CHEBI:51041 - acamprosate

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ChEBI Name acamprosate
ChEBI ID CHEBI:51041
Definition An organosulfonic acid that is propane-1-sulfonic acid substituted by an acetylamino group at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB6918820, ZINC000001554588
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Acamprosate, sold under the brand name Campral, is a medication which reduces alcoholism cravings. It is thought to stabilize chemical signaling in the brain that would otherwise be disrupted by alcohol withdrawal. When used alone, acamprosate is not an effective therapy for alcohol use disorder in most individuals, as it only addresses withdrawal symptoms and not psychological dependence. Acamprosate is a medication that works in the brain to treat alcohol use disorder. Acamprosate works by decreasing cravings and urges to use alcohol. This allows people who take the medication to control urges to drink and help to continue to not use alcohol. Acamprosate does not help with symptoms of alcohol withdrawal. It facilitates a reduction in alcohol consumption as well as full abstinence when used in combination with psychosocial support or other drugs that address the addictive behavior. Serious side effects include allergic reactions, abnormal heart rhythms, and low or high blood pressure, while less serious side effects include headaches, insomnia, and impotence. Diarrhea is the most common side-effect. It is unclear if use is safe during pregnancy. It is on the World Health Organization's List of Essential Medicines.
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Formula C5H11NO4S
Net Charge 0
Average Mass 181.21118
Monoisotopic Mass 181.04088
InChI InChI=1S/C5H11NO4S/c1-5(7)6-3-2-4-11(8,9)10/h2-4H2,1H3,(H,6,7)(H,8,9,10)
InChIKey AFCGFAGUEYAMAO-UHFFFAOYSA-N
SMILES CC(=O)NCCCS(O)(=O)=O
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): neurotransmitter agent
A substance used for its pharmacological action on any aspect of neurotransmitter systems. Neurotransmitter agents include agonists, antagonists, degradation inhibitors, uptake inhibitors, depleters, precursors, and modulators of receptor function.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): neurotransmitter agent
A substance used for its pharmacological action on any aspect of neurotransmitter systems. Neurotransmitter agents include agonists, antagonists, degradation inhibitors, uptake inhibitors, depleters, precursors, and modulators of receptor function.
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ChEBI Ontology
Outgoing acamprosate (CHEBI:51041) has role environmental contaminant (CHEBI:78298)
acamprosate (CHEBI:51041) has role neurotransmitter agent (CHEBI:35942)
acamprosate (CHEBI:51041) has role xenobiotic (CHEBI:35703)
acamprosate (CHEBI:51041) is a acetamides (CHEBI:22160)
acamprosate (CHEBI:51041) is a organosulfonic acid (CHEBI:33551)
IUPAC Name
3-acetamidopropane-1-sulfonic acid
INNs Sources
acamprosate ChEBI
acamprosato ChEBI
acamprosatum ChEBI
Synonyms Sources
3-Acetamido-1-propanesulfonic acid DrugBank
N-Acetylhomotaurine ChemIDplus
Manual Xrefs Databases
38 DrugCentral
Acamprosate Wikipedia
D07058 KEGG DRUG
DB00659 DrugBank
View more database links
Registry Numbers Types Sources
77337-76-9 CAS Registry Number ChemIDplus
9618349 Reaxys Registry Number Reaxys
Last Modified
22 February 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag