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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 OLFR544 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 OLFR544 protein; Egtazic Acid inhibits the reaction [[GNAL protein results in increased susceptibility to azelaic acid] which results in increased activity of OLFR544 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 19812
    role 19761
      biological role 19761
        antimicrobial agent 17400
          antibacterial agent 13566
            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
              nonanedioic acid monoglycoside 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      dicarboxylic acids and O-substituted derivatives 10364
                                        dicarboxylic acid 10357
                                          alpha,omega-dicarboxylic acid 2797
                                            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
                                              nonanedioic acid monoglycoside 0
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