vitamin D3   

GtoPdb Ligand ID: 2747

Synonyms: cholecalciferol
vitamin D3 is an approved drug
Comment: Vitamin D3 is one of five forms of vitamin D. It is an inactive steroid molecule with one ring open (secosteroid). Vitamin D3 is converted to bioactive calcitriol by successive hydroxylations in the liver and kidney.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 20.23
Molecular weight 384.34
XLogP 9.9
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CC(CCCC(C1CCC2C1(C)CCCC2=CC=C1CC(O)CCC1=C)C)C
Isomeric SMILES CC(CCC[C@H]([C@H]1CCC2[C@]1(C)CCC/C/2=C\C=C/1\C[C@@H](O)CCC1=C)C)C
InChI InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26?,27-/m1/s1
InChI Key QYSXJUFSXHHAJI-QWSSABAFSA-N
No information available.
Summary of Clinical Use
Used in the treatment of vitamin D deficiency, refractory rickets, familial hypophosphatemia and hypoparathyroidism.
Mechanism Of Action and Pharmacodynamic Effects
For an overview of the mechanism of action of vitamin D3, please see the DrugBank link on the Summary tab of this ligand page. We have not tagged a primary target for this drug as we have been unable to find affinity data for this drug (at the human target) to substantiate its binding to the vitamin D receptor (VDR).