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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Definition:A oxysterol that is cholesterol in which the hydrogen at the 4beta position has been replaced by a hydroxy group.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 chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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  CHEBI ontology 19740
    role 19713
      biological role 19711
        biochemical role 19429
          metabolite 19416
            eukaryotic metabolite 19212
              algal metabolite 14711
                cholesterol 339
                  4beta-hydroxycholesterol 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19740
    subatomic particle 19738
      composite particle 19738
        hadron 19738
          baryon 19738
            nucleon 19738
              atomic nucleus 19738
                atom 19738
                  main group element atom 19686
                    p-block element atom 19686
                      carbon group element atom 19631
                        carbon atom 19627
                          organic molecular entity 19627
                            organic molecule 19587
                              organic cyclic compound 19393
                                organic polycyclic compound 17178
                                  steroid 14369
                                    hydroxy steroid 14085
                                      3-hydroxy steroid 12140
                                        3beta-hydroxy steroid 2027
                                          3beta-hydroxy-Delta(5)-steroid 1850
                                            cholesterol 339
                                              oxysterol 106
                                                4beta-hydroxycholesterol 1
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