Mecobalamin
Identification
- Name
- Mecobalamin
- Accession Number
- DB03614
- Description
- Not Available
- Type
- Small Molecule
- Groups
- Approved, Investigational
- Structure
Structure for Mecobalamin (DB03614)
- Weight
- Average: 1344.3823
Monoisotopic: 1343.587806391 - Chemical Formula
- C63H91CoN13O14P
- Synonyms
- Co-methylcobalamin
- MeCbl
- Mecobalamin
- Mecobalamina
- Mecobalaminum
- Methyl vitamin B12
- Methyl(III)cobalamin
- Methylcobalamin
Pharmacology
- Indication
- Not Available
- Associated Conditions
- Associated Therapies
- Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More- Pharmacodynamics
- Not Available
- Mechanism of action
Target Actions Organism AMethionine synthase cofactorHumans - Absorption
- Not Available
- Volume of distribution
- Not Available
- Protein binding
- Not Available
- Metabolism
- Not Available
- Route of elimination
- Not Available
- Half-life
- Not Available
- Clearance
- Not Available
- Adverse Effects
Learn about our commercial Adverse Effects data.
Learn More- Toxicity
- Not Available
- Affected organisms
- Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- No interactions found.
Products
- Brand Name Prescription Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Unlock Additional DataMethylcobalamin Injection 1 mg/1mL Intramuscular Perdido Key Health And Wellness Inc 2015-11-20 Not applicable US 
Additional Data Available- Application NumberApplication NumberAvailable for Purchase
A unique ID assigned by the FDA when a product is submitted for approval by the labeller.
Learn more - Product CodeProduct CodeAvailable for Purchase
A governmentally-recognized ID which uniquely identifies the product within its regulatory market.
Learn more
- Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Unlock Additional DataB12 1000mcg (methylcobalamin) Tablet Oral Natural Factors Nutritional Products Ltd. 2004-01-20 2009-09-28 Canada 
Additional Data Available- Application NumberApplication NumberAvailable for Purchase
A unique ID assigned by the FDA when a product is submitted for approval by the labeller.
Learn more - Product CodeProduct CodeAvailable for Purchase
A governmentally-recognized ID which uniquely identifies the product within its regulatory market.
Learn more
- Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image B-Combo Mecobalamin (1 mg/1mL) + Dexpanthenol (1 mg/1mL) + Nicotinamide (1 mg/1mL) + Pyridoxine (1 mg/1mL) + Riboflavin (1 mg/1mL) + Thiamine chloride (1 mg/1mL) Injection Intramuscular Perdido Key Health And Wellness Inc 2015-11-23 Not applicable US Co-Balamin Mecobalamin (5 mg/1mg) + Folic acid (0.8 mg/1mg) + Resveratrol (400 mg/1mg) + Ubiquinol (200 mg/1mg) Capsule Oral Home Aide Diagnostics, Inc. 2015-08-01 Not applicable US Co-Veratrol Mecobalamin (5 mg/1mg) + Folic acid (0.8 mg/1mg) + Resveratrol (400 mg/1mg) + Ubiquinol (200 mg/1mg) Capsule Oral Home Aide Diagnostics, Inc. 2015-08-01 2018-10-05 US Dyzbac Mecobalamin (1 mg/1) + Ascorbic acid (125 mg/1) + Cholecalciferol (500 [iU]/1) + Leucovorin (1 mg/1) + Lipoic acid (150 mg/1) + Pyridoxal phosphate (12.5 mg/1) + Resveratrol (50 mg/1) + Ubidecarenone (25 mg/1) Tablet Oral Basiem 2015-11-05 2016-01-01 US Dyzbac Mecobalamin (1 mg/1) + Ascorbic acid (150 mg/1) + Cholecalciferol (0.0125 mg/1) + Leucovorin (1 mg/1) + Lipoic acid (125 mg/1) + Pyridoxal phosphate (12.5 mg/1) + Resveratrol (50 mg/1) + Ubidecarenone (50 mg/1) Tablet Oral Basiem 2015-10-28 2015-11-01 US EnLyte Extra-LN Mecobalamin (25 ug/1) + Cobamamide (25 ug/1) + Dihydrofolic Acid (1 mg/1) + Gastric intrinsic factor (25 mg/1) Capsule Oral Jaymac Pharmacueticals LLC 2019-12-16 Not applicable US Folinex Mecobalamin (1 mg/1) + Ascorbic acid (355 mg/1) + Folic acid (1 mg/1) + Vitamin K7 (100 ug/1) Capsule Oral Vivera Pharmaceuticals, Inc. 2020-02-07 Not applicable US healthy mamaBE WELL ROUNDED BE WELL ROUNDED Mecobalamin (8 ug/1) + Ascorbic acid (120 mg/1) + Beta carotene (4000 [iU]/1) + Biotin (30 ug/1) + Calcium carbonate (200 mg/1) + Cholecalciferol (400 [iU]/1) + Copper (2 mg/1) + DL-alpha tocopheryl acetate (30 [iU]/1) + Ferrous bisglycinate (28 mg/1) + Folic acid (800 ug/1) + Magnesium oxide (30 mg/1) + Niacin (20 mg/1) + Calcium pantothenate (10 mg/1) + Pyridoxine hydrochloride (2.6 mg/1) + Riboflavin (1.7 mg/1) + Thiamine chloride (1.8 mg/1) + Zinc oxide (25 mg/1) Tablet, film coated Oral MATERNAL SCIENCE, LLC 2013-07-09 Not applicable US L-Methyl MC NAC Mecobalamin (2 mg/1) + Acetylcysteine (600 mg/1) + Levomefolate calcium (6 mg/1) Tablet, coated Oral Virtus Pharmaceuticals 2014-04-09 2015-02-15 US L-Methyl-B6-B12 Mecobalamin (2 mg/1) + Levomefolate calcium (15 mg/1) + Pyridoxal phosphate (35 mg/1) Tablet, coated Oral Virtus Pharmaceuticals 2012-03-15 2015-03-25 US
Categories
- ATC Codes
- B03BA05 — Mecobalamin
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as cobalamin derivatives. These are organic compounds containing a corrin ring, a cobalt atom, an a nucleotide moiety. Cobalamin Derivatives are actually derived from vitamin B12.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Tetrapyrroles and derivatives
- Sub Class
- Corrinoids
- Direct Parent
- Cobalamin derivatives
- Alternative Parents
- Metallotetrapyrroles / Pentose phosphates / Monosaccharide phosphates / Benzimidazoles / Benzenoids / Fatty amides / N-substituted imidazoles / Organic phosphoric acids and derivatives / Tetrahydrofurans / Pyrrolines show 19 more
- Substituents
- Alcohol / Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid / Benzimidazole / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Cobalamin show 35 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- cobalamins (CHEBI:28115)
Chemical Identifiers
- UNII
- BR1SN1JS2W
- CAS number
- 13422-55-4
- InChI Key
- JEWJRMKHSMTXPP-WZHZPDAFSA-L
- InChI
- InChI=1S/C62H90N13O14P.CH3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);1H3;/q;;+2/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1
- IUPAC Name
- (10S,12R,13S,17R,23R,24R,25R,30S,35S,36S,40S,41S,42R,46R)-30,35,40-tris(2-carbamoylethyl)-24,36,41-tris(carbamoylmethyl)-46-hydroxy-12-(hydroxymethyl)-1,5,6,17,23,28,31,31,36,38,41,42-dodecamethyl-15,20-dioxo-11,14,16-trioxa-2lambda5,9,19,26,43lambda5,44lambda5,45lambda5-heptaaza-15lambda5-phospha-1-cobaltadodecacyclo[27.14.1.1^{1,34}.1^{2,9}.1^{10,13}.0^{1,26}.0^{3,8}.0^{23,27}.0^{25,42}.0^{32,44}.0^{39,43}.0^{37,45}]heptatetraconta-2(47),3,5,7,27,29(44),32,34(45),37,39(43)-decaene-2,43,44,45-tetrakis(ylium)-1,1,1-triuid-15-olate
- SMILES
- C1(CC[C@@]2([C@@H](CC(N)=O)[C@@]3([C@@]4([N+]5=C([C@H]([C@@]4(CC(N)=O)C)CCC(N)=O)C(C)=C4[N+]6=C(C=C7[N+]8=C([C@H](C7(C)C)CCC(N)=O)C(C)=C2N3[Co-3]568([N+]2=CN([C@H]3O[C@@H]([C@@H](OP(O[C@@H](CN1)C)([O-])=O)[C@H]3O)CO)C1=CC(C)=C(C=C21)C)C)[C@H]([C@@]4(CC(N)=O)C)CCC(N)=O)C)[H])C)=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0002274
- KEGG Drug
- D03246
- KEGG Compound
- C06453
- PubChem Compound
- 71306319
- PubChem Substance
- 46506610
- ChemSpider
- 28534328
- 29421
- ChEBI
- 28115
- ChEMBL
- CHEMBL2448537
- PDBe Ligand
- COB
- Wikipedia
- Methylcobalamin
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 4 Completed Prevention Vincristine Induced Peripheral Neuropathy (VIPN) 1 4 Completed Treatment Dementia With Vitamin B12 Deficiency 1 4 Completed Treatment Peripheral neuropathy 1 3 Unknown Status Treatment Amyotrophic Lateral Sclerosis (ALS) 1 2 Completed Treatment Vitamin B12 Deficiency 1 2 Recruiting Treatment Diabetic Neuropathies 1 2, 3 Completed Prevention Acute Lymphoblastic Leukaemias (ALL) / Vincristine Induced Neurotoxicity 1 2, 3 Completed Treatment Amyotrophic Lateral Sclerosis (ALS) 2 2, 3 Completed Treatment Autistic Disorder 2 2, 3 Completed Treatment Pulmonary Function / Type 2 Diabetes Mellitus 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Capsule Oral 0.2 mg Bar, chewable Oral Tablet, film coated Oral 0.1 mg Tablet Oral Tablet, film coated Oral 150 mg Tablet, film coated Oral 300 mg Tablet, film coated Oral 75 mg Tablet, film coated Oral Tablet Oral Capsule Oral 250 MCG Tablet, coated Oral Injection Intramuscular Capsule Oral Capsule Oral 0.5 MG Tablet, film coated Oral 500 mcg Tablet, coated Oral 500 mcg Capsule Oral Tablet, sugar coated Oral 500 MCG Injection Intramuscular 500 MCG Injection Intramuscular 500 mcg/ml Tablet Oral 0.5 MG Injection Intramuscular 1 mg/1mL Powder Not applicable 1 g/1g Capsule Oral 500 MG Tablet, film coated Oral 0.5 mg Tablet Oral 500 MCG Capsule Oral 500 MCG Tablet Oral 150 µg Capsule, liquid filled Oral Kit Oral Tablet, chewable Oral Capsule, gelatin coated Oral - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source logP -14 ChemAxon pKa (Strongest Acidic) 1.82 ChemAxon pKa (Strongest Basic) -0.44 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 13 ChemAxon Hydrogen Donor Count 9 ChemAxon Polar Surface Area 417 Å2 ChemAxon Rotatable Bond Count 16 ChemAxon Refractivity 342.79 m3·mol-1 ChemAxon Polarizability 135.93 Å3 ChemAxon Number of Rings 12 ChemAxon Bioavailability 0 ChemAxon Rule of Five No ChemAxon Ghose Filter No ChemAxon Veber's Rule No ChemAxon MDDR-like Rule Yes ChemAxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.6014 Blood Brain Barrier - 0.8526 Caco-2 permeable - 0.6453 P-glycoprotein substrate Substrate 0.8965 P-glycoprotein inhibitor I Inhibitor 0.5153 P-glycoprotein inhibitor II Inhibitor 0.6647 Renal organic cation transporter Non-inhibitor 0.8463 CYP450 2C9 substrate Non-substrate 0.8011 CYP450 2D6 substrate Non-substrate 0.8117 CYP450 3A4 substrate Substrate 0.7142 CYP450 1A2 substrate Non-inhibitor 0.8313 CYP450 2C9 inhibitor Non-inhibitor 0.8338 CYP450 2D6 inhibitor Non-inhibitor 0.8608 CYP450 2C19 inhibitor Non-inhibitor 0.7142 CYP450 3A4 inhibitor Inhibitor 0.6587 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8552 Ames test Non AMES toxic 0.5744 Carcinogenicity Non-carcinogens 0.815 Biodegradation Not ready biodegradable 0.9827 Rat acute toxicity 2.6923 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8771 hERG inhibition (predictor II) Non-inhibitor 0.5706
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Not Available
Targets
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Cofactor
- General Function
- Zinc ion binding
- Specific Function
- Catalyzes the transfer of a methyl group from methyl-cobalamin to homocysteine, yielding enzyme-bound cob(I)alamin and methionine. Subsequently, remethylates the cofactor using methyltetrahydrofola...
- Gene Name
- MTR
- Uniprot ID
- Q99707
- Uniprot Name
- Methionine synthase
- Molecular Weight
- 140525.91 Da
References
- Zhang YF, Ning G: Mecobalamin. Expert Opin Investig Drugs. 2008 Jun;17(6):953-64. doi: 10.1517/13543784.17.6.953. [PubMed:18491996]
Drug created on June 13, 2005 07:24 / Updated on June 12, 2020 10:52