Phenylpyruvic acid

CAT: 0804-HY-W012530-01Size: 500 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-W012530-01Size:500 mg

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Description

Phenylpyruvic acid is a precursor of the antifungal compound phenyllactic acid. Phenylpyruvic acid can improve the antifungal activity of eight lactic acid bacterial strains through the addition into a dedined growth medium. Phenylpyruvic acid demonstrates improved inhibitory activity against fungal bread contaminants Aspergillus niger and Penicillium roqueforti. Phenylpyruvic acid affects enzyme activity of the pentose phosphate pathway involved in the oxidative phase in rat brain homogenates. Phenylpyruvic acid can reduce glucose-6-phosphate dehydrogenase activity[1][2].

CAS Number

156-06-9

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Endogenous Metabolite; PDI

Type

Natural Products

Related Pathways

Cell Cycle/DNA Damage; Metabolic Enzyme/Protease

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Infection; Metabolic Disease

Assay Protocol

https://www.medchemexpress.com/2-Oxo-3-phenylpropanoic_acid.html

Purity

99.93

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

OC(=O)C(=O)CC1=CC=CC=C1

Molecular Formula

C9H8O3

Molecular Weight

164.16

Precautions

H302, H315, H319, H335

References & Citations

[1]Valerio, F., et al., (2016) . Improvement of the antifungal activity of lactic acid bacteria by addition to the growth medium of phenylpyruvic acid, a precursor of phenyllactic acid. International journal of food microbiology, 222, 1–7.|[2]Rosa, A. P., et al., (2012) . Phenylpyruvic acid decreases glucose-6-phosphate dehydrogenase activity in rat brain. Cellular and molecular neurobiology, 32 (7), 1113–1118.

Shipping Conditions

Blue Ice

Storage Conditions

-20°C, 3 years (Powder)

Scientific Category

Natural Products

Clinical Information

No Development Reported

Isoform

Human Endogenous Metabolite; Microbial Metabolite

Chemical Information

Phenylpyruvic acid

Keto-phenylpyruvic acid is a 2-oxo monocarboxylic acid that is 3-phenylpropanoic acid substituted by an oxo group at position 2. It is an intermediate metabolite in the phenylalanine pathway. It has a role as a chromogenic compound, a fundamental metabolite and an EC 6.4.1.1 (pyruvate carboxylase) inhibitor. It is functionally related to a pyruvic acid. It is a conjugate acid of a keto-phenylpyruvate. It is a tautomer of an enol-phenylpyruvic acid.

CAS Number	156-06-9
PubChem CID	997
IUPAC Name	2-oxo-3-phenylpropanoic acid
Molecular Formula	C9H8O3
Molecular Weight	164.16
XLogP	1.3
Topological Polar Surface Area	54.4
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Heavy Atom Count	12
Formal Charge	0
Complexity	180

SMILES

C1=CC=C(C=C1)CC(=O)C(=O)O

InChI

InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)

InChIKey

BTNMPGBKDVTSJY-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 156-06-9

CID: 997

Formula: C9H8O3

MW: 164.16

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	164.16
XLogP3	1.3
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	164.047344113
Monoisotopic Mass	164.047344113
Topological Polar Surface Area	54.4 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	180
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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