Cholecalciferol may be used in kidney disease to keep calcium levels normal and allow normal bone growth.
Cholecalciferol is used to prevent and treat Vitamin D deficiency.
Cholecalciferol is also used to treat certain bone conditions, including osteoporosis (thinning of the bone) when given with other medicines.
CAS Number: 67-97-0
EC Number: 200-673-2
Chemical Formula: C27H44O
Molecular Weight: 384.64 g/mol
SYNONYMS:
Cholecalciferol, Vitamin D3, Calciol, Activated 7-Dehydrocholesterol, (3β,5Z,7E)-9,10-Secocholesta-5,7,10(19)-trien-3-ol, Colecalciferol, D-Vitamin, Delta-D, Aquacalciferol, Vitamin D3, cholecalciferol, 67-97-0, Colecalciferol, Calciol, Ricketon, Oleovitamin D3, Deparal, Arachitol, Delsterol, Trivitan, Ebivit, Vigantol, Vigorsan, vitamin d-3, Colecalcipherol, Colecalciferolum, Cholecalciferolum, D3-Vicotrat, D3-Vigantol, Vi-de-3-hydrosol, NEO Dohyfral D3, Provitina, Rampage, 1406-16-2, Vitinc Dan-Dee-3, (+)-Vitamin D3, Cholecalciferol, D3, Colecalciferolo, Vi-De3, Duphafral D3 1000, Delta-D, Colecalciferol D3, Quintox, Irradiated 7-dehydrocholesterol, CCRIS 6286, HSDB 820, Videkhol, 7-Dehydrocholesterol, irradiated, FeraCol, CHEBI:28940, Granuvit D3, CC, EINECS 200-673-2, MFCD00078131, Colecalciferolum [INN-Latin], EPA Pesticide Chemical Code 202901, NSC 375571, NSC-375571, UNII-1C6V77QF41, VIGANTOLETTEN, (1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol, Colecalciferol [INN], 1C6V77QF41, (3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol, Vitamin d (cholecalciferol), 9,10-Seco(5Z,7E)-5,7,10(19)-cholestatrien-3-ol, AK R215 COMPONENT COLECALCIFEROL, AK-R215 COMPONENT COLECALCIFEROL, 9,10-Seco(5Z,7E)-5,7,10(19)-cholestatrien-3-ol, Micro-dee, DTXSID6026294, Vitamin d3 (as cholecalciferol), (5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-trien-3-ol, 9,10-Secocholesta-5,7,10(19)-trien-3-ol, (3beta,5Z,7E)-, Vitamin d assay system suitability, VidDe-3-hydrosol, Cholecalciferol [USP:BAN:JAN:ISO], NSC375571, Colecalciferol (INN), (3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol, Vitamin D3 10 microg/mL in Acetonitrile, (5Z,7E)-(3S)-9,10-seco-5,7,10(19)-cholestatrien-3-ol, 9,10-Secocholesta-5,7,10(19)-trien-3-ol, (3b,5Z,7E)-, 9,10-Secocholestra-5,7,10(19)-trien-3-ol, (3beta,5Z,7E)-, 9,10-Secocholesta-5,7,10(19)-trien-3-ol, Colecalciferolum (INN-Latin), COLECALCIFEROL (MART.), COLECALCIFEROL [MART.], CHOLECALCIFEROL (USP-RS), CHOLECALCIFEROL [USP-RS], 9,10-Seco(5Z,7E)-5,7,10(19)-cholestatrien-3beta-ol, Colecalciferolo [DCIT], 9,10-Secocholesta-5(Z),7(E),10(19)-trien-3(.beta.)-ol, 9,10-Secocholesta-5,7,10(19)-trien-3-ol, (3.beta.,5Z,7E)-, CHOLECALCIFEROL (EP MONOGRAPH), Cholecalciferol (USP:BAN:JAN:ISO), CHOLECALCIFEROL [EP MONOGRAPH], CHOLECALCIFEROL (USP MONOGRAPH), CHOLECALCIFEROL [USP MONOGRAPH], (1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(1R)-1,5-dimethylhexyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylene-cyclohexanol, (S,Z)-3-(2-((1R,3aS,7aR,E)-7a-methyl-1-((R)-6-methylheptan-2-yl)octahydro-4H-inden-4-ylidene)ethylidene)-4-methylenecyclohexan-1-ol, Cyclohexanol, 3-[(2E)-2-[(1R,3aS,7aR)-1-[(1R)-1,5-dimethylhexyl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-, (1S,3Z)-, Vitamin D 3, CCRIS 5813, Vitamin D3 emulsifiable, EINECS 215-797-2, DTXCID306294, UNII-9VU1KI44GP, Devaron, Vitamin D3 (Cholecalciferol), (3.beta.,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol, vitaminum d3, DP-R206, Osteo-Vit3, Prestwick_63, Cholecalciferol D3, NCGC00159331-02, Cyclohexanol, 3-((2E)-2-((1R,3aS,7aR)-1-((1R)-1,5-dimethylhexyl)octahydro-7a-methyl-4H-inden-4-ylidene)ethylidene)-4-methylene-, (1S,3Z)-, 9,10-secocholesta-5,7,10-trien-3-ol, Novel-D3, DECALCITROL, ()-Vitamin D3, Cholecalciferol (D3), Delta-D (TN), VITA-DESIC, CHOLECALCIFEROL IMPURITY A (EP IMPURITY), Vitamin D3 (Standard), Prestwick3_000429, bmse000507, UPCMLD-DP152, VITAMIN D3 [MI], VITAMIN D3 [FCC], SCHEMBL3126, 9VU1KI44GP, CHEMBL1042, BSPBio_000418, CHOLECALCIFEROL [ISO], CHOLECALCIFEROL [JAN], 9,10-Secocholesta-5,7,10(19)-trien-3beta-ol, Cholecalciferol; 67-97-0, Cholecalciferol (JP18/USP), CHOLECALCIFEROL [HSDB], CHOLECALCIFEROL [VANDF], BPBio1_000460, MEGxm0_000458, COLECALCIFEROL [WHO-DD], COLECALCIFEROL [WHO-IP], UPCMLD-DP152:001, ACon1_001997, A11CC05, COLECALCIFEROL [EMA EPAR], HMS2096E20, Cholecalciferol, >=98% (HPLC), (1S)-3-{2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol, (1S,3Z)-3-((2E)-2-((1R,3AR,7AS)-7A-METHYL-1-((2R)-6-METHYLHEPTAN-2-YL)-2,3,3A,5,6,7-HEXAHYDRO-1H-INDEN-4-YLIDENE)ETHYLIDENE)-4-METHYLIDENE-CYCLOHEXAN-1-OL, (1S,3Z)-3-[(2E)-2-[(1R,3AR,7AS)-7A-METHYL-1-[(2R)-6-METHYLHEPTAN-2-YL]-2,3,3A,5,6,7-HEXAHYDRO-1H-INDEN-4-YLIDENE]ETHYLIDENE]-4-METHYLIDENE-CYCLOHEXAN-1-OL, 2416217-93-9, Cholecalciferol, analytical standard, GROWTH SUPPORTPATCH, HAUTUKI, BDBM50030475, CHOLECALCIFEROL [ORANGE BOOK], HY-15398R, LMST03020001, s4063, Cholecalciferol for system suitability, 5,7-CHOLESTADIEN-3-BETAL-OL, AKOS015950641, AC-8884, CCG-268466, COLECALCIFEROLUM [WHO-IP LATIN], CS-1179, DB00169, DP-R206 COMPONENT VITAMIN D3, SMP1_000068, USEPA/OPP Pesticide Code: 202901, NCGC00091072-01, NCGC00159331-04, BS-42465, HY-15398, Cholecalciferol (D3), analytical standard, NS00008889, C05443, D00188, FOSAMAX PLUS D COMPONENT CHOLECALCIFEROL, Cholecalciferol, meets USP testing specifications, Q139347, (5E,7E)-9,10-Secocholesta-5,7,10-trien-3-ol, Q-201931, VITAMIN D ASSAY SYSTEM SUITABILITY [USP-RS], BRD-K62779383-001-05-5, 3-beta,Z,7E-9,10-Secocholestr-5,7,10(19)-trien-3-ol, (3beta,Z,7E)-9,10-Secocholesta-5,7,10(19)-trien-3-ol, Cholecalciferol, European Pharmacopoeia (EP) Reference Standard, Colecalciferol, British Pharmacopoeia (BP) Reference Standard, (5E,7E)-9,10-SECOCHOLESTA-5,7,10(19)-TRIEN-3beta-OL, Cholecalciferol, United States Pharmacopeia (USP) Reference Standard, Cholecalciferol for system suitability, European Pharmacopoeia (EP) Reference Standard, (1S,3Z)-3-[(2E)-2-[7a-Methyl-1-(6-methylheptan-2-yl)-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol, Cholecalciferol (Vitamin D3), Pharmaceutical Secondary Standard; Certified Reference Material, Cholecalciferol, (+)-Vitamin D3, 7-Dehydrocholesterol activated, Activated 7-dehydrocholesterol, Calciol
Cholecalciferol, also known as vitamin D3 or colecalciferol, is a type of vitamin D that is produced by the skin when exposed to UVB light; it is found in certain foods and can be taken as a dietary supplement.
Cholecalciferol is synthesised in the skin following sunlight exposure.
Cholecalciferol is then converted in the liver to calcifediol (25-hydroxycholecalciferol D), which is further converted in the kidney to calcitriol (1,25-dihydroxycholecalciferol D).
One of calcitriol’s most important functions is to promote calcium uptake by the intestines.
Cholecalciferol is present in food such as fatty fish, beef liver, eggs, and cheese.
In some countries, cholecalciferol is also added to products like plants, cow milk, fruit juice, yogurt, and margarine.
Cholecalciferol can be taken orally as a dietary supplement to prevent vitamin D deficiency or as a medication to treat associated diseases, including rickets.
Cholecalciferol is also used in the management of familial hypophosphatemia, hypoparathyroidism that is causing low blood calcium, and Fanconi syndrome.
Vitamin-D supplements may not be effective in people with severe kidney disease.
Cholecalciferol was first described in 1936.
Cholecalciferol is on the World Health Organization's List of Essential Medicines.
In 2022, Cholecalciferol was the 62nd most commonly prescribed medication in the United States, with more than 10 million prescriptions.
Cholecalciferol is available as a generic medication.
Cholecalciferol is a form of vitamin D.
Cholecalciferol helps your body to take in more calcium and phosphorous from the food you eat, and helps your kidneys to keep more calcium instead of peeing it out.
Cholecalciferol is vitamin D3.
Vitamin D helps your body absorb calcium.
Cholecalciferol is used as a dietary supplement in people who do not get enough vitamin D in their diets to maintain adequate health.
Cholecalciferol may also be used for purposes not listed in this guide.
Cholecalciferol is a naturally occuring form of vitamin D.
Cholecalciferol induces cell differentiation and prevents proliferation of cancer cells.
Cholecalciferol is available in the following dosage forms:
*Oil
*Wafer
*Capsule
*Tablet
*Capsule, Liquid Filled
*Tablet, Chewable
*Suspension
*Tablet, Disintegrating
*Solution
Cholecalciferol is a form of vitamin D.
Cholecalciferol has several roles in the body including helping the body absorb calcium for bone health.
Cholecalciferol Drug administaration and Dosage available
Take the Cholecalciferol as your physician advises.
Usually, the tablets will be taken with or without food.
Do not crush, chew, or open the medicine.
Your physician will decide the correct dosage and duration based on age, body weight, and disease condition.
Only stop taking the tablet if your doctor advises you to stop.
Cholecalciferol belongs to the class of 'Vitamins', primarily used to treat low blood calcium levels.
Cholecalciferol effectively treats various conditions in the body like Vitamin D deficiency, osteoporosis (weak and brittle bones), hypoparathyroidism (parathyroid glands make low levels of calcium in the body), latent tetany (a muscle disease with low blood calcium levels) and rickets or osteomalacia (softening or deforming of bones due to lack of calcium).
Vitamin D deficiency occurs when your body has low Vitamin D levels and is caused by inadequate nutrition, intestinal malabsorption, or lack of sunlight exposure.
Cholecalciferol is a form of vitamin D.
Cholecalciferol promotes the absorption of calcium, phosphates, and Vitamin A from different organs and helps maintain overall health.
Take Cholecalciferol as advised.
Your physician will decide the dosage based on your medical condition.
Cholecalciferol is likely safe to consume.
In some cases, Cholecalciferol may cause side effects like constipation, increased blood calcium levels, increased calcium levels in urine, vomiting, and nausea.
Tell your physician if you are allergic to Cholecalciferol.
Pregnant or breastfeeding women should consult their physician before taking Cholecalciferol.
Higher doses of Vitamin D than the recommended daily dose should be used in pregnant women only when advised by the doctor. Cholecalciferol passes into the breast milk.
Hence, breastfeeding mothers need to seek medical advice before starting Cholecalciferol.
Cholecalciferol is safe to use in children when recommended by the paediatrician.
Cholecalciferol should be used with caution in hypercalcemia, renal impairment, heart diseases, kidney stones and hypervitaminosis D (having too much vitamin D).
Cholecalciferol appears as fine colorless crystals.
Cholecalciferol is a hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group.
Cholecalciferol is the inactive form of vitamin D3, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone.
Cholecalciferol has a role as a human metabolite and a geroprotector.
Cholecalciferol is a seco-cholestane, a hydroxy seco-steroid, a member of D3 vitamins, a secondary alcohol and a steroid hormone.
Vitamin D, in general, is a secosteroid generated in the skin when 7-dehydrocholesterol located there interacts with ultraviolet irradiation - like that commonly found in sunlight.
Both the endogenous form of vitamin D (that results from 7-dehydrocholesterol transformation), Cholecalciferol, and the plant-derived form, vitamin D2 (ergocalciferol), are considered the main forms of vitamin d and are found in various types of food for daily intake.
Structurally, ergocalciferol differs from cholecalciferol in that it possesses a double bond between C22 and C23 and has an additional methyl group at C24.
Finally, ergocalciferol is pharmacologically less potent than cholecalciferol, which makes vitamin D3 the preferred agent for medical use.
Appropriate levels of vitamin D must be upheld in the body in order to maintain calcium and phosphorus levels in a healthy physiologic range to sustain a variety of metabolic functions, transcription regulation, and bone metabolism.
However, studies are also ongoing to determine whether or not cholecalciferol may also play certain roles in cancer, autoimmune disorders, cardiovascular disease, and other medical conditions that may be associated with vitamin D deficiency.
Cholecalciferol is a Vitamin D.
Cholecalciferol has been reported in Cestrum diurnum, Solanum tuberosum, and other organisms with data available.
Cholecalciferol is a steroid hormone produced in the skin when exposed to ultraviolet light or obtained from dietary sources.
The active form of cholecalciferol, 1,25-dihydroxycholecalciferol (calcitriol) plays an important role in maintaining blood calcium and phosphorus levels and mineralization of bone.
The activated form of cholecalciferol binds to vitamin D receptors and modulates gene expression.
This leads to an increase in serum calcium concentrations by increasing intestinal absorption of phosphorus and calcium, promoting distal renal tubular reabsorption of calcium and increasing osteoclastic resorption.
Cholecalciferol is a small molecule drug with a maximum clinical trial phase of IV (across all indications) that was first approved in 1999 and has 3 approved and 101 investigational indications.
Cholecalciferol is only found in individuals that have used or taken this drug.
Cholecalciferol is a derivative of 7-dehydroxycholesterol formed by ultraviolet rays breaking of the C9-C10 bond.
Cholecalciferol differs from ergocalciferol in having a single bond between C22 and C23 and lacking a methyl group at C24.
The first step involved in the activation of Cholecalciferol is a 25-hydroxylation which is catalysed by the 25-hydroxylase in the liver and then by other enzymes.
The mitochondrial sterol 27-hydroxylase catalyses the first reaction in the oxidation of the side chain of sterol intermediates.
The active form of Cholecalciferol binds to intracellular receptors that then function as transcription factors to modulate gene expression.
Like the receptors for other steroid hormones and thyroid hormones, the vitamin D receptor has hormone-binding and DNA-binding domains.
The vitamin D receptor forms a complex with another intracellular receptor, the retinoid-X receptor, and that heterodimer is what binds to DNA.
In most cases studied, the effect is to activate transcription, but situations are also known in which vitamin D suppresses transcription.
Cholecalciferol increases the serum calcium concentrations by: increasing GI absorption of phosphorus and calcium, increasing osteoclastic resorption, and increasing distal renal tubular reabsorption of calcium.
Cholecalciferol appears to promote intestinal absorption of calcium through binding to the vitamin D receptor in the mucosal cytoplasm of the intestine.
Subsequently, calcium is absorbed through formation of a calcium-binding protein.
Cholecalciferol is a form of Vitamin D used in the treatment of specific medical conditions such as refractory rickets, hypoparathyroidism, and familial hypophosphatemia, as well as osteoporosis and chronic kidney disease.
Vitamin D, in general, is a secosteroid generated in the skin when 7-dehydrocholesterol located there interacts with ultraviolet irradiation - like that commonly found in sunlight.
Both the endogenous form of vitamin D (that results from 7-dehydrocholesterol transformation), Cholecalciferol, and the plant-derived form, vitamin D2 (ergocalciferol), are considered the main forms of vitamin d and are found in various types of food for daily intake.
Structurally, ergocalciferol differs from cholecalciferol in that it possesses a double bond between C22 and C23 and has an additional methyl group at C24.
Finally, ergocalciferol is pharmacologically less potent than cholecalciferol, which makes vitamin D3 the preferred agent for medical use.
USES and APPLICATIONS of CHOLECALCIFEROL:
Medical uses: Cholecalciferol (vitamin D3) appears to stimulate the body's interferon type I signaling system that protects against bacteria and viruses, unlike vitamin D2.
Cholecalciferol is used for research use only.
Cholecalciferol is a dietary supplement that is used to treat vitamin D deficiency.
Cholecalciferol is also used with calcium to maintain bone strength.
Cholecalciferol is available both over-the-counter (OTC) and with your doctor's prescription.
Cholecalciferol is a fat-soluble vitamin that helps your body absorb calcium and phosphorus.
Having the right amount of Cholecalciferol, calcium, and phosphorus is important for building and keeping strong bones.
Cholecalciferol is used to treat and prevent bone disorders (such as rickets, osteomalacia).
Cholecalciferol is made by the body when skin is exposed to sunlight. Sunscreen, protective clothing, limited exposure to sunlight, dark skin, and age may prevent getting enough vitamin D from the sun.
Cholecalciferol with calcium is used to treat or prevent bone loss (osteoporosis).
Cholecalciferol is also used with other medications to treat low levels of calcium or phosphate caused by certain disorders (such as hypoparathyroidism, pseudohypoparathyroidism, familial hypophosphatemia).
Cholecalciferol may be used in kidney disease to keep calcium levels normal and allow normal bone growth.
Cholecalciferol drops (or other supplements) are given to breastfed infants because breast milk usually has low levels of vitamin D.
Cholecalciferol is used to prevent and treat Vitamin D deficiency.
Cholecalciferol is also used to treat certain bone conditions, including osteoporosis (thinning of the bone) when given with other medicines.
Cholecalciferol is used to treat Osteoporosis, Osteomalacia (Rickets), Vitamin D deficiency, Hypoparathyroidism and Latent tetany.
Cholecalciferol is used as a dietary supplement for people who do not get enough Cholecalciferol in their diet.
Foods that are high in Cholecalciferol include egg yolks, fatty fish, fortified milk, and fortified cereal.
Cholecalciferol is also produced naturally when the body is exposed to sunlight.
If your child doesn’t get enough Cholecalciferol, they have a higher risk of bone conditions such as rickets or osteoporosis.
Vitamin D also plays a role in the wellness of nerves, muscles, and immune system.
MEDICINAL BENEFITS OF CHOLECALCIFEROL:
Cholecalciferol is used to treat low blood calcium levels.
Cholecalciferol effectively treats various conditions in the body like Cholecalciferol deficiency, osteoporosis, hypoparathyroidism, latent tetany and rickets or osteomalacia.
Cholecalciferol contains Vitamin D3.
Cholecalciferol is a steroid hormone produced in the skin when exposed to ultraviolet light or obtained from food sources.
Cholecalciferol is a provitamin that is converted into a vitamin after intake.
Cholecalciferol helps maintain blood calcium and phosphorus levels and mineralization of bone.
Cholecalciferol is also used in treating familial hypophosphatemia (a group of rare inherited disorders characterized by impaired kidney conservation of phosphate and, in some cases, altered vitamin D metabolism).
DIRECTIONS OF CHOLECALCIFEROL FOR USE:
*Tablet/Capsule/Extended-release tablet:
Take it with or without food as advised by the physician.
Swallow it as a whole with a glass of water.
Do not crush, chew or break it.
*Chewable tablet:
Chew the tablet completely and swallow.
Do not swallow it as a whole.
*Syrup:
Shake the bottle well before use.
Take the recommended dose by mouth using the measuring cup provided by the pack.
*Oral drops:
Shake the bottle well before use.
Give the suggested dose to your child by mouth using dropper provided by the pack.
*Granules:
Check the label for directions before use.
Mix the granules in water, stir well and drink immediately.
*Orally disintegrating strip:
Place one strip on the top of your tongue and allow it to disintegrate.
Swallow the dissolved medicine.
Do not swallow or chew the strip.
Avoid handling the strip with wet hands.
WHY IS CHOLECALCIFEROL PRESCRIBED?
Cholecalciferol (vitamin D3) is used as a dietary supplement when the amount of vitamin D in the diet is not enough.
People most at risk for vitamin D deficiency are older adults, breastfed infants, people with dark skin, obese people, and those with limited sun exposure, or gastrointestinal disease (GI; affecting the stomach or intestines) such as Crohn's disease or celiac disease.
Cholecalciferol (vitamin D3) is also used along with calcium to prevent and treat bone diseases such as rickets (softening and weakening of bones in children caused by lack of vitamin D), osteomalacia (softening and weakening of bones in adults caused by lack of vitamin D), and osteoporosis (a condition in which the bones become thin and weak and break easily).
Cholecalciferol (vitamin D3) is in a class of medications called vitamin D analogs.
Cholecalciferol is needed by the body for healthy bones, muscles, nerves, and to support the immune system.
Cholecalciferol works by helping the body to use more of the calcium found in foods or supplements.
HOW SHOULD CHOLECALCIFEROL BE USED?
Cholecalciferol (vitamin D3) comes as a capsule, gel capsule, chewable gel (gummy), tablet, and liquid drops to take by mouth.
It is usually taken once or twice daily depending on the preparation, your age, and your medical condition(s).
Cholecalciferol is available without a prescription, but your doctor may prescribe cholecalciferol to treat certain conditions.
Check with your doctor or pharmacist before taking a cholecalciferol (vitamin D) supplement.
Take cholecalciferol at around the same time every day.
Follow the directions on your product label or doctor's instructions carefully, and ask your doctor or pharmacist to explain any part you do not understand.
Take cholecalciferol exactly as directed.
Do not take more or less of it or take it more often than recommended by your doctor.
Cholecalciferol liquid drops may be added to your child's food or drink.
Cholecalciferol supplements are available alone and in combination with vitamins, and in combination with medications.
INDUSTRIAL PRODUCTION OF CHOLECALCIFEROL:
Cholecalciferol is produced industrially for use in vitamin supplements and to fortify foods.
As a pharmaceutical drug it is called cholecalciferol (USAN) or colecalciferol (INN, BAN).
Cholecalciferol is produced by the ultraviolet irradiation of 7-dehydrocholesterol extracted from lanolin found in sheep's wool.
Cholesterol is extracted from wool grease and wool wax alcohols obtained from the cleaning of wool after shearing.
The cholesterol undergoes a four-step process to make 7-dehydrocholesterol, the same compound that is produced in the skin of animals.
The 7-dehydrocholesterol is then irradiated with ultraviolet light. Some unwanted isomers are formed during irradiation: these are removed by various techniques, leaving a resin which melts at about room temperature and usually has a potency of 25000000 to 30000000 International Units/gram.
Cholecalciferol is also produced industrially for use in vitamin supplements from lichens, which is suitable for vegans
VITAMIN D DEFICIENCY OF CHOLECALCIFEROL:
Cholecalciferol is a form of vitamin D which is naturally synthesized in skin and functions as a pro-hormone, being converted to calcitriol.
This is important for maintaining calcium levels and promoting bone health and development.
As a medication, cholecalciferol may be taken as a dietary supplement to prevent or to treat vitamin D deficiency.
One gram is 40000000 (40×106) IU, equivalently 1 IU is 0.025 μg, or 25 ng.
Dietary reference intake values for vitamin D (ergocalciferol, which is D2, or cholecalciferol, which is D3), or both, have been established and recommendations vary depending on the country.
BIOCHEMISTRY OF CHOLECALCIFEROL:
Structure:
Cholecalciferol is one of the five forms of vitamin D.
Cholecalciferol is a secosteroid, that is, a steroid molecule with one ring open.
MECHANISM OF ACTION OF CHOLECALCIFEROL:
Mechanism of action
By itself cholecalciferol is inactive.
Cholecalciferol is converted to its active form by two hydroxylations: the first in the liver, by CYP2R1 or CYP27A1, to form 25-hydroxycholecalciferol (calcifediol, 25-OH vitamin D3).
The second hydroxylation occurs mainly in the kidney through the action of CYP27B1 to convert 25-OH vitamin D3 into 1,25-dihydroxycholecalciferol (calcitriol, 1,25-(OH)2vitamin D3).
All these metabolites are bound in blood to the vitamin D-binding protein.
The action of Cholecalciferol is mediated by the vitamin D receptor, a nuclear receptor which regulates the synthesis of hundreds of proteins and is present in virtually every cell in the body.
BIOSYNTHESIS OF CHOLECALCIFEROL:
7-Dehydrocholesterol is the precursor of cholecalciferol.
Within the epidermal layer of skin, 7-dehydrocholesterol undergoes an electrocyclic reaction as a result of UVB light at wavelengths between 290 and 310 nm, with peak synthesis occurring at 293 nm.
This results in the opening of the vitamin precursor B-ring through a conrotatory pathway making previtamin D3 (pre-cholecalciferol).
In a process which is independent of UV light, the pre-cholecalciferol then undergoes a [1,7] antarafacial sigmatropic rearrangement
and therein finally isomerizes to form vitamin D3.
The active UVB wavelengths are little present in sunlight, and sufficient amounts of cholecalciferol can be produced with moderate exposure of the skin, depending on the strength of the sun.
Time of day, season, latitude, and altitude affect the strength of the sun, and pollution, cloud cover or glass all reduce the amount of UVB exposure.
Exposure of face, arms and legs, averaging 5–30 minutes twice per week, may be sufficient, but the darker the skin, and the weaker the sunlight, the more minutes of exposure are needed.
Vitamin D overdose is impossible from UV exposure; the skin reaches an equilibrium where the vitamin degrades as fast as it is created.
Cholecalciferol can be produced in skin from the light emitted by the UV lamps in tanning beds, which produce ultraviolet primarily in the UVA spectrum, but typically produce 4% to 10% of the total UV emissions as UVB.
Levels in blood are higher in frequent users of tanning salons.
A 293 nanometer UVB light emitting diode (LED) was found to be 2.4 times more efficient in producing vitamin D3 than the sun in less than 1⁄60 the time.
Whether cholecalciferol and all forms of vitamin D are by definition "vitamins" can be disputed, since the definition of vitamins includes that the substance cannot be synthesized by the body and must be ingested.
Cholecalciferol is synthesized by the body during UVB radiation exposure.
The three steps in the synthesis and activation of Cholecalciferol are regulated as follows:
Cholecalciferol is synthesized in the skin from 7-dehydrocholesterol under the action of ultraviolet B (UVB) light.
Cholecalciferol reaches an equilibrium after several minutes depending on the intensity of the UVB in the sunlight – determined by latitude, season, cloud cover, and altitude – and the age and degree of pigmentation of the skin.
Hydroxylation in the endoplasmic reticulum of liver hepatocytes of cholecalciferol to calcifediol (25-hydroxycholecalciferol) by 25-hydroxylase is loosely regulated, if at all, and blood levels of this molecule largely reflect the amount of cholecalciferol produced in the skin combined with any vitamin D2 or D3 ingested.
Hydroxylation in the kidneys of calcifediol to calcitriol by 1-alpha-hydroxylase is tightly regulated: it is stimulated by parathyroid hormone and serves as the major control point in the production of the active circulating hormone Cholecalciferol (1,25-dihydroxyvitamin D3).
HOW TO USE CHOLECALCIFEROL TABLET:
Take Cholecalciferol by mouth as directed.
Cholecalciferol is best absorbed when taken after a meal but may be taken with or without food.
Alfacalcidol is usually taken with food.
Follow all directions on the product package.
If you have any questions, ask your doctor or pharmacist.
If your doctor has prescribed this medication, take as directed by your doctor.
Your dosage is based on your medical condition, amount of sun exposure, diet, age, and response to treatment.
If you are using the liquid form of this medication, carefully measure the dose using a special measuring device/spoon.
Do not use a household spoon because you may not get the correct dose.
If you are taking the chewable tablet or wafers, chew the medication thoroughly before swallowing.
Do not swallow whole wafers.
If you are taking the rapidly-dissolving tablets, dry your hands before handling the medication.
Place each dose on the tongue, allow it to dissolve completely, and then swallow it with saliva or water.
You do not need to take this medication with water.
Certain medications (bile acid sequestrants such as cholestyramine/colestipol, mineral oil, orlistat) can decrease the absorption of Cholecalciferol.
Take your doses of these medications as far as possible from your doses of Cholecalciferol (at least 2 hours apart, longer if possible).
It may be easiest to take Cholecalciferol at bedtime if you are also taking these other medications.
Ask your doctor or pharmacist how long you should wait between doses and for help finding a dosing schedule that will work with all your medications.
Take this medication regularly to get the most benefit from it.
To help you remember, take it at the same time each day if you are taking it once a day.
If you are taking this medication once a week, take it on the same day each week.
Mark your calendar with a reminder.
If your doctor has recommended that you follow a special diet (such as a diet high in calcium), it is very important to follow the diet to get the most benefit from this medication and to prevent serious side effects.
Do not take other supplements/vitamins unless ordered by your doctor.
PHYSICAL and CHEMICAL PROPERTIES of CHOLECALCIFEROL:
Chemical Formula: C27H44O
Molecular Weight: 384.64 g/mol
Appearance: White or off-white crystalline powder
Odor: Odorless
Melting Point: 84-85°C
Solubility: Insoluble in water, soluble in ethanol, methanol, and oils
Stability: Sensitive to light, heat, and air;
should be stored in a cool, dark place
EC Number: 200-673-2
CAS Number: 67-97-0
Formula: C27H44O
Molar mass: 384.648 g·mol−1
Melting point: 83 to 86 °C (181 to 187 °F)
Boiling point: 496.4 °C (925.5 °F)
Solubility in water:
Practically insoluble in water,
freely soluble in ethanol, methanol,
and some other organic solvents.
Slightly soluble in vegetable oils.
Molecular Weight: 384.6 g/mol
XLogP3-AA: 7.9
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 6
Exact Mass: 384.339216023 Da
Monoisotopic Mass: 384.339216023 Da
Topological Polar Surface Area: 20.2 Ų
Heavy Atom Count: 28
Formal Charge: 0
Complexity: 610
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 5
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 2
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Physical state: crystalline
Color: white
Odor: odorless
Melting point/freezing point:
Melting point/range: 83 - 86 °C - lit.
Initial boiling point and boiling range: No data available
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits: No data available
Flash point: Not applicable
Autoignition temperature: No data available
Decomposition temperature: No data available
pH: No data available
Viscosity:
Viscosity, kinematic: No data available,
Viscosity, dynamic: No data available
Water solubility: No data available
Partition coefficient: n-octanol/water: log Pow: 10.24
Vapor pressure: No data available
Density: No data available
Relative density: No data available
Relative vapor density: No data available
Particle characteristics: No data available
Explosive properties: No data available
Oxidizing properties: none
Other safety information: No data available
CAS number: 67-97-0
EC index number: 603-180-00-4
EC number: 200-673-2
Grade: Ph Eur, BP, USP
Hill Formula: C₂₇H₄₄O
Molar Mass: 384.65 g/mol
HS Code: 2936 29 21
Melting Point: 84 - 85 °C
Solubility: <0.1 g/l
FIRST AID MEASURES of CHOLECALCIFEROL:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available
ACCIDENTAL RELEASE MEASURES of CHOLECALCIFEROL:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.
FIRE FIGHTING MEASURES of CHOLECALCIFEROL:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.
EXPOSURE CONTROLS/PERSONAL PROTECTION of CHOLECALCIFEROL:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.
HANDLING and STORAGE of CHOLECALCIFEROL:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.
STABILITY and REACTIVITY of CHOLECALCIFEROL:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature) .
-Possibility of hazardous reactions:
No data available