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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 JBrowse link
G Cyp26a1 cytochrome P450, family 26, subfamily a, polypeptide 1 increases metabolic processing
multiple interactions
increases chemical synthesis
increases expression
ISO CYP26A1 protein results in increased metabolism 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]
CYP26A1 mRNA results in increased chemical synthesis of 4-hydroxyretinoic acid; CYP26A1 protein results in increased chemical synthesis of 4-hydroxyretinoic acid
4-hydroxyretinoic acid results in increased expression of CYP26A1 mRNA
CTD PMID:12091498 PMID:17460545 PMID:25492813 NCBI chr 1:235,471,368...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 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 1:196,796,257...196,831,740 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 1:196,864,375...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 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 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 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19762
    role 19708
      chemical role 19254
        antioxidant 14376
          all-trans-retinoic acid 7417
            all-trans-4-hydroxyretinoic acid 8
              (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 19762
    subatomic particle 19760
      composite particle 19760
        hadron 19760
          baryon 19760
            nucleon 19760
              atomic nucleus 19760
                atom 19760
                  main group element atom 19651
                    p-block element atom 19651
                      carbon group element atom 19570
                        carbon atom 19560
                          organic molecular entity 19560
                            organic group 18611
                              organic divalent group 18602
                                organodiyl group 18602
                                  carbonyl group 18519
                                    carbonyl compound 18519
                                      carboxylic acid 18195
                                        monocarboxylic acid 17594
                                          alpha,beta-unsaturated monocarboxylic acid 12210
                                            retinoic acid 7678
                                              all-trans-retinoic acid 7417
                                                all-trans-4-hydroxyretinoic acid 8
                                                  (4S)-4,16-dihydroxyretinoic acid 0
                                                  (S)-all-trans-4-hydroxyretinoic acid 0
                                                  4-(beta-D-glucopyranuronosyloxy)retinoic acid 0
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