Skip to Content
Merck
All Photos(2)

Documents

C1357

Sigma-Aldrich

Cholecalciferol

meets USP testing specifications

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C27H44O
CAS Number:
Molecular Weight:
384.64
Beilstein:
2339331
EC Number:
MDL number:
UNSPSC Code:
12352205
eCl@ss:
34058003
PubChem Substance ID:
NACRES:
NA.21

Agency

USP/NF
meets USP testing specifications

Quality Level

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)

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Cholecalciferol (vitamin D 3) inhibits growth and invasion by up-regulating nuclear receptors and 25-hydroxylase (CYP27A1) in human prostate cancer cells
Tokar EJ and Webber MM
Clinical & Experimental Metastasis, 22(3), 275-284 (2005)
Chronic Kidney Disease-Mineral and Bone Disorder
Handbook of Dialysis Therapy, 685-697 (2016)
Expansive vascular remodeling and increased vascular calcification response to cholecalciferol in a murine model of obesity and insulin resistance
Carmo LS, et al.
Arteriosclerosis, Thrombosis, and Vascular Biology, 39(2), 200-211 (2019)
Runx2 expression in smooth muscle cells is required for arterial medial calcification in mice
Lin ME, et al.
The American Journal of Pathology, 185(7), 1958-1969 (2015)
Anders Burild et al.
Steroids, 98, 72-79 (2015-03-01)
Information regarding the endogenous storages of vitamin D3 after cutaneous vitamin D synthesis compared to oral vitamin D3 supplementation is sparse. Furthermore it is not known whether vitamin D3 can be stored for later use during periods of shortages of

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service