ELDECALCITOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C30H50O5
Molecular Weight	490.715
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@@H](OCCCO)[C@H](O)C3=C)[C@H](C)CCCC(C)(C)O

InChI

InChIKey=FZEXGDDBXLBRTD-AYIMTCTASA-N

InChI=1S/C30H50O5/c1-20(9-6-15-29(3,4)34)24-13-14-25-22(10-7-16-30(24,25)5)11-12-23-19-26(32)28(27(33)21(23)2)35-18-8-17-31/h11-12,20,24-28,31-34H,2,6-10,13-19H2,1,3-5H3/b22-11+,23-12-/t20-,24-,25+,26-,27-,28-,30-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C30H50O5
Molecular Weight	490.715
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24101867 | https://www.chugai-pharm.co.jp/english/news/detail/20110121150000.html

Eldecalcitol (1α, 25-dihydroxy-2β-[3-hydroxypropyloxy] vitamin D3; ED-71) is an analog of the active form of vitamin D. Eldecalcitol has a hydroxypropyloxy group at the 2β-position of 1,25(OH)2D3. Compared with 1,25(OH)2D3, eldecalcitol has a higher affinity for serum vitamin D-binding protein (DBP), binds more weakly to vitamin D receptor, and shows lower potency in suppression of serum parathyroid hormone. The plasma half-life of eldecalcitol is longer than that of 1,25(OH)2D3, probably due to the higher affinity for DBP. In addition to regulation of calcium metabolism carried out by conventional vitamin D analogs, eldecalcitol possesses a strong inhibitory effect on bone resorption and causes a significant increase in bone mineral density. EDIROL (Eldecalcitol) has been approved for the treatment of osteoporosis in Japan.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Vitamin D receptor 25 Target ID: CHEMBL1977 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24101867	Agonist 2678
Vitamin D-binding protein 2 Target ID: CHEMBL2259 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24101867	Binding Agent 1064

Conditions

Condition	Modality	Targets	Highest Phase	Product
Osteoporosis 97 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21902297 https://www.ncbi.nlm.nih.gov/pubmed/24101867	Primary		Approved 8429	EDIROL Approved Use EDIROL (Eldecalcitol) is indicated for the treatment of osteoporosis. Launch Date 2011

PubMed

Title	Date	PubMed
Synthetic studies of vitamin D analogues. XIV. Synthesis and calcium regulating activity of vitamin D3 analogues bearing a hydroxyalkoxy group at the 2 beta-position.	1993 Jun	8396500
Spotlight on eldecalcitol in osteoporosis.	2012 Jan 1	22191725
Eldecalcitol for the treatment of osteoporosis.	2013	24101867
Eldecalcitol, a vitamin D analog, reduces bone turnover and increases trabecular and cortical bone mass, density, and strength in ovariectomized cynomolgus monkeys.	2013 Nov	23774444
Treatment of osteoporosis with eldecalcitol, a new vitamin D analog: a comprehensive review and meta-analysis of randomized clinical trials.	2016	26869769

Patents

Sample Use Guides

In Vivo Use Guide

In general, for adults, take 0.75mcg of EDIROL (Eldecalcitol) once a day. It should be decreased according to your symptoms. 1 capsule contains 0.5mcg of the active ingredient.

Route of Administration: Oral

In Vitro Use Guide

Gene expression was analyzed in chondrocytes that were isolated from wildtype neonatal mice, cultured, and treated with ED-71 (Eldecalcitol) (10 nM). In primary chondrocytes cultured with ED-71, the gene expression of Erg and lubricin/proteoglycan 4 significantly increased, as compared to that of cells cultured without ED-71.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:40:40 GMT 2023` Edited by `admin` on `Fri Dec 15 16:40:40 GMT 2023`
Record UNII	I2JP8UE90H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ELDECALCITOL

Official Name

English

Eldecalcitol [WHO-DD]

Common Name

English

(5Z,7E)-2.BETA.-(3-HYDROXYPROPOXY)-9,10-SECOCHOLESTA-5,7,10(19)-TRIENE-1.ALPHA.,3.BETA.,25-TRIOL

Common Name

English

eldecalcitol [INN]

Common Name

English

ED-71

Code

English

ELDECALCITOL [MI]

Common Name

English

ELDECALCITOL [JAN]

Common Name

English

ELDECALCITOL [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C39713