Phenylpyruvic acid - Moligand™,10mM in DMSO , CAS No.156-06-9

CAS: 156-06-9 Cat. No.: P421862 Molecular Weight: 164.16 Beilstein Registry Number: 2207312 EC Number: 205-847-1 PubChem CID: 997

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

phenylpyruvic acid|156-06-9|2-Oxo-3-phenylpropanoic acid|3-Phenylpyruvic acid|phenylpyruvate|Pyruvic acid, phenyl-|beta-Phenylpyruvic acid|Phenyl pyruvic acid|Benzenepropanoic acid, alpha-oxo-|Phenylpyroracemic acid|3-Phenyl-2-oxopropanoic acid|2-OXO-3-PH

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Usually used in the synthesis of 3-phenyllactic acid (PLA) by lactate dehydrogenase.

Specifications

Synonyms

phenylpyruvic acid | 156-06-9 | 2-Oxo-3-phenylpropanoic acid | 3-Phenylpyruvic acid | phenylpyruvate | Pyruvic acid, phenyl- | beta-Phenylpyruvic acid | Phenyl pyruvic acid | Benzenepropanoic acid, alpha-oxo- | Phenylpyroracemic acid | 3-Phenyl-2-oxopropanoic acid | 2-OXO-3-PH

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: C1=CC=C(C=C1)CC(=O)C(=O)O
• IUPAC Name: 2-oxo-3-phenylpropanoic acid
• InChIKey: BTNMPGBKDVTSJY-UHFFFAOYSA-N
• INCHI: 1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)
• Isomeric SMILES: C1=CC=C(C=C1)CC(=O)C(=O)O
• WGK Germany: 3
• PubChem CID: 997
• Molecular Weight: 164.16
• Beilstein: 2207312
• Reaxy-Rn: 2207312

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenylpyruvic acid derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyruvic acid derivatives
• Alternative Parents: Phenylpropanoic acids Alpha-keto acids and derivatives Alpha-hydroxy ketones Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenylpyruvate - 3-phenylpropanoic-acid - 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 phenylpyruvic acid derivatives. These are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.
• 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(Human)

CSNK2A1 Tchem Casein kinase II alpha (3512 Activities)

Discover Target: CSNK2A1

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

SLC16A3 Tchem Monocarboxylate transporter 4 (196 Activities)

Discover Target: SLC16A3

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

Associated Targets(non-human)

Slc22a20 Solute carrier family 22 member 20 (86 Activities)

Discover Target: Slc22a20

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

Slc22a6 Solute carrier family 22 member 6 (141 Activities)

Discover Target: Slc22a6

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light & Air & Heat Sensitive & Hygroscopic
• Flash Point(°C): 148.89℃
• Boil Point(°C): 299.1°C at 760 mmHg
• Melt Point(°C): 150-154°C
• Molecular Weight: 164.160 g/mol
• XLogP3: 1.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 164.047 Da
• Monoisotopic Mass: 164.047 Da
• Topological Polar Surface Area: 54.400 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 180.000
• 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. Huidong Xu, Qianqian Cheng, Yangyu Qiu, Jingjing Mao, Qinyi Ji, Mulan Zhu, Lili Zhang, Zhouping Wang, Aitao Li, Yu Xia.  (2023)  A Novel Strategy for Whole-Cell Biotransformation Enabling Simultaneous l-Phenyllactic Acid Production and Coenzyme Regeneration.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:37963219] [10.1021/acs.jafc.3c06387]

2. Hongkai Xie, Wenhua Ji, Dahui Liu, Wei Liu, Daijie Wang, Ruimin Lv, Xiao Wang.  (2015)  Surface molecularly imprinted polymers with dummy templates for the separation of dencichine from Panax notoginseng.  RSC Advances,  5  (60): (48885-48892).  [PMID:] [10.1039/C5RA06749A]

3. Zheng Li, Xiaohui Lu, Zhiyang Zhang, Shuoyang Yan, Yunli Yang.  (2024)  Rapid Fingerprinting of Urinary Volatile Metabolites and Point-of-Care Diagnosis of Phenylketonuria on a Patterned Nanorod Sensor Array with Multiplexed Surface-Enhanced Raman Scattering Readouts.  ANALYTICAL CHEMISTRY,      [PMID:39206680] [10.1021/acs.analchem.4c02822]

4. Yang Zhang, Chen Su, Jinxiu Lei, Lu Chen, Haihong Hu, Su Zeng, Lushan Yu.  (2019)  Studies on the L-2-hydroxy-acid oxidase 2 catalyzed metabolism of S-mandelic acid and its analogues.  Drug Metabolism and Pharmacokinetics,      [PMID:30876779] [10.1016/j.dmpk.2019.02.003]