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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:calcipotriol
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Accession:CHEBI:50749 term browser browse the term
Definition:A seco-cholestane that is 26,27-cyclo-9,10-secocholesta-5,7,10,22-tetraene carrying additional hydroxy substituents at positions 1, 3 and 24. It is used (as its hydrate) in combination with betamethasone dipropionate, a corticosteroid, for the topical treatment of plaque psoriasis in adult patients.
Synonyms:exact_synonym: (1S,3R,5Z,7E,22E,24S)-26,27-cyclo-9,10-secocholesta-5,7,10,22-tetraene-1,3,24-triol
 related_synonym: Calcipotriene;   Daivonex;   Dovonex;   Formula=C27H40O3;   InChI=1S/C27H40O3/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3/b13-6+,19-7+,21-10-/t17-,22-,23-,24+,25-,26+,27-/m1/s1;   InChIKey=LWQQLNNNIPYSNX-UROSTWAQSA-N;   SMILES=[C@@H]1(C[C@@H](C/C(/C1=C)=C/C=C\\2/[C@]3([C@](CCC2)([C@](CC3)([C@@H](/C=C/[C@@H](O)C4CC4)C)[H])C)[H])O)O
 alt_id: CHEBI:31335;   CHEBI:43947
 xref: CAS:112965-21-6;   DrugBank:DB02300;   Drug_Central:465;   HMDB:HMDB0015567;   KEGG:D01125;   LIPID_MAPS_instance:LMST03020106
 xref_mesh: MESH:C055085
 xref: PDBeChem:MC9;   PMID:23441902;   PMID:23621170;   PMID:24090798;   PMID:24286371;   PMID:24419155;   PMID:24533503;   PMID:24592364;   PMID:24593129;   PMID:24670691;   PMID:24788893;   PMID:24907534;   PMID:25027750;   PMID:25355140;   PMID:25484388;   PMID:25561873;   PMID:25574190;   PMID:25592908;   PMID:25904071;   PMID:26081515;   PMID:26224733;   PMID:7994616;   Patent:US4866048;   Patent:WO8700834;   Reaxys:5309193


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calcipotriol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc3 ATP binding cassette subfamily C member 3 multiple interactions
increases expression
ISO VDR protein affects the reaction [calcipotriene results in increased expression of ABCC3 protein] CTD PMID:30419252 NCBI chr10:82,047,308...82,116,928
Ensembl chr10:82,047,863...82,117,109
JBrowse link
G Becn1 beclin 1 increases expression ISO calcipotriene results in increased expression of BECN1 protein CTD PMID:21228817 NCBI chr10:89,209,944...89,225,297
Ensembl chr10:89,209,940...89,225,297
JBrowse link
G Camp cathelicidin antimicrobial peptide multiple interactions ISO calcipotriene promotes the reaction [pterostilbene results in increased expression of CAMP mRNA]; calcipotriene promotes the reaction [resveratrol results in increased expression of CAMP mRNA] CTD PMID:24039193 NCBI chr 8:117,930,557...117,932,371
Ensembl chr 8:117,930,546...117,932,518
JBrowse link
G Crlf2 cytokine receptor-like factor 2 multiple interactions
increases expression
ISO lithol rubine BCA analog promotes the reaction [calcipotriene results in increased expression of CRLF2 mRNA]; lithol rubine BCA promotes the reaction [calcipotriene results in increased expression of CRLF2 mRNA] CTD PMID:29462589 NCBI chr14:1,456,843...1,461,543
Ensembl chr14:1,456,844...1,461,543
JBrowse link
G Cyp24a1 cytochrome P450, family 24, subfamily a, polypeptide 1 increases expression ISO calcipotriene results in increased expression of CYP24A1 mRNA CTD PMID:7530193 NCBI chr 3:168,097,484...168,111,920
Ensembl chr 3:168,097,485...168,111,920
JBrowse link
G Cyp7a1 cytochrome P450 family 7 subfamily A member 1 decreases expression
multiple interactions
ISO calcipotriene results in decreased expression of CYP7A1 protein
calcipotriene inhibits the reaction [VDR protein affects the expression of CYP7A1 protein]
CTD PMID:30419252 NCBI chr 5:19,358,734...19,368,431
Ensembl chr 5:19,358,734...19,368,431
JBrowse link
G Flg filaggrin decreases expression ISO calcipotriene results in decreased expression of FLG protein CTD PMID:7508215 NCBI chr 2:193,565,401...193,574,297 JBrowse link
G Il13 interleukin 13 multiple interactions ISO [lithol rubine BCA analog results in increased susceptibility to calcipotriene] which results in increased expression of IL13 mRNA; [lithol rubine BCA results in increased susceptibility to calcipotriene] which results in increased expression of IL13 mRNA CTD PMID:29462589 NCBI chr10:38,982,909...38,985,466
Ensembl chr10:38,982,909...38,985,466
JBrowse link
G Il4 interleukin 4 multiple interactions ISO [lithol rubine BCA analog results in increased susceptibility to calcipotriene] which results in increased expression of IL4 mRNA; [lithol rubine BCA results in increased susceptibility to calcipotriene] which results in increased expression of IL4 mRNA CTD PMID:29462589 NCBI chr10:38,963,979...38,969,531
Ensembl chr10:38,963,979...38,969,531
JBrowse link
G Il5 interleukin 5 multiple interactions ISO [lithol rubine BCA analog results in increased susceptibility to calcipotriene] which results in increased expression of IL5 mRNA; [lithol rubine BCA results in increased susceptibility to calcipotriene] which results in increased expression of IL5 mRNA CTD PMID:29462589 NCBI chr10:39,066,716...39,069,587
Ensembl chr10:39,066,716...39,069,587
JBrowse link
G Ivl involucrin decreases expression ISO calcipotriene results in decreased expression of IVL protein CTD PMID:7508215 NCBI chr 2:192,761,171...192,773,346
Ensembl chr 2:192,761,538...192,763,577
JBrowse link
G Krt10 keratin 10 decreases expression ISO calcipotriene results in decreased expression of KRT10 protein CTD PMID:7508215 NCBI chr10:87,296,445...87,301,307
Ensembl chr10:87,296,451...87,300,736
JBrowse link
G Krt16 keratin 16 decreases expression ISO calcipotriene results in decreased expression of KRT16 protein CTD PMID:7508215 NCBI chr10:88,149,210...88,152,167
Ensembl chr10:88,149,345...88,152,064
JBrowse link
G Krt17 keratin 17 decreases expression ISO calcipotriene results in decreased expression of KRT17 protein CTD PMID:7508215 NCBI chr10:88,158,993...88,163,712
Ensembl chr10:88,118,001...88,163,723
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 decreases response to substance ISO MAPK8 gene mutant form results in decreased susceptibility to calcipotriene CTD PMID:24046278 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Nr0b2 nuclear receptor subfamily 0, group B, member 2 increases expression ISO calcipotriene results in increased expression of NR0B2 protein CTD PMID:30419252 NCBI chr 5:151,776,004...151,779,319
Ensembl chr 5:151,776,004...151,779,319
JBrowse link
G Nr1i3 nuclear receptor subfamily 1, group I, member 3 multiple interactions ISO calcipotriene binds to and results in increased activity of NR1I3 protein alternative form CTD PMID:31312845 NCBI chr13:89,585,072...89,591,278
Ensembl chr13:89,586,283...89,591,277
JBrowse link
G Tnfsf4 TNF superfamily member 4 multiple interactions ISO [lithol rubine BCA analog results in increased susceptibility to calcipotriene] which results in increased expression of TNFSF4 mRNA; [lithol rubine BCA results in increased susceptibility to calcipotriene] which results in increased expression of TNFSF4 mRNA CTD PMID:29462589 NCBI chr13:79,269,973...79,293,775
Ensembl chr13:79,269,973...79,293,778
JBrowse link
G Tslp thymic stromal lymphopoietin increases expression
multiple interactions
increases secretion
ISO calcipotriene results in increased expression of TSLP mRNA
lithol rubine BCA analog promotes the reaction [calcipotriene results in increased expression of TSLP mRNA]; lithol rubine BCA analog promotes the reaction [calcipotriene results in increased secretion of TSLP protein]; lithol rubine BCA promotes the reaction [calcipotriene results in increased expression of TSLP mRNA]; lithol rubine BCA promotes the reaction [calcipotriene results in increased secretion of TSLP protein]
CTD PMID:16880407, PMID:29462589 NCBI chr18:25,613,601...25,618,066
Ensembl chr18:25,613,831...25,617,361
JBrowse link
G Vdr vitamin D receptor multiple interactions
increases expression
affects response to substance
ISO calcipotriene affects the reaction [Calcitriol binds to VDR protein]; calcipotriene inhibits the reaction [VDR protein affects the expression of CYP7A1 protein]; VDR protein affects the reaction [calcipotriene results in increased expression of ABCC3 protein]
calcipotriene results in increased expression of VDR protein
VDR promoter SNP affects the susceptibility to calcipotriene
CTD PMID:7530193, PMID:15864137, PMID:30419252 NCBI chr 7:139,344,452...139,394,138
Ensembl chr 7:139,342,063...139,394,166
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      application 19393
        pharmaceutical 19275
          drug 19275
            drug allergen 9918
              calcipotriol 20
                calcipotriol hydrate + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic molecule 19488
                              organic cyclic compound 19285
                                organic polycyclic compound 16384
                                  steroid 12788
                                    seco-steroid 2656
                                      seco-cholestane 2632
                                        calcipotriol 20
                                          calcipotriol hydrate + 0
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