BECOCALCIDIOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C23H36O2
Molecular Weight	344.5307
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C3C[C@@H](O)C(=C)[C@H](O)C3)[C@@H](C)CC

InChI

InChIKey=QSLUXQQUPXBIHH-YHSKWIAJSA-N

InChI=1S/C23H36O2/c1-5-15(2)19-10-11-20-18(7-6-12-23(19,20)4)9-8-17-13-21(24)16(3)22(25)14-17/h8-9,15,19-22,24-25H,3,5-7,10-14H2,1-2,4H3/b18-9+/t15-,19+,20-,21+,22+,23+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C23H36O2
Molecular Weight	344.5307
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17596167 | https://adisinsight.springer.com/drugs/800018315

Becocalcidiol is a vitamin D analog participated in phase II clinical trials as a topical treatment for psoriasis. Therapy was safe and well tolerated, however further studies were discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Topical becocalcidiol for the treatment of psoriasis vulgaris: a randomized, placebo-controlled, double-blind, multicentre study.	2007 Aug	17596167
Effect of 2-methylene-19-nor-(20S)-1 alpha-hydroxy-bishomopregnacalciferol (2MbisP), an analog of vitamin D, on secondary hyperparathyroidism.	2007 May	17444814

Patents

Sample Use Guides

In Vivo Use Guide

One hundred and eighty-five subjects with chronic plaque-type psoriasis affecting 2-10% of their body surface area took part in a multicentre, double-blind, parallel-group, vehicle-controlled, randomized controlled trial comparing topical application of placebo, becocalcidiol 75 microg g(-1) once daily (low dose) or becocalcidiol twice daily (high dose) for 8 weeks.

Route of Administration: Topical

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:15:40 GMT 2023` Edited by `admin` on `Fri Dec 15 16:15:40 GMT 2023`
Record UNII	N75R59YD0F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BECOCALCIDIOL

Official Name

English

BECOCALCIDIOL [USAN]

Common Name

English

DP-006

Code

English

QRX-101

Code

English

2MBISP

Code

English

1,3-CYCLOHEXANEDIOL, 2-METHYLENE-5-((2E)-((1R,3AS,7AR)-OCTAHYDRO-7A-METHYL-1-((1S)-1-METHYLPROPYL)-4H-INDEN-4-YLIDENE)ETHYLIDENE)-, (1R,3R)-

Common Name

English

QRX101

Code

English

becocalcidiol [INN]

Common Name

English

(1R,3R)-2-Methylene-5-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(1S)-1-methylpropyl]octahydro-4H-inden-4-ylidene]ethylidene]cyclohexane-1,3-diol

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C39713