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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 6:40,872,936...40,920,700
Ensembl chr 6:40,872,856...40,920,639
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 chr11:24,019,774...24,236,584
Ensembl chr11:24,019,778...24,236,561
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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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 chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
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 chr10:68,451,388...68,452,938
Ensembl chr10:68,451,388...68,452,938
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 chr10:68,466,469...68,467,941
Ensembl chr10:68,452,052...68,468,231
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 4:17,317,343...17,410,084 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 6:127,243,315...127,274,765
Ensembl chr 6:127,243,315...127,274,760
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 5:19,376,979...19,386,676
Ensembl chr 5:19,376,974...19,386,688
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 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703
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:21,089,152...21,091,597
Ensembl chr  X:21,089,122...21,109,488
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 chr19:56,705,123...56,753,199
Ensembl chr19:56,705,171...56,753,195
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 chr16:20,830,055...20,853,855
Ensembl chr16:20,829,465...20,855,249
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
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 3:14,177,892...14,189,236 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 chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
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 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628
JBrowse link

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  CHEBI ontology 19812
    role 19761
      biological role 19761
        biochemical role 19381
          metabolite 19356
            eukaryotic metabolite 19044
              algal metabolite 13941
                cholesterol 333
                  7alpha-hydroxycholesterol 19
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic molecule 19560
                              organic cyclic compound 19351
                                organic polycyclic compound 16535
                                  steroid 13057
                                    hydroxy steroid 12657
                                      3-hydroxy steroid 10367
                                        3beta-hydroxy steroid 2014
                                          3beta-hydroxy-Delta(5)-steroid 1849
                                            cholesterol 333
                                              oxysterol 106
                                                7alpha-hydroxycholesterol 19
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