CALCIPOTRIENE MONOHYDRATE

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

HIDE SMILES / InChI

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C27H40O3
Molecular Weight	412.6047
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	3
Optical Activity	UNSPECIFIED

Description

7Z-Calcipotriol is an isomeric impurity in vitamin D analog calcipotriol. Synthesis of 7Z-Calcipotriol was disclosed by Japanese company Kuraray Co in a patent application JP 06316558.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Vitamin D receptor 25	Activator 1,430

Conditions

Condition	Modality	Highest Phase	Product
Colon cancer 62	Palliative	Preclinical	Unknown
Lung cancer 69	Palliative	Preclinical	Unknown
Breast cancer 434	Primary	Preclinical	Unknown
Unknown 2,578
Plaque psoriasis 16	Curative	Approved 8,429	DOVONEX

C_max

Value	Dose	Co-administered	Analyte	Population
55.9 pg/mL	0.005 % 1 times / day multiple, topical	BETAMETHASONE DIPROPIONATE	CALCIPOTRIENE plasma	Homo sapiens
24.4 pg/mL	0.005 % 1 times / day multiple, topical	BETAMETHASONE DIPROPIONATE	MC1080 plasma	Homo sapiens

AUC

Value	Dose	Co-administered	Analyte	Population
82.5 pg × h/mL	0.005 % 1 times / day multiple, topical	BETAMETHASONE DIPROPIONATE	CALCIPOTRIENE plasma	Homo sapiens
59.3 pg × h/mL	0.005 % 1 times / day multiple, topical	BETAMETHASONE DIPROPIONATE	MC1080 plasma	Homo sapiens

Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
MRP1 106 P-gp 1,461 BCRP 699

Drug as perpetrator

Show entries

Target	Modality	Activity
BCRP 773	inhibitor 3,277	yes [IC50 20.8 uM]
P-gp 1,650	inhibitor 3,277	yes [IC50 37.9 uM]
MRP1 172	inhibitor 3,277	yes [IC50 6 uM]

Showing 1 to 3 of 3 entries

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Sourcing

Sourcing

Show entries

Vendor/Aggregator	ID	URL
AA Blocks	AA007RGL	https://www.aablocks.com/goods/Goods/detail?id=AA007RGL
Aaron Chemicals	AR007S8D	http://www.aaronchem.com/112965-21-6
Achemtek	0104-005732	http://www.achemtek.com/112828-00-9
Acorn PharmaTech	ACN-032164	http://www.acornpharmatech.com/
AHH Chemical co.,ltd	MT-01143	http://www.ahhchemical.com/product/MT-01143.html

Showing 1 to 5 of 29 entries

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PubMed

Show entries

Title	Date	PubMed
Calcipotriol inhibits rectal epithelial cell proliferation in ulcerative proctocolitis.	1994 Dec	7829008
Nonpsoriatic uses of calcipotriol.	2002 Sep-Oct	12196891
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005 Jun	15962942

Showing 1 to 3 of 3 entries

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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: Topical

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.