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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:alpha-naphthoflavone
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Accession:CHEBI:76995 term browser browse the term
Definition:An extended flavonoid resulting from the formal fusion of a benzene ring with the h side of flavone. A synthetic compound, it is an inhibitor of aromatase (EC 1.14.14.14).
Synonyms:exact_synonym: 2-phenyl-4H-benzo[h]chromen-4-one
 related_synonym: 2-phenyl-4H-naphtho(1,2-b)pyran-4-one;   7,8-BF;   7,8-benzoflavone;   Formula=C19H12O2;   InChI=1S/C19H12O2/c20-17-12-18(14-7-2-1-3-8-14)21-19-15-9-5-4-6-13(15)10-11-16(17)19/h1-12H;   InChIKey=VFMMPHCGEFXGIP-UHFFFAOYSA-N;   SMILES=O=c1cc(oc2c3ccccc3ccc12)-c1ccccc1;   alpha-naphthylflavone;   benzo[h]flavone
 xref: CAS:604-59-1
 xref_mesh: MESH:C011512
 xref: MetaCyc:CPD-10550;   PDBeChem:BHF;   PMID:143;   PMID:14564451;   PMID:17889503;   PMID:22716253;   PMID:5347522;   PMID:6474163;   PMID:6710497;   PMID:7248934;   PMID:8381508;   PMID:9831487;   Reaxys:210862;   Wikipedia:Alpha-Naphthoflavone


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alpha-naphthoflavone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G AHR aryl hydrocarbon receptor multiple interactions
increases activity		 EXP [alpha-naphthoflavone co-treated with 3,4,3',4'-tetrachlorobiphenyl] results in increased activity of AHR protein; epigallocatechin gallate inhibits the reaction [[alpha-naphthoflavone co-treated with 3,4,3',4'-tetrachlorobiphenyl] results in increased activity of AHR protein]; epigallocatechin gallate inhibits the reaction [alpha-naphthoflavone results in increased activity of AHR protein] CTD PMID:12970578 NCBI chr 9:86,511,866...86,555,950
Ensembl chr 9:86,511,369...86,555,943 		JBrowse link
G CCL2 chemokine (C-C motif) ligand 2 multiple interactions EXP alpha-naphthoflavone inhibits the reaction [3,4,3',4'-tetrachlorobiphenyl results in increased expression of CCL2 mRNA] CTD PMID:19265715 NCBI chr12:40,798,109...40,800,013
Ensembl chr12:40,798,109...40,800,026 		JBrowse link
G CYP1A1 cytochrome P450 family 1 subfamily A member 1 multiple interactions
increases expression
decreases activity		 EXP alpha-naphthoflavone inhibits the reaction [3,4,3',4'-tetrachlorobiphenyl results in increased activity of CYP1A1 protein]; alpha-naphthoflavone inhibits the reaction [3,4,3',4'-tetrachlorobiphenyl results in increased expression of CYP1A1 mRNA]
alpha-naphthoflavone results in increased expression of CYP1A1 mRNA
alpha-naphthoflavone results in decreased activity of CYP1A1 protein		 CTD PMID:12970578 NCBI chr 7:58,802,887...58,809,155
Ensembl chr 7:58,802,887...58,809,775 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 5066
    role 5030
      biological role 5030
        pharmacological role 622
          agonist 515
            aryl hydrocarbon receptor agonist 5
              alpha-naphthoflavone 3
Path 2
Term Annotations click to browse term
  CHEBI ontology 5066
    subatomic particle 5057
      composite particle 5057
        hadron 5057
          baryon 5057
            nucleon 5057
              atomic nucleus 5057
                atom 5057
                  main group element atom 5026
                    p-block element atom 5023
                      carbon group element atom 4940
                        carbon atom 4939
                          organic molecular entity 4939
                            organic molecule 4887
                              organic cyclic compound 4825
                                organic heterocyclic compound 4614
                                  oxacycle 4534
                                    benzopyran 141
                                      1-benzopyran 78
                                        flavonoid 34
                                          extended flavonoid 6
                                            alpha-naphthoflavone 3
paths to the root