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Merck

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:
41294-56-8
Molecular Weight:
400.64
EC Number:
255-297-1
MDL number:
MFCD00868328
UNSPSC Code:
12352205
PubChem Substance ID:
57647693
NACRES:
NA.79

Key Documents

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biological source

synthetic

Quality Level

200

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
GHS06

Signal Word

Danger

Hazard Statements

H300

Precautionary Statements

P301 + P330 + P331 + P310

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD7545
BCCB0829
BCBV2694
BCBR6153V
BCBH4146V

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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)
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)
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
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)
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