C1357

Cholecalciferol

meets USP testing specifications

• 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: 24892404
• NACRES: NA.21

Properties

• agency: USP/NF; meets USP testing specifications
• Quality Level: 200
• assay: 97.0-103.0%
• form: crystalline
• color: white
• mp: 83-86 °C (lit.)
• application(s): pharmaceutical (small molecule)
• 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 (vitamin D3), a fat-soluble steroid is produced in the skin.

Application

Cholecalciferol has been used:

• to induce arterial medial calcification (AMC) in mice
• to study its impact in vascular remodeling associated with vascular calcification (VC) in murine model of obesity and insulin resistance (ob/ob mice)
• to study its effect on anchorage dependent growth of RWPE2-W99 cells in monolayer culture

Biochem/physiol Actions

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.

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 P2 (EN 143) respirator cartridges