DL-Carnitine - ≥98% , CAS No.461-06-3

CAS: 461-06-3 Cat. No.: D413371 Molecular Weight: 161.2

GRADE & PURITY ≥98%

Synonyms

(±)-Carnitin1-​Propanaminium,3-​carboxy-​2-​hydroxy-​N,​N,​N-​trimethyl-​,inner salt | Carnitina | Carnitine

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

DL-Carnitine ((±)-Carnitin) is a racemic mixture of L-Carnitine and D-Carnitine that regulatesfatty acid transportin the mitochondrion. DL-carnitine is found to be ineffective or toxic, for example, to muscle cells and to the myocardium. DL-Carnitine causes symptoms of myasthenia and cardiac arrhythmias.

Specifications

Synonyms

(±)-Carnitin1-​Propanaminium, 3-​carboxy-​2-​hydroxy-​N, ​N, ​N-​trimethyl-​, inner salt | Carnitina | Carnitine

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

DL-Carnitine ((±)-Carnitin) is a racemic mixture of L-Carnitine and D-Carnitine that regulates fatty acid transport in the mitochondrion. DL-carnitine is found to be ineffective or toxic, for example, to muscle cells and to the myocardium. DL-Carnitine ca

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504750375
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750375
• Canonical Smiles: C[N+](C)(C)CC(CC(=O)[O-])O
• IUPAC Name: 3-hydroxy-4-(trimethylazaniumyl)butanoate
• InChIKey: PHIQHXFUZVPYII-UHFFFAOYSA-N
• INCHI: 1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3
• Isomeric SMILES: C[N+](C)(C)CC(CC(=O)[O-])O
• Alternate CAS: 406-76-8
• Molecular Weight: 161.2
• Reaxy-Rn: 1866665
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1866665&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Quaternary ammonium salts

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Quaternary ammonium salts
• Intermediate Tree Nodes: Not available
• Direct Parent: Carnitines
• Alternative Parents: Short-chain hydroxy acids and derivatives Beta hydroxy acids and derivatives Fatty acids and conjugates Tetraalkylammonium salts Secondary alcohols Carboxylic acid salts 1,2-aminoalcohols Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic zwitterions Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Carnitine - Beta-hydroxy acid - Short-chain hydroxy acid - Fatty acid - Hydroxy acid - Tetraalkylammonium salt - 1,2-aminoalcohol - Carboxylic acid salt - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxygen compound - Organooxygen compound - Organic zwitterion - Organic salt - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organopnictogen compound - Amine - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as carnitines. These are organic compounds containing the quaternary ammonium compound carnitine.
• External Descriptors: a D,L-carnitine

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(Human)

ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)

Discover Target: ABCC2

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ABCB11 Tchem Bile salt export pump (2311 Activities)

Discover Target: ABCB11

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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

SLCO2B1 Tchem Solute carrier organic anion transporter family member 2B1 (580 Activities)

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SLC22A9 Tbio Solute carrier family 22 member 9 (14 Activities)

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SLC22A16 Tbio Solute carrier family 22 member 16 (4 Activities)

Discover Target: SLC22A16

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Associated Targets(non-human)

Slc25a20 Carnitine/acylcarnitine translocase (26 Activities)

Discover Target: Slc25a20

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Slc22a5 Solute carrier family 22 member 5 (44 Activities)

Discover Target: Slc22a5

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Slc22a4 Solute carrier family 22 member 4 (11 Activities)

Discover Target: Slc22a4

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Slc22a21 Solute carrier family 22 member 21 (8 Activities)

Discover Target: Slc22a21

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 32 mg/mL (198.51 mM); Water: 32 mg/mL (198.51 mM); Ethanol: Insoluble
• Molecular Weight: 161.200 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 161.105 Da
• Monoisotopic Mass: 161.105 Da
• Topological Polar Surface Area: 60.400 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 134.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Weili Li, Haiyang Li, Lujuan Zheng, Jing Xia, Xiaoxuan Yang, Shuhan Men, Ye Yuan, Yuying Fan.  (2022)  Ginsenoside CK improves skeletal muscle insulin resistance by activating DRP1/PINK1-mediated mitophagy.  Food & Function,  14  (2): (1024-1036).  [PMID:36562271] [10.1039/D2FO02026B]