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47763 Supelco

Cholecalciferol (D3)

analytical standard

Synonym: (+)-Vitamin D3, 7-Dehydrocholesterol activated, Activated 7-dehydrocholesterol, Calciol, Cholecalciferol

  • CAS Number 67-97-0

  • Empirical Formula (Hill Notation) C27H44O

  • Molecular Weight 384.64

  •  Beilstein Registry Number 2339331

  •  EC Number 200-673-2

  •  MDL number MFCD00078131

  •  PubChem Substance ID 24871395

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Description

Biochem/physiol Actions

Vitamin D acts through a receptor that is a member of the ligand-dependent transcription factor superfamily. Modulates the proliferation and differentiation of both normal and cancer cells. Has antiproliferative and antimetastatic effects on breast, colon, and prostate cancer cells. Activated vitamin D receptors in intestine and bone maintain calcium absorbance and homeostasis.

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Vitamin D<SUB>3</SUB> solution

100 μg/mL in ethanol, 97% (CP)

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Hazard Codes (Europe) 
T+
Risk Statements (Europe) 
Safety Statements (Europe) 
28-36/37-45
RIDADR 
UN 2811 6.1 / PGII
WGK Germany 
2
RTECS 
VS2900000

Documents

Certificate of Analysis

Protocols & Articles

Peer-Reviewed Papers

References

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Differentiating agents and the treatment of prostate cancer: Vitamin D3 and peroxisome proliferator-activated receptor γ ligands. Leibowitz, S.B., and Kantoff, P.W. Semin. Oncol. 30, 698-708, (2003)

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Evolution and function of vitamin D. Holick, M.F. Rec. Res. Canc. Res. 164, 3-28, (2003)

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Vitamin D3 receptor as a target for breast cancer prevention. Welsh, J., et al. J. Nutr. 133, 2425S-2433S, (2003)

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Genetic signatures of differentiation induced by 1α,25-dihydroxyvitamin D3 in human colon cancer cells. Palmer, H.G., et al. Cancer Res. 63, 7799-7806, (2003)

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Effect of different dosages of oral vitamin D supplementation on vitamin D status in healthy, breastfed infants: a randomized trial. Gallo S, Comeau K, Vanstone C, et al. JAMA 309(17), 1785-92, (2013)

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Effect of vitamin D supplementation on antibiotic use: a randomized controlled trial. Tran B, Armstrong BK, Ebeling PR, et al. Am. J. Clin. Nutr. 99(1), 156-61, (2014)

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Effects of vitamin D supplements on bone mineral density: a systematic review and meta-analysis. Reid IR, Bolland MJ, and Grey A Lancet 383(9912), 146-55, (2014)

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Vitamin D during pregnancy and infancy and infant serum 25-hydroxyvitamin D concentration. Grant CC, Stewart AW, Scragg R, et al. Pediatrics 133(1), e143-53, (2014)

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Clinical outcomes of vitamin D deficiency and supplementation in cancer patients. Teleni L, Baker J, Koczwara B, et al. Nutr. Rev. 71(9), 611-21, (2013)

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Unrecognized vitamin D3 deficiency is common in Parkinson disease: Harvard Biomarker Study. Ding H, Dhima K, Lockhart KC, et al. Neurology 81(17), 1531-7, (2013)

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Oral intake of phenylbutyrate with or without vitamin D3 upregulates the cathelicidin LL-37 in human macrophages: a dose finding study for treatment of tuberculosis. Mily A, Rekha RS, Kamal SM, et al. BMC Pulm. Med. 13, 23, (2013)

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Bioavailability of vitamin D(2) and D(3) in healthy volunteers, a randomized placebo-controlled trial. Lehmann U, Hirche F, Stangl GI, et al. J. Clin. Endocrinol. Metab. 98(11), 4339-45, (2013)

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The paracrine feedback loop between vitamin D₃ (1,25(OH)₂D₃) and PTHrP in prehypertrophic chondrocytes. Bach FC, Rutten K, Hendriks K, et al. J. Cell Physiol. 229(12), 1999-2014, (2014)

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MART-10, a novel vitamin D analog, inhibits head and neck squamous carcinoma cells growth through cell cycle arrest at G0/G1 with upregulation of p21 and p27 and downregulation of telomerase. Chiang KC, Yeh CN, Hsu JT, et al. J. Steroid Biochem. Mol. Biol. 138, 427-34, (2013)

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Effect of vitamin D supplementation on blood pressure in blacks. Forman JP, Scott JB, Ng K, et al. Hypertension 61(4), 779-85, (2013)

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Maternal vitamin D supplementation to improve the vitamin D status of breast-fed infants: a randomized controlled trial. Oberhelman SS, Meekins ME, Fischer PR, et al. Mayo Clin. Proc. 88(12), 1378-87, (2013)

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Primary hyperparathyroidism and metabolic risk factors, impact of parathyroidectomy and vitamin D supplementation, and results of a randomized double-blind study. Norenstedt S, Pernow Y, Brismar K, et al. Eur. J. Endocrinol. 169(6), 795-804, (2013)

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Protein-enriched diet, with the use of lean red meat, combined with progressive resistance training enhances lean tissue mass and muscle strength and reduces circulating IL-6 concentrations in elderly women: a cluster randomized controlled trial. Daly RM, O'Connell SL, Mundell NL, et al. Am. J. Clin. Nutr. 99(4), 899-910, (2014)

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The hormone-like action of 1,25-(OH)2-cholecalciferol (a metabolite of the fat-soluble vitamin D) in the intestine. Norman AW Vitam. Horm. 32, 325-84, (1974)

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Common variants in CYP2R1 and GC genes are both determinants of serum 25-hydroxyvitamin D concentrations after UVB irradiation and after consumption of vitamin D₃-fortified bread and milk during winter in Denmark. Nissen J, Vogel U, Ravn-Haren G, et al. Am. J. Clin. Nutr. 101(1), 218-27, (2015)

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Core symptoms of autism improved after vitamin D supplementation. Jia F, Wang B, Shan L, et al. Pediatrics 135(1), e196-8, (2015)

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Strategy for identifying repurposed drugs for the treatment of cerebral cavernous malformation. Gibson CC, Zhu W, Davis CT, et al. Circulation 131(3), 289-99, (2015)

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Phenylbutyrate induces cathelicidin expression via the vitamin D receptor: Linkage to inflammatory and growth factor cytokines pathways. Kulkarni NN, Yi Z, Huehnken C, et al. Mol. Immunol. 63(2), 530-9, (2015)

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Vitamin D therapy in individuals with prehypertension or hypertension: the DAYLIGHT trial. Arora P, Song Y, Dusek J, et al. Circulation 131(3), 254-62, (2015)

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High vitamin D status before conception, but not during pregnancy, is inversely associated with maternal gestational diabetes mellitus in guinea pigs. Tabatabaei N, Rodd CJ, Kremer R, et al. J. Nutr. 144(12), 1994-2001, (2014)

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Dietary vitamin D during pregnancy has dose-dependent effects on long bone density and architecture in guinea pig offspring but not the sows. Tabatabaei N, Rodd CJ, Kremer R, et al. J. Nutr. 144(12), 1985-93, (2014)

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Vitamin D supplementation blocks pulmonary structural and functional changes in a rat model of perinatal vitamin D deficiency. Yurt M, Liu J, Sakurai R, et al. Am. J. Physiol. Lung Cell. Mol. Physiol. 307(11), L859-67, (2014)

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Effect of vitamin D replacement on hemoglobin concentration in subjects with concurrent iron-deficiency anemia and vitamin D deficiency: a randomized, single-blinded, placebo-controlled trial. Sooragonda B, Bhadada SK, Shah VN, et al. Acta Haematol. 133(1), 31-5, (2015)

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Vitamin D deficiency and its correction in children with sickle cell anaemia. Wykes C, Arasaretnam A, O'Driscoll S, et al. Ann. Hematol. 93(12), 2051-6, (2014)

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[Osteoporotic fractures: not only in females]. Abetel G and Ferrari S Rev. Med. Suisse 10(424), 767-8, (2014)

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Understanding vitamin D formulations. DeDea L JAAPA 26(10), 10, 12, (2013)

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Compliance with the HSE policy on vitamin D supplementation for infants. McSwiney E, Moran P, Garvey A, et al. Ir. Med. J. 106(3), 93, (2013)

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[Cholecalciferol hydroxylation in rat hepatocytes under the influence of prednisolone]. Khomenko AV Ukr. Biokhim. Zh. 85(3), 90-5, (2013)

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Dietary intake of vitamin D is not enough. Hemmings V Pract. Midwife 16(7), 16-7, 20, (2013)

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Vitamin D status among individuals attended in Health Home Care Centre, Lalitpur, Nepal. Shrestha S, Shrestha L, and Jha DK Nepal Med. Coll. J. 14(2), 84-7, (2012)

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[The off-season vitamin D3 deficiency of in children and adolescents of Moscow]. Berestovskaia VS, Laricheva ES, and Khekhlina IuV Klin. Lab. Diagn. (12), 5-7, (2012)

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Tetany with Plasmodium falciparum infection. Singh PS and Singh N J. Assoc. Physicians India 60, 57-8, (2012)

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[Derivatives of cholecalciferol in the treatment of psoriasis]. Aĭziatulov RF and Iukhymenko VV Lik. Sprava (2), 8-12, (2003)

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An overview of cholecalciferol toxicosis. Roder JD and Stair EL Vet. Hum. Toxicol. 41(5), 344, 343, (1999)

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Spectrophotometric determination of drugs with iodine. Karuna T, et al. J. Sci. Ind. Res. 65(10), 808, (2006)

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The role of vitamin D in reducing cancer risk and progression. Feldman D, Krishnan AV, Swami S, et al. Nat. Rev. Cancer 14(5), 342-57, (2014)

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Randomized, double-blind, placebo-controlled trial of vitamin D supplementation in Parkinson disease. Suzuki M, Yoshioka M, Hashimoto M, et al. Am. J. Clin. Nutr. 97(5), 1004-13, (2013)

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Long-term high-dose vitamin D3 supplementation and blood pressure in healthy adults: a randomized controlled trial. Scragg R, Slow S, Stewart AW, et al. Hypertension 64(4), 725-30, (2014)

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Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species. Denis Fourches et al Chem. Res. Toxicol. 23, 171-83, (2010)

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Ergocalciferol and cholecalciferol in CKD. Nigwekar SU, Bhan I, and Thadhani R Am. J. Kidney Dis. 60(1), 139-56, (2012)

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All-source basal vitamin D inputs are greater than previously thought and cutaneous inputs are smaller. Heaney RP, Armas LA, and French C J. Nutr. 143(5), 571-5, (2013)

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Vitamin D intoxication due to an erroneously manufactured dietary supplement in seven children. Kara C, Gunindi F, Ustyol A, et al. Pediatrics 133(1), e240-4, (2014)

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Increased expression of CYP24A1 correlates with advanced stages of prostate cancer and can cause resistance to vitamin D3-based therapies. Tannour-Louet M, Lewis SK, Louet JF, et al. FASEB J. 28(1), 364-72, (2014)

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Vitamin D in systemic lupus erythematosus: modest association with disease activity and the urine protein-to-creatinine ratio. Petri M, Bello KJ, Fang H, et al. Arthritis Rheum. 65(7), 1865-71, (2013)

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Cytochromes p450: roles in diseases. Pikuleva IA and Waterman MR J. Biol. Chem. 288(24), 17091-8, (2013)

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Zoledronic acid acutely increases sclerostin serum levels in women with postmenopausal osteoporosis. Catalano A, Morabito N, Basile G, et al. J. Clin. Endocrinol. Metab. 98(5), 1911-5, (2013)

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The effect of cholecalciferol (vitamin D3) on the risk of fall and fracture: a meta-analysis. Jackson C, Gaugris S, Sen SS, et al. QJM 100(4), 185-92, (2007)

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Cholecalciferol and placental calcium transport. Lester GE Fed. Proc. 45(10), 2524-7, (1986)

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Cell cycle arrest and apoptosis induced by 1α,25(OH)2D3 and TX 527 in Kaposi sarcoma is VDR dependent. González-Pardo V, Suares A, Verstuyf A, et al. J. Steroid Biochem. Mol. Biol. 144 Pt A, 197-200, (2014)

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A proteomic approach on the effects of TX527, a 1α,25-dihydroxyvitamin D3 analog, in human T lymphocytes. Ferreira GB, Baeke F, Verstuyf A, et al. J. Steroid Biochem. Mol. Biol. 144 Pt A, 96-101, (2014)

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Cholecalciferol. Peterson ME and Fluegeman K Top. Companion Anim. Med. 28(1), 24-7, (2013)

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Effect of calcium plus vitamin D supplementation during pregnancy in Brazilian adolescent mothers: a randomized, placebo-controlled trial. Diogenes ME, Bezerra FF, Rezende EP, et al. Am. J. Clin. Nutr. 98(1), 82-91, (2013)

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Effect of high-dose vitamin D3 on hospital length of stay in critically ill patients with vitamin D deficiency: the VITdAL-ICU randomized clinical trial. Amrein K, Schnedl C, Holl A, et al. JAMA 312(15), 1520-30, (2014)

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Changes in circulating 25-hydroxyvitamin D according to vitamin D binding protein genotypes after vitamin D₃ or D₂supplementation. Nimitphong H, Saetung S, Chanprasertyotin S, et al. Nutr. J. 12, 39, (2013)

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QSPR modeling of octanol/water partition coefficient for vitamins by optimal descriptors calculated with SMILES. A A Toropov et al Eur. J. Med. Chem. 43, 714-40, (2008)

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Stability of vitamin D(3) encapsulated in nanoparticles of whey protein isolate. Abbasi A, Emam-Djomeh Z, Mousavi MA, et al. Food Chem. 143, 379-83, (2014)

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Vitamin D3 supplementation during weight loss: a double-blind randomized controlled trial. Mason C, Xiao L, Imayama I, et al. Am. J. Clin. Nutr. 99(5), 1015-25, (2014)

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Cholecalciferol supplementation in HIV-infected youth with vitamin D insufficiency: effects on vitamin D status and T-cell phenotype: a randomized controlled trial. Giacomet V, Vigano A, Manfredini V, et al. HIV Clin. Trials 14(2), 51-60, (2013)

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Calcium and cholecalciferol supplementation provides no added benefit to nutritional counseling to improve bone mineral density in survivors of childhood acute lymphoblastic leukemia (ALL). Kaste SC, Qi A, Smith K, et al. Pediatr. Blood Cancer 61(5), 885-93, (2014)

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Toxicology of selected pesticides, drugs, and chemicals. Anticoagulant, cholecalciferol, and bromethalin-based rodenticides. Dorman DC Vet. Clin. North Am. Small Anim. Pract. 20(2), 339-52, (1990)

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Advanced glycation end products accelerate rat vascular calcification through RAGE/oxidative stress. Wei Q, Ren X, Jiang Y, et al. BMC Cardiovasc. Disord. 13, 13, (2013)

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Evaluation of vitamin D3 A-ring analogues as Hedgehog pathway inhibitors. Upasana Banerjee et al Bioorg. Med. Chem. Lett. 22, 1330-4, (2012)

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Beneficial role for supplemental vitamin D3 treatment in chronic urticaria: a randomized study. Rorie A, Goldner WS, Lyden E, et al. Ann. Allergy Asthma Immunol. 112(4), 376-82, (2014)

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MART-10, a less calcemic vitamin D analog, is more potent than 1α,25-dihydroxyvitamin D3 in inhibiting the metastatic potential of MCF-7 breast cancer cells in vitro. Chiang KC, Chen SC, Yeh CN, et al. J. Steroid Biochem. Mol. Biol. 139, 54-60, (2014)

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Calcium and vitamin d supplementation in postmenopausal women. Aloia JF, Dhaliwal R, Shieh A, et al. J. Clin. Endocrinol. Metab. 98(11), E1702-9, (2013)

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Vitamin D3 effects on lipids differ in statin and non-statin-treated humans: superiority of free 25-OH D levels in detecting relationships. Kane L, Moore K, Lütjohann D, et al. J. Clin. Endocrinol. Metab. 98(11), 4400-9, (2013)

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Assessment of OPG/RANK/RANKL gene expression levels in peripheral blood mononuclear cells (PBMC) after treatment with strontium ranelate and ibandronate in patients with postmenopausal osteoporosis. Stuss M, Rieske P, Cegłowska A, et al. J. Clin. Endocrinol. Metab. 98(5), E1007-11, (2013)

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High vitamin D3 diet administered during active colitis negatively affects bone metabolism in an adoptive T cell transfer model. Larmonier CB, McFadden RM, Hill FM, et al. Am. J. Physiol. Gastrointest. Liver Physiol. 305(1), G35-46, (2013)

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The 3 epimer of 25-hydroxycholecalciferol is present in the circulation of the majority of adults in a nationally representative sample and has endogenous origins. Cashman KD, Kinsella M, Walton J, et al. J. Nutr. 144(7), 1050-7, (2014)

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The transgenic Arabidopsis plant system, pER8-GFP, as a powerful tool in searching for natural product estrogen-agonists/antagonists. Fang-Rong Chang et al J. Nat. Prod. 68, 971-3, (2005)

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Opposing changes in thoracic and abdominal aortic biomechanical properties in rodent models of vascular calcification and hypertension. Ameer OZ, Salman IM, Avolio AP, et al. Am. J. Physiol. Heart Circ. Physiol. 307(2), H143-51, (2014)

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Oleic Acid, deglycosylated vitamin D-binding protein, nitric oxide: a molecular triad made lethal to cancer. Ruggiero M, Ward E, Smith R, et al. Anticancer Res. 34(7), 3569-78, (2014)

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Cholecalciferol (vitamin D 3) improves cognitive dysfunction and reduces inflammation in a rat fatty liver model of metabolic syndrome. Erbaş O, Solmaz V, Aksoy D, et al. Life Sci. 103(2), 68-72, (2014)

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Effect of calcium and cholecalciferol supplementation on several parameters of calcium status in plasma and urine of captive Asian (Elephas maximus) and African elephants (Loxodonta africana). van Sonsbeek GR, van der Kolk JH, van Leeuwen JP, et al. J. Zoo Wildl. Med. 44(3), 529-40, (2013)

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Endothelial relaxation mechanisms and nitrative stress are partly restored by Vitamin D3 therapy in a rat model of polycystic ovary syndrome. Masszi G, Benko R, Csibi N, et al. Life Sci. 93(4), 133-8, (2013)

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Effect of phylloquinone (vitamin K1) supplementation for 12 months on the indices of vitamin K status and bone health in adult patients with Crohn's disease. O'Connor EM, Grealy G, McCarthy J, et al. Br. J. Nutr. 112(7), 1163-74, (2014)

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Vitamin D₃supplementation and childhood diarrhea: a randomized controlled trial. Aluisio AR, Maroof Z, Chandramohan D, et al. Pediatrics 132(4), e832-40, (2013)

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Prevalence of low serum vitamin a levels in young children with chalazia in southwest china. Chen L, Chen X, Xiang Q, et al. Am. J. Ophthalmol. 157(5), 1103-1108.e2, (2014)

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The clinical importance of vitamin D (cholecalciferol): a paradigm shift with implications for all healthcare providers. Vasquez A, Manso G, and Cannell J Altern. Ther. Health Med. 10(5), 28-36; quiz 37, 94, (2004)

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Characterization of vitamin D production by human ocular barrier cells. Alsalem JA, Patel D, Susarla R, et al. Invest. Ophthalmol. Vis. Sci. 55(4), 2140-7, (2014)

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Dietary vitamin D inadequacy accelerates calcification and osteoblast-like cell formation in the vascular system of LDL receptor knockout and wild-type mice. Schmidt N, Brandsch C, Schutkowski A, et al. J. Nutr. 144(5), 638-46, (2014)

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Six-year follow-up of a characteristic osteolytic lesion in a patient with tumor-induced osteomalacia. Piemonte S, Romagnoli E, Cipriani C, et al. Eur. J. Endocrinol. 170(1), K1-4, (2014)

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1,25Dihydroxy vitamin D(3) improves titanium implant osseointegration in osteoporotic rats. Zhou C, Li Y, Wang X, et al. Oral Surg. Oral Med. Oral Pathol. Oral Radiol. 114(5 Suppl), S174-8, (2012)

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Increasing dietary vitamin D3 improves the walking ability and welfare status of broiler chickens reared at high stocking densities. Sun ZW, Yan L, G YY, et al. Poult. Sci. 92(12), 3071-9, (2013)

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Effects of long-term supplementation of laying hens with high concentrations of cholecalciferol on performance and egg quality. Persia ME, Higgins M, Wang T, et al. Poult. Sci. 92(11), 2930-7, (2013)

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Vitamin D supplementation and strontium ranelate absorption in postmenopausal women with low bone mass. Vilaça T, Camargo MB, Rocha OF, et al. Eur. J. Endocrinol. 170(4), 469-75, (2014)

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Vitamin D favorably alters the cancer promoting prostaglandin cascade. Qin W, Smith C, Jensen M, et al. Anticancer Res. 33(9), 3861-6, (2013)

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Vitamin D insufficiency in osteoporotic hip fracture patients: rapid substitution therapy with high dose oral cholecalciferol (vitamin D3). de Jong A, Woods K, Van Gestel L, et al. Acta Orthop. Belg. 79(5), 578-86, (2013)

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Role of cell cycle regulatory molecules in retinoic acid- and vitamin D3-induced differentiation of acute myeloid leukaemia cells. Hu XT and Zuckerman KS Cell Prolif. 47(3), 200-10, (2014)

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Thyroid surgery as a 23-hour stay procedure. Perera AH, Patel SD, and Law NW Ann. R. Coll. Surg. Engl. 96(4), 284-8, (2014)

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Suspected cholecalciferol rodenticide toxicosis in avian species at a zoological institution. Swenson J and Bradley GA J. Avian Med. Surg. 27(2), 136-47, (2013)

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Effect of cholecalciferol and levo carnitine on plasma glucose, plasma insulin and insulin resistance in type 2 diabetic rats. Anwar MK, Hussain MM, Khan MA, et al. J. Pak. Med. Assoc. 63(3), 374-9, (2013)

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Unrecognized vitamin D3 deficiency is common in Parkinson disease: Harvard Biomarker study. Mehanna R, Scherzer CR, Ding H, et al. Neurology 82(18), 1666; discussion 1666, (2014)

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Optimizing the health of mothers, infants, and communities through research. Kottke TE and Courneya PT Mayo Clin. Proc. 88(12), 1350-2, (2013)

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Vitamin D supplementation and risk of infectious disease: no easy answers. Camargo CA and Manson JE Am. J. Clin. Nutr. 99(1), 3-4, (2014)

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Vitamin D supplementation during first 12 months of life. Sofiyan A and Nanan RK JAMA 310(8), 853, (2013)

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Response to Annweiler and Beauchet. Rossom RC, Espeland MA, Manson JE, et al. J. Am. Geriatr. Soc. 61(6), 1050-1, (2013)

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Vitamin D and cognition: recommendations for future trials. Annweiler C and Beauchet O J. Am. Geriatr. Soc. 61(6), 1049-50, (2013)

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Targeting dietary vitamin D intakes and plasma 25-hydroxyvitamin D in healthy infants. Abrams SA JAMA 309(17), 1830-1, (2013)

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Low vitamin D concentration exacerbates adult brain dysfunction. Cui X, Groves NJ, Burne TH, et al. Am. J. Clin. Nutr. 97(5), 907-8, (2013)

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Merck 14,10019

Beil. 6,IV,4149

Aldrich MSDS 1, 1840:C / Corp MSDS 1 (2), 3609:A / FT-IR 2 (3), 4222:C / FT-IR 1 (2), 1049:D / FT-NMR 1 (3), 570:C / IR-Spectra (3), 1494:G / IR-Spectra (2), 1278:F / NMR-Reference 2 (2), 920:D / RegBook 1 (2), 2857:D / Sax 6, 787 / Sigma FT-IR 1 (1), 637:C / Structure Index 1, 457:B:7

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