Mecobalamin

Identification

Name
Mecobalamin
Accession Number
DB03614
Description
Not Available
Type
Small Molecule
Groups
Approved, Investigational
Structure
Thumb
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
TargetActionsOrganism
AMethionine synthase
cofactor
Humans
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
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
MethylcobalaminInjection1 mg/1mLIntramuscularPerdido Key Health And Wellness Inc2015-11-20Not applicableUs
Additional Data Available
  • Application Number
    Application Number

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

    Learn more
  • Product Code
    Product Code

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

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Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
B12 1000mcg (methylcobalamin)TabletOralNatural Factors Nutritional Products Ltd.2004-01-202009-09-28Canada
Additional Data Available
  • Application Number
    Application Number

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

    Learn more
  • Product Code
    Product Code

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

    Learn more
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
B-ComboMecobalamin (1 mg/1mL) + Dexpanthenol (1 mg/1mL) + Nicotinamide (1 mg/1mL) + Pyridoxine (1 mg/1mL) + Riboflavin (1 mg/1mL) + Thiamine chloride (1 mg/1mL)InjectionIntramuscularPerdido Key Health And Wellness Inc2015-11-23Not applicableUs
Co-BalaminMecobalamin (5 mg/1mg) + Folic acid (0.8 mg/1mg) + Resveratrol (400 mg/1mg) + Ubiquinol (200 mg/1mg)CapsuleOralHome Aide Diagnostics, Inc.2015-08-01Not applicableUs
Co-VeratrolMecobalamin (5 mg/1mg) + Folic acid (0.8 mg/1mg) + Resveratrol (400 mg/1mg) + Ubiquinol (200 mg/1mg)CapsuleOralHome Aide Diagnostics, Inc.2015-08-012018-10-05Us
DyzbacMecobalamin (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)TabletOralBasiem2015-10-282015-11-01Us
DyzbacMecobalamin (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)TabletOralBasiem2015-11-052016-01-01Us
EnLyte Extra-LNMecobalamin (25 ug/1) + Cobamamide (25 ug/1) + Dihydrofolic Acid (1 mg/1) + Gastric intrinsic factor (25 mg/1)CapsuleOralJaymac Pharmacueticals LLC2019-12-16Not applicableUs
FolinexMecobalamin (1 mg/1) + Ascorbic acid (355 mg/1) + Folic acid (1 mg/1) + Vitamin K7 (100 ug/1)CapsuleOralVivera Pharmaceuticals, Inc.2020-02-07Not applicableUs
healthy mamaBE WELL ROUNDED BE WELL ROUNDEDMecobalamin (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 coatedOralMATERNAL SCIENCE, LLC2013-07-09Not applicableUs
L-Methyl MC NACMecobalamin (2 mg/1) + Acetylcysteine (600 mg/1) + Levomefolate calcium (6 mg/1)Tablet, coatedOralVirtus Pharmaceuticals2014-04-092015-02-15Us
L-Methyl-B6-B12Mecobalamin (2 mg/1) + Levomefolate calcium (3 mg/1) + Pyridoxal phosphate (35 mg/1)TabletOralSeton Pharmaceuticals2010-08-122012-06-30Us

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
Human Metabolome Database
HMDB0002274
KEGG Drug
D03246
KEGG Compound
C06453
PubChem Compound
71306319
PubChem Substance
46506610
ChemSpider
28534328
RxNav
29421
ChEBI
28115
ChEMBL
CHEMBL2448537
PDBe Ligand
COB
Wikipedia
Methylcobalamin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedPreventionVincristine Induced Peripheral Neuropathy (VIPN)1
4CompletedTreatmentDementia With Vitamin B12 Deficiency1
4CompletedTreatmentPeripheral neuropathy1
3RecruitingTreatmentAmyotrophic Lateral Sclerosis (ALS)1
2CompletedTreatmentVitamin B12 Deficiency1
2RecruitingTreatmentDiabetic Neuropathies1
2, 3CompletedPreventionAcute Lymphoblastic Leukaemias (ALL) / Vincristine Induced Neurotoxicity1
2, 3CompletedTreatmentAmyotrophic Lateral Sclerosis (ALS)2
2, 3CompletedTreatmentAutistic Disorder2
0Not Yet RecruitingTreatmentInjury of Facial Nerve, Unspecified Side, Initial Encounter1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Bar, chewableOral
TabletOral
Tablet, film coatedOral
TabletOral
Tablet, coatedOral
InjectionIntramuscular
CapsuleOral
InjectionIntramuscular1 mg/1mL
PowderNot applicable1 g/1g
Capsule, liquid filledOral
KitOral
Tablet, chewableOral
Capsule, gelatin coatedOral
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
logP-14ChemAxon
pKa (Strongest Acidic)1.82ChemAxon
pKa (Strongest Basic)-0.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area417 Å2ChemAxon
Rotatable Bond Count16ChemAxon
Refractivity342.79 m3·mol-1ChemAxon
Polarizability135.93 Å3ChemAxon
Number of Rings12ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.6014
Blood Brain Barrier-0.8526
Caco-2 permeable-0.6453
P-glycoprotein substrateSubstrate0.8965
P-glycoprotein inhibitor IInhibitor0.5153
P-glycoprotein inhibitor IIInhibitor0.6647
Renal organic cation transporterNon-inhibitor0.8463
CYP450 2C9 substrateNon-substrate0.8011
CYP450 2D6 substrateNon-substrate0.8117
CYP450 3A4 substrateSubstrate0.7142
CYP450 1A2 substrateNon-inhibitor0.8313
CYP450 2C9 inhibitorNon-inhibitor0.8338
CYP450 2D6 inhibitorNon-inhibitor0.8608
CYP450 2C19 inhibitorNon-inhibitor0.7142
CYP450 3A4 inhibitorInhibitor0.6587
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8552
Ames testNon AMES toxic0.5744
CarcinogenicityNon-carcinogens0.815
BiodegradationNot ready biodegradable0.9827
Rat acute toxicity2.6923 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8771
hERG inhibition (predictor II)Non-inhibitor0.5706
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

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
  1. 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

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