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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H44O3
Molecular Weight 416.6365
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of 1.BETA.-CALCITRIOL

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)CCCC(C)(C)O

InChI

InChIKey=GMRQFYUYWCNGIN-PEJFXWBPSA-N
InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25-,27-/m1/s1

HIDE SMILES / InChI
1β-CALCITRIOL is an Impurity B of Calcitriol. Calcitriol(1,25-Dihydroxyvitamin D3; Rocaltrol ) is the hormonally active form of vitamin D, Calcitriol is the active metabolite of vitamin D3 that activates the vitamin D receptor (VDR). 1-epicalcitriol is a potent antagonist of 1,25(OH)2D3-induced intestinal calcium transport (transcaltachia).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Synthesis and biological activities of 2 alpha-chloro-1-epicalcitriol and 1-epicalcitriol.
1998 Jan
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
The action of 1-epicalcitriol on the murine fibroblastic cell line C3H10T1⁄2 was examined over a concentration range of 10(-5)–10(-13) M. 1-epicalcitriol was the best proliferation-inhibitor of the A-ring derivatives of 1,25(OH)2D3 with 30% inhibition at 10(-10) M. 1-epicalcitriol was slightly more active than NS3 and 25(OH)D3 with nearly three times higher CAT-activity at 10(-8) M.
Name Type Language
1.BETA.-CALCITRIOL
Common Name English
9,10-SECOCHOLESTA-5,7,10(19)-TRIENE-1,3,25-TRIOL, (1.BETA.,3.BETA.,5Z,7E)-
Common Name English
1.BETA.,25-DIHYDROXYCHOLECALCIFEROL
Common Name English
1,3-CYCLOHEXANEDIOL, 4-METHYLENE-5-((2E)-2-((1R,3AS,4E,7AR)-OCTAHYDRO-1-((1R)-5-HYDROXY-1,5-DIMETHYLHEXYL)-7A-METHYL-4H-INDEN-4-YLIDENE)ETHYLIDENE)-, (1R,3R)-
Common Name English
NS 8
Code English
CALCITRIOL IMPURITY B [EP IMPURITY]
Common Name English
1-EPICALCITRIOL
Common Name English
1.BETA.,25-DIHYDROXYVITAMIN-D3
Common Name English
Code System Code Type Description
CAS
66791-71-7
Created by admin on Sat Dec 16 01:39:57 GMT 2023 , Edited by admin on Sat Dec 16 01:39:57 GMT 2023
PRIMARY
PUBCHEM
5283741
Created by admin on Sat Dec 16 01:39:57 GMT 2023 , Edited by admin on Sat Dec 16 01:39:57 GMT 2023
PRIMARY
FDA UNII
IR1PLU81NA
Created by admin on Sat Dec 16 01:39:57 GMT 2023 , Edited by admin on Sat Dec 16 01:39:57 GMT 2023
PRIMARY