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Merck

17936

1α,25-Dihydroxyvitamin D3

≥97.0% (HPLC)

Synonym(s):

1α,25-Dihydroxycholecalciferol, Calcitriol

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About This Item

Empirical Formula (Hill Notation):
C27H44O3
CAS Number:
32222-06-3
Molecular Weight:
416.64
NACRES:
NA.79
PubChem Substance ID:
57647688
eCl@ss:
34058003
UNSPSC Code:
12352205
EC Number:
250-963-8
MDL number:
MFCD00867079
Beilstein/REAXYS Number:
7559394

Product Name

1α,25-Dihydroxyvitamin D3, ≥97.0% (HPLC)

InChI key

GMRQFYUYWCNGIN-NKMMMXOESA-N

InChI

1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1

SMILES string

[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)O

assay

≥97.0% (HPLC)

form

crystals

color

white to off-white

storage temp.

−70°C

Quality Level

200

Gene Information

human ... VDR(7421)

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Application

1α,25-Dihydroxyvitamin D3 has been used to study its effect on transplantation success of human muscle precursor cells (hMPCs) in severe combined immunodeficient (SCID) mice in-vitro.

Biochem/physiol Actions

1α,25-Dihydroxyvitamin D3 modulates energy metabolism by facilitating various metabolic processes, such as Ca2+ signaling and modulation of glucocorticoids, by affecting adipocyte apoptosis and by regulating the expression and production of multiple cytokines. In addition, it also modulates phosphorus homeostasis through actions in the intestine, kidney and bone. 1α,25-Dihydroxyvitamin D3 exhibits antiproliferative effects and is used as a potent therapeutic for human prostate cancer.
Biologically active form of vitamin D3 in calcium absorption and deposition.
Biologically active form of vitamin D3 in calcium absorption and deposition. 1α,25-Dihydroxyvitamin D3 has widespread effects on cellular differentiation and proliferation, and can modulate immune responsiveness, and central nervous system function. Recent studies suggest that 1α,25-dihydroxyvitamin D3 acts as a chemopreventive agent against several malignancies including cancers of the prostate and colon and shows synergy with other anticancer compounds.

General description

1α,25-Dihydroxyvitamin D3, also referred as calcitriol, is a calcitrophic hormone. It is the most biologically active metabolite of vitamin D produced in proximal tubular cells in the kidney.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - STOT RE 1

Storage Class

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

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
SLCC4143
125R-001V
BCBJ6723V
BCBH5368V
BCBD3146V

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Find documentation for the products that you have recently purchased in the Document Library.

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Handbook of Hormones: Comparative Endocrinology for Basic and Clinical Research (2015)
Calcitriol and energy metabolism
Zemel M B and Sun X
Nutr. Rev, 66(suppl-2), S139-S146 (2008)
Treatment of early recurrent prostate cancer with 1, 25-dihydroxyvitamin D3 (calcitriol)
Gross C, et al.
The Journal of Urology, 159(6), 2035-2040 (1998)
Inhibition of T lymphocyte mitogenesis by 1, 25-dihydroxyvitamin D3 (calcitriol).
Rigby WF, et al.
The Journal of Clinical Investigation, 74(4), 1451-1455 (1984)
1, 25-dihydroxyvitamin D3 increases the transplantation success of human muscle precursor cells in SCID mice
Stephan L, et al.
Cell Transplantation, 16(4), 391-402 (2007)
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