All Photos(1)

C2100000

Cholecalciferol

European Pharmacopoeia (EP) Reference 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
MDL number:
PubChem Substance ID:
NACRES:
NA.24

biological source

synthetic

grade

pharmaceutical primary standard

Agency/Method

EP

form

neat
solid

application(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

mp

83-86 °C (lit.)

Featured Industry

Pharmaceutical (small molecule)

format

neat

storage temp.

−20°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

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia. Cholecalciferol is a fat soluble vitamin, found commercially in vitamin supplements and rodenticides. It can be directly produced on exposure to sunlight or through normal dietary intake.

Application

Cholecalciferol may be used as an analytical reference standard for the quantification of the analyte in capsules using non-aqueous reversed-phase high-performance liquid chromatography technique.

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.

Packaging

Unit quantity: 500 mg. Subject to change. The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Caution

Other Notes

Sales restrictions may apply.

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

Certificate of Analysis

Certificate of Origin

Clinical Veterinary Toxicology (2003)
Simultaneous determination of retinol acetate, retinol palmitate, cholecalciferol, α-tocopherol acetate and alphacalcidol in capsules by non-aqueous reversed-phase HPLC and column backflushing
Wielinski S and Olszanowski A
Chromatographia, 50(1-2), 109-112 (1999)
Kun-Chun Chiang et al.
The Journal of steroid biochemistry and molecular biology, 138, 427-434 (2013-09-21)
For the head and neck squamous cell carcinoma (HNSCC), surgery in combination with radiation therapy is the current standard treatment. However, the complex anatomy and important functions over the head and neck region often make HNSCC patients with severe comorbidities....
Cameron C Grant et al.
Pediatrics, 133(1), e143-e153 (2013-12-18)
To determine the vitamin D dose necessary to achieve serum 25-hydroxyvitamin D (25(OH)D) concentration ≥ 20 ng/mL during infancy. A randomized, double-blind, placebo-controlled trial in New Zealand. Pregnant mothers, from 27 weeks' gestation to birth, and then their infants, from...
John P Forman et al.
Hypertension (Dallas, Tex. : 1979), 61(4), 779-785 (2013-03-15)
Blacks have significantly higher rates of hypertension than whites, and lower circulating levels of 25-hydroxyvitamin D. There are few data about the effect of vitamin D3 (cholecalciferol) supplementation on blood pressure in blacks. During 2 winters from 2008 to 2010...

Protocols

HPLC Analysis of Vitamin D2 and D3 on Ascentis® Express C18

This application demonstrates the suitability of the Ascentis Express C18, 5 μm, for the routine analysis of the fat-soluble vitamins D2 and D3 . Structures along with the optimized chromatogram obtained on the Ascentis Express C18, 5 μm are presented.

AOAC Method 2011.11: UHPLC/MS/MS Analysis of Vitamin D2 and Vitamin D3 on Titan™ C18

Separation of Ergocalciferol (D2), analytical standard; Cholecalciferol (D3), analytical standard

HPLC Analysis of Vitamin D2 and Vitamin D3 on Ascentis® C18

Separation of Ergocalciferol (D2), analytical standard; Cholecalciferol (D3), analytical standard

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