ATOCALCITOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C32H46O4
Molecular Weight	494.7052
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[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)COCC4=CC=CC(=C4)C(C)(C)O

InChI

InChIKey=CFIFSLBCJAXYTC-FJLAUVHZSA-N

InChI=1S/C32H46O4/c1-21(19-36-20-23-8-6-10-26(16-23)31(3,4)35)28-13-14-29-24(9-7-15-32(28,29)5)11-12-25-17-27(33)18-30(34)22(25)2/h6,8,10-12,16,21,27-30,33-35H,2,7,9,13-15,17-20H2,1,3-5H3/b24-11+,25-12-/t21-,27+,28+,29-,30-,32+/m0/s1

HIDE SMILES / InChI

Description
Sources: http://adisinsight.springer.com/drugs/800014844
Curator's Comment: description was created based on several sources, including: http://en.pharmacodia.com/web/drug/1_20612.html | https://www.ncbi.nlm.nih.gov/pubmed/21473770 | http://apps.who.int/medicinedocs/pdf/s4953e/s4953e.pdf

Atocalcitol is a vitamin D analogue. A hallmark of vitamin D3 analogues in psoriasis amelioration is the ability to inhibit the proliferation of keratinocytes. Atocalcitol had been in phase II clinical trials for the treatment of psoriasis. However, this research has been discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Vitamin D receptor 25 Target ID: CHEMBL1977 Sources: http://en.pharmacodia.com/web/drug/1_20612.html	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Psoriasis 84 Sources: http://en.pharmacodia.com/web/drug/1_20612.html	Primary		Phase II 1132	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
AK Scientific	8057AH	https://aksci.com/item_detail.php?cat=8057AH
Hangzhou APIChem Technology	AC-8890
mcule	MCULE-2703731769	https://mcule.com/MCULE-2703731769/

PubMed

Title	Date	PubMed
A Sleeping Beauty DNA transposon-based genetic sensor for functional screening of vitamin D3 analogues.	2011 Apr 7	21473770

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

The inverse value of the half inhibitory concentration (IC50) for Atocalcitol on HaCaT cell proliferation is 1.6.

Name

Type

Language

ATOCALCITOL

Official Name

English

(1S,3R,5Z,7E,20R)-20-(3-(2-HYDROXYPROPAN-2-YL)BENZYLOXYMETHYL)-9,10-SECOPREGNA-5,7,10(19)-TRIENE-1.ALPHA.,3GB-DIOL

Common Name

English

atocalcitol [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C39713