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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2021-09-14 14:57:38 UTC
HMDB IDHMDB0014567
Secondary Accession Numbers
  • HMDB14567
Metabolite Identification
Common NameMethocarbamol
DescriptionMethocarbamol is only found in individuals that have used or taken this drug. It is a centrally acting muscle relaxant whose mode of action has not been established. It is used as an adjunct in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1206)The mechanism of action of methocarbamol in humans has not been established, but may be due to central nervous system depression. It has no direct action on the contractile mechanism of striated muscle, the motor end plate or the nerve fiber.
Structure
Data?1582753194
Synonyms
ValueSource
DelaxinKegg
RobaxinKegg
Guaiphenesin carbamateHMDB
OrtotonHMDB
ParabaxinHMDB
Parmed brand OF methocarbamolHMDB
Shire brand OF methocarbamolHMDB
Whitehall robins brand OF methocarbamolHMDB
Carbamate, guaiphenesinHMDB
Bastian brand OF methocarbamolHMDB
Schwarz brand OF methocarbamolHMDB
Whitehall-robins brand OF methocarbamolHMDB
Alpharma brand OF methocarbamolHMDB
Ipsen brand OF methocarbamolHMDB
LumirelaxHMDB
2-Hydroxy-3-(2-methoxyphenoxy)propyl carbamic acidHMDB
MethocarbamolMeSH
Chemical FormulaC11H15NO5
Average Molecular Weight241.2405
Monoisotopic Molecular Weight241.095022595
IUPAC Name2-hydroxy-3-(2-methoxyphenoxy)propyl carbamate
Traditional Namemethocarbamol
CAS Registry Number532-03-6
SMILES
COC1=CC=CC=C1OCC(O)COC(N)=O
InChI Identifier
InChI=1S/C11H15NO5/c1-15-9-4-2-3-5-10(9)16-6-8(13)7-17-11(12)14/h2-5,8,13H,6-7H2,1H3,(H2,12,14)
InChI KeyGNXFOGHNGIVQEH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAnisoles
Direct ParentAnisoles
Alternative Parents
Substituents
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Carbamic acid ester
  • Carbonic acid derivative
  • Secondary alcohol
  • Ether
  • Alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point93 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility4.21 g/LNot Available
LogP0.1Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility4.21 g/LALOGPS
logP10(0.63) g/LALOGPS
logP10(0.45) g/LChemAxon
logS10(-1.8) g/LALOGPS
pKa (Strongest Acidic)13.6ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area91.01 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity59.07 m³·mol⁻¹ChemAxon
Polarizability24.28 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+156.61931661259
DarkChem[M-H]-154.60931661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MethocarbamolCOC1=CC=CC=C1OCC(O)COC(N)=O3344.9Standard polar33892256
MethocarbamolCOC1=CC=CC=C1OCC(O)COC(N)=O2028.0Standard non polar33892256
MethocarbamolCOC1=CC=CC=C1OCC(O)COC(N)=O2042.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Methocarbamol,1TMS,isomer #1COC1=CC=CC=C1OCC(COC(N)=O)O[Si](C)(C)C2124.0Semi standard non polar33892256
Methocarbamol,1TMS,isomer #2COC1=CC=CC=C1OCC(O)COC(=O)N[Si](C)(C)C2171.0Semi standard non polar33892256
Methocarbamol,2TMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N[Si](C)(C)C)O[Si](C)(C)C2193.2Semi standard non polar33892256
Methocarbamol,2TMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N[Si](C)(C)C)O[Si](C)(C)C2149.0Standard non polar33892256
Methocarbamol,2TMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N[Si](C)(C)C)O[Si](C)(C)C2751.9Standard polar33892256
Methocarbamol,2TMS,isomer #2COC1=CC=CC=C1OCC(O)COC(=O)N([Si](C)(C)C)[Si](C)(C)C2233.0Semi standard non polar33892256
Methocarbamol,2TMS,isomer #2COC1=CC=CC=C1OCC(O)COC(=O)N([Si](C)(C)C)[Si](C)(C)C2201.8Standard non polar33892256
Methocarbamol,2TMS,isomer #2COC1=CC=CC=C1OCC(O)COC(=O)N([Si](C)(C)C)[Si](C)(C)C2842.5Standard polar33892256
Methocarbamol,3TMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2242.9Semi standard non polar33892256
Methocarbamol,3TMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2264.2Standard non polar33892256
Methocarbamol,3TMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2586.1Standard polar33892256
Methocarbamol,1TBDMS,isomer #1COC1=CC=CC=C1OCC(COC(N)=O)O[Si](C)(C)C(C)(C)C2370.0Semi standard non polar33892256
Methocarbamol,1TBDMS,isomer #2COC1=CC=CC=C1OCC(O)COC(=O)N[Si](C)(C)C(C)(C)C2405.0Semi standard non polar33892256
Methocarbamol,2TBDMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2656.1Semi standard non polar33892256
Methocarbamol,2TBDMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2542.3Standard non polar33892256
Methocarbamol,2TBDMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2924.4Standard polar33892256
Methocarbamol,2TBDMS,isomer #2COC1=CC=CC=C1OCC(O)COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2690.2Semi standard non polar33892256
Methocarbamol,2TBDMS,isomer #2COC1=CC=CC=C1OCC(O)COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2579.4Standard non polar33892256
Methocarbamol,2TBDMS,isomer #2COC1=CC=CC=C1OCC(O)COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2931.2Standard polar33892256
Methocarbamol,3TBDMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2921.5Semi standard non polar33892256
Methocarbamol,3TBDMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2837.9Standard non polar33892256
Methocarbamol,3TBDMS,isomer #1COC1=CC=CC=C1OCC(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2853.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Methocarbamol GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9710000000-980d3da52c934f7c7bd52017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methocarbamol GC-MS (1 TMS) - 70eV, Positivesplash10-00xr-6910000000-96596a05fea25f9b9da92017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methocarbamol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methocarbamol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methocarbamol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methocarbamol GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methocarbamol GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methocarbamol GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Methocarbamol LC-ESI-qTof , Positive-QTOFsplash10-02t9-2900000000-df41a784aa756b8e064d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methocarbamol LC-ESI-qTof , Positive-QTOFsplash10-02t9-0900000000-97aeacf66e8410c231392017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methocarbamol , positive-QTOFsplash10-02t9-0900000000-97aeacf66e8410c231392017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Methocarbamol , positive-QTOFsplash10-02t9-2900000000-df41a784aa756b8e064d2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 10V, Positive-QTOFsplash10-01ox-6690000000-0240e47386a15c1804d82016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 20V, Positive-QTOFsplash10-01qc-4920000000-eb63058c3543efc5cdcf2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 40V, Positive-QTOFsplash10-0k96-9500000000-9b5b97f4533a1b752ad22016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 10V, Negative-QTOFsplash10-0006-9310000000-4ccc9f94a44a1d4c12622016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 20V, Negative-QTOFsplash10-0006-9400000000-9316b2d72b3c35b16f3e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 40V, Negative-QTOFsplash10-052f-9600000000-3b2df45c09aa5d0c46992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 10V, Negative-QTOFsplash10-00di-3900000000-190e2ca390beb82c694e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 20V, Negative-QTOFsplash10-06r6-9500000000-caee8c0531a78aa18aa32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 40V, Negative-QTOFsplash10-0006-9200000000-2610f183530ff463cd332021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 10V, Positive-QTOFsplash10-000x-1890000000-d1484116bfdf13d2198d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 20V, Positive-QTOFsplash10-0fb9-5900000000-7dec4f0d3ca139c5a53f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methocarbamol 40V, Positive-QTOFsplash10-0006-9300000000-c9bfd770d15c3694ff3b2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00423 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00423 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00423
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID3964
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethocarbamol
METLIN IDNot Available
PubChem Compound4107
PDB IDNot Available
ChEBI ID77498
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Sica DA, Comstock TJ, Davis J, Manning L, Powell R, Melikian A, Wright G: Pharmacokinetics and protein binding of methocarbamol in renal insufficiency and normals. Eur J Clin Pharmacol. 1990;39(2):193-4. [PubMed:2253675 ]

Enzymes

General function:
Involved in carbonate dehydratase activity
Specific function:
Reversible hydration of carbon dioxide. Can hydrates cyanamide to urea.
Gene Name:
CA1
Uniprot ID:
P00915
Molecular weight:
28870.0
References
  1. Parr JS, Khalifah RG: Inhibition of carbonic anhydrases I and II by N-unsubstituted carbamate esters. J Biol Chem. 1992 Dec 15;267(35):25044-50. [PubMed:1460006 ]