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IdentificationPharmacologyInteractionsReferencesTrialsEconomicsPropertiesSpectraTaxonomyErgocalciferol
Identification
- Name
- Ergocalciferol
- Accession Number
- DB00153 (NUTR00005, APRD00426)
- Type
- Small Molecule
- Groups
- Approved, Nutraceutical
- Description
Ergocalciferol (Vitamin D2) is a derivative of ergosterol formed by ultraviolet rays breaking of the C9-C10 bond. It differs from cholecalciferol in having a double bond between C22 and C23 and a methyl group at C24.
- Structure
Structure for Ergocalciferol (DB00153)
- Synonyms
- (3β,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol
- (5Z,7E,22E)-(3S)-9,10-seco-5,7,10(19),22-ergostatetraen-3-ol
- (5Z,7E,22E)-(3S)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol
- Activated ergosterol
- Ercalciol
- Ergocalciférol
- Ergocalciferol
- Ergocalciferolum
- Oleovitamin D2
- Viosterol
- Vitamin D2
- Vitamina D2
- Product Images
- Prescription Products
Name Dosage Strength Route Labeller Marketing Start Marketing End D-forte Capsule 50000 unit Oral Euro Pharm International Canada Inc 2017-08-16 Not applicable Canada 
D-forte Capsule 50000 unit Oral Sandoz Canada Incorporated 1999-12-30 Not applicable Canada Drisdol Capsule, liquid filled 1.25 mg/1 Oral Validus Pharmaceuticals LLC 2018-04-01 Not applicable US 
Drisdol Capsule, liquid filled 1.25 mg/1 Oral Sanofi Aventis 1974-11-11 2017-02-28 US Drisdol Capsule, liquid filled 1.25 mg/1 Oral Validus Pharmaceuticals 1974-01-11 2018-03-31 US Drisdol Capsule 1.25 mg/1 Oral Sanofi Aventis 1974-11-11 2014-04-30 US Drisdol Capsule, liquid filled 1.25 mg/1 Oral Avera McKennan Hospital 2016-02-05 2018-07-05 US Osto-D2 Capsule 50000 unit Oral Paladin Labs Inc 2008-02-08 Not applicable Canada Radiostol Cap 50000iu Capsule 50000 unit Oral Allen & Hanburys A Glaxo Canada Ltd. Co. 1989-12-15 1996-09-10 Canada - Generic Prescription Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Ergocalciferol Capsule, liquid filled 1.25 mg/1 Oral Remedy Repack 2017-01-25 Not applicable US Ergocalciferol Capsule, liquid filled 1.25 mg/1 Oral Sigma Pharm Laboratories, Llc 2012-01-28 Not applicable US Ergocalciferol Capsule, liquid filled 1.25 mg/1 Oral Av Kare, Inc. 2012-06-05 2016-02-02 US Ergocalciferol Capsule 1.25 mg/1 Oral Aphena Pharma Solutions Tennessee, Inc. 2011-11-15 Not applicable US Ergocalciferol Capsule 1.25 mg/1 Oral Golden State Medical Supply Inc 2009-05-20 Not applicable US Ergocalciferol Capsule, liquid filled 1.25 mg/1 Oral Rising Pharmaceuticals 2010-07-23 Not applicable US Ergocalciferol Capsule, liquid filled 1.25 mg/1 Oral Banner Life Sciences Llc. 2015-06-01 Not applicable US Ergocalciferol Capsule 1.25 mg/1 Oral Amerincan Health Packaging 2011-01-28 Not applicable US Ergocalciferol Capsule, liquid filled 1.25 mg/1 Oral PD-Rx Pharmaceuticals, Inc. 2016-06-15 Not applicable US Ergocalciferol Capsule, liquid filled 1.25 mg/1 Oral Ready Meds 2010-07-23 Not applicable US - Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Vitamin D 400 I.U. Tablets Tablet 400 unit Oral General Nutrition Canada Inc. 1997-04-18 2001-09-12 Canada - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Aquasol A & D Drops Ergocalciferol (8000 unit) + Vitamin A (40000 unit) Solution / drops Oral Rhone Poulenc Rorer 1993-12-31 1996-09-09 Canada Cal/mag 2:1 With D Ergocalciferol (100 unit) + Calcium (350 mg) + Magnesium (175 mg) Tablet Oral Wn Pharmaceuticals Ltd. 1998-06-26 2000-02-02 Canada Calcium and Magnesium Citrate With Vitamin D Ergocalciferol (100 unit) + Calcium (275 mg) + Magnesium (137.5 mg) Tablet Oral Sisu Inc. 1997-10-28 2005-07-13 Canada Calcium Chelate Plus Vit D Ergocalciferol (400 unit) + Calcium (50 mg) Tablet Oral Hall Laboratories, Ltd. 1981-12-31 2003-09-11 Canada Calcium Citrate W Vitamin D Tab Ergocalciferol (100 unit) + Calcium Citrate (250 mg) Tablet Oral Nutri Dyn Products Ltd. 1994-12-31 1996-09-09 Canada Calcium Magnesium 2:1 Tablets With Vitamin D Ergocalciferol (200 unit) + Calcium (300 mg) + Magnesium (150 mg) Tablet Oral Sisu Inc. 2004-01-30 2009-08-04 Canada Calcium Magnesium Avec Vitamine D Et Zinc Ergocalciferol (135 unit) + Calcium (335 mg) + Magnesium oxide (167 mg) + Zinc gluconate (10 mg) Tablet Oral Les Aliments Nutri Source Inc. 1991-12-31 1996-09-09 Canada Calcium Magnesium Plus Vitamin D Liquid Ergocalciferol (2 unit) + Calcium gluconate (6 mg) + Inositol (.6 mg) + Magnesium citrate (3 mg) Liquid Oral Jamp Pharma Corporation 2002-04-22 2003-02-05 Canada Calcium Mg and Zn Capsules With Vitamin D Ergocalciferol (100 unit) + Calcium (333.33 mg) + Magnesium (166.67 mg) + Zinc (6 mg) Capsule Oral Rheingold Food International Ltd. 1995-12-31 2007-07-26 Canada Calcium With Vitamin D2 Ergocalciferol (200 unit) + Calcium (250 mg) Capsule Oral Sisu Inc. 2002-12-18 2008-07-25 Canada - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Se-Natal Ergocalciferol (400 [iU]/1) + Calcium Carbonate (250 mg/1) + Cupric oxide (2 mg/1) + Cyanocobalamin (12 ug/1) + DL-alpha tocopheryl acetate (30 [iU]/1) + Docusate sodium (50 mg/1) + Ferrous fumarate (90 mg/1) + Folic Acid (1 mg/1) + Niacin (20 mg/1) + Niacinamide ascorbate (120 mg/1) + Potassium Iodide (150 ug/1) + Pyridoxine hydrochloride (20 mg/1) + Riboflavin (3.4 mg/1) + Thiamine mononitrate (3 mg/1) + Vitamin A acetate (4000 [iU]/1) + Zinc oxide (25 ug/1) Tablet Oral Seton Pharmaceuticals 2009-04-16 2011-07-31 US - International/Other Brands
- Calcidol / Deltalin
- Categories
- Alimentary Tract and Metabolism
- Bone Density Conservation Agents
- Cholestanes
- Cholestenes
- Cytochrome P-450 CYP3A Substrates
- Cytochrome P-450 CYP3A4 Substrates
- Diet, Food, and Nutrition
- Food
- Food and Beverages
- Growth Substances
- Lipids
- Membrane Lipids
- Micronutrients
- Physiological Phenomena
- Secosteroids
- Steroids
- Sterols
- Vitamin D and Analogues
- Vitamins
- Vitamins (Fat Soluble)
- UNII
- VS041H42XC
- CAS number
- 50-14-6
- Weight
- Average: 396.6484
Monoisotopic: 396.33921603 - Chemical Formula
- C28H44O
- InChI Key
- MECHNRXZTMCUDQ-RKHKHRCZSA-N
- InChI
- InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1
- IUPAC Name
- (1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol
- SMILES
- CC(C)[C@@H](C)\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C
Pharmacology
- Indication
For use in the management of hypocalcemia and its clinical manifestations in patients with hypoparathyroidism, as well as for the treatment of familial hypophosphatemia (vitamin D resistant rickets). This drug has also been used in the treatment of nutritional rickets or osteomalacia, vitamin D dependent rickets, rickets or osteomalacia secondary to long-term high dose anticonvulsant therapy, early renal osteodystrophy, osteoporosis (in conjunction with calcium), and hypophosphatemia associated with Fanconi syndrome (with treatment of acidosis).
- Associated Conditions
- Associated Therapies
- Pharmacodynamics
Ergoalcifediol (Vitamin D2) is a fat soluble steroid hormone precursor of vitamin D. The principal biologic function of vitamin D is the maintenance of normal levels of serum calcium and phosphorus in the bloodstream by enhancing the efficacy of the small intestine to absorb these minerals from the diet. Cholecalciferol is synthesized within our bodies naturally, but if UV exposure is inadequate or the metabolism of cholecalciferol is abnormal, then an exogenous source is required. Vitamin D2 is converted to 25-hydroxyvitamin D (25OHD) in the liver, and then to the active form, 1,25-dihydroxyvitamin D (1,25(OH)2D), in the kidney. Once transformed, it binds to the vitamin D receptor, which leads to a variety of regulatory roles. Vitamin D plays an important role in maintaining calcium balance and in the regulation of parathyroid hormone (PTH). It promotes renal reabsorption of calcium, increases intestinal absorption of calcium and phosphorus, and increases calcium and phosphorus mobilization from bone to plasma. Very few foods naturally contain vitamin D. Sources that contain the vitamin include fatty fish, the liver and fat of aquatic mammals (e.g., seals, polar bears), and eggs from chickens fed vitamin D-fortified feed. As such, many countries have instituted policies to fortify certain foods with vitamin D to compensate for the potentially low exposures of skin to sunlight. Vitamin D deficiency results in inadequate mineralization of bone or compensatory skeletal demineralization and causes decreased ionized calcium concentrations in blood and a resultant increase in the production and secretion of PTH. Increase in PTH stimulates the mobilization of skeletal calcium, inhibits renal excretion of calcium, and stimulates renal excretion of phosphorus. This results in normal fasting serum calcium concentrations and low or near-normal serum phosphorus. The enhanced mobilization of skeletal calcium induced by this secondary hyperparathyroidism leads porotic bone.
- Mechanism of action
Activated ergocalciferol increases serum calcium and phosphate concentrations, primarily by increasing intestinal absorption of calcium and phosphate through binding to a specific receptor in the mucosal cytoplasm of the intestine. Subsequently, calcium is absorbed through formation of a calcium-binding protein. 25-hydroxyergocalciferol is the intermediary metabolite of ergocalciferol. Although this metabolite exhibits 2–5 times more activity than unactivated ergocalciferol in curing rickets and inducing calcium absorption and mobilization (from bone) in animals, this increased activity is still insufficient to affect these functions at physiologic concentrations. Activated ergocalciferol stimulate resorption of bone and are required for normal mineralization of bone. Physiological doses of ergocalciferol also promotes calcium reabsorption by the kidneys, but the significance of this effect is not known.
Target Actions Organism AVitamin D3 receptor agonistHuman - Absorption
Readily absorbed from small intestine (proximal or distal), requires presence of bile salts.
- Volume of distribution
- Not Available
- Protein binding
>99.8%
- Metabolism
Within the liver, ergocalciferol is hydroxylated to ercalcidiol (25-hydroxyergocalciferol) by the enzyme 25-hydroxylase. Within the kidney, ercalcidiol serves as a substrate for 1-alpha-hydroxylase, yielding ercalcitriol (1,25-dihydroxyergocalciferol), the biologically active form of vitamin D2.
- Route of elimination
- Not Available
- Half life
19 to 48 hours (however, stored in fat deposits in body for prolonged periods).
- Clearance
- Not Available
- Toxicity
LD50 = 23.7 mg/kg (Orally in mice); LD50 = 10 mg/kg (Orally in rats ); Nausea, vomiting and diarrhea, weight loss, irritability, weakness, fatigue, lassitude, and headache.
- Affected organisms
- Humans and other mammals
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
Drug Interaction (R)-warfarin The metabolism of (R)-warfarin can be decreased when combined with Ergocalciferol. (S)-Warfarin The metabolism of (S)-Warfarin can be decreased when combined with Ergocalciferol. 1alpha-Hydroxyvitamin D5 The risk or severity of adverse effects can be increased when Ergocalciferol is combined with 1alpha-Hydroxyvitamin D5. 3,5-diiodothyropropionic acid The metabolism of 3,5-diiodothyropropionic acid can be decreased when combined with Ergocalciferol. 4-hydroxycoumarin The metabolism of 4-hydroxycoumarin can be decreased when combined with Ergocalciferol. 5-androstenedione The metabolism of 5-androstenedione can be decreased when combined with Ergocalciferol. 6-Deoxyerythronolide B The metabolism of Ergocalciferol can be decreased when combined with 6-Deoxyerythronolide B. 6-O-benzylguanine The metabolism of 6-O-benzylguanine can be decreased when combined with Ergocalciferol. Abemaciclib The metabolism of Abemaciclib can be decreased when combined with Ergocalciferol. Abiraterone The metabolism of Abiraterone can be decreased when combined with Ergocalciferol. - Food Interactions
- Not Available
References
- Synthesis Reference
Charles W. Bishop, Glenville Jones, Ronald L. Horst, Nicholas J. Koszewski, Joyce C. Knutson, Raju Penmasta, Robert M. Moriarty, Stephen Strugnell, Timothy A. Reinhardt, Liang Guo, Sanjay K. Singhal, Lei Zhao, "Methods for preparation and use of 1A,24(S)-dihydroxy vitamin D2." U.S. Patent US5789397, issued March, 1992.
US5789397- General References
- DeLuca HF: Overview of general physiologic features and functions of vitamin D. Am J Clin Nutr. 2004 Dec;80(6 Suppl):1689S-96S. [PubMed:15585789]
- External Links
- Human Metabolome Database
- HMDB0000900
- KEGG Drug
- D00187
- KEGG Compound
- C05441
- PubChem Compound
- 5280793
- PubChem Substance
- 46505053
- ChemSpider
- 4444351
- ChEBI
- 28934
- ChEMBL
- CHEMBL1536
- Therapeutic Targets Database
- DAP000291
- PharmGKB
- PA449484
- HET
- D2V
- RxList
- RxList Drug Page
- Drugs.com
- Drugs.com Drug Page
- PDRhealth
- PDRhealth Drug Page
- Wikipedia
- Ergocalciferol
- ATC Codes
- A11CC01 — Ergocalciferol
- AHFS Codes
- 88:16.00 — Vitamin D
- PDB Entries
- 3czh
- MSDS
- Download (78.4 KB)
Clinical Trials
- Clinical Trials
Pharmacoeconomics
- Manufacturers
- Eli lilly and co
- Sanofi aventis us llc
- Orit laboratories llc
- Sigmapharm laboratories llc
- Strides arcolab ltd
- Sun pharmaceutical industries inc
- Banner pharmacaps inc
- Chase chemical co lp
- Everylife
- Impax laboratories inc
- Lannett co inc
- Vitarine pharmaceuticals inc
- West ward pharmaceutical corp
- Packagers
- Banner Pharmacaps Inc.
- Bayer Healthcare
- Breckenridge Pharmaceuticals
- Caraco Pharmaceutical Labs
- Gallipot
- Longs Drug Store
- Major Pharmaceuticals
- Optimum Pharmacueticals Inc.
- PD-Rx Pharmaceuticals Inc.
- Physicians Total Care Inc.
- Pliva Inc.
- Rising Pharmaceuticals
- Sanofi-Aventis Inc.
- Superior Pharmeceuticals
- Walgreen Co.
- Winthrop Us
- Dosage forms
Form Route Strength Solution / drops Oral Capsule Oral Tablet Oral Capsule Oral 1.25 mg/1 Capsule, liquid filled Oral 1.25 mg/1 Tablet, effervescent Oral Injection, powder, lyophilized, for solution Intravenous Kit Liquid Intravenous Syrup Oral Capsule Oral 50000 unit Capsule Oral 1.25 1/1 Tablet Oral 400 unit Liquid Oral - Prices
Unit description Cost Unit Ergocalciferol powder 234.4USD g Doral 15 mg tablet 3.41USD tablet Doral 7.5 mg tablet 3.37USD tablet Drisdol 50000 unit capsule 2.34USD capsule Drisdol 8288 unit/ml Liquid 0.48USD ml Vitamin d 400 unit softgel 0.04USD softgel capsule Longs vitamin d 400 unit tablet 0.03USD tablet DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 116.5 °C PhysProp water solubility 50 mg/L TOMLIN,C (1994) logP 7.3 Not Available - Predicted Properties
Property Value Source Water Solubility 0.000433 mg/mL ALOGPS logP 7.59 ALOGPS logP 7.05 ChemAxon logS -6 ALOGPS pKa (Strongest Acidic) 18.38 ChemAxon pKa (Strongest Basic) -1.3 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 1 ChemAxon Hydrogen Donor Count 1 ChemAxon Polar Surface Area 20.23 Å2 ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 128.89 m3·mol-1 ChemAxon Polarizability 50.73 Å3 ChemAxon Number of Rings 3 ChemAxon Bioavailability 1 ChemAxon Rule of Five No ChemAxon Ghose Filter No ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET features
Property Value Probability Human Intestinal Absorption + 1.0 Blood Brain Barrier + 0.9428 Caco-2 permeable + 0.8323 P-glycoprotein substrate Substrate 0.6628 P-glycoprotein inhibitor I Inhibitor 0.7614 P-glycoprotein inhibitor II Non-inhibitor 0.8391 Renal organic cation transporter Non-inhibitor 0.796 CYP450 2C9 substrate Non-substrate 0.8432 CYP450 2D6 substrate Non-substrate 0.9003 CYP450 3A4 substrate Substrate 0.7362 CYP450 1A2 substrate Non-inhibitor 0.9046 CYP450 2C9 inhibitor Non-inhibitor 0.8924 CYP450 2D6 inhibitor Non-inhibitor 0.9519 CYP450 2C19 inhibitor Non-inhibitor 0.8784 CYP450 3A4 inhibitor Non-inhibitor 0.8142 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8163 Ames test Non AMES toxic 0.9401 Carcinogenicity Non-carcinogens 0.9169 Biodegradation Not ready biodegradable 0.9742 Rat acute toxicity 3.6931 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8502 hERG inhibition (predictor II) Non-inhibitor 0.7513
Spectra
- Mass Spec (NIST)
- Download (9.78 KB)
- Spectra
Taxonomy
- Description
- This compound belongs to the class of organic compounds known as vitamin d and derivatives. These are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Steroids and steroid derivatives
- Sub Class
- Vitamin D and derivatives
- Direct Parent
- Vitamin D and derivatives
- Alternative Parents
- Triterpenoids / Secondary alcohols / Cyclic alcohols and derivatives / Hydrocarbon derivatives
- Substituents
- Triterpenoid / Cyclic alcohol / Secondary alcohol / Organic oxygen compound / Hydrocarbon derivative / Organooxygen compound / Alcohol / Aliphatic homopolycyclic compound
- Molecular Framework
- Aliphatic homopolycyclic compounds
- External Descriptors
- hydroxy seco-steroid, seco-ergostane, vitamin D (CHEBI:28934) / Vitamin D2 and derivatives, Fat-soluble vitamins (C05441) / Vitamin D2 and derivatives (LMST03010000)
Targets
- Kind
- Protein
- Organism
- Human
- Pharmacological action
- Yes
- Actions
- Agonist
- General Function
- Zinc ion binding
- Specific Function
- Nuclear hormone receptor. Transcription factor that mediates the action of vitamin D3 by controlling the expression of hormone sensitive genes. Recruited to promoters via its interaction with BAZ1B...
- Gene Name
- VDR
- Uniprot ID
- P11473
- Uniprot Name
- Vitamin D3 receptor
- Molecular Weight
- 48288.64 Da
References
- Carvallo L, Henriquez B, Olate J, van Wijnen AJ, Lian JB, Stein GS, Onate S, Stein JL, Montecino M: The 1alpha,25-dihydroxy Vitamin D3 receptor preferentially recruits the coactivator SRC-1 during up-regulation of the osteocalcin gene. J Steroid Biochem Mol Biol. 2007 Mar;103(3-5):420-4. Epub 2007 Jan 10. [PubMed:17218095]
- Liu W, Tretiakova M, Kong J, Turkyilmaz M, Li YC, Krausz T: Expression of vitamin D3 receptor in kidney tumors. Hum Pathol. 2006 Oct;37(10):1268-78. Epub 2006 Jul 27. [PubMed:16949927]
- Ewing AK, Attner M, Chakravarti D: Novel regulatory role for human Acf1 in transcriptional repression of vitamin D3 receptor-regulated genes. Mol Endocrinol. 2007 Aug;21(8):1791-806. Epub 2007 May 22. [PubMed:17519354]
- Gallagher JC, Sai AJ: Vitamin D insufficiency, deficiency, and bone health. J Clin Endocrinol Metab. 2010 Jun;95(6):2630-3. doi: 10.1210/jc.2010-0918. [PubMed:20525913]
- Straube S, Derry S, Moore RA, McQuay HJ: Vitamin D for the treatment of chronic painful conditions in adults. Cochrane Database Syst Rev. 2010 Jan 20;(1):CD007771. doi: 10.1002/14651858.CD007771.pub2. [PubMed:20091647]
- Jurutka PW, Bartik L, Whitfield GK, Mathern DR, Barthel TK, Gurevich M, Hsieh JC, Kaczmarska M, Haussler CA, Haussler MR: Vitamin D receptor: key roles in bone mineral pathophysiology, molecular mechanism of action, and novel nutritional ligands. J Bone Miner Res. 2007 Dec;22 Suppl 2:V2-10. doi: 10.1359/jbmr.07s216. [PubMed:18290715]
- Mikhak B, Hunter DJ, Spiegelman D, Platz EA, Hollis BW, Giovannucci E: Vitamin D receptor (VDR) gene polymorphisms and haplotypes, interactions with plasma 25-hydroxyvitamin D and 1,25-dihydroxyvitamin D, and prostate cancer risk. Prostate. 2007 Jun 15;67(9):911-23. [PubMed:17440943]
- Marks HD, Fleet JC, Peleg S: Transgenic expression of the human Vitamin D receptor (hVDR) in the duodenum of VDR-null mice attenuates the age-dependent decline in calcium absorption. J Steroid Biochem Mol Biol. 2007 Mar;103(3-5):513-6. Epub 2007 Jan 5. [PubMed:17207992]
- Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352]
Enzymes
- Kind
- Protein
- Organism
- Human
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Oxidoreductase activity
- Specific Function
- Has a role in maintaining calcium homeostasis. Catalyzes the NADPH-dependent 24-hydroxylation of calcidiol (25-hydroxyvitamin D(3)) and calcitriol (1-alpha,25-dihydroxyvitamin D(3)). The enzyme can...
- Gene Name
- CYP24A1
- Uniprot ID
- Q07973
- Uniprot Name
- 1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial
- Molecular Weight
- 58874.695 Da
References
- Masuda S, Strugnell SA, Knutson JC, St-Arnaud R, Jones G: Evidence for the activation of 1alpha-hydroxyvitamin D2 by 25-hydroxyvitamin D-24-hydroxylase: delineation of pathways involving 1alpha,24-dihydroxyvitamin D2 and 1alpha,25-dihydroxyvitamin D2. Biochim Biophys Acta. 2006 Feb;1761(2):221-34. Epub 2006 Feb 2. [PubMed:16516540]
- Sakaki T, Kagawa N, Yamamoto K, Inouye K: Metabolism of vitamin D3 by cytochromes P450. Front Biosci. 2005 Jan 1;10:119-34. Print 2005 Jan 1. [PubMed:15574355]
- Abe D, Sakaki T, Kusudo T, Kittaka A, Saito N, Suhara Y, Fujishima T, Takayama H, Hamamoto H, Kamakura M, Ohta M, Inouye K: Metabolism of 2 alpha-propoxy-1 alpha,25-dihydroxyvitamin D3 and 2 alpha-(3-hydroxypropoxy)-1 alpha,25-dihydroxyvitamin D3 by human CYP27A1 and CYP24A1. Drug Metab Dispos. 2005 Jun;33(6):778-84. Epub 2005 Mar 11. [PubMed:15764712]
- Sakaki T: [Recent studies on vitamin D metabolizing enzymes]. Clin Calcium. 2006 Jul;16(7):1129-35. [PubMed:16816472]
- Inouye K, Sakaki T: Enzymatic studies on the key enzymes of vitamin D metabolism; 1 alpha-hydroxylase (CYP27B1) and 24-hydroxylase (CYP24). Biotechnol Annu Rev. 2001;7:179-94. [PubMed:11686044]
- Kind
- Protein
- Organism
- Human
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Iron ion binding
- Specific Function
- Catalyzes the conversion of 25-hydroxyvitamin D3 (25(OH)D) to 1-alpha,25-dihydroxyvitamin D3 (1,25(OH)2D) plays an important role in normal bone growth, calcium metabolism, and tissue differentiation.
- Gene Name
- CYP27B1
- Uniprot ID
- O15528
- Uniprot Name
- 25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrial
- Molecular Weight
- 56503.475 Da
References
- Turunen MM, Dunlop TW, Carlberg C, Vaisanen S: Selective use of multiple vitamin D response elements underlies the 1 alpha,25-dihydroxyvitamin D3-mediated negative regulation of the human CYP27B1 gene. Nucleic Acids Res. 2007;35(8):2734-47. Epub 2007 Apr 10. [PubMed:17426122]
- Gallagher JC, Sai AJ: Vitamin D insufficiency, deficiency, and bone health. J Clin Endocrinol Metab. 2010 Jun;95(6):2630-3. doi: 10.1210/jc.2010-0918. [PubMed:20525913]
- Sakaki T, Kagawa N, Yamamoto K, Inouye K: Metabolism of vitamin D3 by cytochromes P450. Front Biosci. 2005 Jan 1;10:119-34. Print 2005 Jan 1. [PubMed:15574355]
- Sakaki T: [Recent studies on vitamin D metabolizing enzymes]. Clin Calcium. 2006 Jul;16(7):1129-35. [PubMed:16816472]
- Inouye K, Sakaki T: Enzymatic studies on the key enzymes of vitamin D metabolism; 1 alpha-hydroxylase (CYP27B1) and 24-hydroxylase (CYP24). Biotechnol Annu Rev. 2001;7:179-94. [PubMed:11686044]
- Kind
- Protein
- Organism
- Human
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Vitamin d3 25-hydroxylase activity
- Specific Function
- Catalyzes the first step in the oxidation of the side chain of sterol intermediates; the 27-hydroxylation of 5-beta-cholestane-3-alpha,7-alpha,12-alpha-triol. Has also a vitamin D3-25-hydroxylase a...
- Gene Name
- CYP27A1
- Uniprot ID
- Q02318
- Uniprot Name
- Sterol 26-hydroxylase, mitochondrial
- Molecular Weight
- 60234.28 Da
References
- Binkley N, Ramamurthy R, Krueger D: Low vitamin D status: definition, prevalence, consequences, and correction. Endocrinol Metab Clin North Am. 2010 Jun;39(2):287-301, table of contents. doi: 10.1016/j.ecl.2010.02.008. [PubMed:20511052]
- Masuda S, Strugnell SA, Knutson JC, St-Arnaud R, Jones G: Evidence for the activation of 1alpha-hydroxyvitamin D2 by 25-hydroxyvitamin D-24-hydroxylase: delineation of pathways involving 1alpha,24-dihydroxyvitamin D2 and 1alpha,25-dihydroxyvitamin D2. Biochim Biophys Acta. 2006 Feb;1761(2):221-34. Epub 2006 Feb 2. [PubMed:16516540]
- Sakaki T, Kagawa N, Yamamoto K, Inouye K: Metabolism of vitamin D3 by cytochromes P450. Front Biosci. 2005 Jan 1;10:119-34. Print 2005 Jan 1. [PubMed:15574355]
- Abe D, Sakaki T, Kusudo T, Kittaka A, Saito N, Suhara Y, Fujishima T, Takayama H, Hamamoto H, Kamakura M, Ohta M, Inouye K: Metabolism of 2 alpha-propoxy-1 alpha,25-dihydroxyvitamin D3 and 2 alpha-(3-hydroxypropoxy)-1 alpha,25-dihydroxyvitamin D3 by human CYP27A1 and CYP24A1. Drug Metab Dispos. 2005 Jun;33(6):778-84. Epub 2005 Mar 11. [PubMed:15764712]
- Sakaki T: [Recent studies on vitamin D metabolizing enzymes]. Clin Calcium. 2006 Jul;16(7):1129-35. [PubMed:16816472]
- Kind
- Protein
- Organism
- Human
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Vitamin d3 25-hydroxylase activity
- Specific Function
- Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
- Gene Name
- CYP3A4
- Uniprot ID
- P08684
- Uniprot Name
- Cytochrome P450 3A4
- Molecular Weight
- 57342.67 Da
References
- Binkley N, Ramamurthy R, Krueger D: Low vitamin D status: definition, prevalence, consequences, and correction. Endocrinol Metab Clin North Am. 2010 Jun;39(2):287-301, table of contents. doi: 10.1016/j.ecl.2010.02.008. [PubMed:20511052]
- Kind
- Protein
- Organism
- Human
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Vitamin d3 25-hydroxylase activity
- Specific Function
- Has a D-25-hydroxylase activity on both forms of vitamin D, vitamin D(2) and D(3).
- Gene Name
- CYP2R1
- Uniprot ID
- Q6VVX0
- Uniprot Name
- Vitamin D 25-hydroxylase
- Molecular Weight
- 57358.82 Da
References
- Ramos-Lopez E, Bruck P, Jansen T, Pfeilschifter JM, Radeke HH, Badenhoop K: CYP2R1-, CYP27B1- and CYP24-mRNA expression in German type 1 diabetes patients. J Steroid Biochem Mol Biol. 2007 Mar;103(3-5):807-10. Epub 2007 Jan 16. [PubMed:17223345]
- Ramos-Lopez E, Bruck P, Jansen T, Herwig J, Badenhoop K: CYP2R1 (vitamin D 25-hydroxylase) gene is associated with susceptibility to type 1 diabetes and vitamin D levels in Germans. Diabetes Metab Res Rev. 2007 Nov;23(8):631-6. [PubMed:17607662]
- Masuda S, Strugnell SA, Knutson JC, St-Arnaud R, Jones G: Evidence for the activation of 1alpha-hydroxyvitamin D2 by 25-hydroxyvitamin D-24-hydroxylase: delineation of pathways involving 1alpha,24-dihydroxyvitamin D2 and 1alpha,25-dihydroxyvitamin D2. Biochim Biophys Acta. 2006 Feb;1761(2):221-34. Epub 2006 Feb 2. [PubMed:16516540]
Drug created on June 13, 2005 07:24 / Updated on November 17, 2018 07:05