1α,25-Dihydroxyvitamin D₃

Name: 1α,25-Dihydroxyvitamin D<SUB>3</SUB>
Brand: SIGMA

≥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

Beilstein:

7559394

EC Number:

250-963-8

MDL number:

MFCD00867079

UNSPSC Code:

12352205

eCl@ss:

34058003

PubChem Substance ID:

57647688

NACRES:

NA.79

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Quality Level

200

Assay

≥97.0% (HPLC)

form

crystals

color

white to off-white

storage temp.

−70°C

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

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

InChI key

GMRQFYUYWCNGIN-NKMMMXOESA-N

Gene Information

human ... VDR(7421)

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.

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 D₃in calcium absorption and deposition.

Biologically active form of vitamin D₃in 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.