Mecobalamin

Identification

Generic Name
Mecobalamin
DrugBank Accession Number
DB03614
Background

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

Pharmacology
Reduce drug development failure rates
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Associated Conditions
Associated Therapies
Contraindications & Blackbox Warnings
Contraindications
Avoid life-threatening adverse drug events
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Avoid life-threatening adverse drug events & improve clinical decision support.
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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
Adverseeffects
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Toxicity

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

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Brand Name Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
MethylcobalaminInjection1 mg/1mLIntramuscularPerdido Key Health And Wellness Inc2015-11-20Not applicableUS flag
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
B12 1000mcg (methylcobalamin)Tablet1000 mcgOralNatural Factors Nutritional Products Ltd.2004-01-202009-09-28Canada flag
CITREX MECOLAMIN 500MCG TABLETTablet, film coatedOralIDAMAN PHARMA MANUFACTURING SDN BHD2020-09-08Not applicableMalaysia flag
Cobalmin 0.5mg Film-Coated TabletTablet, film coatedOralAdvance Pharma Sdn Bhd2020-09-08Not applicableMalaysia flag
Live-well™ MECOMIN CapsuleCapsuleOralPAHANG PHARMACY SDN. BHD.2020-09-08Not applicableMalaysia flag
MEBAAL-500Tablet, film coated0.5 mgOralบริษัท เมก้า ไลฟ์ไซแอ็นซ์ จำกัด (มหาชน)2016-08-15Not applicableThailand flag
Mecobal Tablet 500mcgTablet, film coatedOralIDAMAN PHARMA SDN. BHD.2020-09-08Not applicableMalaysia flag
Mecobamin Coated Tablet 500 mcgTablet, coatedOralNOVA LABORATORIES SDN. BHD.2020-09-08Not applicableMalaysia flag
MECOVIT 500 MCG CAPSULECapsuleOralNoripharma Sdn. Bhd.2020-09-08Not applicableMalaysia flag
MECOVIT 500 MCG TABLETTabletOralNoripharma Sdn. Bhd.2020-09-08Not applicableMalaysia flag
MERABINCapsule0.5 mgOralบริษัท ฟาร์มาแลนด์ (1982) จำกัด2005-05-25Not applicableThailand flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
B-cobal Film-coated tabMecobalamin (0.1 mg) + Pyridoxine (200 mg) + Thiamine (100 mg)Tablet, film coatedOralAV MANUFACTURING SDN.BHD2020-09-08Not applicableMalaysia flag
BEGOLIN PLUS 150MG/1MG FILM TABLET ,56 FILM TABLETMecobalamin (1 mg) + Pregabalin (150 mg)Tablet, film coatedOralABDİ İBRAHİM İLAÇ SAN. VE TİC. A.Ş.2020-08-14Not applicableTurkey flag
BEGOLIN PLUS 300MG/1MG FILM TABLET ,56 TABLETMecobalamin (1 mg) + Pregabalin (300 mg)Tablet, film coatedOralABDİ İBRAHİM İLAÇ SAN. VE TİC. A.Ş.2020-08-14Not applicableTurkey flag
BEGOLIN PLUS 75MG/1MG FILM TABLET ,TABLET, 14 ADETMecobalamin (1 mg) + Pregabalin (75 mg)Tablet, film coatedOralABDİ İBRAHİM İLAÇ SAN. VE TİC. A.Ş.2020-08-14Not applicableTurkey flag
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 flag
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 flag
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 flag
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 flag
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 flag
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 flag
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 flag
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 flag
L-Methyl MC NACMecobalamin (2 mg/1) + Acetylcysteine (600 mg/1) + Levomefolate calcium (6 mg/1)Tablet, coatedOralVirtus Pharmaceuticals2014-04-092015-02-15US flag
L-Methyl-B6-B12Mecobalamin (2 mg/1) + Levomefolate calcium (15 mg/1) + Pyridoxal phosphate (35 mg/1)Tablet, coatedOralVirtus Pharmaceuticals2012-03-152012-08-03US flag

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)
Affected organisms
Not Available

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
3Unknown StatusTreatmentAmyotrophic Lateral Sclerosis (ALS)1
2CompletedTreatmentVitamin B12 Deficiency1
2RecruitingTreatmentDiabetic Neuropathies1
2, 3CompletedPreventionAcute Lymphoblastic Leukemia (ALL) / Vincristine Induced Neurotoxicity1
2, 3CompletedTreatmentAmyotrophic Lateral Sclerosis (ALS)2
2, 3CompletedTreatmentAutistic Disorder2
2, 3CompletedTreatmentPulmonary Functions / Type 2 Diabetes Mellitus1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Bar, chewableOral
TabletOral1000 mcg
InjectionIntramuscular
Tablet, film coatedOral
TabletOral
Tablet, coatedOral
InjectionIntramuscular
CapsuleOral
Tablet, film coatedOral
Tablet, coatedOral
CapsuleOral0.5 mg
CapsuleOral
Tablet, sugar coatedOral
Solution0.5 mg/1ml
Injection, solution0.5 mg
Solution0.5 mg
InjectionIntramuscular1 mg/1mL
PowderNot applicable1 g/1g
TabletOral
Capsule, liquid filledOral
KitOral
Tablet, chewableOral
Capsule, gelatin coatedOral
TabletOral0.5 mg
Tablet, film coatedOral0.5 mg
Tablet, sugar coatedOral0.5 mg
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

Drugtargets2
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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. [Article]

Drug created on June 13, 2005 13:24 / Updated on February 21, 2021 18:51