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))
Compound class: Metabolite
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
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
LIPID MAPS LMST03020258
PubChem CID 5280453
RCSB PDB Ligand VDX
Search Google for chemical match using the InChIKey GMRQFYUYWCNGIN-NKMMMXOESA-N
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SynPHARM 6450 (in complex with Vitamin D receptor)
UniChem Compound Search for chemical match using the InChIKey GMRQFYUYWCNGIN-NKMMMXOESA-N
UniChem Connectivity Search for chemical match using the InChIKey GMRQFYUYWCNGIN-NKMMMXOESA-N
Wikipedia Calcitriol

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Tocris
Calcitriol (links to external site)
Cat. No. 2551