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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: (3beta,7alpha)-cholest-5-ene-3,7-diol;   5-cholesten-3beta,7alpha-diol;   7-alpha-hydroxycholesterol;   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;   cholest-5-en-3beta,7alpha-diol
 alt_id: CHEBI:12263;   CHEBI:13980;   CHEBI:20801;   CHEBI:2293;   CHEBI:58167;   CHEBI:89281
 xref: CAS:566-26-7;   Chemspider:96891;   FooDB:FDB022655;   HMDB:HMDB0001496;   KEGG:C03594;   LIPID_MAPS_instance:LMST01010013
 xref_mesh: MESH:C011724
 xref: MetaCyc:CPD-266;   PDBeChem:5JK;   PMID:10529092;   PMID:14571793;   PMID:15576852;   PMID:16376175;   PMID:16455124;   PMID:16634125;   PMID:17364953;   PMID:17386651;   PMID:24370436;   PMID:27075612;   PMID:27268273;   PMID:31781930;   PMID:7557870;   PMID:8558093;   PMID:9632680;   PMID:9882415;   Wikipedia:7%CE%B1-Hydroxycholesterol


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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 chr10:68,466,394...68,468,229
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
Ensembl chr 4:17,354,466...17,513,903 		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 6:127,247,543...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:21,089,142...21,091,603
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 chr13:62,163,936...62,172,193
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
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    role 19784
      biological role 19782
        biochemical role 19496
          metabolite 19484
            eukaryotic metabolite 19307
              algal metabolite 15563
                cholesterol 346
                  7alpha-hydroxycholesterol 19
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    p-block element atom 19756
                      carbon group element atom 19705
                        carbon atom 19702
                          organic molecular entity 19702
                            organic molecule 19655
                              organic cyclic compound 19468
                                organic polycyclic compound 17225
                                  steroid 14678
                                    hydroxy steroid 14425
                                      3-hydroxy steroid 12764
                                        3beta-hydroxy steroid 2529
                                          3beta-hydroxy-Delta(5)-steroid 2361
                                            cholesterol 346
                                              oxysterol 105
                                                7alpha-hydroxycholesterol 19
paths to the root