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Merck

95220

Ergocalciferol

≥98.0% (sum of enantiomers, HPLC)

Synonym(s):

Calciferol, Ercalciol, Ergosterol irradiated, Irradiated ergosterol, Vitamin D2

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About This Item

Empirical Formula (Hill Notation):
C28H44O
CAS Number:
50-14-6
Molecular Weight:
396.65
NACRES:
NA.79
PubChem Substance ID:
57653661
eCl@ss:
34058017
UNSPSC Code:
12352205
EC Number:
200-014-9
MDL number:
MFCD00166988
Beilstein/REAXYS Number:
1916682

Key Documents

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Product Name

Ergocalciferol, ≥98.0% (sum of enantiomers, HPLC)

InChI key

MECHNRXZTMCUDQ-RKHKHRCZSA-N

InChI

1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1

SMILES string

CC(C)[C@@H](C)/C=C/[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

biological source

synthetic

assay

≥98.0% (sum of enantiomers, HPLC)

form

powder

optical activity

[α]20/D +105±2°, c = 4% in ethanol

color

colorless to white

mp

114-118 °C (lit.)
114-118 °C

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... VDR(7421)

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Application

Ergocalciferol has been used as a standard to measure vitamin D3 levels in food samples.

Biochem/physiol Actions

Ergocalciferol (vitamin D2) and 25-Hydroxycholecalciferol (vitamin D3) are the two form of vitamin D which are activated in vivo by hydroxylation. Vitamin D2 and D3 may be used in a wide range of studies to assess their effects on function such as immune function and calcium homeostasis.
Ergocalciferol (vitamin D2) has less potential than cholecalciferol (vitamin D3) in treating vitamin deficiency related disorders in humans. Supplementation of adequate dose of vitamin D2 prevents infantile rickets and is capable of curing adult osteomalacia.

General description

Ergocalciferol is one of the two forms of supplemental vitamin D available. It is a fat-soluble vitamin.
Ergocalciferol or viosterol is obtained from irradiated ergosterol. It represents plant source of vitamin D.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - STOT RE 1 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH2252
BCCL6651
BCCK4838
BCCG2932
BCCF9814

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Development and validation of control materials for the measurement of vitamin D 3 in selected US foods
Katherine Phillips
J. Food Compos. Anal., 21(7), 527-534 (2008)
Vitamin D2 is much less effective than vitamin D3 in humans
Armas LAG, et al.
The Journal of Clinical Endocrinology and Metabolism, 89(11), 5387-5391 (2004)
D B Gomis et al.
Journal of chromatography. A, 891(1), 109-114 (2000-09-22)
The fat-soluble vitamins A, D2, D3, E and K1, retinyl acetate, retinyl palmitate, tocopherol acetate, ergosterol and 7-dehydrocholesterol in milk were separated on a packed reversed-phase fused-silica microcolumn, and determined with UV detection. Conventional liquid chromatographic equipment was adapted for
Denise R. Ferrier
Biochemistry, 386-386 (2013)
The influence of the menstruum on the effectiveness of vitamin D obtained from the livers of the percomorphi order of fish
Lewis JM
The Journal of Pediatrics, 14(5), 559-569 (1939)
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