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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 chr10:79,296,681...79,342,749
Ensembl chr10:79,296,693...79,342,595
JBrowse link
G Becn1 beclin 1 increases expression ISO calcipotriene results in increased expression of BECN1 protein CTD PMID:21228817 NCBI chr10:86,231,387...86,246,742
Ensembl chr10:86,231,388...86,246,742
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 8:109,841,729...109,843,543
Ensembl chr 8:109,841,729...109,843,543
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 chr14:103,943...108,643
Ensembl chr14:103,939...108,642
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 3:159,275,947...159,290,383
Ensembl chr 3:159,275,947...159,290,383
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 5:19,376,979...19,386,676
Ensembl chr 5:19,376,974...19,386,688
JBrowse link
G Flg filaggrin decreases expression ISO calcipotriene results in decreased expression of FLG protein CTD PMID:7508215 NCBI chr 2:178,888,688...178,912,731 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 chr10:37,790,130...37,792,687
Ensembl chr10:37,790,130...37,792,737
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 chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750
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 chr10:37,874,342...37,877,213
Ensembl chr10:37,874,342...37,877,213
JBrowse link
G Ivl involucrin decreases expression ISO calcipotriene results in decreased expression of IVL protein CTD PMID:7508215 NCBI chr 2:178,146,694...178,160,807
Ensembl chr 2:178,147,061...178,149,100
JBrowse link
G Krt10 keratin 10 decreases expression ISO calcipotriene results in decreased expression of KRT10 protein CTD PMID:7508215 NCBI chr10:84,338,695...84,343,279
Ensembl chr10:84,338,706...84,343,701
JBrowse link
G Krt16 keratin 16 decreases expression ISO calcipotriene results in decreased expression of KRT16 protein CTD PMID:7508215 NCBI chr10:85,168,357...85,171,744 JBrowse link
G Krt17 keratin 17 decreases expression ISO calcipotriene results in decreased expression of KRT17 protein CTD PMID:7508215 NCBI chr10:85,178,673...85,183,392
Ensembl chr10:85,178,675...85,183,392
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 chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
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 5:145,779,294...145,782,609
Ensembl chr 5:145,779,294...145,782,609
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 chr13:83,632,940...83,638,193
Ensembl chr13:83,632,899...83,637,906
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 chr13:73,723,329...73,746,809
Ensembl chr13:73,723,329...73,746,788
JBrowse link
G Tslp thymic stromal lymphopoietin increases expression
multiple interactions
increases secretion
ISO calcipotriene results in increased expression of TSLP mRNA
Calcipotriol increases expression of Tslp mRNA and protein in skin of external ear]
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 PMID:29310423 RGD:38549374 NCBI chr18:24,447,409...24,454,244
Ensembl chr18:24,449,844...24,453,548
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 7:128,987,981...129,037,677
Ensembl chr 7:128,987,981...129,037,677
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    role 19757
      application 19467
        pharmaceutical 19315
          drug 19315
            drug allergen 10070
              calcipotriol 20
                calcipotriol hydrate + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19807
      composite particle 19807
        hadron 19807
          baryon 19807
            nucleon 19807
              atomic nucleus 19807
                atom 19807
                  main group element atom 19704
                    p-block element atom 19704
                      carbon group element atom 19626
                        carbon atom 19616
                          organic molecular entity 19616
                            organic molecule 19556
                              organic cyclic compound 19347
                                organic polycyclic compound 16534
                                  steroid 13057
                                    seco-steroid 2677
                                      seco-cholestane 2650
                                        calcipotriol 20
                                          calcipotriol hydrate + 0
paths to the root