CHEBI:3419 - carisoprodol

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ChEBI Name carisoprodol
ChEBI ID CHEBI:3419
Definition A carbamate ester that is the mono-N-isopropyl derivative of meprobamate (which is a significant metabolite). Carisoprodol interrupts neuronal communication within the reticular formation and spinal cord, resulting in sedation and alteration in pain perception. It is used as a muscle relaxant in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:330249
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Formula C12H24N2O4
Net Charge 0
Average Mass 260.33000
Monoisotopic Mass 260.174
InChI InChI=1S/C12H24N2O4/c1-5-6-12(4,7-17-10(13)15)8-18-11(16)14-9(2)3/h9H,5-8H2,1-4H3,(H2,13,15)(H,14,16)
InChIKey OFZCIYFFPZCNJE-UHFFFAOYSA-N
SMILES CCCC(C)(COC(N)=O)COC(=O)NC(C)C
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 carisoprodol (CHEBI:3419) has role muscle relaxant (CHEBI:51371)
carisoprodol (CHEBI:3419) is a carbamate ester (CHEBI:23003)
Incoming (R)-carisoprodol (CHEBI:59334) is a carisoprodol (CHEBI:3419)
(S)-carisoprodol (CHEBI:59336) is a carisoprodol (CHEBI:3419)
IUPAC Name
2-[(carbamoyloxy)methyl]-2-methylpentyl propan-2-ylcarbamate
INNs Sources
carisoprodol ChemIDplus
carisoprodol WHO MedNet
carisoprodol WHO MedNet
carisoprodolum ChemIDplus
Synonyms Sources
(±)-2-methyl-2-propyl-1,3-propanediol carbamate isopropylcarbamate ChemIDplus
(1-methylethyl)carbamic acid 2-(((aminocarbonyl)oxy)methyl)-2-methylpentyl ester ChemIDplus
2-methyl-2-propyl-1,3-propanediol carbamate isopropylcarbamate ChemIDplus
2-methyl-2-propyltrimethylene carbamate isopropylcarbamate ChEBI
carbamic acid 2-isopropylcarbamoyloxymethyl-2-methyl-pentyl ester ChEMBL
Carisoprodol KEGG COMPOUND
isopropyl meprobamate ChemIDplus
N-isopropy-2-methyl-2-propyl-1,3-propanediol dicarbamate ChEBI
Database Links Databases
509 DrugCentral
C07927 KEGG COMPOUND
Carisoprodol Wikipedia
D00768 KEGG DRUG
DB00395 DrugBank
HMDB0014539 HMDB
LSM-5197 LINCS
US2937119 Patent
View more database links
Registry Numbers Types Sources
1791537 Beilstein Registry Number Beilstein
1791537 Reaxys Registry Number Reaxys
78-44-4 CAS Registry Number NIST Chemistry WebBook
78-44-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14521410 PubMed citation ChEMBL
17725338 PubMed citation ChEMBL
Last Modified
22 February 2017