Calcidiol

Calcifediol
Names


IUPAC names (6R)-6-[(1R,3aR,4E,7aR)-4-[(2Z)-2-[(5S)-5- Hydroxy-2-methylidene-cyclohexylidene] ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro- 1H-inden-1-yl]-2-methyl-heptan-2-ol
Other names 25-Hydroxyvitamin D3 25-Hydroxycholecalciferol Calcidiol
Identifiers
CAS Number	19356-17-3^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:17933^N
ChEMBL	ChEMBL1222^Y
ChemSpider	4446820^N
DrugBank	DB00146^Y
ECHA InfoCard	100.039.067
IUPHAR/BPS	6921
MeSH	Calcifediol
PubChem	5283731
UNII	T0WXW8F54E^Y
InChI InChI=1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1^N Key: JWUBBDSIWDLEOM-DTOXIADCSA-N^N InChI=1/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1 Key: JWUBBDSIWDLEOM-DTOXIADCBI
SMILES O[C@@H]1CC(\C(=C)CC1)=C\C=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@H](C)CCCC(O)(C)C)C
Properties
Chemical formula	C₂₇H₄₄O₂
Molar mass	400.64 g/mol
Pharmacology
ATC code	A11CC06 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N (what is ^YN ?)
Infobox references

Calcifediol (INN), also known as calcidiol, 25-hydroxycholecalciferol, or 25-hydroxyvitamin D (abbreviated 25(OH)D), is a prehormone that is produced in the liver by hydroxylation of vitamin D₃ (cholecalciferol) by the enzyme cholecalciferol 25-hydroxylase which was isolated by Michael F. Holick. Physicians worldwide measure this metabolite to determine a patient's vitamin D status. At a typical daily intake of vitamin D3, its full conversion to calcifediol takes approximately 7 days.

Calcifediol is then converted in the kidneys (by the enzyme 25(OH)D-1α-hydroxylase) into calcitriol (1,25-(OH)₂D₃), a secosteroid hormone that is the active form of vitamin D. It can also be converted into 24-hydroxycalcidiol in the kidneys via 24-hydroxylation.

In medicine, a 25-hydroxy vitamin D (calcifediol) blood test is used to determine how much vitamin D is in the body. The blood concentration of calcifediol is considered the best indicator of vitamin D status.

This test can be used to diagnose vitamin D deficiency, and it is indicated in patients with high risk for vitamin D deficiency and when the results of the test would be used as supporting evidence for beginning aggressive therapies. Patients with osteoporosis, chronic kidney disease, malabsorption, obesity, and some other infections may be high risk and thus have greater indication for this test. Although vitamin D deficiency is common in some populations including those living at higher latitudes or with limited sun exposure, the 25(OH)D test is not indicated for entire populations. Physicians may advise low risk patients to take over-the-counter vitamin D in place of having screening.

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