N-Acetyl-L-Tyrosine - ≥98% , CAS No.537-55-3

CAS: 537-55-3 Cat. No.: A106207 Molecular Weight: 223.23 Beilstein Registry Number: 2697172 EC Number: 208-671-3

GRADE & PURITY ≥98%

Synonyms

(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid | UNII-DA8G610ZO5 | (S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid | (S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionic acid | TANOGEN HB | Acetyl tyrosine | N-Acetyl-tyrosine | NSC-10853 | A53EE723-A216

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid | UNII-DA8G610ZO5 | (S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid | (S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionic acid | TANOGEN HB | Acetyl tyrosine | N-Acetyl-tyrosine | NSC-10853 | A53EE723-A216

Specifications & Purity

≥98%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488184124
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184124
• Canonical Smiles: CC(=O)NC(CC1=CC=C(C=C1)O)C(=O)O
• IUPAC Name: (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid
• InChIKey: CAHKINHBCWCHCF-JTQLQIEISA-N
• INCHI: 1S/C11H13NO4/c1-7(13)12-10(11(15)16)6-8-2-4-9(14)5-3-8/h2-5,10,14H,6H2,1H3,(H,12,13)(H,15,16)/t10-/m0/s1
• Isomeric SMILES: CC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O
• WGK Germany: 3
• Molecular Weight: 223.23
• Beilstein: 2697172
• Reaxy-Rn: 3206104
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3206104&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 Tyrosine 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: Tyrosine and derivatives
• Alternative Parents: Phenylalanine and derivatives N-acyl-L-alpha-amino acids Phenylpropanoic acids Amphetamines and derivatives 1-hydroxy-2-unsubstituted benzenoids Acetamides Secondary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Tyrosine or derivatives - Phenylalanine or derivatives - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - N-acyl-l-alpha-amino acid - 3-phenylpropanoic-acid - Amphetamine or derivatives - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Benzenoid - Acetamide - Carboxamide group - Secondary carboxylic acid amide - Monocarboxylic acid or derivatives - Carboxylic acid - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic oxide - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as tyrosine and derivatives. These are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: L-tyrosine derivative - N-acetyl-L-amino acid

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)

MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)

Discover Target: MMP3

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

SLC16A10 SLC16A10 protein (28 Activities)

Discover Target: SLC16A10

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

Associated Targets(non-human)

Galc Galactocerebrosidase (11 Activities)

Discover Target: Galc

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

Staphylococcus aureus (210822 Activities)

Explore this target

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

Plasmodium falciparum (966862 Activities)

Explore this target

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Slc16a10 Monocarboxylate transporter 10 (73 Activities)

Discover Target: Slc16a10

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

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: 47 ° (C=2, H2O)
• Melt Point(°C): 149-152°C
• Molecular Weight: 223.220 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 223.084 Da
• Monoisotopic Mass: 223.084 Da
• Topological Polar Surface Area: 86.600 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 259.000
• 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. Yaqi Jin, Zihui Jin, Di Sun, Yilin Peng, Qiyang Zhao, Yue He, Jing Li, Yaohai Zhang, Yongliang Cui.  (2023)  Preparation of spirodiclofen monoclonal antibody and establishment of indirect competitive enzyme-linked immunosorbent assay.  FOOD CHEMISTRY,      [PMID:36934705] [10.1016/j.foodchem.2023.135936]

2. Yuehua Chen, Huiyong Wang, Yuanchao Pei, Jianji Wang.  (2017)  Selective separation of scandium (III) from rare earth metals by carboxyl-functionalized ionic liquids.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2017.01.058]

3. Yuehua Chen, Huiyong Wang, Yuanchao Pei, Jiao Ren, Jianji Wang.  (2015)  pH-Controlled Selective Separation of Neodymium (III) and Samarium (III) from Transition Metals with Carboxyl-Functionalized Ionic Liquids.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5b00742]

4. Yuting Li, Xiaotong Li, Jinshun Ye, Zhenzhao Weng, Xiaozhen Liu, Fengyuan Liu, Jingkun Yan, Lin Li.  (2024)  Reactivity of amino acid residues towards 4-methylbenzoquinone: Effect on the site-specificity of quinone-protein reaction.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2024.116217]

5. Xu Zhang, Xiaopeng Pan, Lingling Lv, Nicholas Kai Shiang Teo, Guangdong Sun, Tina Hsia, Yi Huang, Jianzhong Shao, San H. Thang.  (2025)  Photooxidation-induced pathway of amino acids cross-linking for 3D printing of silk fibroin/gelatin composite hydrogel.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:41061781] [10.1016/j.ijbiomac.2025.148125]