25-Hydroxycalciferol

Names

[ Name ]:
25-Hydroxycalciferol

[Synonym ]:
25-Hydroxy Vitamin D2
(3S,5Z,7E,20R,22E)-9,10-Secoergosta-5,7,10,22-tetraene-3,25-diol
9,10-Secoergosta-5,7,10(19),22-tetraene-3b,25-diol
9,10-Secoergosta-5,7,10(19),22-tetraene-3β,25-diol
Ercalcidiol,3β,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3,25-diol
EINECS 200-578-6
25-Hydroxyvitamin D2
25-Hydroxyvitamin D 2
25-Hydroxyergocalciferol
25-Hydroxyergocalciferol 25-Hydroxycalciferol
Cyclohexanol, 4-methylene-3-[(2E)-2-[(1R,3aS,7aR)-octahydro-1-[(1R,2E,4S)-5-hydroxy-1,4,5-trimethyl-2-hexen-1-yl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1S,3Z)-
9,10-Secoergosta-5,7,10(19),22-tetraene-3,25-diol, (3β,5Z,7E,22E)-
MFCD02683431
25-Hydroxycalciferol
Ercalcidiol

Biological Activity

[Description]:

Ercalcidiol is a metabolite of vitamin D2, is regarded as an indicator of vitamin D nutritional status.

[Related Catalog]:

Signaling Pathways >> Vitamin D Related >> VD/VDR

Research Areas >> Metabolic Disease

Natural Products >> Steroids

[Target]

Human Endogenous Metabolite

[In Vitro]

Differentiation between Ercalcidiol (25(OH)D2) and 25(OH)D3 is important for monitoring vitamin D therapy, as vitamin D2 is the predominant prescription form. The half-life of Ercalcidiol is shorter than that of 25(OH)D3 and it binds less well to the vitamin D binding protein, making it less potent and, therefore, required to be administered at much higher doses than vitamin D3. Some currently used assays have a diminished capacity to detect Ercalcidiol, which can lead to dangerous overdosing when attempting to monitor therapy with vitamin D2[2].

[References]

[1]. Li L, et al. Performance evaluation of two immunoassays for 25-hydroxyvitamin D. J Clin Biochem Nutr. 2016 May;58(3):186-92.

[2]. Newman MS, et al. A liquid chromatography/tandem mass spectrometry method for determination of 25-hydroxy vitamin D2 and 25-hydroxy vitamin D3 in dried blood spots: a potential adjunct to diabetes and cardiometabolic risk screening. J Diabetes Sci Technol

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
542.3±38.0 °C at 760 mmHg

[ Melting Point ]:
45-51ºC

[ Molecular Formula ]:
C₂₈H₄₄O₂

[ Molecular Weight ]:
412.648

[ Flash Point ]:
225.9±21.4 °C

[ Exact Mass ]:
412.334137

[ PSA ]:
40.46000

[ LogP ]:
7.56

[ Vapour Pressure ]:
0.0±3.3 mmHg at 25°C

[ Index of Refraction ]:
1.543

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H319

[ Precautionary Statements ]:
P210-P280-P305 + P351 + P338-P337 + P313-P403 + P235

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
T+,F

[ Risk Phrases ]:
24/25-26-48/25-11

[ Safety Phrases ]:
28-36/37-45-16-7

[ RIDADR ]:
UN2811 6

Precursor & DownStream

Precursor

DownStream

Articles

Improved analysis of vitamin D metabolites in plasma using liquid chromatography tandem mass spectrometry, and its application to cardiovascular research.

Biomed. Chromatogr. 28(6) , 913-7, (2014)

The accurate and specific measurement of vitamin D is increasingly important for determining the role of vitamin D in the pathogenesis of disease. Liquid chromatography coupled to tandem mass spectrom...

Common variants in CYP2R1 and GC genes are both determinants of serum 25-hydroxyvitamin D concentrations after UVB irradiation and after consumption of vitamin D₃-fortified bread and milk during winter in Denmark.

Am. J. Clin. Nutr. 101(1) , 218-27, (2015)

Little is known about how the genetic variation in vitamin D modulating genes influences ultraviolet (UV)B-induced 25-hydroxyvitamin D [25(OH)D] concentrations. In the Food with vitamin D (VitmaD) stu...

Prospective association of 25-hydroxyvitamin d3 and d2 with childhood lung function, asthma, wheezing, and flexural dermatitis.

Epidemiology 24(2) , 310-9, (2013)

Higher serum total 25-hydroxyvitamin D (25(OH)D) concentrations have been associated with better lung function and lower risk of allergic disease. 25(OH)D3 constitutes the majority of total 25(OH)D an...