| Record Information |
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| Version | 4.0 |
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| Status | Expected but not Quantified |
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| Creation Date | 2012-09-06 15:16:49 UTC |
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| Update Date | 2020-02-26 21:39:28 UTC |
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| HMDB ID | HMDB0014347 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Succinylcholine |
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| Description | Succinylcholine, also known as suxamethonium or scoline, belongs to the class of organic compounds known as acyl cholines. These are acylated derivatives of choline. Choline or 2-Hydroxy-N,N,N-trimethylethanaminium is a quaternary ammonium salt with the chemical formula (CH3)3N+(CH2)2OH. A quaternary skeletal muscle relaxant usually used in the form of its bromide, chloride, or iodide. Succinylcholine is a drug which is used in surgical procedures where a rapid onset and brief duration of muscle relaxation is needed (includes intubation, endoscopies, and ect). Succinylcholine is a depolarizing skeletal muscle relaxant. Succinylcholine is an extremely weak basic (essentially neutral) compound (based on its pKa). Succinylcholine has no direct action on the uterus or other smooth muscle structures. The mechanism of action of Succinylcholine involves what appears to be a "persistent" depolarization of the neuromuscular junction. This depolarization may be observed as fasciculations. Subsequent neuromuscular transmission is inhibited so long as adequate concentration of succinylcholine remains at the receptor site. Succinylcholine is used in surgical, anesthetic, and other procedures in which a brief period of muscle relaxation is called for. It is a depolarizing relaxant, acting in about 30 seconds and with a duration of effect averaging three to five minutes. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 2,2'-[(1,4-DIOXOBUTANE-1,4-diyl)bis(oxy)]bis(N,N,N-trimethylethanaminium) | ChEBI | | Dicholine succinate | ChEBI | | Succinic acid, diester with choline | ChEBI | | Succinocholine | ChEBI | | Succinoylcholine | ChEBI | | Succinylbischoline | ChEBI | | Succinyldicholine | ChEBI | | Suxamethonium | ChEBI | | Dicholine succinic acid | Generator | | Succinate, diester with choline | Generator | | Scoline | HMDB | | Succinylcholine chloride | HMDB | | Suxamethonium chloride | HMDB | | Bromide, suxamethonium | HMDB | | Succinylcholine dichloride | HMDB | | Succinylcholine dichloride, di H2O | HMDB | | Suxamethonium bromide | HMDB | | Anectine | HMDB | | Dibromide, succinylcholine | HMDB | | Diiodide, succinylcholine | HMDB | | Diperchlorate, succinylcholine | HMDB | | Listenon | HMDB | | Succicuran | HMDB | | Succinylcholine dibromide | HMDB | | Succinylcholine iodide | HMDB | | Dichloride, succinylcholine | HMDB | | Ditilin | HMDB | | Celocurine | HMDB | | Lysthenon | HMDB | | Myorelaxin | HMDB | | Quelicin | HMDB | | Succinylcholine dichloride, di-H2O | HMDB | | Succinylcholine diiodide | HMDB | | Succinylcholine diperchlorate | HMDB | | Succinate, dicholine | MeSH |
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| Chemical Formula | C14H30N2O4 |
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| Average Molecular Weight | 290.399 |
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| Monoisotopic Molecular Weight | 290.220557458 |
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| IUPAC Name | trimethyl[2-({4-oxo-4-[2-(trimethylazaniumyl)ethoxy]butanoyl}oxy)ethyl]azanium |
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| Traditional Name | succinylcholine |
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| CAS Registry Number | 306-40-1 |
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| SMILES | C[N+](C)(C)CCOC(=O)CCC(=O)OCC[N+](C)(C)C |
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| InChI Identifier | InChI=1S/C14H30N2O4/c1-15(2,3)9-11-19-13(17)7-8-14(18)20-12-10-16(4,5)6/h7-12H2,1-6H3/q+2 |
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| InChI Key | AXOIZCJOOAYSMI-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as acyl cholines. These are acylated derivatives of choline. Choline or 2-Hydroxy-N,N,N-trimethylethanaminium is a quaternary ammonium salt with the chemical formula (CH3)3N+(CH2)2OH. |
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| Kingdom | Organic compounds |
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| Super Class | Organic nitrogen compounds |
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| Class | Organonitrogen compounds |
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| Sub Class | Quaternary ammonium salts |
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| Direct Parent | Acyl cholines |
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| Alternative Parents | |
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| Substituents | - Acyl choline
- Fatty acid ester
- Dicarboxylic acid or derivatives
- Fatty acyl
- Tetraalkylammonium salt
- Carboxylic acid ester
- Carboxylic acid derivative
- Organic oxygen compound
- Amine
- Organooxygen compound
- Organic salt
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Carbonyl group
- Organic cation
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Disposition | Biological location: |
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| Role | Industrial application: |
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 0.00076 g/L | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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