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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:nonanedioic acid
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Accession:CHEBI:48131 term browser browse the term
Definition:An alpha,omega-dicarboxylic acid that is heptane substituted at positions 1 and 7 by carboxy groups.
Synonyms:related_synonym: 1,7-Heptanedicarboxylic acid;   1,7-dicarboxyheptane;   1,9-nonanedioic acid;   Azelainsaeure;   Azelex;   Finacea;   Formula=C9H16O4;   InChI=1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13);   InChIKey=BDJRBEYXGGNYIS-UHFFFAOYSA-N;   Nonandisaeure;   SMILES=OC(=O)CCCCCCCC(O)=O;   Skinoren;   acide azelaique;   acidum azelaicum;   anchoic acid;   azelaic acid;   lepargylic acid;   n-nonanedioic acid
 alt_id: CHEBI:2949;   CHEBI:40912
 xref: Beilstein:1101094;   CAS:123-99-9;   DrugBank:DB00548;   Drug_Central:270;   Gmelin:261342;   HMDB:HMDB0000784;   KEGG:C08261;   KEGG:D03034;   LIPID_MAPS_instance:LMFA01170054
 xref_mesh: MESH:C010038
 xref: MetaCyc:CPD0-1265;   PDBeChem:AZ1;   PMID:22770225;   PMID:24280644;   PMID:28600633;   Reaxys:1101094;   Wikipedia:Azelaic_Acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:132955;   is_conjugate_acid_of CHEBI:78208


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nonanedioic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cd68 Cd68 molecule decreases expression ISO azelaic acid results in decreased expression of CD68 mRNA CTD PMID:19880116 NCBI chr10:54,381,814...54,383,693
Ensembl chr10:54,381,815...54,383,697 		JBrowse link
G Dct dopachrome tautomerase decreases expression
multiple interactions		 ISO azelaic acid results in decreased expression of DCT protein
[Taurine co-treated with azelaic acid] results in decreased expression of DCT protein		 CTD PMID:20804622 NCBI chr15:95,062,006...95,100,863
Ensembl chr15:95,062,003...95,100,836 		JBrowse link
G Gna15 G protein subunit alpha 15 increases response to substance
multiple interactions		 ISO GNA15 protein results in increased susceptibility to azelaic acid
[GNA15 protein results in increased susceptibility to azelaic acid] which results in increased activity of OR55B4 protein		 CTD PMID:15598656 NCBI chr 7:8,184,632...8,205,508
Ensembl chr 7:8,184,861...8,205,508 		JBrowse link
G Gnal G protein subunit alpha L increases response to substance
multiple interactions		 ISO GNAL protein results in increased susceptibility to azelaic acid
[GNAL protein results in increased susceptibility to azelaic acid] which results in increased activity of OR55B4 protein; Egtazic Acid inhibits the reaction [[GNAL protein results in increased susceptibility to azelaic acid] which results in increased activity of OR55B4 protein]; Egtazic Acid inhibits the reaction [GNAL protein results in increased susceptibility to azelaic acid]		 CTD PMID:15598656 NCBI chr18:60,622,311...60,762,599
Ensembl chr18:60,622,311...60,762,599 		JBrowse link
G Igfbp3 insulin-like growth factor binding protein 3 decreases expression ISO azelaic acid results in decreased expression of IGFBP3 protein CTD PMID:19880116 NCBI chr14:82,056,347...82,064,083
Ensembl chr14:82,056,347...82,064,083 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO [Taurine co-treated with azelaic acid] results in increased phosphorylation of and results in increased activity of MAPK1 protein CTD PMID:20804622 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO [Taurine co-treated with azelaic acid] results in increased phosphorylation of and results in increased activity of MAPK3 protein CTD PMID:20804622 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mitf melanocyte inducing transcription factor decreases expression
multiple interactions		 ISO azelaic acid results in decreased expression of MITF protein
[Taurine co-treated with azelaic acid] results in decreased expression of MITF protein		 CTD PMID:20804622 NCBI chr 4:130,409,020...130,621,145
Ensembl chr 4:130,409,217...130,621,145 		JBrowse link
G Plat plasminogen activator, tissue type decreases expression
multiple interactions		 ISO azelaic acid results in decreased expression of PLAT mRNA
azelaic acid results in decreased expression of and results in decreased secretion of PLAT protein		 CTD PMID:8635147 NCBI chr16:69,240,582...69,265,177
Ensembl chr16:69,240,585...69,268,223 		JBrowse link
G Plau plasminogen activator, urokinase multiple interactions
decreases expression		 ISO azelaic acid results in decreased expression of and results in decreased secretion of PLAU protein
azelaic acid results in decreased expression of PLAU mRNA		 CTD PMID:8635147 NCBI chr15:3,456,230...3,462,732
Ensembl chr15:3,456,232...3,462,775 		JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma increases activity
increases expression		 ISO azelaic acid results in increased activity of PPARG protein
azelaic acid results in increased expression of PPARG mRNA		 CTD PMID:20545756 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468 		JBrowse link
G Serpine1 serpin family E member 1 multiple interactions
increases expression		 ISO azelaic acid results in increased expression of and results in increased secretion of SERPINE1 protein
azelaic acid results in increased expression of SERPINE1 mRNA		 CTD PMID:8635147 NCBI chr12:19,601,272...19,611,657
Ensembl chr12:19,601,272...19,611,657 		JBrowse link
G Tyr tyrosinase decreases expression
multiple interactions		 ISO azelaic acid results in decreased expression of TYR protein
[Taurine co-treated with azelaic acid] results in decreased activity of TYR protein; [Taurine co-treated with azelaic acid] results in decreased expression of TYR protein		 CTD PMID:20804622 NCBI chr 1:141,115,036...141,210,207
Ensembl chr 1:141,115,036...141,210,207 		JBrowse link
G Tyrp1 tyrosinase-related protein 1 decreases expression
multiple interactions		 ISO azelaic acid results in decreased expression of TYRP1 protein
[Taurine co-treated with azelaic acid] results in decreased expression of TYRP1 protein		 CTD PMID:20804622 NCBI chr 5:95,280,982...95,299,516
Ensembl chr 5:95,280,982...95,299,516 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19831
    role 19807
      biological role 19805
        antimicrobial agent 18125
          antibacterial agent 15444
            nonanedioic acid 14
              1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine 0
              1-azelaoyl-sn-glycero-3-phosphocholine 0
              1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine 0
              2-azelaoyl-sn-glycero-3-phosphocholine 0
              dimethyl azelate 0
              nonanedioic acid monoglycoside 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19831
    subatomic particle 19829
      composite particle 19829
        hadron 19829
          baryon 19829
            nucleon 19829
              atomic nucleus 19829
                atom 19829
                  main group element atom 19779
                    p-block element atom 19779
                      carbon group element atom 19728
                        carbon atom 19724
                          organic molecular entity 19724
                            heteroorganic entity 19477
                              organochalcogen compound 19240
                                organooxygen compound 19155
                                  carbon oxoacid 18613
                                    carboxylic acid 18610
                                      monocarboxylic acid 17966
                                        fatty acid 16685
                                          fatty acid derivative 8930
                                            dicarboxylic fatty acid 2650
                                              nonanedioic acid 14
                                                1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine 0
                                                1-azelaoyl-sn-glycero-3-phosphocholine 0
                                                1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine 0
                                                2-azelaoyl-sn-glycero-3-phosphocholine 0
                                                dimethyl azelate 0
                                                nonanedioic acid monoglycoside 0
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