3490277 NCBI chr 3:98,051,958...98,065,246
Ensembl chr 3:98,051,960...98,065,246 		JBrowse link
G F5 coagulation factor V decreases activity EXP Acenocoumarol results in decreased activity of F5 protein CTD PMID:3490277 NCBI chr13:79,046,657...79,116,247
Ensembl chr13:79,046,448...79,116,247 		JBrowse link
G F7 coagulation factor VII decreases activity EXP Acenocoumarol results in decreased activity of F7 protein CTD PMID:3490277 NCBI chr16:83,191,896...83,202,775
Ensembl chr16:83,191,914...83,202,738 		JBrowse link
G F9 coagulation factor IX decreases activity EXP Acenocoumarol results in decreased activity of F9 protein CTD PMID:3490277 NCBI chr  X:143,388,642...143,433,143
Ensembl chr  X:143,388,621...143,433,146 		JBrowse link
G Ggcx gamma-glutamyl carboxylase increases activity EXP Acenocoumarol results in increased activity of GGCX protein CTD PMID:3490277 NCBI chr 4:106,027,918...106,043,653
Ensembl chr 4:106,027,912...106,043,923 		JBrowse link
G Vkorc1 vitamin K epoxide reductase complex, subunit 1 decreases response to substance
increases response to substance
affects response to substance
multiple interactions
decreases activity 		ISO VKORC1 promoter polymorphism results in decreased susceptibility to Acenocoumarol; VKORC1 protein polymorphism results in decreased susceptibility to Acenocoumarol
VKORC1 protein results in increased susceptibility to Acenocoumarol
VKORC1 gene polymorphism affects the susceptibility to Acenocoumarol; VKORC1 gene SNP affects the susceptibility to Acenocoumarol; VKORC1 intron SNP affects the susceptibility to Acenocoumarol; VKORC1 polymorphism affects the susceptibility to Acenocoumarol; VKORC1 protein polymorphism affects the susceptibility to Acenocoumarol
Acenocoumarol inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]
Acenocoumarol results in decreased activity of VKORC1 protein 		CTD PMID:16201835 PMID:16611310 PMID:16869821 PMID:17036862 PMID:18698879 More... NCBI chr 1:191,932,969...191,935,490 JBrowse link
G Vkorc1l1 vitamin K epoxide reductase complex, subunit 1-like 1 multiple interactions
decreases activity 		ISO Acenocoumarol inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]
Acenocoumarol results in decreased activity of VKORC1L1 protein 		CTD PMID:29581108 NCBI chr12:32,354,078...32,404,327 JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20873
    chemical entity 20871
      group 20815
        inorganic group 20315
          nitro group 11221
            nitro compound 11221
              C-nitro compound 10945
                acenocoumarol 14
                  (R)-acenocoumarol 0
                  (S)-acenocoumarol 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20873
    subatomic particle 20871
      composite particle 20871
        hadron 20871
          baryon 20871
            nucleon 20871
              atomic nucleus 20871
                atom 20871
                  main group element atom 20794
                    p-block element atom 20794
                      carbon group element atom 20727
                        carbon atom 20722
                          organic molecular entity 20722
                            organic molecule 20666
                              organic cyclic compound 20416
                                organic heterocyclic compound 19388
                                  oxacycle 18294
                                    benzopyran 12178
                                      1-benzopyran 11910
                                        chromenes 4452
                                          chromenone 4393
                                            coumarins 4156
                                              hydroxycoumarin 359
                                                acenocoumarol 14
                                                  (R)-acenocoumarol 0
                                                  (S)-acenocoumarol 0
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