doxercalciferol   Click here for help

GtoPdb Ligand ID: 2790

Synonyms: 1α-hydroxyvitamin D2 | 1αOHD2  | 1-α-hydroxyergocalciferol
Approved drug PDB Ligand
doxercalciferol is an approved drug (FDA (2000))
Comment: Doxercalciferol is a synthetic analogue of vitamin D2 (ergocalciferol).
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 40.46
Molecular weight 412.33
XLogP 8.69
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CC(O)C(=C)C(=CC=C2CCCC3(C2CCC3C(C=CC(C(C)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](/C=C/[C@@H](C(C)C)C)C)C)/C1
InChI InChI=1S/C28H44O2/c1-18(2)19(3)9-10-20(4)25-13-14-26-22(8-7-15-28(25,26)6)11-12-23-16-24(29)17-27(30)21(23)5/h9-12,18-20,24-27,29-30H,5,7-8,13-17H2,1-4,6H3/b10-9+,22-11+,23-12-/t19-,20+,24+,25+,26-,27-,28+/m0/s1
InChI Key HKXBNHCUPKIYDM-CGMHZMFXSA-N
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (FDA (2000))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5R)-5,6-dimethylhept-3-en-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
7878 doxercalciferol
Synonyms Click here for help
1α-hydroxyvitamin D2 | 1αOHD2  | 1-α-hydroxyergocalciferol
Database Links Click here for help
CAS Registry No. 54573-75-0 (source: Scifinder)
ChEBI CHEBI:4712
ChEMBL Ligand CHEMBL1200810
DrugCentral Ligand 957
GtoPdb PubChem SID 135651481
PubChem CID 5281107
RCSB PDB Ligand V2H
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Wikipedia Doxercalciferol

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Tocris
Doxercalciferol
Cat. No. 3206