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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))
Compound class: Metabolite
Comment: Doxercalciferol is a synthetic analogue of vitamin D2 (ergocalciferol).

doxercalciferol is commercially available from our sponsors

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Metabolite
Approved drug? Yes. US FDA (2000)
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
LIPID MAPS LMST03010028
PubChem CID 5281107
RCSB PDB Ligand V2H
Search Google for chemical match using the InChIKey HKXBNHCUPKIYDM-CGMHZMFXSA-N
Search Google for chemicals with the same backbone HKXBNHCUPKIYDM
Search PubMed clinical trials doxercalciferol
Search PubMed titles doxercalciferol
Search PubMed titles/abstracts doxercalciferol
UniChem Compound Search for chemical match using the InChIKey HKXBNHCUPKIYDM-CGMHZMFXSA-N
UniChem Connectivity Search for chemical match using the InChIKey HKXBNHCUPKIYDM-CGMHZMFXSA-N
Wikipedia Doxercalciferol

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MedChemExpress
Doxercalciferol (links to external site)
Cat. No. HY-32348