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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:7alpha-hydroxycholesterol
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Accession:CHEBI:17500 term browser browse the term
Definition:The 7alpha-hydroxy derivative of cholesterol.
Synonyms:related_synonym: 7alpha-hydroxy-cholesterol;   Cholest-5-ene-3beta,7alpha-diol;   Formula=C27H46O2;   InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1;   InChIKey=OYXZMSRRJOYLLO-RVOWOUOISA-N;   SMILES=[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
 alt_id: CHEBI:12263;   CHEBI:13980;   CHEBI:20801;   CHEBI:2293;   CHEBI:58167
 xref: CAS:566-26-7;   KEGG:C03594;   LIPID_MAPS_instance:LMST01010013
 xref_mesh: MESH:C011724


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7alpha-hydroxycholesterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adam17 ADAM metallopeptidase domain 17 decreases activity EXP cholest-5-en-3 beta,7 alpha-diol results in decreased activity of ADAM17 protein CTD PMID:15591071 NCBI chr 6:43,400,525...43,448,280
Ensembl chr 6:43,400,528...43,448,280
JBrowse link
G App amyloid beta precursor protein increases chemical synthesis
decreases secretion
EXP APP protein results in increased chemical synthesis of cholest-5-en-3 beta,7 alpha-diol
cholest-5-en-3 beta,7 alpha-diol results in decreased secretion of APP protein
CTD PMID:15591071 NCBI chr11:24,425,013...24,641,872
Ensembl chr11:24,425,005...24,641,858
JBrowse link
G Casp3 caspase 3 multiple interactions
increases activity
ISO alpha-Tocopherol inhibits the reaction [cholest-5-en-3 beta,7 alpha-diol results in increased activity of CASP3 protein]; beta-Tocopherol affects the reaction [cholest-5-en-3 beta,7 alpha-diol results in increased activity of CASP3 protein] CTD PMID:12450566, PMID:16934673 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions
increases expression
ISO [24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of CCL2 mRNA; Quercetin analog inhibits the reaction [[24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of CCL2 mRNA]; Quercetin analog inhibits the reaction [cholest-5-en-3 beta,7 alpha-diol results in increased expression of CCL2 mRNA] CTD PMID:24802026 NCBI chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870
JBrowse link
G Ccl3 C-C motif chemokine ligand 3 increases secretion
increases expression
ISO cholest-5-en-3 beta,7 alpha-diol results in increased secretion of CCL3 protein
cholest-5-en-3 beta,7 alpha-diol results in increased expression of CCL3 mRNA
CTD PMID:24370436 NCBI chr10:70,869,516...70,871,066
Ensembl chr10:70,869,513...70,871,066
JBrowse link
G Ccl4 C-C motif chemokine ligand 4 increases expression
increases secretion
ISO cholest-5-en-3 beta,7 alpha-diol results in increased expression of CCL4 mRNA
cholest-5-en-3 beta,7 alpha-diol results in increased secretion of CCL4 protein
CTD PMID:24370436 NCBI chr10:70,870,926...70,886,357
Ensembl chr10:70,884,531...70,886,355
JBrowse link
G Cd36 CD36 molecule increases expression
multiple interactions
ISO cholest-5-en-3 beta,7 alpha-diol results in increased expression of CD36 mRNA
[24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of CD36 mRNA; Quercetin analog inhibits the reaction [[24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of CD36 mRNA]; Quercetin analog inhibits the reaction [cholest-5-en-3 beta,7 alpha-diol results in increased expression of CD36 mRNA]; Quercetin inhibits the reaction [[24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of CD36 mRNA]
CTD PMID:24802026 NCBI chr 4:14,150,309...14,191,498
Ensembl chr 4:14,001,761...14,249,749
JBrowse link
G Cyp46a1 cytochrome P450, family 46, subfamily a, polypeptide 1 increases hydroxylation ISO CYP46A1 protein results in increased hydroxylation of cholest-5-en-3 beta,7 alpha-diol CTD PMID:14640697 NCBI chr 6:132,242,328...132,273,788
Ensembl chr 6:132,242,328...132,273,787
JBrowse link
G Cyp7a1 cytochrome P450 family 7 subfamily A member 1 multiple interactions EXP [Uranyl Nitrate results in decreased activity of CYP7A1 protein] which results in decreased chemical synthesis of cholest-5-en-3 beta,7 alpha-diol CTD PMID:20362056 NCBI chr 5:19,358,734...19,368,431
Ensembl chr 5:19,358,734...19,368,431
JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase decreases activity EXP cholest-5-en-3 beta,7 alpha-diol results in decreased activity of HMGCR protein CTD PMID:9199277 NCBI chr 2:27,480,224...27,500,654
Ensembl chr 2:27,480,226...27,500,654
JBrowse link
G Hsd17b10 hydroxysteroid (17-beta) dehydrogenase 10 multiple interactions ISO [cholest-5-en-3 beta,7 alpha-diol 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 Itgb1 integrin subunit beta 1 increases expression
multiple interactions
ISO cholest-5-en-3 beta,7 alpha-diol results in increased expression of ITGB1 mRNA
[24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of ITGB1 mRNA; Quercetin analog inhibits the reaction [[24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of ITGB1 mRNA]; Quercetin analog inhibits the reaction [cholest-5-en-3 beta,7 alpha-diol results in increased expression of ITGB1 mRNA]; Quercetin inhibits the reaction [[24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of ITGB1 mRNA]
CTD PMID:24802026 NCBI chr19:61,677,512...61,725,537
Ensembl chr19:61,677,542...61,725,535
JBrowse link
G Lpl lipoprotein lipase decreases activity
decreases expression
ISO cholest-5-en-3 beta,7 alpha-diol results in decreased activity of LPL protein
cholest-5-en-3 beta,7 alpha-diol results in decreased expression of LPL mRNA
CTD PMID:8567968 NCBI chr16:22,537,687...22,561,487
Ensembl chr16:22,537,056...22,561,496
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases activity ISO cholest-5-en-3 beta,7 alpha-diol results in increased activity of MAPK1 protein CTD PMID:11058697 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases activity ISO cholest-5-en-3 beta,7 alpha-diol results in increased activity of MAPK3 protein CTD PMID:11058697 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions
increases expression
ISO Quercetin analog inhibits the reaction [cholest-5-en-3 beta,7 alpha-diol results in increased expression of MMP9 mRNA] CTD PMID:24802026 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Ptges prostaglandin E synthase increases expression
multiple interactions
ISO cholest-5-en-3 beta,7 alpha-diol results in increased expression of PTGES mRNA
Quercetin analog inhibits the reaction [cholest-5-en-3 beta,7 alpha-diol results in increased expression of PTGES mRNA]
CTD PMID:24802026 NCBI chr 3:9,727,408...9,738,752
Ensembl chr 3:9,727,408...9,738,752
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions
increases expression
ISO [24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of PTGS2 protein
cholest-5-en-3 beta,7 alpha-diol results in increased expression of PTGS2 protein
CTD PMID:24802026 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Tlr4 toll-like receptor 4 increases expression
multiple interactions
ISO cholest-5-en-3 beta,7 alpha-diol results in increased expression of TLR4 mRNA
[24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of TLR4 mRNA; Quercetin analog inhibits the reaction [[24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of TLR4 mRNA]; Quercetin inhibits the reaction [[24-hydroxycholesterol co-treated with 27-hydroxycholesterol co-treated with cholest-5-en-3 beta,7 alpha-diol] results in increased expression of TLR4 mRNA]
CTD PMID:24802026 NCBI chr 5:82,587,424...82,601,056
Ensembl chr 5:82,587,420...82,601,052
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        biochemical role 19281
          metabolite 19262
            eukaryotic metabolite 18906
              algal metabolite 13581
                cholesterol 317
                  7alpha-hydroxycholesterol 19
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
                                                7alpha-hydroxycholesterol 19
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.