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
SMILES
[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C3\C[C@@H](O)C[C@H](O)C3=C)[C@H](C)CCCC(C)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
Molecular Formula | C27H44O2 |
Molecular Weight | 400.6371 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 6 / 6 |
E/Z Centers | 2 |
Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: Description was created based on several sources, including http://www.sciencedirect.com/science/article/pii/B9780080552323611845 | https://www.ncbi.nlm.nih.gov/pubmed/19924035
Curator's Comment: Description was created based on several sources, including http://www.sciencedirect.com/science/article/pii/B9780080552323611845 | https://www.ncbi.nlm.nih.gov/pubmed/19924035
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.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Alfacalcidol Approved UseAlfacalcidol 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. The main indications are:
a) Renal osteodystrophy
b) Hyperparathyroidism (with bone disease)
c) Hypoparathyroidism
d) Neonatal hypocalcaemia
e) Nutritional and malabsorptive rickets and osteomalacia
f) Pseudo-deficiency (D-dependent) rickets and osteomalacia
g) Hypophosphataemic vitamin D resistant rickets and osteomalacia |
|||
Primary | Alfacalcidol Approved UseAlfacalcidol 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. The main indications are:
a) Renal osteodystrophy
b) Hyperparathyroidism (with bone disease)
c) Hypoparathyroidism
d) Neonatal hypocalcaemia
e) Nutritional and malabsorptive rickets and osteomalacia
f) Pseudo-deficiency (D-dependent) rickets and osteomalacia
g) Hypophosphataemic vitamin D resistant rickets and osteomalacia |
|||
Primary | Alfacalcidol Approved UseAlfacalcidol 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. The main indications are:
a) Renal osteodystrophy
b) Hyperparathyroidism (with bone disease)
c) Hypoparathyroidism
d) Neonatal hypocalcaemia
e) Nutritional and malabsorptive rickets and osteomalacia
f) Pseudo-deficiency (D-dependent) rickets and osteomalacia
g) Hypophosphataemic vitamin D resistant rickets and osteomalacia |
|||
Primary | Alfacalcidol Approved UseAlfacalcidol 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. The main indications are:
a) Renal osteodystrophy
b) Hyperparathyroidism (with bone disease)
c) Hypoparathyroidism
d) Neonatal hypocalcaemia
e) Nutritional and malabsorptive rickets and osteomalacia
f) Pseudo-deficiency (D-dependent) rickets and osteomalacia
g) Hypophosphataemic vitamin D resistant rickets and osteomalacia |
|||
Primary | Alfacalcidol Approved UseAlfacalcidol 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. The main indications are:
a) Renal osteodystrophy
b) Hyperparathyroidism (with bone disease)
c) Hypoparathyroidism
d) Neonatal hypocalcaemia
e) Nutritional and malabsorptive rickets and osteomalacia
f) Pseudo-deficiency (D-dependent) rickets and osteomalacia
g) Hypophosphataemic vitamin D resistant rickets and osteomalacia |
PubMed
Title | Date | PubMed |
---|---|---|
[Transient vitamin-D dependent rickets? a case report differential diagnosis (author's transl)]. | 1982 |
|
Aspirin inhibition of 1 alpha-hydroxyvitamin D3 or parathyroid hormone induced hypercalcemia in vivo in rats. A mechanism independent of prostaglandin biosynthesis inhibition. | 1985 Jun 1 |
|
Danazol-induced hypercalcaemia in alphacalcidol-treated hypoparathyroidism. | 1989 Nov |
|
[Vitamin D-resistant rickets type II: apropos of 2 cases]. | 1992 |
|
Increase of renal 25-hydroxyvitamin D3-24-hydroxylase activity and its messenger ribonucleic acid level in 1 alpha-hydroxyvitamin D3-administered rats: possibility of the presence of two forms of 24-hydroxylase. | 1993 Apr |
|
Effect of 22-oxacalcitriol on hyperparathyroidism of dialysis patients: results of a preliminary study. | 1996 |
|
Effect of 1 alpha-hydroxyvitamin D3 on serum levels of thyroid hormones in hyperthyroid patients with untreated Graves' disease. | 1997 Oct |
|
Alfacalcidol in the therapy of renal bone disease. | 2001 Dec |
|
Activating mutations of the calcium-sensing receptor: management of hypocalcemia. | 2001 Nov |
|
Kidney microsomal 25- and 1alpha-hydroxylase in vitamin D metabolism: catalytic properties, molecular cloning, cellular localization and expression during development. | 2002 Feb 28 |
|
Vascular influences of calcium supplementation and vitamin D-induced hypercalcemia in NaCl-hypertensive rats. | 2003 Sep |
|
Supplementation with Alfacalcidol increases protein intake and serum albumin concentration in patients undergoing hemodialysis with hpoalbumineamia. | 2004 |
|
1-alpha-calcidol modulates major human monocyte antigens and toll-like receptors TLR 2 and TLR4 in vitro. | 2005 Apr 20 |
|
Hereditary vitamin D-resistant rickets in Greek children: genotype, phenotype, and long-term response to treatment. | 2007 Mar |
|
Chemopreventive effect of a vitamin D(3) analog, alfacalcidol, on colorectal carcinogenesis in mice with ulcerative colitis. | 2007 Nov |
|
Functional evolution of the vitamin D and pregnane X receptors. | 2007 Nov 12 |
|
Lithocholic acid derivatives act as selective vitamin D receptor modulators without inducing hypercalcemia. | 2008 Apr |
|
Metabolism of 1alpha-hydroxyvitamin D3 by cytochrome P450scc to biologically active 1alpha,20-dihydroxyvitamin D3. | 2008 Dec |
|
A case of X-linked hypophosphatemic rickets: complications and the therapeutic use of cinacalcet. | 2008 Dec |
|
Modulation of bile acid metabolism by 1alpha-hydroxyvitamin D3 administration in mice. | 2009 Oct |
|
Synergistic effects of green tea polyphenols and alphacalcidol on chronic inflammation-induced bone loss in female rats. | 2010 Nov |
Sample Use Guides
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
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:47:16 UTC 2023
by
admin
on
Fri Dec 15 15:47:16 UTC 2023
|
Record UNII |
URQ2517572
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-ATC |
M05BB06
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
||
|
LIVERTOX |
23
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
||
|
WHO-VATC |
QM05BB06
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
||
|
WHO-ATC |
A11CC03
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
||
|
EPA PESTICIDE CODE |
126401
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
||
|
WHO-VATC |
QA11CC03
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
||
|
NCI_THESAURUS |
C39713
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
C008088
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
5282181
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
4489
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
m6128
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | Merck Index | ||
|
350465
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
ALTERNATIVE | |||
|
130
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
C80258
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
41294-56-8
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
100000091540
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
ALFACALCIDOL
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
255-297-1
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
DTXSID0022569
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
CHEMBL1601669
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
URQ2517572
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
DB01436
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
31186
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
12062
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY | |||
|
SUB05312MIG
Created by
admin on Fri Dec 15 15:47:17 UTC 2023 , Edited by admin on Fri Dec 15 15:47:17 UTC 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
|
||
|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |