Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C27H40O3.H2O |
Molecular Weight | 430.62 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 7 / 7 |
E/Z Centers | 3 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O.[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C3\C[C@@H](O)C[C@H](O)C3=C)[C@H](C)\C=C\[C@@H](O)C4CC4
InChI
InChIKey=XBKHACNRWFKJNC-MANNPBRJSA-N
InChI=1S/C27H40O3.H2O/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;1H2/b13-6+,19-7+,21-10-;/t17-,22-,23-,24+,25-,26+,27-;/m1./s1
DescriptionSources: https://www.drugs.com/dovonex.html | https://www.ncbi.nlm.nih.gov/pubmed/22879719 | http://www.accessdata.fda.gov/drugsatfda_docs/label/2005/020554s006lbl.pdf | https://www.ncbi.nlm.nih.gov/pubmed/16880407https://worldwide.espacenet.com/publicationDetails/biblio?DB=EPODOC&II=0&ND=3&adjacent=true&locale=en_EP&FT=D&date=19941115&CC=JP&NR=H06316558A&KC=Ahttps://www.ncbi.nlm.nih.gov/pubmed/23777514
Sources: https://www.drugs.com/dovonex.html | https://www.ncbi.nlm.nih.gov/pubmed/22879719 | http://www.accessdata.fda.gov/drugsatfda_docs/label/2005/020554s006lbl.pdf | https://www.ncbi.nlm.nih.gov/pubmed/16880407https://worldwide.espacenet.com/publicationDetails/biblio?DB=EPODOC&II=0&ND=3&adjacent=true&locale=en_EP&FT=D&date=19941115&CC=JP&NR=H06316558A&KC=Ahttps://www.ncbi.nlm.nih.gov/pubmed/23777514
5E-Calcipotriol is a geometric analog of vitamin D derivative calcipotriol. It was shown to enhance anticancer activity of 5-fluorouracil in an in vivo mouse colon cancer model and anticancer activity of imatinib in an in vivo lung cancer model. The compound also demonstrated activity in a subcutaneous MCF-7 model of breast cancer in vivo. The detailed mechanism of action for 5E-calcipotriol is not known.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1977 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16880407 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Palliative | Unknown Approved UseUnknown |
|||
Palliative | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
|||
Curative | DOVONEX Approved UseCalcipotriene Cream, 0.005%, is indicated for the treatment of plaque psoriasis. The safety and effectiveness of topical calcipotriene in dermatoses other than psoriasis have not been established. Launch Date1993 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
55.9 pg/mL |
0.005 % 1 times / day multiple, topical dose: 0.005 % route of administration: Topical experiment type: MULTIPLE co-administered: BETAMETHASONE DIPROPIONATE |
CALCIPOTRIENE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
24.4 pg/mL |
0.005 % 1 times / day multiple, topical dose: 0.005 % route of administration: Topical experiment type: MULTIPLE co-administered: BETAMETHASONE DIPROPIONATE |
MC1080 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
82.5 pg × h/mL |
0.005 % 1 times / day multiple, topical dose: 0.005 % route of administration: Topical experiment type: MULTIPLE co-administered: BETAMETHASONE DIPROPIONATE |
CALCIPOTRIENE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
59.3 pg × h/mL |
0.005 % 1 times / day multiple, topical dose: 0.005 % route of administration: Topical experiment type: MULTIPLE co-administered: BETAMETHASONE DIPROPIONATE |
MC1080 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Disc. AE: Application site bleeding, Application site erythema... Other AEs: Dental caries, Hypersensitivity... AEs leading to discontinuation/dose reduction: Application site bleeding (1 patient) Other AEs:Application site erythema (6 patients) Application site exfoliation (1 patient) Application site irritation (5 patients) Application site pruritus (6 patients) Application site swelling (1 patient) Application site folliculitis (1 patient) Dental caries (1 patient) Sources: Hypersensitivity (1 patient) Musculoskeletal pain (1 patient) Migraine (1 patient) Atrial fibrillation (1 patient) Cardiac failure congestive (1 patient) |
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48.2 n = 437 Health Status: unhealthy Condition: psoriasis Age Group: 48.2 Sex: M+F Population Size: 437 Sources: |
Disc. AE: Application site erythema, Application site irritation... Other AEs: Nausea, Toothache... AEs leading to discontinuation/dose reduction: Application site erythema (9 patients) Other AEs:Application site irritation (9 patients) Application site pruritus (7 patients) Nausea (1 patient) Sources: Toothache (2 patients) Nasopharyngitis (7 patients) Upper respiratory tract infection (2 patients) Headache (3 patients) Cough (1 patient) Hypertension (2 patients) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Atrial fibrillation | 1 patient | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Cardiac failure congestive | 1 patient | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Dental caries | 1 patient | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Hypersensitivity | 1 patient | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Migraine | 1 patient | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Musculoskeletal pain | 1 patient | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Application site bleeding | 1 patient Disc. AE |
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Application site exfoliation | 1 patient Disc. AE |
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Application site folliculitis | 1 patient Disc. AE |
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Application site swelling | 1 patient Disc. AE |
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Application site irritation | 5 patients Disc. AE |
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Application site erythema | 6 patients Disc. AE |
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Application site pruritus | 6 patients Disc. AE |
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48 n = 473 Health Status: unhealthy Condition: psoriasis Age Group: 48 Sex: M+F Population Size: 473 Sources: |
Cough | 1 patient | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48.2 n = 437 Health Status: unhealthy Condition: psoriasis Age Group: 48.2 Sex: M+F Population Size: 437 Sources: |
Nausea | 1 patient | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48.2 n = 437 Health Status: unhealthy Condition: psoriasis Age Group: 48.2 Sex: M+F Population Size: 437 Sources: |
Hypertension | 2 patients | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48.2 n = 437 Health Status: unhealthy Condition: psoriasis Age Group: 48.2 Sex: M+F Population Size: 437 Sources: |
Toothache | 2 patients | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48.2 n = 437 Health Status: unhealthy Condition: psoriasis Age Group: 48.2 Sex: M+F Population Size: 437 Sources: |
Upper respiratory tract infection | 2 patients | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48.2 n = 437 Health Status: unhealthy Condition: psoriasis Age Group: 48.2 Sex: M+F Population Size: 437 Sources: |
Headache | 3 patients | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48.2 n = 437 Health Status: unhealthy Condition: psoriasis Age Group: 48.2 Sex: M+F Population Size: 437 Sources: |
Nasopharyngitis | 7 patients | 0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48.2 n = 437 Health Status: unhealthy Condition: psoriasis Age Group: 48.2 Sex: M+F Population Size: 437 Sources: |
Application site pruritus | 7 patients Disc. AE |
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48.2 n = 437 Health Status: unhealthy Condition: psoriasis Age Group: 48.2 Sex: M+F Population Size: 437 Sources: |
Application site erythema | 9 patients Disc. AE |
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48.2 n = 437 Health Status: unhealthy Condition: psoriasis Age Group: 48.2 Sex: M+F Population Size: 437 Sources: |
Application site irritation | 9 patients Disc. AE |
0.005 % 2 times / day multiple, topical Recommended Dose: 0.005 %, 2 times / day Route: topical Route: multiple Dose: 0.005 %, 2 times / day Sources: |
unhealthy, 48.2 n = 437 Health Status: unhealthy Condition: psoriasis Age Group: 48.2 Sex: M+F Population Size: 437 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
The use of topical calcipotriene/calcipotriol in conditions other than plaque-type psoriasis. | 1997 Sep |
|
Prediction of genotoxicity of chemical compounds by statistical learning methods. | 2005 Jun |
|
Vitamin D receptor gene polymorphisms, particularly the novel A-1012G promoter polymorphism, are associated with vitamin D3 responsiveness and non-familial susceptibility in psoriasis. | 2005 May |
|
Effect of topical vitamin D analogue on in vivo contact sensitization. | 2006 Oct |
Sample Use Guides
Apply a thin layer of Dovonex Cream to the affected skin twice daily and rub in gently and completely. The safety and efficacy of Dovonex Cream have been demonstrated in patients treated for eight weeks.
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26794805
The immune modulatory effects of betamethasone, calcipotriol and the combination in ex vivo cultures of psoriatic skin and in vitro cultures of primary human cells that recapitulate key cellular activities of psoriatic inflammation were investigated and compared.
Name | Type | Language | ||
---|---|---|---|---|
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
100000090521
Created by
admin on Fri Dec 15 15:32:51 GMT 2023 , Edited by admin on Fri Dec 15 15:32:51 GMT 2023
|
PRIMARY | |||
|
1299898
Created by
admin on Fri Dec 15 15:32:51 GMT 2023 , Edited by admin on Fri Dec 15 15:32:51 GMT 2023
|
PRIMARY | RxNorm | ||
|
S7499TYY6G
Created by
admin on Fri Dec 15 15:32:51 GMT 2023 , Edited by admin on Fri Dec 15 15:32:51 GMT 2023
|
PRIMARY | |||
|
CHEMBL1200666
Created by
admin on Fri Dec 15 15:32:51 GMT 2023 , Edited by admin on Fri Dec 15 15:32:51 GMT 2023
|
PRIMARY | |||
|
SUB26081
Created by
admin on Fri Dec 15 15:32:51 GMT 2023 , Edited by admin on Fri Dec 15 15:32:51 GMT 2023
|
PRIMARY | |||
|
49800068
Created by
admin on Fri Dec 15 15:32:51 GMT 2023 , Edited by admin on Fri Dec 15 15:32:51 GMT 2023
|
PRIMARY | |||
|
90861
Created by
admin on Fri Dec 15 15:32:51 GMT 2023 , Edited by admin on Fri Dec 15 15:32:51 GMT 2023
|
PRIMARY | |||
|
147657-22-5
Created by
admin on Fri Dec 15 15:32:51 GMT 2023 , Edited by admin on Fri Dec 15 15:32:51 GMT 2023
|
PRIMARY | |||
|
S7499TYY6G
Created by
admin on Fri Dec 15 15:32:51 GMT 2023 , Edited by admin on Fri Dec 15 15:32:51 GMT 2023
|
PRIMARY | |||
|
DBSALT001386
Created by
admin on Fri Dec 15 15:32:51 GMT 2023 , Edited by admin on Fri Dec 15 15:32:51 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
SUBSTANCE RECORD