1.ALPHA.-HYDROXYVITAMIN D5

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H48O2
Molecular Weight	428.6902
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
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)CC[C@@H](CC)C(C)C

InChI

InChIKey=NWFOBODUYTUMNC-VPSCEVSQSA-N

InChI=1S/C29H48O2/c1-7-22(19(2)3)11-10-20(4)26-14-15-27-23(9-8-16-29(26,27)6)12-13-24-17-25(30)18-28(31)21(24)5/h12-13,19-20,22,25-28,30-31H,5,7-11,14-18H2,1-4,6H3/b23-12+,24-13-/t20-,22-,25-,26-,27+,28+,29-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C29H48O2
Molecular Weight	428.6902
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	2
Optical Activity	UNSPECIFIED

Description
Sources: http://www.cardiavent.com/CARD-024_DEVELOPMENT_AFJE.html | https://www.ncbi.nlm.nih.gov/pubmed/22542712

1α-HYDROXYVITAMIN D5 (CARD-024) is non-hypercalcemic, selective vitamin D receptor agonist under development for the treatment of cardiovascular disease, secondary hyperparathyroidism in chronic kidney disease and intestinal bowel disease fibrosis. CARD-024 attenuated the pro-fibrotic response of colonic myofibroblasts to high matrix stiffness, suggesting that it may ameliorate intestinal fibrosis.

Originator

Approval Year

PubMed

Title	Date	PubMed
Effect of vitamin D analog (1alpha hydroxy D5) immunoconjugated to Her-2 antibody on breast cancer.	2004 Mar 1	14712498
Regulation of steroid receptor expression by 1alpha-hydroxyvitamin D5 in hormone-responsive breast cancer cells.	2009 Sep	19667148
CARD-024, a vitamin D analog, attenuates the pro-fibrotic response to substrate stiffness in colonic myofibroblasts.	2012 Aug	22542712

Patents

Sample Use Guides

In Vivo Use Guide

Healthy Subjects: oral administered: 3, 9, 27 or 81 ug.

Route of Administration: Oral

In Vitro Use Guide

To determine whether CARD-024 represses fibrogenesis in colonic myofibroblasts, Ccd-18co cells were stimulated with TGFβ and treated with 10 – 1000 nM CARD-024. In colonic myofibroblasts stimulated with TGFβ, increasing doses of CARD-024 attenuated αSMA protein expression in a dose-responsive manner. At the highest dose (1000 nM) CARD-024 attenuated αSMA protein expression 2-fold (p = 0.012)

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:25:01 GMT 2023` Edited by `admin` on `Fri Dec 15 16:25:01 GMT 2023`
Record UNII	XY02042OD4
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

1.ALPHA.-HYDROXYVITAMIN D5

Common Name

English

CARD-024

Code

English

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

Systematic Name

English

LS-144738

Code

English

MN-201

Code

English

Code System Code Type Description

FDA UNII

XY02042OD4