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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;   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;   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 8:62,798,317...62,809,848
Ensembl chr 8:62,779,875...62,809,893
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 5:19,358,734...19,368,431
Ensembl chr 5:19,358,734...19,368,431
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:21,696,796...21,699,241
Ensembl chr  X:21,696,772...21,699,241
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 chr18:64,166,959...64,178,729
Ensembl chr18:64,167,191...64,177,729
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 3:22,998,900...23,020,441
Ensembl chr 3:22,999,616...23,020,441
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    chemical entity 19785
      molecular entity 19782
        polyatomic entity 19695
          heteroatomic molecular entity 19620
            hydroxides 19066
              organic hydroxy compound 18630
                hydroxy steroid 12371
                  20-hydroxy steroid 45
                    20-hydroxycholesterol 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic molecule 19486
                              organic cyclic compound 19282
                                organic polycyclic compound 16384
                                  steroid 12788
                                    hydroxy steroid 12371
                                      3-hydroxy steroid 9999
                                        3beta-hydroxy steroid 1988
                                          3beta-hydroxy-Delta(5)-steroid 1834
                                            cholesterol 317
                                              oxysterol 91
                                                20-hydroxycholesterol 5
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