CHEBI:77501 - (R)-methocarbamol

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ChEBI Name (R)-methocarbamol
ChEBI ID CHEBI:77501
ChEBI ASCII Name (R)-methocarbamol
Definition A 2-hydroxy-3-(2-methoxyphenoxy)propyl carbamate that has R configuration. Both (R)- and (S)-methocarbamol have muscle relaxant properties, with the (R)-enantiomer being more active than the (S)-enantiomer.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C11H15NO5
Net Charge 0
Average Mass 241.24050
Monoisotopic Mass 241.09502
InChI 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)/t8-/m1/s1
InChIKey GNXFOGHNGIVQEH-MRVPVSSYSA-N
SMILES COc1ccccc1OC[C@@H](O)COC(N)=O
Roles Classification
Application(s): muscle relaxant
A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
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ChEBI Ontology
Outgoing (R)-methocarbamol (CHEBI:77501) has role muscle relaxant (CHEBI:51371)
(R)-methocarbamol (CHEBI:77501) is a 2-hydroxy-3-(2-methoxyphenoxy)propyl carbamate (CHEBI:77498)
(R)-methocarbamol (CHEBI:77501) is enantiomer of (S)-methocarbamol (CHEBI:77502)
Incoming methocarbamol (CHEBI:6832) has part (R)-methocarbamol (CHEBI:77501)
(S)-methocarbamol (CHEBI:77502) is enantiomer of (R)-methocarbamol (CHEBI:77501)
IUPAC Name
(2R)-2-hydroxy-3-(2-methoxyphenoxy)propyl carbamate
Synonyms Sources
(+)-methocarbamol ChEBI
(R)-(+)-methocarbamol ChEBI
(R)-1-carbamoyloxy-2-hydroxy-3-(2-methoxyphenoxy)propane ChEBI
Registry Number Type Source
8321992 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10467962 PubMed citation Europe PMC
1491037 PubMed citation Europe PMC
Last Modified
25 February 2014