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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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.

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Accession:CHEBI:31174 term browser browse the term
Definition:A naphthoic acid that is CD437 in which the phenolic hydroxy group has been converted to its methyl ether.
Synonyms:exact_synonym: 6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid
 related_synonym: 6-(3-(1-Adamantyl)-4-methoxyphenyl)-2-naphthoic acid;   Adaferin;   Differine;   Formula=C28H28O3;   InChI=1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30);   InChIKey=LZCDAPDGXCYOEH-UHFFFAOYSA-N;   SMILES=C1C2(CC3CC(CC1C3)C2)C4=C(C=CC(=C4)C5=CC=C6C(=C5)C=CC(=C6)C(=O)O)OC;   adapaleno;   adapalenum
 xref: CAS:106685-40-9;   DrugBank:DB00210;   Drug_Central:87;   KEGG:D01112;   LINCS:LSM-37048
 xref_mesh: MESH:C063610
 xref: PMID:11594670;   PMID:12833014;   PMID:25016424;   PMID:26398439;   PMID:26483036;   Patent:EP199636;   Patent:US4717720;   Wikipedia:Adapalene

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adapalene term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cd1d1 CD1d1 molecule increases expression ISO Adapalene results in increased expression of CD1D protein CTD PMID:17518990 NCBI chr 2:186,330,298...186,333,805
Ensembl chr 2:186,330,298...186,333,805
JBrowse link
G Crabp2 cellular retinoic acid binding protein 2 increases expression ISO Adapalene results in increased expression of CRABP2 mRNA CTD PMID:8396608 PMID:9990415 NCBI chr 2:187,322,416...187,326,794
Ensembl chr 2:184,882,969...184,883,505
JBrowse link
G Il10 interleukin 10 decreases expression ISO Adapalene results in decreased expression of IL10 protein CTD PMID:17518990 NCBI chr13:47,738,933...47,743,392
Ensembl chr13:47,739,526...47,743,392
JBrowse link
G Rarg retinoic acid receptor, gamma affects response to substance ISO RARG protein affects the susceptibility to Adapalene CTD PMID:9990413 NCBI chr 7:143,840,739...143,863,206
Ensembl chr 7:143,839,980...143,863,186
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Adapalene inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,318,025...48,360,219
Ensembl chr 1:48,317,995...48,360,261
JBrowse link
G Tlr2 toll-like receptor 2 decreases expression ISO Adapalene results in decreased expression of TLR2 protein CTD PMID:17518990 NCBI chr 2:182,840,171...182,846,061
Ensembl chr 2:182,840,727...182,846,061
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19810
    role 19758
      application 19420
        anti-inflammatory agent 14959
          anti-inflammatory drug 13619
            non-steroidal anti-inflammatory drug 12703
              adapalene 6
Path 2
Term Annotations click to browse term
  CHEBI ontology 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    p-block element atom 19696
                      carbon group element atom 19599
                        carbon atom 19588
                          organic molecular entity 19588
                            organic group 18527
                              organic divalent group 18520
                                organodiyl group 18520
                                  carbonyl group 18427
                                    carbonyl compound 18427
                                      carboxylic acid 18108
                                        aromatic carboxylic acid 10901
                                          naphthoic acid 42
                                            CD437 6
                                              adapalene 6
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