1,25-DIHYDROXYCALCIFEROL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C28H44O3
Molecular Weight	428.6472
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	3
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)\C=C\[C@H](C)C(C)(C)O

InChI

InChIKey=ZGLHBRQAEXKACO-XJRQOBMKSA-N

InChI=1S/C28H44O3/c1-18(9-10-19(2)27(4,5)31)24-13-14-25-21(8-7-15-28(24,25)6)11-12-22-16-23(29)17-26(30)20(22)3/h9-12,18-19,23-26,29-31H,3,7-8,13-17H2,1-2,4-6H3/b10-9+,21-11+,22-12-/t18-,19+,23-,24-,25+,26+,28-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C28H44O3
Molecular Weight	428.6472
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1078978 | https://www.ncbi.nlm.nih.gov/pubmed/6334061 | https://www.ncbi.nlm.nih.gov/pubmed/26840307 | https://www.ncbi.nlm.nih.gov/pubmed/26760999

1,25-dihydroxycalciferol (1,25-dihydroxyvitamin D2 or ercalcitriol) is a metabolite of vitamin D. It exerts antirachitic activity in animals. 1,25-dihydroxycalciferol and its analogs have antineoplastic actions in vitro.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Vitamin D receptor 25 Target ID: CHEMBL1977 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26840307 \| https://www.ncbi.nlm.nih.gov/pubmed/2547343 \| https://www.ncbi.nlm.nih.gov/pubmed/7640305	Agonist 2678		14.66 nM [IC50]
Cytochrome P450 24A1 6 Target ID: CHEMBL4521 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26321387 \| https://www.ncbi.nlm.nih.gov/pubmed/26840307	Substrate 661

Conditions

Condition	Modality	Targets	Highest Phase	Product
Rickets 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1078978 https://www.ncbi.nlm.nih.gov/pubmed/6334061 https://www.ncbi.nlm.nih.gov/pubmed/16242929	Primary		Preclinical	Unknown Approved Use Unknown
Cancer 592 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26511971 https://www.ncbi.nlm.nih.gov/pubmed/26760999 https://www.ncbi.nlm.nih.gov/pubmed/26840307 https://www.ncbi.nlm.nih.gov/pubmed/26492238	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Isolation and identification of 1,25-dihydroxyvitamin D2.	1975 Mar 25	1078978
Comparison of receptor binding, biological activity, and in vivo tracer kinetics for 1,25-dihydroxyvitamin D3, 1,25-dihydroxyvitamin D2, and its 24 epimer.	1989 Aug 15	2547343

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

1 nM - 1 µM 1,25-dihydroxyvitamin D2 caused effective HL60 cell differentiation

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:00:57 UTC 2023` Edited by `admin` on `Sat Dec 16 10:00:57 UTC 2023`
Record UNII	5RWP08OQ36
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,25-DIHYDROXYCALCIFEROL

Common Name

English

9,10-SECOERGOSTA-5,7,10(19),22-TETRAENE-1,3,25-TRIOL, (1.ALPHA.,3.BETA.,5Z,7E,22E)-

Common Name

English

1.ALPHA.,25-DIHYDROXYVITAMIN D2

Common Name

English

RO-17-6218

Code

English

1,25-DIHYDROXYVITAMIN D2

Common Name

English

1.ALPHA.,25-DIHYDROXYERGOCALCIFEROL

Common Name

English

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

Systematic Name

English

1,25-DIHYDROXYERGOCALCIFEROL

Common Name

English

ERCALCITRIOL

Common Name

English

Classification Tree Code System Code

LOINC

62291-0