Methylcobalamin

Identification

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Name
Methylcobalamin
Accession Number
DB03614  (EXPT00979)
Type
Small Molecule
Groups
Approved, Experimental, Investigational
Description
Not Available
Structure
Thumb
Synonyms
  • Co-methylcobalamin
  • MeCbl
  • mecobalamin
  • methyl(III)cobalamin
  • Methylcobalamin
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
B12 1000mcg (methylcobalamin)Tablet1000 mcgOralNatural Factors Nutritional Products Ltd.2004-01-202009-09-28Canada
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
B-ComboMethylcobalamin (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-VeratrolMethylcobalamin (5 mg/1mg) + Folic Acid (0.8 mg/1mg) + Resveratrol (400 mg/1mg) + Ubiquinol (200 mg/1mg)CapsuleOralHome Aide Diganostics, Inc.2015-08-012018-10-11Us
DyzbacMethylcobalamin (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
DyzbacMethylcobalamin (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
healthy mamaBE WELL ROUNDED BE WELL ROUNDEDMethylcobalamin (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 NACMethylcobalamin (2 mg/1) + Acetylcysteine (600 mg/1) + Levomefolate calcium (6 mg/1)Tablet, coatedOralVirtus Pharmaceuticals2014-04-092015-02-15Us
L-Methyl-B6-B12Methylcobalamin (2 mg/1) + Levomefolate calcium (3 mg/1) + Pyridoxal phosphate (35 mg/1)TabletOralSeton Pharmaceuticals2010-08-122012-06-30Us
L-Methyl-B6-B12Methylcobalamin (2 mg/1) + Levomefolate calcium (15 mg/1) + Pyridoxal phosphate (35 mg/1)Tablet, coatedOralVirtus Pharmaceuticals2012-03-152012-08-03Us
L-Methyl-B6-B12Methylcobalamin (2 mg/1) + Levomefolate calcium (15 mg/1) + Pyridoxal phosphate (35 mg/1)Tablet, coatedOralVirtus Pharmaceuticals2012-03-152015-03-25Us
Levomefolate Calcium Acetylcysteine and Mecobalamin AlgalMethylcobalamin (2 mg/1) + Acetylcysteine (600 mg/1) + Levomefolate calcium (6 mg/1) + Schizochytrium DHA oil (90.314 mg/1)Tablet, coatedOralVirtus Pharmaceuticals2014-05-092015-02-15Us
Categories
UNII
BR1SN1JS2W
CAS number
13422-55-4
Weight
Average: 1344.3823
Monoisotopic: 1343.587806391
Chemical Formula
C63H91CoN13O14P
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-2λ⁵,9,19,26,43λ⁵,44λ⁵,45λ⁵-heptaaza-15λ⁵-phospha-1-cobaltadodecacyclo[27.14.1.1¹,³⁴.1²,⁹.1¹⁰,¹³.0¹,²⁶.0³,⁸.0²³,²⁷.0²⁵,⁴².0³²,⁴⁴.0³⁹,⁴³.0³⁷,⁴⁵]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

Pharmacology

Indication
Not Available
Associated Conditions
Associated Therapies
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UMethionine synthaseNot AvailableEscherichia coli (strain K12)
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

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
ChEBI
28115
ChEMBL
CHEMBL2448537
HET
COB
Wikipedia
Methylcobalamin
ATC Codes
B03BA05 — Mecobalamin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
0Not Yet RecruitingTreatmentInjury of Facial Nerve, Unspecified Side, Initial Encounter1
2CompletedTreatmentVitamin B12 Deficiency1
2RecruitingPreventionVincristine Induced Peripheral Neuropathy (VIPN)1
2, 3CompletedTreatmentAmyotrophic Lateral Sclerosis (ALS)2
2, 3CompletedTreatmentAutistic Disorder2
2, 3RecruitingPreventionAcute Lymphoblastic Leukaemias (ALL) / Vincristine Induced Neurotoxicity1
3RecruitingTreatmentAmyotrophic Lateral Sclerosis (ALS)1
4CompletedTreatmentDementia With Vitamin B12 Deficiency1
4CompletedTreatmentPeripheral Neuropathy1
Not AvailableCompletedTreatmentAutistic Disorder1
Not AvailableRecruitingPreventionPost Operative Cognitive Dysfunction1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
TabletOral1000 mcg
Tablet, film coatedOral
TabletOral
Tablet, coatedOral15 mg/1
Tablet, coatedOral
InjectionIntramuscular
CapsuleOral
InjectionIntramuscular1 mg/1mL
Kit
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
Polarizability135.87 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

Taxonomy

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
Cobalamin / Metallotetrapyrrole skeleton / Pentose phosphate / Monosaccharide phosphate / Benzimidazole / Benzenoid / Fatty amide / Organic phosphoric acid derivative / N-substituted imidazole / Fatty acyl
show 35 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
cobalamins (CHEBI:28115)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
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 methyltetrahydrofolate.
Gene Name
metH
Uniprot ID
P13009
Uniprot Name
Methionine synthase
Molecular Weight
135995.81 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:38