3-Nitro-L-tyrosine - 2mM in DMSO , CAS No.621-44-3

CAS: 621-44-3 Cat. No.: N425146 Molecular Weight: 226.19 Beilstein Registry Number: 2813157 EC Number: 210-688-6

GRADE & PURITY 2mM in DMSO

Synonyms

UNII-7COY1HA6HK | MFCD00007123 | 3-Nitrotyrosine | D82342 | CHEBI:44454 | NIY | SR-01000946631 | N-8200 | 3-Mononitrotyrosine | AI3-63160 | AKOS016843278 | Epitope ID:140785 | NITRATED TYROSINE | 3-Nitro-L-tyrosine | H-4-Hydroxy-3-nitro-Phe-OH | Tyrosine,

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

UNII-7COY1HA6HK | MFCD00007123 | 3-Nitrotyrosine | D82342 | CHEBI:44454 | NIY | SR-01000946631 | N-8200 | 3-Mononitrotyrosine | AI3-63160 | AKOS016843278 | Epitope ID:140785 | NITRATED TYROSINE | 3-Nitro-L-tyrosine | H-4-Hydroxy-3-nitro-Phe-OH | Tyrosine,

Specifications & Purity

2mM 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.

Names and Identifiers

• Pubchem Sid: 528759139
• Canonical Smiles: C1=CC(=C(C=C1CC(C(=O)O)N)[N+](=O)[O-])O
• IUPAC Name: (2S)-2-amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid
• InChIKey: FBTSQILOGYXGMD-LURJTMIESA-N
• INCHI: 1S/C9H10N2O5/c10-6(9(13)14)3-5-1-2-8(12)7(4-5)11(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)/t6-/m0/s1
• Isomeric SMILES: C1=CC(=C(C=C1C[C@@H](C(=O)O)N)[N+](=O)[O-])O
• WGK Germany: 3
• Molecular Weight: 226.19
• Beilstein: 2813157
• Reaxy-Rn: 2219127
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2219127&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 Phenylpropanoic acids Amphetamines and derivatives L-alpha-amino acids Nitrophenols Nitrobenzenes Nitroaromatic compounds 1-hydroxy-2-unsubstituted benzenoids Aralkylamines Amino acids Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Carboxylic acids Monocarboxylic acids and derivatives Organic zwitterions Carbonyl compounds Hydrocarbon derivatives Organic oxides Monoalkylamines Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Tyrosine or derivatives - Phenylalanine or derivatives - 3-phenylpropanoic-acid - Alpha-amino acid - Amphetamine or derivatives - Nitrophenol - L-alpha-amino acid - Nitrobenzene - Nitroaromatic compound - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Aralkylamine - Monocyclic benzene moiety - Benzenoid - C-nitro compound - Amino acid - Organic nitro compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxoazanium - Organic zwitterion - Organonitrogen compound - Amine - Organic oxide - Organic nitrogen compound - Organooxygen compound - Primary aliphatic amine - Hydrocarbon derivative - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Primary amine - 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: non-proteinogenic L-alpha-amino acid - L-tyrosine derivative - 3-nitrotyrosine

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

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: 3° (C=1,1mol/L HCl)
• Melt Point(°C): 233-235°C
• Molecular Weight: 226.190 g/mol
• XLogP3: -2.000
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 226.059 Da
• Monoisotopic Mass: 226.059 Da
• Topological Polar Surface Area: 129.000 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 278.000
• 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. Huifang Wu, Qiqi Wang, Lingfeng Zhu, Xinyue Liu, Lizhong Liu, Changlun Tong.  (2025)  Time-Resolved Phosphorescence and Colorimetric Assays of Diabetes Biomarkers: Simultaneous Detection of 3-Nitro-l-Tyrosine and Total Antioxidant Capacity via Zeolite-Confined Carbon Dots.  ANALYTICAL CHEMISTRY,      [PMID:41163475] [10.1021/acs.analchem.5c05306]