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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:4beta-hydroxycholesterol
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Accession:CHEBI:85778 term browser browse the term
Definition:A oxysterol that is cholesterol in which the hydrogen at the 4beta position has been replaced by a hydroxy group. A metabolite of cholesterol formed by the drug-metabolizing enzyme cytochrome P450 3A4, it is one of the major oxysterols in the human circulation.
Synonyms:exact_synonym: cholest-5-ene-3beta,4beta-diol
 related_synonym: (3beta,4beta)-cholest-5-ene-3,4-diol;   Formula=C27H46O2;   InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(29)24(28)14-16-27(23,5)22(19)13-15-26(20,21)4/h10,17-22,24-25,28-29H,6-9,11-16H2,1-5H3/t18-,19+,20-,21+,22+,24+,25-,26-,27-/m1/s1;   InChIKey=CZDKQKOAHAICSF-JSAMMMMSSA-N;   SMILES=CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4[C@@H](O)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C;   cholest-5-en-3beta,4beta-diol
 xref: CAS:17320-10-4;   HMDB:HMDB0013643;   LIPID_MAPS_instance:LMST01010014
 xref_mesh: MESH:C099828
 xref: PMID:11514559;   PMID:12077124;   PMID:18279471;   PMID:18300941;   PMID:19006545;   PMID:19458613;   PMID:21728364;   PMID:8656065



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4beta-hydroxycholesterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions
increases chemical synthesis
ISO [CYP3A4 protein results in increased oxidation of Cholesterol] which results in increased chemical synthesis of cholest-5-ene-3,4-diol
CYP3A4 protein results in increased chemical synthesis of cholest-5-ene-3,4-diol
CTD PMID:11514559 PMID:19954708 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
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  CHEBI ontology 19803
    role 19779
      biological role 19806
        biochemical role 19514
          metabolite 19501
            eukaryotic metabolite 19320
              algal metabolite 15575
                cholesterol 345
                  4beta-hydroxycholesterol 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19803
    subatomic particle 19801
      composite particle 19801
        hadron 19830
          baryon 19830
            nucleon 19830
              atomic nucleus 19830
                atom 19801
                  main group element atom 19780
                    p-block element atom 19780
                      carbon group element atom 19728
                        carbon atom 19725
                          organic molecular entity 19725
                            organic molecule 19678
                              organic cyclic compound 19491
                                organic polycyclic compound 17218
                                  steroid 14670
                                    hydroxy steroid 14415
                                      3-hydroxy steroid 12768
                                        3beta-hydroxy steroid 2533
                                          3beta-hydroxy-Delta(5)-steroid 2365
                                            cholesterol 345
                                              oxysterol 105
                                                4beta-hydroxycholesterol 1
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