O-Acetyl-L-carnitine hydrochloride - 10mM in DMSO , CAS No.5080-50-2

CAS: 5080-50-2 Cat. No.: O424369 Molecular Weight: 239.7 Beilstein Registry Number: 4340103 EC Number: 690-015-4

GRADE & PURITY 10mM in DMSO

Synonyms

Acetyl-L-carnitine hydrochloride|o-Acetyl-L-carnitine hydrochloride|5080-50-2|O-Acetyl-L-carnitine HCl|Acetylcarnitine chloride|acetyl l-carnitine hydrochloride|UNII-NDW10MX58T|Acetylcarnitine L-form HCl|Acetylcarnitine hydrochloride|NDW10MX58T|Nicetile|A

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Endogenous mitochondrial metabolite that transports acetyl groups across the mitochondrial membrane. Exogenous acetylcarnitine enhances mitochondrial function in aged rats. As an acetate donor to coenzyme A, it increases the central and peripheral acetylcholine synthesis and function. Acetylcarnitine has antinociceptive activity that may be mediated by enhanced activity of muscarinic cholinergic receptors or mGlu2 glutamate receptors.
A cholinergic agonist that stimulates neuronal response to serotonin and acetylcholine.

Specifications

Synonyms

Acetyl-L-carnitine hydrochloride | o-Acetyl-L-carnitine hydrochloride | 5080-50-2 | O-Acetyl-L-carnitine HCl | Acetylcarnitine chloride | acetyl l-carnitine hydrochloride | UNII-NDW10MX58T | Acetylcarnitine L-form HCl | Acetylcarnitine hydrochloride | NDW10MX58T | Nicetile | A

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Enables CoA function. Lowers oxidative stress marker levels. Improves mitochondrial function. Blood-brain barrier permeable. Exhibits antidepressant, neuroprotective, analgesic and antinociceptive activities in vivo .

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: CC(=O)OC(CC(=O)O)C[N+](C)(C)C.[Cl-]
• IUPAC Name: [(2R)-2-acetyloxy-3-carboxypropyl]-trimethylazanium;chloride
• InChIKey: JATPLOXBFFRHDN-DDWIOCJRSA-N
• INCHI: 1S/C9H17NO4.ClH/c1-7(11)14-8(5-9(12)13)6-10(2,3)4;/h8H,5-6H2,1-4H3;1H/t8-;/m1./s1
• Isomeric SMILES: CC(=O)O[C@H](CC(=O)O)C[N+](C)(C)C.[Cl-]
• WGK Germany: 3
• Molecular Weight: 239.7
• Beilstein: 4340103
• Reaxy-Rn: 4166183
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4166183&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Acyl carnitines
• Alternative Parents: Dicarboxylic acids and derivatives Tetraalkylammonium salts Carboxylic acid esters Carboxylic acids Organopnictogen compounds Organic oxides Organic chloride salts Hydrocarbon derivatives Carbonyl compounds Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Acyl-carnitine - Dicarboxylic acid or derivatives - Tetraalkylammonium salt - Quaternary ammonium salt - Carboxylic acid ester - Carboxylic acid derivative - Carboxylic acid - Organic nitrogen compound - Organic salt - Organic chloride salt - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Amine - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)

Discover Target: ampC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Hygroscopic
• Specific Rotation[α]: -28° (C=1,H2O)
• Melt Point(°C): 194℃
• Molecular Weight: 239.690 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 239.092 Da
• Monoisotopic Mass: 239.092 Da
• Topological Polar Surface Area: 63.600 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 219.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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