Structure via PubChem · Public domain (PubChem)
doxercalciferol
Sign in to saveAlso known as 1α-hydroxyvitamin D2, 1αOHD2, 1-α-hydroxyergocalciferol, 1alpha-Hydroxyergocalciferol, 1α-Hydroxyergocalciferol, 1alpha-hydroxyvitamin D2, 1-Hydroxyergocalciferol, (1S,3R,5Z,7E,22E)-9,10-Secoergosta-5,7,10,22-tetraene-1,3-diol
Doxercalciferol (or 1-hydroxyergocalciferol, trade name Hectorol) is drug for secondary hyperparathyroidism and metabolic bone disease. It is a synthetic analog of ergocalciferol (vitamin D2). It suppresses parathyroid synthesis and secretion.
Chemical data
- Formula
- C28H44O2
- Molecular weight
- 412.6 g/mol
- IUPAC name
- trans-(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
- SMILES
- C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)C
- InChIKey
- HKXBNHCUPKIYDM-CGMHZMFXSA-N
- XLogP
- 6.3
- Polar surface area
- 40.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1999
- Admin. routes
- oral, parenteral
- Indications
- psoriasis, neoplasm, chronic kidney disease, parathyroid disease
via ChEMBL · EBI
Research
174 papers- Doxercalciferol alleviates UVB-induced HaCaT cell senescence and skin photoaging.International immunopharmacology · 2024
- Doxercalciferol treatment of secondary hyperparathyroidism.The Annals of pharmacotherapy · 2006
- Pharmacokinetics of vitamin D toxicity.The American journal of clinical nutrition · 2008
- Doxercalciferol Alleviates Bone Deteriorations and Cartilage Degeneration in Aging Mice.Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association · 2020
- Doxercalciferol, a pro-hormone of vitamin D, prevents the development of cardiac hypertrophy in rats.Journal of cardiac failure · 2011
via PubMed
Wikidata facts
- Subclass of
- secosteroid
- Mass
- 412.334
- Has use
- medication
Show 6 more facts
- chemical formula
- C₂₈H₄₄O₂
- isomeric SMILES
- C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)C
- canonical SMILES
- CC(C)C(C)C=CC(C)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)O)C
- subject has role
- vitamin
- physically interacts with
- vitamin D receptor
- Commons category
- Doxercalciferol
Sources (6)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Doxercalciferol (or 1-hydroxyergocalciferol, trade name Hectorol) is drug for secondary hyperparathyroidism and metabolic bone disease. It is a synthetic analog of ergocalciferol (vitamin D2). It suppresses parathyroid synthesis and secretion.
Doxercalciferol is the vitamin D2 analogue of alfacalcidol. It undergoes 25-hydroxylation in the liver to become the active ercalcitriol, without the involvement of kidneys.
Excerpted from Wikipedia’s “doxercalciferol” article, available under the CC BY-SA 4.0 licence.