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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:22-Hydroxycholesterol
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Accession:CHEBI:166802 term browser browse the term
Synonyms:exact_synonym: (3S,8S,9S,10R,13S,14S,17R)-17-[(2S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
 related_synonym: Formula=C27H46O2;   InChI=1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25?,26-,27+/m0/s1;   InChIKey=RZPAXNJLEKLXNO-UKNNTIGFSA-N;   SMILES=OC([C@H]([C@@]1([C@@]2([C@]([C@]3([C@@]([C@@]4(C(=CC3)C[C@@H](O)CC4)C)(CC2)[H])[H])(CC1)[H])C)[H])C)CCC(C)C
 xref: CAS:17711-16-9;   Chemspider:96893;   LIPID_MAPS_instance:LMST01010054
 xref_mesh: MESH:C003585


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22-Hydroxycholesterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abca1 ATP binding cassette subfamily A member 1 multiple interactions
increases expression		 EXP
ISO		 [22-hydroxycholesterol co-treated with Alitretinoin] results in increased expression of ABCA1 mRNA; [22-hydroxycholesterol co-treated with Alitretinoin] results in increased expression of ABCA1 protein
[22-hydroxycholesterol co-treated with Alitretinoin] results in increased expression of ABCA1 protein; [Alitretinoin co-treated with 22-hydroxycholesterol] results in increased expression of ABCA1 mRNA; [Alitretinoin co-treated with 22-hydroxycholesterol] results in increased expression of ABCA1 protein; Arsenic Trioxide inhibits the reaction [[Alitretinoin co-treated with 22-hydroxycholesterol] results in increased expression of ABCA1 mRNA]; Arsenic Trioxide inhibits the reaction [[Alitretinoin co-treated with 22-hydroxycholesterol] results in increased expression of ABCA1 protein]
22-hydroxycholesterol results in increased expression of ABCA1 mRNA		 CTD PMID:15314095 PMID:15381068 PMID:16142410 PMID:16184197 PMID:16730733 More... NCBI chr 5:67,678,267...67,801,162
Ensembl chr 5:67,681,297...67,801,170 		JBrowse link
G Abcg1 ATP binding cassette subfamily G member 1 increases expression ISO 22-hydroxycholesterol results in increased expression of ABCG1 mRNA CTD PMID:16730733 NCBI chr20:9,126,687...9,182,948
Ensembl chr20:9,126,687...9,182,948 		JBrowse link
G Ackr3 atypical chemokine receptor 3 increases expression ISO 22-hydroxycholesterol results in increased expression of ACKR3 mRNA CTD PMID:19426978 NCBI chr 9:90,799,682...90,811,246
Ensembl chr 9:90,799,686...90,811,237 		JBrowse link
G Aldh1a1 aldehyde dehydrogenase 1 family, member A1 multiple interactions ISO 22-hydroxycholesterol promotes the reaction [SREBF1 protein binds to ALDH1A1 promoter] CTD PMID:16763553 NCBI chr 1:218,000,470...218,152,962
Ensembl chr 1:218,042,127...218,152,961 		JBrowse link
G Aldh1a2 aldehyde dehydrogenase 1 family, member A2 increases expression
multiple interactions		 ISO 22-hydroxycholesterol results in increased expression of ALDH1A2 mRNA
22-hydroxycholesterol promotes the reaction [SREBF1 protein binds to ALDH1A2 promoter]		 CTD PMID:16763553 NCBI chr 8:71,877,850...71,957,107
Ensembl chr 8:71,877,850...71,957,107 		JBrowse link
G Cav1 caveolin 1 increases expression ISO 22-hydroxycholesterol results in increased expression of CAV1 mRNA CTD PMID:15314095 NCBI chr 4:45,640,624...45,673,708
Ensembl chr 4:45,634,918...45,673,705 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 increases expression
multiple interactions		 ISO 22-hydroxycholesterol results in increased expression of CCL2 mRNA
[22-hydroxycholesterol co-treated with Alitretinoin] inhibits the reaction [IFNG promotes the reaction [STAT1 protein binds to CCL2 promoter]]		 CTD PMID:19426978 PMID:21268089 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Cxcl1 C-X-C motif chemokine ligand 1 increases expression ISO 22-hydroxycholesterol results in increased expression of CXCL1 mRNA CTD PMID:19426978 NCBI chr14:17,193,364...17,195,143
Ensembl chr14:17,193,365...17,195,215 		JBrowse link
G Cxcl11 C-X-C motif chemokine ligand 11 increases expression ISO 22-hydroxycholesterol results in increased expression of CXCL11 mRNA CTD PMID:19426978 NCBI chr14:15,689,432...15,692,207
Ensembl chr14:15,689,424...15,692,271 		JBrowse link
G Cxcl2 C-X-C motif chemokine ligand 2 increases expression ISO 22-hydroxycholesterol results in increased expression of CXCL2 mRNA CTD PMID:19426978 NCBI chr14:17,181,030...17,183,075
Ensembl chr14:17,181,062...17,183,075 		JBrowse link
G Cxcl3 C-X-C motif chemokine ligand 3 increases expression ISO 22-hydroxycholesterol results in increased expression of CXCL1 mRNA CTD PMID:19426978 NCBI chr14:17,287,727...17,289,451
Ensembl chr14:17,270,146...17,289,511 		JBrowse link
G Cyp51 cytochrome P450, family 51 decreases expression ISO 22-hydroxycholesterol results in decreased expression of CYP51A1 mRNA CTD PMID:19426978 NCBI chr 4:30,036,956...30,055,410
Ensembl chr 4:30,036,865...30,055,410 		JBrowse link
G Dhcr7 7-dehydrocholesterol reductase decreases expression ISO 22-hydroxycholesterol results in decreased expression of DHCR7 mRNA CTD PMID:19426978 NCBI chr 1:199,015,081...199,031,055
Ensembl chr 1:199,015,081...199,031,055 		JBrowse link
G Egr1 early growth response 1 increases expression ISO 22-hydroxycholesterol results in increased expression of EGR1 mRNA CTD PMID:19426978 NCBI chr18:26,462,967...26,466,766
Ensembl chr18:26,462,981...26,466,766 		JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO 22-hydroxycholesterol binds to and results in decreased activity of ESR1 protein; 22-hydroxycholesterol inhibits the reaction [Estradiol results in increased activity of ESR1 protein] CTD PMID:17873880 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002 		JBrowse link
G Esr2 estrogen receptor 2 multiple interactions ISO 22-hydroxycholesterol binds to and results in decreased activity of ESR2 protein; 22-hydroxycholesterol inhibits the reaction [Estradiol results in increased activity of ESR2 protein] CTD PMID:17873880 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919 		JBrowse link
G Fdft1 farnesyl diphosphate farnesyl transferase 1 decreases expression ISO 22-hydroxycholesterol results in decreased expression of FDFT1 mRNA CTD PMID:19426978 NCBI chr15:37,412,143...37,440,198
Ensembl chr15:37,412,146...37,440,287 		JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression ISO 22-hydroxycholesterol results in increased expression of FOS mRNA CTD PMID:19426978 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036 		JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase decreases expression ISO 22-hydroxycholesterol results in decreased expression of HMGCR mRNA CTD PMID:19426978 NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703 		JBrowse link
G Hmgcs1 3-hydroxy-3-methylglutaryl-CoA synthase 1 decreases expression ISO 22-hydroxycholesterol results in decreased expression of HMGCS1 mRNA CTD PMID:19426978 NCBI chr 2:51,649,368...51,667,100
Ensembl chr 2:51,649,497...51,667,100 		JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO 22-hydroxycholesterol results in increased expression of HMOX1 mRNA CTD PMID:19426978 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Hsdl2 hydroxysteroid dehydrogenase like 2 multiple interactions ISO [22-hydroxycholesterol co-treated with NADP] binds to HSDL2 protein CTD PMID:25526675 NCBI chr 5:74,443,933...74,479,104
Ensembl chr 5:74,443,872...74,479,839 		JBrowse link
G Icam1 intercellular adhesion molecule 1 increases expression
multiple interactions		 ISO 22-hydroxycholesterol results in increased expression of ICAM1 mRNA
22-hydroxycholesterol promotes the reaction [Lipopolysaccharides results in increased expression of ICAM1 mRNA]; 22-hydroxycholesterol promotes the reaction [TNF protein results in increased expression of ICAM1 mRNA]		 CTD PMID:19426978 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438 		JBrowse link
G Idi1 isopentenyl-diphosphate delta isomerase 1 decreases expression ISO 22-hydroxycholesterol results in decreased expression of IDI1 mRNA CTD PMID:19426978 NCBI chr17:61,629,592...61,637,357
Ensembl chr17:61,629,594...61,637,357 		JBrowse link
G Ifit2 interferon-induced protein with tetratricopeptide repeats 2 increases expression ISO 22-hydroxycholesterol results in increased expression of IFIT2 mRNA CTD PMID:19426978 NCBI chr 1:232,102,570...232,108,638
Ensembl chr 1:232,102,570...232,108,635 		JBrowse link
G Ifng interferon gamma multiple interactions ISO 22-hydroxycholesterol inhibits the reaction [IFNG results in increased expression of NR1H3 mRNA]; 22-hydroxycholesterol inhibits the reaction [IFNG results in increased phosphorylation of and results in increased localization of STAT1 protein]; [22-hydroxycholesterol co-treated with Alitretinoin] inhibits the reaction [IFNG promotes the reaction [STAT1 protein binds to CCL2 promoter]]; [22-hydroxycholesterol co-treated with Alitretinoin] inhibits the reaction [IFNG results in increased expression of STAT1 mRNA] CTD PMID:21268089 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375 		JBrowse link
G Il1a interleukin 1 alpha increases expression ISO 22-hydroxycholesterol results in increased expression of IL1A mRNA CTD PMID:19426978 NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822 		JBrowse link
G Ldlr low density lipoprotein receptor decreases expression ISO 22-hydroxycholesterol results in decreased expression of LDLR mRNA CTD PMID:16142410 NCBI chr 8:20,270,020...20,292,981
Ensembl chr 8:20,270,041...20,294,580 		JBrowse link
G Lpl lipoprotein lipase multiple interactions
increases expression		 ISO [Alitretinoin co-treated with 22-hydroxycholesterol] results in increased expression of LPL mRNA
22-hydroxycholesterol results in increased expression of LPL mRNA		 CTD PMID:16142410 NCBI chr16:20,830,055...20,853,855
Ensembl chr16:20,829,465...20,855,249 		JBrowse link
G Lss lanosterol synthase decreases expression ISO 22-hydroxycholesterol results in decreased expression of LSS mRNA CTD PMID:19426978 NCBI chr20:12,091,138...12,118,858
Ensembl chr20:12,092,774...12,118,762 		JBrowse link
G Maf MAF bZIP transcription factor increases expression ISO 22-hydroxycholesterol results in increased expression of MAF mRNA CTD PMID:19426978 NCBI chr19:43,353,867...43,713,162
Ensembl chr19:43,360,342...43,712,365 		JBrowse link
G Msmo1 methylsterol monooxygenase 1 decreases expression ISO 22-hydroxycholesterol results in decreased expression of MSMO1 mRNA CTD PMID:19426978 NCBI chr16:24,980,680...24,997,927
Ensembl chr16:24,980,697...24,998,016 		JBrowse link
G Mvd mevalonate diphosphate decarboxylase decreases expression ISO 22-hydroxycholesterol results in decreased expression of MVD mRNA CTD PMID:19426978 NCBI chr19:50,496,366...50,506,429
Ensembl chr19:50,496,367...50,507,971 		JBrowse link
G Mvk mevalonate kinase decreases expression ISO 22-hydroxycholesterol results in decreased expression of MVK mRNA CTD PMID:19426978 NCBI chr12:42,141,391...42,158,893
Ensembl chr12:42,141,384...42,158,882 		JBrowse link
G Nos3 nitric oxide synthase 3 decreases expression ISO 22-hydroxycholesterol results in decreased expression of NOS3 mRNA CTD PMID:19426978 NCBI chr 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166 		JBrowse link
G Nr1h2 nuclear receptor subfamily 1, group H, member 2 multiple interactions ISO [Alitretinoin co-treated with 22-hydroxycholesterol] affects the localization of NR1H2 protein CTD PMID:16888799 NCBI chr 1:95,041,967...95,047,358
Ensembl chr 1:95,041,967...95,047,377 		JBrowse link
G Nr1h3 nuclear receptor subfamily 1, group H, member 3 multiple interactions
increases expression
increases activity		 ISO 22-hydroxycholesterol binds to and results in increased activity of NR1H3 protein; 22-hydroxycholesterol inhibits the reaction [IFNG results in increased expression of NR1H3 mRNA]; 22-hydroxycholesterol promotes the reaction [Pioglitazone results in increased expression of NR1H3 mRNA]; 22-hydroxycholesterol promotes the reaction [Rosiglitazone results in increased expression of NR1H3 mRNA]; [Alitretinoin co-treated with 22-hydroxycholesterol] affects the localization of NR1H3 protein
22-hydroxycholesterol results in increased expression of NR1H3 mRNA
22-hydroxycholesterol results in increased activity of NR1H3 protein		 CTD PMID:9603267 PMID:12932788 PMID:15381068 PMID:16888799 PMID:21268089 More... NCBI chr 3:77,158,808...77,168,907
Ensembl chr 3:77,158,808...77,168,722 		JBrowse link
G Nr5a1 nuclear receptor subfamily 5, group A, member 1 multiple interactions ISO 22-hydroxycholesterol promotes the reaction [NR5A1 protein results in increased expression of STAR protein] CTD PMID:9804848 NCBI chr 3:22,464,786...22,486,328
Ensembl chr 3:22,465,502...22,486,328 		JBrowse link
G Nsdhl NAD(P) dependent steroid dehydrogenase-like decreases expression ISO 22-hydroxycholesterol results in decreased expression of NSDHL mRNA CTD PMID:19426978 NCBI chr  X:150,775,034...150,807,161
Ensembl chr  X:150,775,080...150,807,142 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases expression ISO 22-hydroxycholesterol results in increased expression of PTGS2 mRNA CTD PMID:19426978 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Sele selectin E multiple interactions
increases expression		 ISO 22-hydroxycholesterol promotes the reaction [Lipopolysaccharides results in increased expression of SELE mRNA]
22-hydroxycholesterol results in increased expression of SELE mRNA		 CTD PMID:19426978 NCBI chr13:76,402,841...76,412,741
Ensembl chr13:76,403,304...76,412,741 		JBrowse link
G Sqle squalene epoxidase decreases expression ISO 22-hydroxycholesterol results in decreased expression of SQLE mRNA CTD PMID:19426978 NCBI chr 7:90,867,973...90,883,623
Ensembl chr 7:90,868,011...90,883,618 		JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 multiple interactions
increases expression		 ISO [22-hydroxycholesterol co-treated with Alitretinoin] inhibits the reaction [Arsenic Trioxide results in decreased expression of SREBF1 protein]
22-hydroxycholesterol promotes the reaction [SREBF1 protein binds to ALDH1A1 promoter]; 22-hydroxycholesterol promotes the reaction [SREBF1 protein binds to ALDH1A2 promoter]
22-hydroxycholesterol results in increased expression of SREBF1 mRNA; 22-hydroxycholesterol results in increased expression of SREBF1 protein		 CTD PMID:16763553 PMID:27622732 NCBI chr10:45,007,637...45,029,650
Ensembl chr10:45,007,637...45,029,650 		JBrowse link
G Star steroidogenic acute regulatory protein multiple interactions ISO 22-hydroxycholesterol promotes the reaction [NR5A1 protein results in increased expression of STAR protein] CTD PMID:9804848 NCBI chr16:66,267,094...66,274,368
Ensembl chr16:66,264,807...66,271,672 		JBrowse link
G Stat1 signal transducer and activator of transcription 1 multiple interactions ISO 22-hydroxycholesterol inhibits the reaction [IFNG results in increased phosphorylation of and results in increased localization of STAT1 protein]; [22-hydroxycholesterol co-treated with Alitretinoin] inhibits the reaction [IFNG promotes the reaction [STAT1 protein binds to CCL2 promoter]]; [22-hydroxycholesterol co-treated with Alitretinoin] inhibits the reaction [IFNG results in increased expression of STAT1 mRNA] CTD PMID:21268089 NCBI chr 9:49,419,561...49,459,969
Ensembl chr 9:49,419,340...49,588,540 		JBrowse link
G Sult2b1 sulfotransferase family 2B member 1 multiple interactions ISO SULT2B1 protein inhibits the reaction [3,5-diethoxycarbonyl-1,4-dihydrocollidine results in increased abundance of 22-hydroxycholesterol] CTD PMID:27052460 NCBI chr 1:96,200,155...96,261,295
Ensembl chr 1:96,200,156...96,261,295 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO 22-hydroxycholesterol promotes the reaction [TNF protein results in increased expression of ICAM1 mRNA] CTD PMID:19426978 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tnfsf15 TNF superfamily member 15 increases expression ISO 22-hydroxycholesterol results in increased expression of TNFSF15 mRNA CTD PMID:19426978 NCBI chr 5:77,134,885...77,156,171
Ensembl chr 5:77,139,878...77,156,228 		JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions
increases expression		 ISO 22-hydroxycholesterol promotes the reaction [Lipopolysaccharides results in increased expression of VCAM1 mRNA]
22-hydroxycholesterol results in increased expression of VCAM1 mRNA		 CTD PMID:19426978 NCBI chr 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958 		JBrowse link
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  CHEBI ontology 19811
    chemical entity 19840
      atom 19809
        nonmetal atom 19747
          carbon atom 19734
            organic molecular entity 19705
              lipid 17920
                steroid 14672
                  cholanoid 1001
                    22-Hydroxycholesterol 49
Path 2
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  CHEBI ontology 19811
    subatomic particle 19809
      composite particle 19809
        hadron 19840
          baryon 19809
            nucleon 19809
              atomic nucleus 19809
                atom 19809
                  main group element atom 19759
                    p-block element atom 19759
                      carbon group element atom 19708
                        carbon atom 19734
                          organic molecular entity 19705
                            organic molecule 19658
                              organic cyclic compound 19471
                                organic polycyclic compound 17244
                                  steroid 14672
                                    steroid fundamental parent 14483
                                      cholane 999
                                        cholanoid 1001
                                          22-Hydroxycholesterol 49
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