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C2100000

Cholecalciferol

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C27H44O
CAS Number:
67-97-0
Molecular Weight:
384.64
Beilstein/REAXYS Number:
2339331
MDL number:
MFCD00078131
UNSPSC Code:
41116107
PubChem Substance ID:
329774925
NACRES:
NA.24

biological source

synthetic

grade

pharmaceutical primary standard

agency

EP

API family

cholecalciferol

form

solid

manufacturer/tradename

EDQM

technique(s)

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

mp

83-86 °C (lit.)

application(s)

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

This European Pharmacopoeia reference standard is intended for use only as specifically prescribed in the European Pharmacopoeia.

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

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

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

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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)
Sina Gallo et al.
JAMA, 309(17), 1785-1792 (2013-05-02)
Vitamin D supplementation in infancy is required to support healthy bone mineral accretion. A supplement of 400 IU of vitamin D per day is thought to support plasma 25-hydroxyvitamin D (25[OH]D) concentrations between 40 and 50 nmol/L; some advocate 75
Sara S Oberhelman et al.
Mayo Clinic proceedings, 88(12), 1378-1387 (2013-12-03)
To determine whether a single monthly supplement is as effective as a daily maternal supplement in increasing breast milk vitamin D to achieve vitamin D sufficiency in their infants. Forty mothers with exclusively breast-fed infants were randomized to receive oral
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
View All Related Papers

Protocols

AOAC Method 2011.11: UHPLC/MS/MS Analysis of Vitamin D in Infant Formula on Titan™ C18

Separation of Cholecalciferol (D3), analytical standard

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.

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

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

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

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