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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H40O3
Molecular Weight 412.6047
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 3
Charge 0

SHOW SMILES / InChI
Structure of CALCIPOTRIENE

SMILES

C[C@H](\C=C\[C@@H](O)C1CC1)[C@H]2CC[C@@H]3[C@]2(C)CCC\C3=C/C=C4/C[C@@H](O)C[C@H](O)C4=C

InChI

InChIKey=LWQQLNNNIPYSNX-UROSTWAQSA-N
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

HIDE SMILES / InChI

Description

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

PubMed

PubMed

TitleDatePubMed
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Patents

Sample Use Guides

In Vivo Use Guide
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: oral; subcutaneous
In Vitro Use Guide
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
CALCIPOTRIENE
MI   ORANGE BOOK   USAN   USP-RS   VANDF  
USAN  
Official Name English
MC-903
Code English
(5Z,7E,22E,24S)-24-CYCLOPROPYL-9,10-SECOCHOLA-5,7,10(19),22-TETRAENE-1.ALPHA.,3.BETA.,24-TRIOL
Common Name English
CALCIPOTRIOL [INN]
Common Name English
CALCIPOTRIOL [JAN]
Common Name English
CALCIPOTRIOL
INN   JAN   MART.   WHO-DD  
INN  
Official Name English
SORILUX
Brand Name English
9,10-SECOCHOLA-5,7,10(19),22-TETRAENE-1,3,24-TRIOL, 24-CYCLOPROPYL-, (1.ALPHA.,3.BETA.,5Z,7E,22E,24S)-
Common Name English
MC 903
Code English
CALCIPOTRIOL, ANHYDROUS
EP  
Common Name English
CALCIPOTRIENE [MI]
Common Name English
CALCIPOTRIOL [WHO-DD]
Common Name English
CALCIPOTRIENE [USAN]
Common Name English
CALCIPOTRIENE [ORANGE BOOK]
Common Name English
CALCIPOTRIENE [VANDF]
Common Name English
DOVONEX
Brand Name English
CALCIPOTRIOL, ANHYDROUS [EP]
Common Name English
CALCIPOTRIENE [USP-RS]
Common Name English
CALCIPOTRIOL [MART.]
Common Name English
Classification Tree Code System Code
NDF-RT N0000006277
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
NDF-RT N0000175849
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
WHO-VATC QD05AX52
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
WHO-ATC D05AX02
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
WHO-ATC D05AX52
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
WHO-VATC QD05AX02
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
Code System Code Type Description
WIKIPEDIA
CALCIPOTRIOL
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
EVMPD
SUB06046MIG
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
MERCK INDEX
M2914
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY Merck Index
EPA CompTox
112965-21-6
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
NCI_THESAURUS
C28900
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
MESH
C055085
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
PUBCHEM
5288783
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY SWITZERF
ChEMBL
CHEMBL1200666
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
CAS
112965-21-6
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
EVMPD
SUB22029
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
INN
6376
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
DRUG BANK
DB02300
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
IUPHAR
2778
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
LactMed
112965-21-6
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY
RXCUI
29365
Created by admin on Tue Mar 06 10:23:51 UTC 2018 , Edited by admin on Tue Mar 06 10:23:51 UTC 2018
PRIMARY RxNorm