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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:20-hydroxycholesterol
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Accession:CHEBI:1296 term browser browse the term
Definition:An oxysterol that is cholesterol substituted by a hydroxy group at position 20.
Synonyms:exact_synonym: cholest-5-ene-3beta,20-diol
 related_synonym: (20S)-20-Hydroxycholesterol;   (3beta)-cholest-5-ene-3,20-diol;   20(S)-OHC;   20(S)-hydroxycholesterol;   20alpha-Hydroxycholesterol;   Formula=C27H46O2;   InChI=1S/C27H46O2/c1-18(2)7-6-14-27(5,29)24-11-10-22-21-9-8-19-17-20(28)12-15-25(19,3)23(21)13-16-26(22,24)4/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t20-,21-,22-,23-,24-,25-,26-,27-/m0/s1;   InChIKey=MCKLJFJEQRYRQT-APGJSSKUSA-N;   SMILES=C1[C@@]2([C@]3(CC[C@]4([C@]([C@@]3(CC=C2C[C@H](C1)O)[H])(CC[C@@]4([C@](C)(CCCC(C)C)O)[H])[H])C)[H])C
 alt_id: CHEBI:43170
 xref: CAS:516-72-3;   DrugBank:DB04704;   FooDB:FDB023876;   HMDB:HMDB0006283;   KEGG:C05500;   LIPID_MAPS_instance:LMST01010201
 xref_mesh: MESH:C025813
 xref: MetaCyc:2-HYDROXY-CHOLESTEROL;   PDBeChem:HC2;   PMID:1270422;   PMID:17200122;   PMID:17638575;   PMID:19839776;   PMID:20683129;   PMID:22231273;   PMID:23831757;   PMID:24596093;   PMID:25523141;   PMID:25765115;   PMID:26902390;   PMID:6042125;   PMID:7392630;   Reaxys:2062337


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20-hydroxycholesterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp11a1 cytochrome P450, family 11, subfamily a, polypeptide 1 multiple interactions ISO [NR5A1 protein co-treated with 20-hydroxycholesterol co-treated with Tretinoin co-treated with 8-Bromo Cyclic Adenosine Monophosphate] results in increased expression of CYP11A1 mRNA CTD PMID:21610156 NCBI chr 8:58,422,807...58,434,342
Ensembl chr 8:58,404,669...58,434,338
JBrowse link
G Cyp7a1 cytochrome P450 family 7 subfamily A member 1 increases metabolic processing EXP
ISO
CYP7A1 protein results in increased metabolism of 20-hydroxycholesterol CTD PMID:10882719 NCBI chr 5:19,376,979...19,386,676
Ensembl chr 5:19,376,974...19,386,688
JBrowse link
G Hsd17b10 hydroxysteroid (17-beta) dehydrogenase 10 multiple interactions ISO [20-hydroxycholesterol co-treated with NAD] binds to HSD17B10 protein CTD PMID:25526675 NCBI chr  X:21,089,152...21,091,597
Ensembl chr  X:21,089,122...21,109,488
JBrowse link
G Mc2r melanocortin 2 receptor multiple interactions ISO [20-hydroxycholesterol co-treated with Tretinoin co-treated with 8-Bromo Cyclic Adenosine Monophosphate] promotes the reaction [NR5A1 protein binds to MC2R promoter] CTD PMID:21610156 NCBI chr18:62,001,980...62,015,567
Ensembl chr18:62,004,948...62,015,488
JBrowse link
G Nr5a1 nuclear receptor subfamily 5, group A, member 1 multiple interactions ISO [20-hydroxycholesterol co-treated with Tretinoin co-treated with 8-Bromo Cyclic Adenosine Monophosphate] promotes the reaction [NR5A1 protein binds to MC2R promoter]; [NR5A1 protein co-treated with 20-hydroxycholesterol co-treated with Tretinoin co-treated with 8-Bromo Cyclic Adenosine Monophosphate] results in increased abundance of Progesterone; [NR5A1 protein co-treated with 20-hydroxycholesterol co-treated with Tretinoin co-treated with 8-Bromo Cyclic Adenosine Monophosphate] results in increased expression of CYP11A1 mRNA CTD PMID:21610156 NCBI chr 3:22,464,786...22,486,328
Ensembl chr 3:22,465,502...22,486,328
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    chemical entity 19821
      molecular entity 19819
        polyatomic entity 19740
          heteroatomic molecular entity 19682
            hydroxides 19180
              organic hydroxy compound 18672
                hydroxy steroid 12658
                  20-hydroxy steroid 51
                    20-hydroxycholesterol 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic molecule 19569
                              organic cyclic compound 19360
                                organic polycyclic compound 16538
                                  steroid 13057
                                    hydroxy steroid 12658
                                      3-hydroxy steroid 10368
                                        3beta-hydroxy steroid 2014
                                          3beta-hydroxy-Delta(5)-steroid 1849
                                            cholesterol 334
                                              oxysterol 106
                                                20-hydroxycholesterol 5
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