Doxercalciferol

For research use only. Not for therapeutic Use.

  • CAT Number: A000902
  • CAS Number: 54573-75-0
  • Molecular Formula: C28H44O2
  • Molecular Weight: 412.7
  • Purity: ≥95%
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Doxercalciferol is a synthetic analog of vitamin D with potential antineoplastic activity. In the liver, doxercalciferol is converted to its biologically active vitamin D metabolites, which control the intestinal absorption of dietary calcium, the tubular reabsorption of calcium by the kidney and, in conjunction with parathyroid hormone (PTH), the mobilization of calcium from the skeleton. Through interaction with specific receptor proteins in target tissues, these vitamin D metabolites act directly on osteoblasts to stimulate skeletal growth, and on the parathyroid glands to suppress PTH synthesis and secretion.


Catalog Number A000902
CAS Number 54573-75-0
Synonyms

Hectorol; 54573-75-0; 1-alpha-Hydroxyvitamin D2; 1alpha-Hydroxyergocalciferol; 1-Hydroxyergocalciferol

Molecular Formula C28H44O2
Purity ≥95%
Target VD/VDR
Solubility >11.5mg/mL in DMSO
Storage -20°C
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
InChIKey HKXBNHCUPKIYDM-VHKYCACESA-N
SMILES CC(C)C(C)C=CC(C)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)O)C
Reference

1: Liu Y, Shin DY, Oh S, Kim S, Koh Y, Kim I. KML001 and doxercalciferol induce
synergistic antileukemic effect in acute lymphoid leukemia cells. Oncol Rep. 2017
Jul;38(1):481-487. doi: 10.3892/or.2017.5688. Epub 2017 Jun 1. PubMed PMID:
28586017.
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2: Pereira RC, Jüppner H, Gales B, Salusky IB, Wesseling-Perry K. Osteocytic
protein expression response to doxercalciferol therapy in pediatric dialysis
patients. PLoS One. 2015 Mar 16;10(3):e0120856. doi:
10.1371/journal.pone.0120856. eCollection 2015. PubMed PMID: 25774916; PubMed
Central PMCID: PMC4361624.

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3: Dheerendra PC, Sakhuja V, Kohli HS, Jha V. Efficacy and safety of oral
doxercalciferol in the management of secondary hyperparathyroidism in chronic
kidney disease stage 4. Indian J Nephrol. 2013 Jul;23(4):271-5. doi:
10.4103/0971-4065.114492. PubMed PMID: 23960343; PubMed Central PMCID:
PMC3741971.
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4: Simonzadeh N, Ronsen B, Upadhyaya S, Wilkinson E, Kanesvaran K, Patel V,
Bendale P. Determination of degradation products of doxercalciferol by
solid-phase extraction and reversed-phase HPLC. J Chromatogr Sci. 2014
Jul;52(6):520-5. doi: 10.1093/chromsci/bmt073. Epub 2013 Jun 18. PubMed PMID:
23780943.
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5: Duggal J, Harrison JS, Studzinski GP, Wang X. Involvement of microRNA181a in
differentiation and cell cycle arrest induced by a plant-derived antioxidant
carnosic acid and vitamin D analog doxercalciferol in human leukemia cells.
Microrna. 2012;1(1):26-33. PubMed PMID: 25048087.
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6: Choi JH, Ke Q, Bae S, Lee JY, Kim YJ, Kim UK, Arbeeny C, Thadhani R, Kang PM.
Doxercalciferol, a pro-hormone of vitamin D, prevents the development of cardiac
hypertrophy in rats. J Card Fail. 2011 Dec;17(12):1051-8. doi:
10.1016/j.cardfail.2011.08.006. Epub 2011 Sep 9. PubMed PMID: 22123370; PubMed
Central PMCID: PMC3226953.
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7: St-Arnaud R, Arabian A, Akhouayri O, Knutson JC, Strugnell SA. Differential
effects of oral doxercalciferol (Hectorol) or paricalcitol (Zemplar) in the
Cyp27b1-null mouse model of uremia. Nephron Exp Nephrol. 2011;119(3):e67-74. doi:
10.1159/000329663. Epub 2011 Aug 18. PubMed PMID: 21849802.
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8: Kant KS, Gonzalez AR, Hariachar S, Bernardo M, Duggal A, Engstrand S, Hunter
J, Plone M, Hertel J. Converting to doxercalciferol capsules from intravenous
paricalcitol or doxercalciferol. J Ren Nutr. 2012 Jan;22(1):34-40.e2. doi:
10.1053/j.jrn.2011.02.004. Epub 2011 Jun 11. PubMed PMID: 21652220.
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9: Wang XX, Jiang T, Shen Y, Santamaria H, Solis N, Arbeeny C, Levi M. Vitamin D
receptor agonist doxercalciferol modulates dietary fat-induced renal disease and
renal lipid metabolism. Am J Physiol Renal Physiol. 2011 Mar;300(3):F801-10. doi:
10.1152/ajprenal.00338.2010. Epub 2011 Jan 5. PubMed PMID: 21209008; PubMed
Central PMCID: PMC3064139.
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10: Ritter CS, Brown AJ. Direct suppression of Pth gene expression by the vitamin
D prohormones doxercalciferol and calcidiol requires the vitamin D receptor. J
Mol Endocrinol. 2011 Feb 15;46(2):63-6. doi: 10.1677/JME-10-0128. Print 2011 Apr.
PubMed PMID: 21169421.

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