Calcidiol

from Wikipedia, the free encyclopedia
Structural formula
Structure of calcidiol
General
Surname Calcidiol
other names
  • Calcifediol ( INN )
  • (6 R ) -6 - ((1 R , 3a R , 4 E , 7a R ) -4 - {(2 Z ) -2 - [(5 S ) -5-hydroxy-2-methylidene-cyclohexylidene] ethylidene} -7a-methyl-2,3,3a, 5,6,7-hexahydro-1 H -inden-1-yl) -2-methyl-heptan-2-ol
  • 25-hydroxycholecalciferol
  • 25-hydroxy vitamin D 3
  • 25 (OH) D
Molecular formula C 27 H 44 O 2
Brief description

white solid

External identifiers / databases
CAS number 19356-17-3
EC number 242-990-9
ECHA InfoCard 100,039,067
PubChem 5283731
DrugBank DB00146
Wikidata Q139307
Drug information
ATC code

A11 CC06

Drug class

Vitamin D derivative

properties
Molar mass 400.64 g mol −1
Physical state

firmly

solubility

good in ethanol

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
06 - Toxic or very toxic

danger

H and P phrases H: 300
P: 264-301 + 310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Calcidiol (also calcifediol or 25-hydroxy vitamin D [3]) is a hormone precursor (precursor of the active form of vitamin D) in the vitamin D - metabolism , which in the liver by the vitamin D-25-hydroxylase from cholecalciferol is formed. The conversion to the steroid hormone calcitriol continues in the kidneys . Both calcidiol and calcitriol were identified by Michael F. Holick .

Medical importance

Calcidiol promotes the absorption of calcium in the intestine (from food) and the absorption and preservation of calcium by the kidneys.

Calcidiol levels are measured to determine a patient's vitamin D status. The calcidiol level in Germany shows typical seasonal fluctuations. The lowest calcidiol levels are measured in February and March and the highest values ​​are reached in August and September. The limit value that indicates a vitamin D deficiency in a laboratory test is currently still in dispute. Here, the information provided by the various authors fluctuates between 10 ng / ml and 32 ng / ml.

Calcifediol is used medicinally in the treatment of osteoporosis and osteomalacia (trade name Dedrogyl ).

Web links

Individual evidence

  1. a b Datasheet Vitamin D 3 , 25-Hydroxy- (PDF) from Calbiochem, accessed on December 8, 2015.
  2. a b Data sheet 25-Hydroxycholecalciferol from Sigma-Aldrich , accessed on March 15, 2011 ( PDF ).
  3. JB Cheng et al .: De-orphanization of Cytochrome P450 2R1, a microsomal vitamin D 25-hydroxylase. In: J Biol Chem . Volume 278, No. 39, 2003, pp. 38084-38093.
  4. Lois Jovanovic, Genell J. Subak-Sharpe: Hormones. The medical manual for women. (Original edition: Hormones. The Woman's Answerbook. Atheneum, New York 1987) From the American by Margaret Auer. Kabel, Hamburg 1989, ISBN 3-8225-0100-X , p. 376 ( 25 Hydroxycholecalciferol ).
  5. ^ BW Hollis: Assessment of vitamin D nutritional and hormonal status: what to measure and how to do it. In: Cacif Tissue Int. tape 58 , no. 1 , 1996, p. 4-5 , doi : 10.1007 / BF02509538 , PMID 8825231 .
  6. B. Hintzpeter: Vitamin D Status in Germany: Prevalence of Vitamin D Deficiency, Determinants and Potential Health Implications. Der Other Verlag, Tönning / Lübeck / Marburg 2008, ISBN 978-3-89959-782-0 .
  7. BW Hollis: Circulating 25-Hydroxyvitamin D Levels Indicative of Vitamin D Sufficiency: Implications for Establishing a New Effective Dietary Intake Recommendation for Vitamin D. In: The Journal of Nutrition. Volume 135, 2005, pp. 317-322.