calcifediol   Click here for help

GtoPdb Ligand ID: 6921

Synonyms: 25-hydroxyvitamin D3 | calcidiol | Calderol | Ryaldee® | U-32070E
Approved drug PDB Ligand
calcifediol is an approved drug (FDA (2016))
Comment: 25-hydroxyvitamin D3 is the major circulating metabolite of 25-hydroxyvitamin D. Calcifediol is the WHO INN for the same compound.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 40.46
Molecular weight 400.33
XLogP 7.93
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CCC(=C)C(=CC=C2CCCC3(C2CCC3C(CCCC(O)(C)C)C)C)C1
Isomeric SMILES O[C@H]1CCC(=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/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1
InChI Key JWUBBDSIWDLEOM-DTOXIADCSA-N
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (FDA (2016))
IUPAC Name Click here for help
(1S,3Z)-3-[(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-methylidenecyclohexan-1-ol
International Nonproprietary Names Click here for help
INN number INN
3057 calcifediol
Synonyms Click here for help
25-hydroxyvitamin D3 | calcidiol | Calderol | Ryaldee® | U-32070E
Database Links Click here for help
CAS Registry No. 19356-17-3 (source: Scifinder)
ChEBI CHEBI:17933
ChEMBL Ligand CHEMBL1040
DrugBank Ligand DB00146
DrugCentral Ligand 464
GtoPdb PubChem SID 178103503
PubChem CID 5283731
RCSB PDB Ligand VDY
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Wikipedia Calcidiol

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Tocris
Calcifediol
Cat. No. 4036