Active form of vitamin D
Pharmaceutical compound
Calcitriol Pronunciation ;[ 1] [ 2] [ 3] [ 4] [ 5] Trade names Rocaltrol, Calcijex, Decostriol, others Other names 1,25-dihydroxycholecalciferol, 1alpha,25-dihydroxyvitamin D3, 1,25-dihydroxyvitamin D3 , 1α,25-(OH)2 D3 , 1,25(OH)2 D[ 6] AHFS /Drugs.com Monograph MedlinePlus a682335 License data
Pregnancy category Routes of administration By mouth , intravenous [ 7] ATC code Legal status
Protein binding 99.9% Metabolism Kidney Elimination half-life 5–8 hours (adults), 27 hours (children) Excretion Faeces (50%), urine (16%)
(1R ,3S )-5-[2-[(1R ,3aR ,7aS )-1-[(2R )-6-hydroxy-6-methyl-heptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H - inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol
CAS Number PubChem CID IUPHAR/BPS DrugBank ChemSpider UNII KEGG ChEBI ChEMBL PDB ligand CompTox Dashboard (EPA ) ECHA InfoCard 100.046.315 Formula C 27 H 44 O 3 Molar mass 416.646 g·mol−1 3D model (JSmol )
C[C@H](CCCC(C)(C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)C
InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1
Y Key:GMRQFYUYWCNGIN-NKMMMXOESA-N
Y
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Calcitriol is a hormone and the active form of vitamin D , normally made in the kidney .[ 8] [ 9] [ 10] It is also known as 1,25-dihydroxycholecalciferol . It binds to and activates the vitamin D receptor in the nucleus of the cell, which then increases the expression of many genes.[ 11] Calcitriol increases blood calcium mainly by increasing the uptake of calcium from the intestines .[ 7]
It can be given as a medication for the treatment of low blood calcium and hyperparathyroidism due to kidney disease , low blood calcium due to hypoparathyroidism , osteoporosis , osteomalacia , and familial hypophosphatemia ,[ 7] [ 12] and can be taken by mouth or by injection into a vein .[ 7] Excessive amounts or intake can result in weakness, headache, nausea, constipation, urinary tract infections , and abdominal pain.[ 7] [ 12] Serious side effects may include high blood calcium and anaphylaxis .[ 7]
Calcitriol was identified as the active form of vitamin D in 1971 and the drug was approved for medical use in the United States in 1978.[ 7] It is available as a generic medication .[ 12] In 2022, it was the 254th most commonly prescribed medication in the United States, with more than 1 million prescriptions.[ 13] [ 14] It is on the World Health Organization's List of Essential Medicines .[ 15]
^ Elsevier , Dorland's Illustrated Medical Dictionary , Elsevier.
^ Wolters Kluwer , Stedman's Medical Dictionary , Wolters Kluwer.
^ Merriam-Webster , Merriam-Webster's Medical Dictionary , Merriam-Webster.
^ Houghton Mifflin Harcourt, The American Heritage Dictionary of the English Language , Houghton Mifflin Harcourt, archived from the original on 25 September 2015, retrieved 25 September 2015 .
^ Merriam-Webster , Merriam-Webster's Unabridged Dictionary , Merriam-Webster, archived from the original on 25 May 2020, retrieved 25 September 2015 .
^ "IUPAC-IUB Joint Commission on Biochemical Nomenclature (JCBN): Nomenclature of vitamin D. Recommendations 1981" . European Journal of Biochemistry . 124 (2): 223– 227. May 1982. doi :10.1111/j.1432-1033.1982.tb06581.x . PMID 7094913 .
^ a b c d e f g "Calcitriol Monograph for Professionals" . Drugs.com . American Society of Health-System Pharmacists. Retrieved 9 April 2019 .
^ Plum LA, DeLuca HF (December 2010). "Vitamin D, disease and therapeutic opportunities". Nature Reviews. Drug Discovery . 9 (12): 941– 955. doi :10.1038/nrd3318 . PMID 21119732 . S2CID 8894111 .
^ Encyclopedia of Endocrine Diseases . Academic Press. 2018. p. 344. ISBN 9780128122006 .
^ "Office of Dietary Supplements - Vitamin D" . ods.od.nih.gov . 9 October 2020. Retrieved 31 October 2020 .
^ Norman AW (August 2008). "From vitamin D to hormone D: fundamentals of the vitamin D endocrine system essential for good health" . The American Journal of Clinical Nutrition . 88 (2): 491S – 499S . doi :10.1093/ajcn/88.2.491S . PMID 18689389 .
^ a b c British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. pp. 1050– 1051. ISBN 9780857113382 .
^ "The Top 300 of 2022" . ClinCalc . Archived from the original on 30 August 2024. Retrieved 30 August 2024 .
^ "Calcitriol Drug Usage Statistics, United States, 2013 - 2022" . ClinCalc . Retrieved 30 August 2024 .
^ World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023) . Geneva: World Health Organization. hdl :10665/371090 . WHO/MHP/HPS/EML/2023.02.