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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:ascofuranone
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Accession:CHEBI:156148 term browser browse the term
Definition:A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde which is substituted by a (2E,6E)-7-[(2S)-5,5-dimethyl-4-oxotetrahydrofuran-2-yl]-3-methylocta-2,6-dien-1-yl group at position 3, chlorine at position 5, and a methyl group at position 6. A meroterpenoid produced by the soil fungus, Acremonium sclerotigenum. It is a promising drug candidate against the tropical disease, African trypanosomiasis.
Synonyms:exact_synonym: 3-chloro-5-{(2E,6E)-7-[(2S)-5,5-dimethyl-4-oxotetrahydrofuran-2-yl]-3-methylocta-2,6-dien-1-yl}-4,6-dihydroxy-2-methylbenzaldehyde
 related_synonym: (S)-ascofuranone;   (S-(E,E))-3-chloro-4,6-dihydroxy-2-methyl-5-(3-methyl-7-(tetrahydro-5,5-dimethyl-4-oxo-2-furanyl)-2,6-octadienyl)-benzaldehyde;   Formula=C23H29ClO5;   InChI=1S/C23H29ClO5/c1-13(7-6-8-14(2)18-11-19(26)23(4,5)29-18)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18,27-28H,6-7,10-11H2,1-5H3/b13-9+,14-8+/t18-/m0/s1;   InChIKey=VGYPZLGWVQQOST-JUERRSSISA-N;   SMILES=C=1(C(=C(C(=C(C1Cl)C)C([H])=O)O)C/C=C(/CC/C=C(\\C)/[C@@]2(CC(C(O2)(C)C)=O)[H])\\C)O;   ascofuranon
 xref: CAS:38462-04-3;   KNApSAcK:C00017973
 xref_mesh: MESH:C006640
 xref: PMID:10511901;   PMID:12798927;   PMID:16288933;   PMID:17114644;   PMID:19306296;   PMID:20460103;   PMID:20587660;   PMID:20978157;   PMID:22580003;   PMID:23180806;   PMID:24096035;   PMID:27804952;   PMID:28207754;   PMID:30952781;   PMID:32439259;   PMID:32488849;   PMID:3417568;   PMID:4792115;   PMID:8898329;   PMID:9084049;   Wikipedia:Ascofuranone
 cyclic_relationship: is_conjugate_acid_of CHEBI:146160


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ascofuranone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Braf B-Raf proto-oncogene, serine/threonine kinase multiple interactions ISO ascofuranone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased phosphorylation of BRAF protein] CTD PMID:17114644 NCBI chr 4:69,329,772...69,476,931
Ensembl chr 4:68,384,649...68,510,463 		JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO ascofuranone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of FOS protein] CTD PMID:17114644 NCBI chr 6:110,852,188...110,855,054
Ensembl chr 6:105,121,170...105,124,036 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO ascofuranone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased activity of and results in increased phosphorylation of MAPK1 protein] CTD PMID:17114644 NCBI chr11:97,462,025...97,529,193
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO ascofuranone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased activity of and results in increased phosphorylation of MAPK3 protein] CTD PMID:17114644 NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions ISO
EXP		 ascofuranone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased secretion of MMP9 mRNA]; ascofuranone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased secretion of MMP9 protein]; ascofuranone inhibits the reaction [TNF protein results in increased secretion of MMP9 protein] CTD PMID:17114644 NCBI chr 3:174,103,474...174,111,434
Ensembl chr 3:153,683,858...153,692,120 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO ascofuranone inhibits the reaction [TNF protein results in increased secretion of MMP9 protein] CTD PMID:17114644 NCBI chr20:3,626,685...3,629,303
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19904
    role 19875
      application 19718
        pharmaceutical 19555
          drug 19555
            antineoplastic agent 17839
              ascofuranone 6
Path 2
Term Annotations click to browse term
  CHEBI ontology 19904
    subatomic particle 19902
      composite particle 19902
        hadron 19902
          baryon 19902
            nucleon 19902
              atomic nucleus 19902
                atom 19902
                  main group element atom 19841
                    p-block element atom 19841
                      carbon group element atom 19779
                        carbon atom 19776
                          organic molecular entity 19776
                            heteroorganic entity 19540
                              organochalcogen compound 19301
                                organooxygen compound 19219
                                  carbon oxoacid 18698
                                    carboxylic acid 18695
                                      carboacyl group 17723
                                        univalent carboacyl group 17723
                                          formyl group 9384
                                            aldehyde 9384
                                              arenecarbaldehyde 144
                                                benzaldehydes 141
                                                  dihydroxybenzaldehyde 23
                                                    ascofuranone 6
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