1,25-dihydroxyvitamin D3   Click here for help

GtoPdb Ligand ID: 2779

Synonyms: Calcijex® | calcitriol | Rocaltrol®
Approved drug PDB Ligand
1,25-dihydroxyvitamin D3 is an approved drug (FDA (1978))
Comment: Vitamin D receptor agonist. Calcitrol is the active form of vitamin D found in the body.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 60.69
Molecular weight 416.33
XLogP 6.75
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CC(O)C(=C)C(=CC=C2CCCC3(C2CCC3C(CCCC(O)(C)C)C)C)C1
Isomeric SMILES O[C@H]1C[C@H](O)C(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](CCCC(O)(C)C)C)C)/C1
InChI 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
InChI Key GMRQFYUYWCNGIN-NKMMMXOESA-N
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1978))
IUPAC Name Click here for help
(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
International Nonproprietary Names Click here for help
INN number INN
4393 calcitriol
Synonyms Click here for help
Calcijex® | calcitriol | Rocaltrol®
Database Links Click here for help
CAS Registry No. 32222-06-3
ChEBI CHEBI:17823
ChEMBL Ligand CHEMBL846
DrugBank Ligand DB00136
DrugCentral Ligand 466
GtoPdb PubChem SID 135651370
PubChem CID 5280453
RCSB PDB Ligand VDX
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SynPHARM 6450 (in complex with Vitamin D receptor)
Wikipedia Calcitriol

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Tocris
Calcitriol
Cat. No. 2551