Structure via PubChem · Public domain (PubChem)
alfacalcidol
Sign in to saveAlso known as Alfacalcidolum, (5Z,7e)-9,10-Seco-5,7,10(19)-cholestatrien-1alpha,3beta-diol, 1alpha-hydroxycholecalciferol, 1alpha-Hydroxy-vitamin D3, 1alpha-hydroxyvitamin D3, 9,10-Secocholesta-5,7,10(19)-triene-1alpha,3beta-diol, Alsiodol, 1-hydroxycholecalciferol
Alfacalcidol (or 1-hydroxycholecalciferol) is an analogue of vitamin D used for supplementation in humans and as a poultry feed additive.
Chemical data
- Formula
- C27H44O2
- Molecular weight
- 400.6 g/mol
- IUPAC name
- trans-(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
- SMILES
- C[C@H](CCCC(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
- OFHCOWSQAMBJIW-AVJTYSNKSA-N
- XLogP
- 6.8
- 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
- Indications
- osteoporosis, muscular disease, postmenopausal osteoporosis, calcification
via ChEMBL · EBI
Research
1,454 papers- Alfacalcidol vs Calcitriol in the Management of Patient With Hypoparathyroidism: A Randomized Controlled Trial.The Journal of clinical endocrinology and metabolism · 2021
- [Utilization of alfacalcidol and active vitamin D analogs in chronic kidney disease].Nephrologie & therapeutique · 2018
- Alfacalcidol-Induced Kidney Injury in Patients with Severe Motor and Intellectual Disabilities.Journal of nutritional science and vitaminology · 2024
- Alfacalcidol versus plain vitamin D in inflammation induced bone loss.The Journal of rheumatology. Supplement · 2005
- Alfacalcidol and calcitriol in the prevention of bone loss after organ transplantation.Calcified tissue international · 1999
via PubMed
Wikidata facts
- Subclass of
- secosteroid
- Has part
- carbon
- Mass
- 400.334131
- Has use
- medication
Show 5 more facts
- Commons category
- Alfacalcidol
- chemical formula
- C₂₇H₄₄O₂
- canonical SMILES
- CC(C)CCCC(C)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)O)C
- isomeric SMILES
- C[C@H](CCCC(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
- World Health Organisation international non-proprietary name
- alfacalcidol
via Wikidata · CC0
~3 min read
Encyclopedic overview
7 sectionsContents
- Mechanism of action
- Synthesis
- Properties
- History
- Trade names
- Other animals
- References
{{chembox | Verifiedfields = changed | verifiedrevid = 477317096 | ImageFile=alfacalcidol.png | ImageClass = skin-invert-image | ImageFile2=Alfacalcidol ball-and-stick.png | ImageClass2 = bg-transparent | PIN=(1R,3S,5Z)-4-Methylidene-5-[(2E)-2-{(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]octahydro-4H-inden-4-ylidene}ethylidene]cyclohexane-1,3-diol | OtherNames=Alphacalcidol; 1-Hydroxycholecalciferol |Section1= |Section2= | Section6 = |Section7= }}
Alfacalcidol (or 1-hydroxycholecalciferol) is an analogue of vitamin D used for supplementation in humans and as a poultry feed additive.
Excerpted from Wikipedia’s “alfacalcidol” article, available under the CC BY-SA 4.0 licence.