17937

Sigma-Aldrich

25-Hydroxyvitamin D2

≥98.0% (HPLC)

Synonym(s):
25-Hydroxycalciferol, 25-Hydroxyergocalciferol, Ercalcidiol
Empirical Formula (Hill Notation):
C28H44O2
CAS Number:
Molecular Weight:
412.65
Beilstein/REAXYS Number:
4716773
MDL number:
eCl@ss:
34058017
PubChem Substance ID:

Quality Level

biological source

synthetic

assay

≥98.0% (HPLC)

form

crystals

color

white to colorless

mp

88.0-95.0 °C

storage temp.

−70°C

SMILES string

[H][C@@]12CC[C@H]([C@H](C)\C=C\[C@H](C)C(C)(C)O)[C@@]1(C)CCC/C2=C\C=C3\C[C@@H](O)CCC3=C

InChI

1S/C28H44O2/c1-19-10-14-24(29)18-23(19)13-12-22-8-7-17-28(6)25(15-16-26(22)28)20(2)9-11-21(3)27(4,5)30/h9,11-13,20-21,24-26,29-30H,1,7-8,10,14-18H2,2-6H3/b11-9+,22-12+,23-13-/t20-,21+,24+,25-,26+,28-/m1/s1

InChI key

KJKIIUAXZGLUND-ICCVIKJNSA-N

Related Categories

Packaging

1 mg in poly bottle
Amber polypropylene vial

Biochem/physiol Actions

Ergocalciferol (vitamin D2) is activated in vivo by hydroxylation to 25-hydroxyergocalciferol and 1α,25-dihydroxycalciferol. Activated Vitamin D2 molecules may be used in a wide range of studies to assess their effects on functions such as immune function and calcium homeostasis.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 17937.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2811 6.1 / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Kevin D Cashman et al.
The British journal of nutrition, 112(2), 193-202 (2014-05-02)
It has been suggested that vitamin D₂ is not very prevalent in the human food chain. However, data from a number of recent intervention studies suggest that the majority of subjects had measurable serum 25-hydroxyvitamin D₂ (25(OH)D₂) concentrations. Serum 25(OH)D₂...
Paul Haggarty et al.
The British journal of nutrition, 109(5), 898-905 (2012-11-22)
The aims of the present study were to determine compliance with current advice on vitamin D and to assess the influence of season, dietary intake, supplement use and deprivation on vitamin D status in pregnant mothers and newborns in the...
Grant R Campbell et al.
PLoS pathogens, 8(11), e1003017-e1003017 (2012-11-21)
Toll-like receptors (TLR) are important in recognizing microbial pathogens and triggering host innate immune responses, including autophagy, and in the mediation of immune activation during human immunodeficiency virus type-1 (HIV) infection. We report here that TLR8 activation in human macrophages...
Stephen J Bruce et al.
Rapid communications in mass spectrometry : RCM, 27(1), 200-206 (2012-12-15)
The aim of the work was to develop and validate a method for the quantification of vitamin D metabolites in serum using ultra-high-pressure liquid chromatography coupled to mass spectrometry (LC/MS), and to validate a high-resolution mass spectrometry (LC/HRMS) approach against...
Amin Salehpour et al.
Nutrition journal, 11, 78-78 (2012-09-25)
Vitamin D concentrations are linked to body composition indices, particularly body fat mass. Relationships between hypovitaminosis D and obesity, described by both BMI and waist circumference, have been mentioned. We have investigated the effect of a 12-week vitamin D3 supplementation...
Articles
Vitamin D2 (ergocalciferol) is naturally synthesized from ergosterol by invertebrates, fungi, and plants in response to ultraviolet B irradiation, while vitamin D3 synthesis (cholecalciferol) is uniquely initiated in the skin of vertebrates. During sun exposure, ultraviolet B photons are absorbed by 7-dehydrocholesterol, which is found within the plasma membranes of epidermal and dermal skin layers. This reaction yields an unstable derivative of 7-dehydrocholesterol, named precholecalcitrol, which rapidly rearranges to vitamin D3. Vitamin D binding protein (DBP) is a carrier protein responsible for drawing vitamin D3 from the plasma membrane into the dermal capillaries within the extracellular space.
Read More
This application shows an Ascentis Express F5 provided rapid resolution of the isobaric vitamin D metabolites. MS detection provides the necessary secondary resolution.
Read More
Protocols
While quantitative analysis was performed for Vitamins D2 and D3, the samples were scanned for the presence of the 25-hydroxy metabolites.
Read More

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