Doxercalciferol

Doxercalciferol (or 1-hydroxyergocalciferol, trade name Hectorol) is drug for secondary hyperparathyroidism and metabolic bone disease.[1] It is a synthetic analog of ergocalciferol (vitamin D2). It suppresses parathyroid synthesis and secretion.[2]

Doxercalciferol
Names
IUPAC name
(1S,3R,5Z,7E,22E)-9,10-Secoergosta-5,7,10,22-tetraene-1,3-diol
Other names
1-Hydroxyergocalciferol; 1-Hydroxyvitamin D2; 1α-Hydroxyergocalciferol; 1α-Hydroxyvitamin D2; Hectorol; TSA 840
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.170.997
PubChem CID
UNII
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 Y
    Key: HKXBNHCUPKIYDM-CGMHZMFXSA-N Y
  • InChI=1/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
    Key: HKXBNHCUPKIYDM-CGMHZMFXBN
SMILES
  • O[C@@H]1CC(\C(=C)[C@@H](O)C1)=C\C=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@H](C)C(C)C)C)C
Properties
Chemical formula
 C28H44O2
Molar mass 412.658 g·mol−1
Pharmacology
H05BX03 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Docercalciferol is the vitamin D2 analogue of alfacalcidol.[3] It undergoes 25-hydroxylation in the liver to become the active ercalcitriol, without the involvement of kidneys.[4]

References
  1. Sprague S M; Ho L T (2002). "Oral doxercalciferol therapy for secondary hyperparathyroidism in a peritoneal dialysis patient". Clinical Nephrology. 58 (2): 155–160. doi:10.5414/cnp58155. PMID 12227689.
  2. "Doxercalciferol". Drugs.com.
  3. Upton, R. A.; Knutson, J. C.; Bishop, C. W.; LeVan, L. W. (1 April 2003). "Pharmacokinetics of doxercalciferol, a new vitamin D analogue that lowers parathyroid hormone". Nephrology Dialysis Transplantation. 18 (4): 750–758. doi:10.1093/ndt/gfg030.
  4. "HECTOROL INJECTION (doxercalciferol)" (PDF). FDA accessdata. Retrieved 21 April 2018.



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