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C9774 Sigma-Aldrich

Cholecalciferol

analytical standard

Synonym: (+)-Vitamin D3, 7-Dehydrocholesterol activated, Activated 7-dehydrocholesterol, Calciol

  • CAS Number 67-97-0

  • Empirical Formula (Hill Notation) C27H44O

  • Molecular Weight 384.64

  •  Beilstein/REAXYS Number 2339331

  •  EC Number 200-673-2

  •  MDL number MFCD00078131

  •  eCl@ss 34058003

  •  PubChem Substance ID 24893197

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents, C-CH, Cell Biology,
Quality Level   200
biological source   synthetic (organic - wool)
grade   analytical standard
assay   ≥97.0%
form   crystalline
packaging   pkg of 250 mg
color   white
mp   83-86 °C (lit.)
storage temp.   2-8°C
SMILES string   CC(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]([C@]1(C)CCC/2)([H])C2=C\C=C(C[C@@H](O)CC3)/C3=C
InChI   1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1
InChI key   QYSXJUFSXHHAJI-YRZJJWOYSA-N
Gene Information   human ... VDR(7421)

Description

General description

Cholecalciferol, also called vitamin D3, promotes the absorption of calcium and phosphorus in the body to regulate bone growth. It is most commonly found in humans and animals and is produced in our skin when exposed to sunlight. It is used to treat and prevent bone disorders (such as rickets, osteomalacia).

Application

Cholecalciferol has been used as an internal standard in high-performance liquid chromatography (HPLC) to analyze serum vitamin D levels. It has also been used as a standard in liquid chromatography-electrospray ionization tandem mass spectrometry (LC-ESI-MS/MS) to quantify vitamin D3 in sunflower oil.

Cholecalciferol may be used as an analytical reference standard for the determination of the analyte in pharmaceutical formulations by liquid chromatography.

Packaging

1, 5 amp in ampule

Biochem/physiol Actions

Cholecalciferol is sourced either through the diet or exposing skin to ultraviolet rays. Oral administration of vitamin D3 is readily absorbed and is stored in adipose tissue. Deficiency of vitamin D is often observed in chronic kidney disease.

Vitamin D acts through a receptor that is a member of the ligand-dependent transcription factor superfamily. Modulates the proliferation and differentiation of both normal and cancer cells. Has antiproliferative and antimetastatic effects on breast, colon, and prostate cancer cells. Activated vitamin D receptors in intestine and bone maintain calcium absorbance and homeostasis.

Packaging

Packaged in flame-sealed ampules under Argon

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 2811 6.1 / PGII
WGK Germany 
WGK 2
RTECS 
VS2900000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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