All Photos(1)

C9774

Sigma-Aldrich

Cholecalciferol

analytical standard

Synonym(s):
Calciol, (+)-Vitamin D3, 7-Dehydrocholesterol activated, Activated 7-dehydrocholesterol
Empirical Formula (Hill Notation):
C27H44O
CAS Number:
Molecular Weight:
384.64
Beilstein:
2339331
EC Number:
MDL number:
eCl@ss:
34058003
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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)

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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
Packaged in flame-sealed ampules under Argon

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.
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.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Vitamin D serum levels are associated with handgrip strength but not with muscle mass or length of hospital stay after hip fracture
Gumieiro DN, et al.
Nutrition, 31(7-8), 931-934 (2015)
Genetic polymorphisms of vitamin D metabolism genes and serum level of vitamin D in colorectal cancer
Vidigal VM, et al.
The International Journal of Biological Markers, 32(4), 441-446 (2017)
Clinical Veterinary Toxicology, 448-448 (2003)
Cholecalciferol supplementation in hemodialysis patients: effects on mineral metabolism, inflammation, and cardiac dimension parameters
Matias P, et al.
Clinical journal of the American Society of Nephrology : CJASN (2010)
Cholecalciferol
European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 246(6), 2058-2059 (2013)

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