N-Acetyl-L-Methionine - Moligand™,10mM in DMSO , CAS No.65-82-7

CAS: 65-82-7 Cat. No.: N425321 Molecular Weight: 191.25 Beilstein Registry Number: 1725552 EC Number: 200-617-7

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

N-ACETYL-L-2-AMINO-4-(METHYLTHIO)BUTYRIC ACID | N-Acetylmethionine | N-ACETYL-METHIONINE | Methionamine | N-acetyl methionine | Methionin | N-ACETYLMETHIONINE [MI] | Ac-Met-OH | CCG-44238 | CHEBI:21557 | J-300194 | A831879 | AS-12697 | acetyl methionine |

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

N-ACETYL-L-2-AMINO-4-(METHYLTHIO)BUTYRIC ACID | N-Acetylmethionine | N-ACETYL-METHIONINE | Methionamine | N-acetyl methionine | Methionin | N-ACETYLMETHIONINE [MI] | Ac-Met-OH | CCG-44238 | CHEBI:21557 | J-300194 | A831879 | AS-12697 | acetyl methionine |

Specifications & Purity

Moligand™, 10mM in DMSO

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.

Grade

Moligand™

Names and Identifiers

• Canonical Smiles: CC(=O)NC(CCSC)C(=O)O
• IUPAC Name: (2S)-2-acetamido-4-methylsulfanylbutanoic acid
• InChIKey: XUYPXLNMDZIRQH-LURJTMIESA-N
• INCHI: 1S/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-/m0/s1
• Isomeric SMILES: CC(=O)N[C@@H](CCSC)C(=O)O
• WGK Germany: 3
• RTECS: PD0480000
• Molecular Weight: 191.25
• Beilstein: 1725552
• Reaxy-Rn: 1725554
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1725554&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Methionine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Methionine and derivatives
• Alternative Parents: N-acyl-L-alpha-amino acids Thia fatty acids Acetamides Secondary carboxylic acid amides Sulfenyl compounds Monocarboxylic acids and derivatives Dialkylthioethers Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Methionine or derivatives - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - N-acyl-l-alpha-amino acid - Thia fatty acid - Fatty acid - Fatty acyl - Acetamide - Secondary carboxylic acid amide - Carboxamide group - Dialkylthioether - Sulfenyl compound - Thioether - Monocarboxylic acid or derivatives - Carboxylic acid - Hydrocarbon derivative - Organic oxygen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as methionine and derivatives. These are compounds containing methionine or a derivative thereof resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: monocarboxylic acid - methyl sulfide - N-acetyl-L-amino acid - L-methionine derivative

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

Chemical and Physical Properties

• Specific Rotation[α]: -21 ° (C=1, H2O)
• Melt Point(°C): 103-106°C
• Molecular Weight: 191.250 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 191.062 Da
• Monoisotopic Mass: 191.062 Da
• Topological Polar Surface Area: 91.700 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 172.000
• 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: 1

References

1. Feng Peng, Qi Shen, Lu-Ping Zou, Feng Cheng, Ya-Ping Xue, Yu-Guo Zheng.  (2024)  Design of NAMPTs with Superior Activity by Dual-Channel Protein Engineering Strategy.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:38842002] [10.1021/acs.jafc.4c02698]

2. Mingyuan Dou, Qing Feng, Jing Yang, Shuai Zou, Kangchun Li, Zhenpeng Li, Maoli Yang, Fuchuan Huang.  (2024)  Evaluation of rheological properties and tribological properties of choline/acetylamino acid ionic liquids at different frequencies.  WEAR,      [PMID:] [10.1016/j.wear.2024.205247]

3. Zhilei Wang, Zipeng Zhang, Chenyu Wu, Zikuan Wang, Wenjian Liu.  (2024)  Pushing the Limit of Photo-Controlled Polymerization: Hyperchromic and Bathochromic Effects.  MOLECULES,  29  (10): (2377).  [PMID:38792240] [10.3390/molecules29102377]

4. Wang Rui, Zou Ziwei, An Yi, Wang Liulin, Li Chengyin, Zou Yinshui, Wang Guangzhi.  (2026)  PINK1 deacetylation by emodin-induced SIRT3 upregulation alleviates acute kidney injury by Inhibition of ferroptosis.  INFLAMMATION RESEARCH,  75  (1): (37).  [PMID:41703345] [10.1007/s00011-025-02137-x]