Phenylglyoxylic acid - ≥95% , CAS No.611-73-4

CAS: 611-73-4 Cat. No.: P100867 Molecular Weight: 150.13 Beilstein Registry Number: 606718 EC Number: 210-278-7

GRADE & PURITY ≥95%

Synonyms

CHEBI:18280 | Glyoxylic acid, phenyl- | MFCD00002575 | phenyl glyoxalic acid | 2-Oxo-2-phenylacetate | AH-034/32845038 | W-105187 | DTXSID80209993 | Phenylgloxylic acid | FT-0622758 | Oxophenylacetic acid | oxo-phenyl-acetic acid | AM20040854 | s11007 | H

Storage

Room temperature,Argon charged,Desiccated,Cool

Shipped In

Normal

Specifications

Synonyms

CHEBI:18280 | Glyoxylic acid, phenyl- | MFCD00002575 | phenyl glyoxalic acid | 2-Oxo-2-phenylacetate | AH-034/32845038 | W-105187 | DTXSID80209993 | Phenylgloxylic acid | FT-0622758 | Oxophenylacetic acid | oxo-phenyl-acetic acid | AM20040854 | s11007 | H

Specifications & Purity

≥95%

Storage

Room temperature, Argon charged, Desiccated, Cool

Shipped In

Normal

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504752220
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752220
• Canonical Smiles: C1=CC=C(C=C1)C(=O)C(=O)O
• IUPAC Name: 2-oxo-2-phenylacetic acid
• InChIKey: FAQJJMHZNSSFSM-UHFFFAOYSA-N
• INCHI: 1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)C(=O)O
• WGK Germany: 3
• RTECS: DA1480000
• Molecular Weight: 150.13
• Beilstein: 606718
• Reaxy-Rn: 606718
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=606718&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoyl derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoyl derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzoyl derivatives
• Alternative Parents: Aryl ketones Alpha-keto acids and derivatives Alpha-hydroxy ketones Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Aryl ketone - Benzoyl - Keto acid - Alpha-keto acid - Alpha-hydroxy ketone - Ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).
• External Descriptors: 2-oxo monocarboxylic 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(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

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

Pdk1 Pyruvate dehydrogenase kinase (250 Activities)

Discover Target: Pdk1

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water
• Sensitivity: light sensitive,Moisture sensitive
• Boil Point(°C): 147.5°C
• Melt Point(°C): 66°C
• Molecular Weight: 150.130 g/mol
• XLogP3: 1.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 150.032 Da
• Monoisotopic Mass: 150.032 Da
• Topological Polar Surface Area: 54.400 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 168.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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. Haipeng Ye, Ji Shao, Yanpeng Shi, Siwei Tan, Kewen Su, Ling Zhang, Xiaoyue Shan.  (2021)  Magnetic molecularly imprinted polymers for extraction of S-phenylmercapturic acid from urine samples followed by high-performance liquid chromatography.  JOURNAL OF MOLECULAR RECOGNITION,  34  (11): (e2930).  [PMID:34432338] [10.1002/jmr.2930]

2. Xie Chao, Lin Longfei, Huang Liang, Wang Zixin, Jiang Zhiwei, Zhang Zehui, Han Buxing.  (2021)  Zn-Nx sites on N-doped carbon for aerobic oxidative cleavage and esterification of C(CO)-C bonds.  Nature Communications,  12  (1): (1-12).  [PMID:34376654] [10.1038/s41467-021-25118-0]

3. Xinrong Jiang, Xiaoming Chen, Tao Wang, Yuexin Li, Aiwu Pan, Jianmin Wu.  (2020)  Perfluorinated polymer modified vertical silicon nanowires as ultra low noise laser desorption ionization substrate for salivary metabolites profiling.  TALANTA,      [PMID:33592752] [10.1016/j.talanta.2020.122022]

4. Xinjian Yin, Yayun Liu, Lijun Meng, Haisheng Zhou, Jianping Wu, Lirong Yang.  (2020)  Semi-rational hinge engineering: modulating the conformational transformation of glutamate dehydrogenase for enhanced reductive amination activity towards non-natural substrates.  Catalysis Science & Technology,  10  (10): (3376-3386).  [PMID:] [10.1039/C9CY02576F]

5. Xinjian Yin, Yayun Liu, Lijun Meng, Haisheng Zhou, Jianping Wu, Lirong Yang.  (2018)  Rational Molecular Engineering of Glutamate Dehydrogenases for Enhancing Asymmetric Reductive Amination of Bulky α-Keto Acids.  ADVANCED SYNTHESIS & CATALYSIS,  361  (4): (803-812).  [PMID:] [10.1002/adsc.201801251]

6. He Liu, Shixi Wang, Meng Xu, Kaiyue Zhang, Qian Gao, Hualei Wang, Dongzhi Wei.  (2024)  Engineering an (R)-selective transaminase for asymmetric synthesis of (R)-3-aminobutanol.  BIOORGANIC CHEMISTRY,      [PMID:38492494] [10.1016/j.bioorg.2024.107264]

7. Tong Luo, Ji Qi, Juan Yu, Chunpeng Wang, Fuxiang Chu, Jifu Wang.  (2024)  Lignin-Based Macromolecular Photoinitiator for Non-Migration, Self-Adhesive, and Water-Resistant Eutectogels toward Underwater Reliable Communication.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202414481]

8. Lingyan Ma, Di Wu, Lianzhe Hu, Rui Xiao, Kanglin Pei, Wenjing Qi.  (2024)  Novel anodic and cathodic dual-emitting electrochemiluminescence ratiometric method for phenylglyoxylic acid detection using S2O82- and Ag-MOFs amplification strategy.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2024.135460]

9. Wujiu Jiang, Qing Luo, Wei Huang, Yuxing Tan, Yiyuan Peng.  (2024)  Synthesis, anticancer activity, and mechanistic investigations of aryl-alkyl diorganotin arylformylhydrazone complexes.  JOURNAL OF INORGANIC BIOCHEMISTRY,      [PMID:39388807] [10.1016/j.jinorgbio.2024.112756]