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95220

Sigma-Aldrich

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:
Molecular Weight:
396.65
Beilstein:
1916682
EC Number:
MDL number:
UNSPSC Code:
12352205
eCl@ss:
34058017
PubChem Substance ID:
NACRES:
NA.79

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

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

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

InChI key

MECHNRXZTMCUDQ-RKHKHRCZSA-N

Gene Information

human ... VDR(7421)

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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.

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.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Lisa A Houghton et al.
The American journal of clinical nutrition, 84(4), 694-697 (2006-10-07)
Supplemental vitamin D is available in 2 distinct forms: ergocalciferol (vitamin D2) and cholecalciferol (vitamin D3). Pharmacopoeias have officially regarded these 2 forms as equivalent and interchangeable, yet this presumption of equivalence is based on studies of rickets prevention in
Denise R. Ferrier
Biochemistry, 386-386 (2013)

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