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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H44O2
Molecular Weight 400.6371
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of ALFACALCIDOL

SMILES

CC(C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)CCC\C2=C/C=C3/C[C@@H](O)C[C@H](O)C3=C

InChI

InChIKey=OFHCOWSQAMBJIW-AVJTYSNKSA-N
InChI=1S/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11+,22-12-/t19-,23-,24-,25+,26+,27-/m1/s1

HIDE SMILES / InChI

Molecular Formula C27H44O2
Molecular Weight 400.6371
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 2
Optical Activity UNSPECIFIED

Description

Alfacalcidol (1-hydroxyvitamin D3) is a synthetic analog of vitamin D introduced clinically in the early 1970s. A prodrug for calcitriol (1,25-dihydroxyvitamin D3), it is one of the most potent and rapidly acting compounds currently used in the prevention and treatment of vitamin D deficiency states and hypocalcemia. The clinical benefit of alfacalcidol is related to the stimulation of calcium and phosphorus absorption, reversal of myopathy, promotion of mineralization in bone and the ability to reabsorb fully mineralized bone. Similar marketed vitamin D compounds include calcitriol and ergocalciferol. Alfacalcidol is indicated in conditions where there is a disturbance of calcium metabolism due to impaired 1-α hydroxylation such as when there is reduced renal function.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Alfacalcidol
Primary
Alfacalcidol
Primary
Alfacalcidol
Primary
Alfacalcidol
Primary
Alfacalcidol

Cmax

ValueDoseCo-administeredAnalytePopulation
67.492 pg/mL
1 μg single, oral
CALCITRIOL plasma
Homo sapiens
57.49 pg/mL
4 μg single, oral
CALCITRIOL plasma
Homo sapiens
76.96 pg/mL
3 μg single, oral
CALCITRIOL plasma
Homo sapiens
63.4 pg/mL
4 μg single, intravenous
CALCITRIOL plasma
Homo sapiens
70.9 pg/mL
4 μg single, oral
CALCITRIOL plasma
Homo sapiens
147 pg/mL
4 μg single, intravenous
CALCITRIOL plasma
Homo sapiens
73 pg/mL
4 μg single, oral
CALCITRIOL plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
3296.928 pg × h/mL
1 μg single, oral
CALCITRIOL plasma
Homo sapiens
2305 pg × h/mL
4 μg single, oral
CALCITRIOL plasma
Homo sapiens
3837.179 pg × h/mL
3 μg single, oral
CALCITRIOL plasma
Homo sapiens
1365.6 pg × h/mL
4 μg single, intravenous
CALCITRIOL plasma
Homo sapiens
1074.1 pg × h/mL
4 μg single, oral
CALCITRIOL plasma
Homo sapiens
2957.9 pg × h/mL
4 μg single, intravenous
CALCITRIOL plasma
Homo sapiens
2092.1 pg × h/mL
4 μg single, oral
CALCITRIOL plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
20.92 h
4 μg single, oral
CALCITRIOL plasma
Homo sapiens
14.275 h
3 μg single, oral
CALCITRIOL plasma
Homo sapiens
48.63 h
4 μg single, intravenous
CALCITRIOL plasma
Homo sapiens
47.13 h
4 μg single, oral
CALCITRIOL plasma
Homo sapiens
36.66 h
4 μg single, intravenous
CALCITRIOL plasma
Homo sapiens
29.19 h
4 μg single, oral
CALCITRIOL plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
19%
ALFACALCIDOL plasma
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
Initial dose for all indications: Adults: 1 microgram/day Dosage in the elderly: 0.5 microgram/day Neonates and premature infants: 0.05 – 0.1 microgram/kg/day Children under 20kg bodyweight: 0.05 microgram/kg/day Children over 20kg bodyweight: 1 microgram/day
Route of Administration: Oral
In Vitro Use Guide
Preincubation of aortic rings with alfacalcidol 10 uM significantly inhibited phenylephrine-induced contractions
Substance Class Chemical
Record UNII
URQ2517572
Record Status Validated (UNII)
Record Version