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Merck
CN

17946

1α-Hydroxyvitamin D3

≥97.0% (HPLC)

Synonym(s):

1α-Hydroxycholecalciferol, Alfacalcidol

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About This Item

Empirical Formula (Hill Notation):
C27H44O2
CAS Number:
Molecular Weight:
400.64
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352205
EC Number:
255-297-1
MDL number:
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Product Name

1α-Hydroxyvitamin D3, ≥97.0% (HPLC)

InChI key

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

SMILES string

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C3\C[C@@H](O)C[C@H](O)C3=C

biological source

synthetic

assay

≥97.0% (HPLC)

form

powder or crystals

color

white to off-white

storage temp.

−20°C

Quality Level

Gene Information

human ... VDR(7421)

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Biochem/physiol Actions

1α-Hydroxyvitamin D3 facilitates calcium absorption and deposition. It also has an ability to inhibit bone resorption and stimulate bone formation. Alfacalcidol is used for treating various bone diseases such as rickets/osteomalacia, renal osteodystrophy and osteoporosis. It acts as a chemopreventive agent and reduces the risk colitis and carcinogenesis.
Synthetic vitamin D3 analog that is metabolized to 1,25-dihydroxycholecalciferol. Inhibits bone resorption and stimulates bone formation. Supresses parathyroid hormone secretion by bovine parathyroid cells.

General description

1α-Hydroxyvitamin D3, also known as alfacalcidol, is a synthetic vitamin D3 analogue, hydroxylated in position one. It is metabolized to 1,25-dihydroxycholecalciferol by 25-hydroxylases.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 1 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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The advantage of alfacalcidol over vitamin D in the treatment of osteoporosis
Shiraishi A, et al.
Calcified Tissue International, 65(4), 311-316 (1999)
Eva Zold et al.
Autoimmunity reviews, 10(3), 155-162 (2010-09-28)
Vitamin D deficiency may contribute to pathological changes in the number and function of CD4+ T helper cell subsets (CD4+Th1, CD4+Th17, CD4+CD25(bright)Foxp3-natural regulatory T cells-nTreg) in patients with undifferentiated connective tissue disease (UCTD). The aim of the present study was
Hajime Orimo et al.
Current medical research and opinion, 27(6), 1273-1284 (2011-05-11)
The authors conducted a randomized controlled trial to clarify the efficacy and safety of alendronate plus alfacalcidol versus alendronate alone in a clinical setting. Eligible patients were postmenopausal women with severe osteoporosis who were aged 70 years or older and
Alfacalcidol inhibits bone resorption and stimulates formation in an ovariectomized rat model of osteoporosis: distinct actions from estrogen
Shiraishi A, et al.
Journal of Bone and Mineral Research, 15(4), 770-779 (2000)
Chemopreventive effect of a vitamin D3 analog, alfacalcidol, on colorectal carcinogenesis in mice with ulcerative colitis
Kikuchi H, et al.
Anti-Cancer Drugs, 18(10), 1183-1187 (2007)

Articles

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Novel sample prep technique coupled with the unique selectivity of the Ascentis Express F5 column enables a fast and simplified bioanalytical method for associated vitamin D metabolites.

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