| Pubchem Sid | 504758719 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504758719 |
| Canonical Smiles | CSCCC(C(=O)O)NC=O |
| IUPAC Name | (2S)-2-formamido-4-methylsulfanylbutanoic acid |
| InChIKey | PYUSHNKNPOHWEZ-YFKPBYRVSA-N |
| INCHI | 1S/C6H11NO3S/c1-11-3-2-5(6(9)10)7-4-8/h4-5H,2-3H2,1H3,(H,7,8)(H,9,10)/t5-/m0/s1 |
| Isomeric SMILES | CSCC[C@@H](C(=O)O)NC=O |
| WGK Germany | 3 |
| Molecular Weight | 177.22 |
| Reaxy-Rn | 1866334 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1866334&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| 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 N-formyl-alpha amino acids Thia fatty acids 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-l-alpha-amino acid - N-formyl-alpha-amino acid - N-formyl-alpha amino acid or derivatives - Thia fatty acid - Fatty acid - Fatty acyl - Carboxamide group - Secondary carboxylic acid amide - Dialkylthioether - Sulfenyl compound - Thioether - Monocarboxylic acid or derivatives - Carboxylic acid - Hydrocarbon derivative - Organic oxide - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organopnictogen compound - Organic oxygen 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 | Other amino acids |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 J1819074 | Certificate of Analysis | May 21, 2026 | F115810 |
| F2206279 | Certificate of Analysis | Mar 18, 2026 | F115810 |
| F2206280 | Certificate of Analysis | Mar 18, 2026 | F115810 |
| F2206281 | Certificate of Analysis | Mar 18, 2026 | F115810 |
| L2115100 | Certificate of Analysis | Sep 17, 2025 | F115810 |
| L2115101 | Certificate of Analysis | Sep 17, 2025 | F115810 |
| Specific Rotation[α] | -10 ° (C=0.8, H2O) |
|---|---|
| Melt Point(°C) | 101°C |
| Molecular Weight | 177.220 g/mol |
| XLogP3 | 0.200 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Exact Mass | 177.046 Da |
| Monoisotopic Mass | 177.046 Da |
| Topological Polar Surface Area | 91.700 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 140.000 |
| 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 |
| 1. Jun Liu, Xiaoyu Hu, Guanghao Yu, Qingrong Wang, Liwei Gu, Jianying Shen, Qinghe Zhao, Hao Sun, Shi Wang, Zhongyuan Guo, Yu Zhao, Hai Ma. (2024) Doxorubicin-based ENO1 targeted drug delivery strategy enhances therapeutic efficacy against colorectal cancer. BIOCHEMICAL PHARMACOLOGY, [PMID:38641307] [10.1016/j.bcp.2024.116220] |
| 2. Sen Chen, Hui Lin, Haodi Gu, Xinrou Yu, Junjie Xiang, Lili Xu, Gang Ye, Yue Shan, Yun Wang. (2025) N-formyl methionine mediates NETosis of neutrophil to promote sepsis-induced cardiomyopathy via the FPR1 pathway. INTERNATIONAL IMMUNOPHARMACOLOGY, [PMID:41014772] [10.1016/j.intimp.2025.115602] |
