The 25-hydroxy-derivative of vitamin D, also known as 25-hydroxycholecalciferol, the main storage and circulating form of the vitamin in the body.
Calcifediol
| Food and Nutrition: calcidiol |
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| Wikipedia: Calcifediol |
| Calcifediol | |
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| IUPAC name |
(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 Calcifediol |
| Identifiers | |
| CAS number | 19356-17-3  |
| PubChem | 5283731 |
| MeSH | Calcifediol |
| SMILES |
O[C@H]1CC(\C(=C)CC1)=C\C=C2/CCC[C@]3(C2CC[C@@H]3[C@H](C)CCCC(O)(C)C)C
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| 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
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| InChI key | JWUBBDSIWDLEOM-BNQRRPJDBR |
| ChemSpider ID | 4938806 |
| Properties | |
| Molecular formula | C27H44O2 |
| Molar mass | 400.64 g/mol |
| (what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Calcifediol (INN), also known as calcidiol, 25-hydroxycholecalciferol, or 25-hydroxyvitamin D (abbreviated 25(OH)D), is a prehormone which is produced by hydroxylation of vitamin D3 (cholecalciferol) in the liver. Calcidiol 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.[1][2]
Clinical significance
In medicine, blood concentration of calcidiol is considered the best indicator of vitamin D status.[3] It is the most sensitive measure,[4] though experts have called for improved standardization and reproducibility across different laboratories.[3] The normal range varies widely depending on several factors, including age and geographic location. A broad reference range of 20–150 nmol/L has been suggested,[5] while several studies have defined levels below 80 nmol/L as indicative of vitamin D deficiency.[6]
Increasing calcidiol levels are associated with increasing fractional absorption of calcium from the gut up to levels of 80 nmol/L (32 ng/mL).[citation needed] Urinary calcium excretion balances intestinal calcium absorption and does not increase with calcidiol levels up to ~400 nmol/L (160 ng/mL).[7]
References
- ^ Bender, David A.; Mayes, Peter A (2006). "Micronutrients: Vitamins & Minerals". in Victor W. Rodwell; Murray, Robert F.; Harper, Harold W.; Granner, Darryl K.; Mayes, Peter A.. Harper's Illustrated Biochemistry. New York: Lange/McGraw-Hill. pp. 492–3. ISBN 0-07-146197-3. http://books.google.com.br/books?id=QrJCZ1v5T6AC. Retrieved December 10, 2008 through Google Book Search.
- ^ Institute of Medicine (1997). "Vitamin D". Dietary Reference Intakes for Calcium, Phosphorus, Magnesium, Vitamin D, and Fluoride. Washington, D.C: National Academy Press. pp. 254. ISBN 0-309-06403-1. http://www.nap.edu/openbook.php?record_id=5776&page=250.
- ^ a b Heaney, Robert P (Dec 2004). "Functional indices of vitamin D status and ramifications of vitamin D deficiency". American Journal of Clinical Nutrition 80 (6): 1706S-1709S. http://www.ajcn.org/cgi/content/full/80/6/1706S.
- ^ Institute of Medicine (1997), p. 259
- ^ Bender, David A. (2003). "Vitamin D". Nutritional biochemistry of the vitamins. Cambridge: Cambridge University Press. ISBN 0-521-80388-8. http://books.google.com.br/books?id=pxEJNs0IUo4C. Retrieved December 10, 2008 through Google Book Search.
- ^ Hollis BW (February 2005). "Circulating 25-hydroxyvitamin D levels indicative of vitamin D sufficiency: implications for establishing a new effective dietary intake recommendation for vitamin D". J Nutr 135 (2): 317–22. PMID 15671234. http://jn.nutrition.org/cgi/pmidlookup?view=long&pmid=15671234.
- ^ Kimball et al. (2004). "Safety of vitamin D3 in adults with multiple sclerosis". J Clin Endocrinol Metab. PMID 17823429.
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 | Food and Nutrition. A Dictionary of Food and Nutrition. Copyright © 1995, 2003, 2005 by A. E. Bender and D. A. Bender. All rights reserved. Read more |
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