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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:all-trans-4-hydroxyretinoic acid
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Accession:CHEBI:63795 term browser browse the term
Definition:A retinoid that consists of all-trans-retinoic acid bearing a hydroxy substituent at position 4 on the cyclohexenyl ring.
Synonyms:exact_synonym: 4-hydroxyretinoic acid
 related_synonym: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-hydroxy-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid;   (2E,4E,6E,8E)-9-(3-hydroxy-2,6,6-trimethyl-1-cyclohexenyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid;   (7E,9E,11E,13E)-4-hydroxyretinoic acid;   4-hydroxy-(7E,9E,11E,13E)-retinoic acid;   4-hydroxy-all-trans-retinoic acid;   Formula=C20H28O3;   InChI=1S/C20H28O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13,18,21H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13+;   InChIKey=KGUMXGDKXYTTEY-FRCNGJHJSA-N;   SMILES=CC(\\C=C\\C1=C(C)C(O)CCC1(C)C)=C/C=C/C(C)=C/C(O)=O
 xref: CAS:66592-72-1;   HMDB:HMDB0006254;   KEGG:C16677;   LIPID_MAPS_instance:LMPR01090025
 xref_mesh: MESH:C019429
 xref: PMID:10702251;   PMID:1328295;   Reaxys:2879131
 cyclic_relationship: is_conjugate_acid_of CHEBI:134178


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all-trans-4-hydroxyretinoic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases chemical synthesis ISO CYP1A1 protein results in increased chemical synthesis of 4-hydroxyretinoic acid CTD PMID:10874126 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125 		JBrowse link
G Cyp26a1 cytochrome P450, family 26, subfamily a, polypeptide 1 increases metabolic processing
increases expression
increases chemical synthesis
multiple interactions		 ISO CYP26A1 protein results in increased metabolism of 4-hydroxyretinoic acid
4-hydroxyretinoic acid results in increased expression of CYP26A1 mRNA
CYP26A1 mRNA results in increased chemical synthesis of 4-hydroxyretinoic acid; CYP26A1 protein results in increased chemical synthesis of 4-hydroxyretinoic acid
[[Ketoconazole results in decreased activity of CYP26A1 protein] which results in decreased metabolism of Tretinoin] which results in decreased chemical synthesis of 4-hydroxyretinoic acid; [[R 115866 results in decreased activity of CYP26A1 protein] which results in decreased metabolism of Tretinoin] which results in decreased chemical synthesis of 4-hydroxyretinoic acid; [CYP26A1 protein results in increased metabolism of Tretinoin] which results in increased chemical synthesis of 4-hydroxyretinoic acid; [Ketoconazole results in decreased activity of CYP26A1 protein] which results in decreased chemical synthesis of 4-hydroxyretinoic acid; [R 115866 results in decreased activity of CYP26A1 protein] which results in decreased chemical synthesis of 4-hydroxyretinoic acid; Ketoconazole inhibits the reaction [CYP26A1 mRNA results in increased chemical synthesis of 4-hydroxyretinoic acid]		 CTD PMID:12091498 PMID:17460545 PMID:25492813 NCBI chr 1:235,471,368...235,475,204
Ensembl chr 1:235,471,298...235,475,204 		JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 increases chemical synthesis ISO CYP2C8 protein results in increased chemical synthesis of 4-hydroxyretinoic acid CTD PMID:10874126
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases chemical synthesis ISO CYP3A4 protein results in increased chemical synthesis of 4-hydroxyretinoic acid CTD PMID:10874126 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Muc2 mucin 2, oligomeric mucus/gel-forming increases expression ISO 4-hydroxyretinoic acid results in increased expression of MUC2 mRNA CTD PMID:10953040 NCBI chr 1:196,799,494...196,831,740
Ensembl chr 1:196,799,517...196,831,756 		JBrowse link
G Muc5ac mucin 5AC, oligomeric mucus/gel-forming increases expression ISO 4-hydroxyretinoic acid results in increased expression of MUC5AC mRNA CTD PMID:10953040 NCBI chr 1:196,864,336...196,896,475
Ensembl chr 1:196,864,336...196,896,475 		JBrowse link
G Rara retinoic acid receptor, alpha increases activity ISO 4-hydroxyretinoic acid results in increased activity of RARA protein CTD PMID:25492813 NCBI chr10:83,883,490...83,928,932
Ensembl chr10:83,893,384...83,928,142 		JBrowse link
G Rarb retinoic acid receptor, beta increases activity
increases expression		 ISO 4-hydroxyretinoic acid results in increased activity of RARB protein
4-hydroxyretinoic acid results in increased expression of RARB mRNA		 CTD PMID:25492813 NCBI chr15:8,700,533...9,051,288
Ensembl chr15:8,406,492...9,051,288 		JBrowse link
G Rarg retinoic acid receptor, gamma increases activity ISO 4-hydroxyretinoic acid results in increased activity of RARG protein CTD PMID:25492813 NCBI chr 7:133,367,833...133,390,301
Ensembl chr 7:133,367,833...133,390,177 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19922
    role 19894
      chemical role 19495
        antioxidant 16147
          all-trans-retinoic acid 9924
            all-trans-4-hydroxyretinoic acid 9
              (4S)-4,16-dihydroxyretinoic acid 0
              (S)-all-trans-4-hydroxyretinoic acid 0
              4-(beta-D-glucopyranuronosyloxy)retinoic acid 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19922
    subatomic particle 19892
      composite particle 19892
        hadron 19920
          baryon 19892
            nucleon 19920
              atomic nucleus 19892
                atom 19892
                  main group element atom 19866
                    main group molecular entity 19838
                      s-block molecular entity 19698
                        hydrogen molecular entity 19679
                          hydrides 19181
                            organic hydride 18695
                              organic fundamental parent 18715
                                hydrocarbon 18458
                                  terpene 14068
                                    terpenoid 13768
                                      diterpenoid 13034
                                        retinoid 10275
                                          vitamin A 9961
                                            all-trans-retinoic acid 9924
                                              all-trans-4-hydroxyretinoic acid 9
                                                (4S)-4,16-dihydroxyretinoic acid 0
                                                (S)-all-trans-4-hydroxyretinoic acid 0
                                                4-(beta-D-glucopyranuronosyloxy)retinoic acid 0
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