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288315-09-3,MFCD00149221
Catalog No.:AA00BIBP

288315-09-3 | METHYLCOBALAMIN HYDRATE

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250mg
>98.0%(N)
2 weeks  
$242.00   $169.00
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1g
>98.0%(N)
2 weeks  
$610.00   $427.00
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BIBP
Chemical Name:
METHYLCOBALAMIN HYDRATE
CAS Number:
288315-09-3
Molecular Formula:
C63H99CoN13O15P
Molecular Weight:
1368.4452
MDL Number:
MFCD00149221
SMILES:
OC[C@H]1O[C@H]2C([C@@H]1OP(=O)([O-])O[C@H](C)CNC(=O)CC[C@]1(C3=C(C4=[N]5[Co+3]67(N8CN2C2CC(C)C(CC82)C)([CH2-])[N]2=C(C=C5C([C@@H]4CCC(=O)N)(C)C)[C@H]([C@](C2=C(C2=[N]7[C@]([C@@H]([N-]36)[C@@H]1CC(=O)N)(C)[C@@]([C@@H]2CCC(=O)N)(C)CC(=O)N)C)(C)CC(=O)N)CCC(=O)N)C)C)O.O
Properties
Computed Properties
 
Complexity:
3140  
Covalently-Bonded Unit Count:
3  
Defined Atom Stereocenter Count:
12  
Defined Bond Stereocenter Count:
3  
Heavy Atom Count:
92  
Hydrogen Bond Acceptor Count:
20  
Hydrogen Bond Donor Count:
10  
Rotatable Bond Count:
26  
Undefined Atom Stereocenter Count:
2  

Literature

Title: Ultrafast infrared spectral fingerprints of vitamin B12 and related cobalamins.

Journal: The journal of physical chemistry. A 20120614

Title: Corrin ring-induced redox tuning.

Journal: Chemical communications (Cambridge, England) 20120511

Title: Advanced glycation end-products inhibition improves endothelial dysfunction in rheumatoid arthritis.

Journal: International journal of rheumatic diseases 20120201

Title: Leukoencephalopathies associated with disorders of cobalamin and folate metabolism.

Journal: Seminars in neurology 20120201

Title: Biochemistry of B12-cofactors in human metabolism.

Journal: Sub-cellular biochemistry 20120101

Title: Case of Ramsay-Hunt syndrome associated with dysphagia.

Journal: The Journal of dermatology 20111201

Title: Oral vitamin B12 replacement: an effective treatment for vitamin B12 deficiency after total gastrectomy in gastric cancer patients.

Journal: Annals of surgical oncology 20111201

Title: In vitro phosphinate methylation by PhpK from Kitasatospora phosalacinea.

Journal: Biochemistry 20111025

Title: Cortical blindness caused by hypoxemia following an asthma attack.

Journal: Japanese journal of ophthalmology 20110901

Title: [Clinical observation on diabetic peripheral neuropathy treated with electroacupuncture and acupoint injection].

Journal: Zhongguo zhen jiu = Chinese acupuncture & moxibustion 20110701

Title: A randomized placebo controlled trial of homocysteine lowering to reduce cognitive decline in older demented people.

Journal: Clinical nutrition (Edinburgh, Scotland) 20110601

Title: Electronic structure of cofactor-substrate reactant complex involved in the methyl transfer reaction catalyzed by cobalamin-dependent methionine synthase.

Journal: The journal of physical chemistry. B 20110526

Title: Akt/mammalian target of rapamycin signaling pathway regulates neurite outgrowth in cerebellar granule neurons stimulated by methylcobalamin.

Journal: Neuroscience letters 20110520

Title: Methylcobalamin effects on diabetic neuropathy and nerve protein kinase C in rats.

Journal: European journal of clinical investigation 20110401

Title: Methyl Vitamin B12 but not methylfolate rescues a motor neuron-like cell line from homocysteine-mediated cell death.

Journal: Toxicology and applied pharmacology 20110315

Title: Inborn errors of cobalamin absorption and metabolism.

Journal: American journal of medical genetics. Part C, Seminars in medical genetics 20110215

Title: Methylcobalamin, but not methylprednisolone or pleiotrophin, accelerates the recovery of rat biceps after ulnar to musculocutaneous nerve transfer.

Journal: Neuroscience 20101215

Title: Lumbar spinal stenosis: a brief review of the nonsurgical management.

Journal: Canadian journal of anaesthesia = Journal canadien d'anesthesie 20100701

Title: Randomized controlled trial of the effect of short-term coadministration of methylcobalamin and folate on serum ADMA concentration in patients receiving long-term hemodialysis.

Journal: American journal of kidney diseases : the official journal of the National Kidney Foundation 20100601

Title: Thermolability of mutant MMACHC protein in the vitamin B12-responsive cblC disorder.

Journal: Molecular genetics and metabolism 20100501

Title: The preventive efficacy of methylcobalamin on rat peripheral neuropathy influenced by diabetes via neural IGF-1 levels.

Journal: Nutritional neuroscience 20100401

Title: L-methylfolate, methylcobalamin, and N-acetylcysteine in the treatment of Alzheimer's disease-related cognitive decline.

Journal: CNS spectrums 20100101

Title: Commentary on: L-methylfolate, methylcobolamine, and N-acetylcysteine in the treatment of Alzheimer's disease-related cognitive decline.

Journal: CNS spectrums 20100101

Title: Early co-administration of vitamin E acetate and methylcobalamin improves thermal hyperalgesia and motor nerve conduction velocity following sciatic nerve crush injury in rats.

Journal: Pharmacological reports : PR 20100101

Title: Improvement of cutaneous sensitivity in diabetic peripheral neuropathy with combination L-methylfolate, methylcobalamin, and pyridoxal 5'-phosphate.

Journal: Reviews in neurological diseases 20100101

Title: A human vitamin B12 trafficking protein uses glutathione transferase activity for processing alkylcobalamins.

Journal: The Journal of biological chemistry 20091127

Title: High resolution crystal structure of the methylcobalamin analogues ethylcobalamin and butylcobalamin by X-ray synchrotron diffraction.

Journal: Inorganic chemistry 20090720

Title: Photodissociation of Co-C bond in methyl- and ethylcobalamin: an insight from TD-DFT calculations.

Journal: The journal of physical chemistry. B 20090514

Title: Efficacy of methylcobalamin and folinic acid treatment on glutathione redox status in children with autism.

Journal: The American journal of clinical nutrition 20090101

Title: Effects of plasma homocysteine levels on serum HTase/PON activity in patients with type 2 diabetes.

Journal: Advances in therapy 20080901

Title: Time-dependent density functional theory study of cobalt corrinoids: Electronically excited states of methylcobalamin.

Journal: The Journal of chemical physics 20080828

Title: Treatment options for patients with Bell's palsy.

Journal: American family physician 20080801

Title: Treatment options for patients with Bell's palsy.

Journal: American family physician 20080801

Title: Mecobalamin.

Journal: Expert opinion on investigational drugs 20080601

Title: Causes of and diagnostic approach to methylmalonic acidurias.

Journal: Journal of inherited metabolic disease 20080601

Title: Methylcobalamin inhibits fibroblast growth factor-8 stimulated proliferation and induces apoptosis in Shionogi carcinoma cells.

Journal: International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition 20080101

Title: Acute-onset pancytopenia in a postpartum lactating woman.

Journal: International journal of hematology 20071101

Title: Clonidine, moxonidine, folic acid, and mecobalamin improve baroreflex function in stroke-prone, spontaneously hypertensive rats.

Journal: Acta pharmacologica Sinica 20071001

Title: [Clinical trials of ultra-high-dose methylcobalamin in ALS].

Journal: Brain and nerve = Shinkei kenkyu no shinpo 20071001

Title: [Effects of intervention therapy of methylcobalamin and folic acid on plasma homocysteine concentration and homocysteine thiolactonases/paraoxonase activity in patients with type 2 diabetes mellitus].

Journal: Zhonghua yi xue za zhi 20070123

Title: [The ability of bacterial dna methyltransferases to use methylcobalamine as a cofactor in DNA methylation reactions].

Journal: Biomeditsinskaia khimiia 20070101

Title: Inaccurate description of collaborating hospitals in a study of the effect of folate and mecobalamin on hip fractures after stroke.

Journal: JAMA 20060726

Title: Hyperhomocysteinemia and functional cobalamin deficiency due to granulocytosis-induced alterations in the cobalamin-binding protein.

Journal: Haematologica 20060301

Title: Subacute combined degeneration of the spinal cord concomitant with gastric cancer.

Journal: Internal medicine (Tokyo, Japan) 20060101

Title: Development of a method for the separation of corrinoids in ovine tissues by HPLC.

Journal: Biomedical chromatography : BMC 20050501

Title: Disturbed visual system function in methionine synthase deficiency.

Journal: Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie 20050501

Title: Methyl transfer reactivity of five-coordinate CH3CoIIIPc.

Journal: Inorganic chemistry 20050307

Title: Effect of folate and mecobalamin on hip fractures in patients with stroke: a randomized controlled trial.

Journal: JAMA 20050302

Title: Homocysteine and fracture prevention.

Journal: JAMA 20050302

Title: A case of relapsing polychondritis preceded by inner ear involvement.

Journal: Auris, nasus, larynx 20050301

Title: [Hyperhomocysteinemia as a vascular risk factor in chronic hemodialysis patients].

Journal: Medicina 20050101

Title: Structure-energy relations in methylcobalamin with and without bound axial base.

Journal: Inorganic chemistry 20041018

Title: The cblD defect causes either isolated or combined deficiency of methylcobalamin and adenosylcobalamin synthesis.

Journal: The Journal of biological chemistry 20041008

Title: The protective role of Mecobalamin following optic nerve crush in adult rats.

Journal: Yan ke xue bao = Eye science 20040901

Title: Accurate redetermination of the X-ray structure and electronic bonding in adenosylcobalamin.

Journal: Inorganic chemistry 20040223

Title: Determination of vitamin B12 using the enzyme glycerol dehydrase.

Journal: Scandinavian journal of clinical and laboratory investigation 20040101

Title: Cobalamin-dependent methionine synthase: probing the role of the axial base in catalysis of methyl transfer between methyltetrahydrofolate and exogenous cob(I)alamin or cob(I)inamide.

Journal: Biochemistry 20031216

Title: Neuropsychiatric disturbances in presumed late-onset cobalamin C disease.

Journal: Archives of neurology 20031001

Title: [A case of subacute combined degeneration with normal serum vitamin B12 level].

Journal: Rinsho shinkeigaku = Clinical neurology 20030901

Title: Contribution of nitric oxide to the depression of neuronal activity induced by temperature increase in the rat hippocampal CA1 area.

Journal: Neuroscience letters 20030703

Title: Spectroscopic and computational studies of Co3+-corrinoids: spectral and electronic properties of the B12 cofactors and biologically relevant precursors.

Journal: Journal of the American Chemical Society 20030514

Title: Clinical inquiries. Are drug therapies effective in treating Bell's palsy?

Journal: The Journal of family practice 20030201

Title: Hyperhomocysteinemia in Japanese patients with convalescent stage ischemic stroke: effect of combined therapy with folic acid and mecobalamine.

Journal: Journal of the neurological sciences 20021015

Title: [Acute neuropathy associated with vitamin B12, B6, and folate deficiency after total gastrectomy].

Journal: Nihon Naika Gakkai zasshi. The Journal of the Japanese Society of Internal Medicine 20020910

Title: Efficacy of methylcobalamin on lowering total homocysteine plasma concentrations in haemodialysis patients receiving high-dose folic acid supplementation.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20020501

Title: Randomized trial of methylcobalamin and folate effects on homocysteine in hemodialysis patients.

Journal: Nephron 20020501

Title: [Effectiveness of oral vitamin B12 therapy for pernicious anemia and vitamin B12 deficiency anemia].

Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology 20020301

Title: The C677T thermolabile variant of methylene tetrahydrofolate reductase on homocysteine, folate and vitamin B12 in a hemodialysis center.

Journal: Medicina 20020101

Title: [Clinical observation of combined therapeutic effect of prostaglandin E1 and mecobalamin on diabetic peripheral neuropathy].

Journal: Hunan yi ke da xue xue bao = Hunan yike daxue xuebao = Bulletin of Hunan Medical University 20010828

Title: Formation and emission of volatile polonium compound by microbial activity and polonium methylation with methylcobalamin.

Journal: Environmental science & technology 20010715

Title: Homocysteine metabolism in children with Down syndrome: in vitro modulation.

Journal: American journal of human genetics 20010701

Title: Characterization of a three-component vanillate O-demethylase from Moorella thermoacetica.

Journal: Journal of bacteriology 20010601

Title: Quantitation of rate enhancements attained by the binding of cobalamin to methionine synthase.

Journal: Biochemistry 20010424

Title: Cobalamin (Cbl) C/D deficiency: clinical, neurophysiological and neuroradiologic findings in 14 cases.

Journal: Neuropediatrics 20010201

Title: Induction of apoptosis in an androgen-dependent mouse mammary carcinoma cell line by methylcobalamin.

Journal: Anticancer research 20010101

Title: Intrinsic factors involved in the depression of neuronal activity induced by temperature increase in rat hippocampal neurons.

Journal: The Kurume medical journal 20010101

Title: Cobalamin inhibition of HIV-1 integrase and integration of HIV-1 DNA into cellular DNA.

Journal: Biochemical and biophysical research communications 19980519

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