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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 19818
    chemical entity 19816
      molecular entity 19816
        polyatomic entity 19774
          heteroatomic molecular entity 19728
            hydroxides 19312
              organic hydroxy compound 18933
                hydroxy steroid 14128
                  20-hydroxy steroid 53
                    20-hydroxycholesterol 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19818
    subatomic particle 19816
      composite particle 19816
        hadron 19816
          baryon 19816
            nucleon 19816
              atomic nucleus 19816
                atom 19816
                  main group element atom 19761
                    p-block element atom 19761
                      carbon group element atom 19703
                        carbon atom 19698
                          organic molecular entity 19698
                            organic molecule 19656
                              organic cyclic compound 19461
                                organic polycyclic compound 17202
                                  steroid 14409
                                    hydroxy steroid 14128
                                      3-hydroxy steroid 12206
                                        3beta-hydroxy steroid 2036
                                          3beta-hydroxy-Delta(5)-steroid 1864
                                            cholesterol 343
                                              oxysterol 106
                                                20-hydroxycholesterol 5
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