C9774

Cholecalciferol

analytical standard

• Synonym(s): (+)-Vitamin D₃, 7-Dehydrocholesterol activated, Activated 7-dehydrocholesterol, Calciol
• Empirical Formula (Hill Notation): C₂₇H₄₄O
• CAS Number: 67-97-0
• Molecular Weight: 384.64
• Beilstein/REAXYS Number: 2339331
• EC Number: 200-673-2
• MDL number: MFCD00078131
• UNSPSC Code: 12352205
• eCl@ss: 34058003
• PubChem Substance ID: 24893197
• NACRES: NA.77

Properties

• biological source: synthetic (organic - wool)
• Quality Level: 200
• 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.

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 Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H300 + H310 + H330,H372
• pcodes: P260 - P262 - P280 - P302 + P352 + P310 - P304 + P340 + P310 - P314
• Hazard Classifications: Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - STOT RE 1 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges