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Key Documents

17946

Sigma-Aldrich

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
EC Number:
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.79

biological source

synthetic

Assay

≥97.0% (HPLC)

form

powder or crystals

color

white to off-white

storage temp.

−20°C

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

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

InChI key

OFHCOWSQAMBJIW-AVJTYSNKSA-N

Gene Information

human ... VDR(7421)

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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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 1 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
Vitamin D and its Metabolites and Analogs in the Management of Osteoporosis
Osteoporosis (2013)
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
Laurent Genser et al.
American journal of surgery, 207(1), 39-45 (2013-10-15)
The aim of this study was to evaluate the effect of perioperative alfacalcidol on postoperative hypocalcemia after total thyroidectomy. A total of 219 patients scheduled for total thyroidectomy were randomized into groups not receiving (group A) or receiving (group B)

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