4-Hydroxyphenylpyruvic acid - Moligand™, ≥95%(HPLC) , CAS No.156-39-8

CAS: 156-39-8 Cat. No.: H138306 Molecular Weight: 180.16 Beilstein Registry Number: 2691632 EC Number: 205-852-9

GRADE & PURITY Moligand™, ≥95%(HPLC)

Synonyms

3-(4-Hydroxyphenyl)-2-oxopropanoic acid | 3-(4-hydroxyphenyl)-2-oxo-propanoic acid | 87E988C4-F26C-4E03-9A40-1B0C0B36CA67 | p-Hydroxyphenylpyruvic acid | EN300-1855716 | ENO | MFCD00002591 | 3-(4-Hydroxyphenyl)-2-oxopropanoicacid | EINECS 205-852-9 | p-Hy

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

It can be determined in pork meat and Iberian ham samples by a sensitive method of multiple reaction monitoring (MRM) by mass spectrometry.
4-Hydroxyphenylpyruvic acid is an enzyme inhibitor.

product description：

4-hydroxyphenylpyruvic acid can be determined in pork meat and Iberian ham samples by a sensitive method of multiple reaction monitoring (MRM) by mass spectrometry.

Specifications

Synonyms

3-(4-Hydroxyphenyl)-2-oxopropanoic acid | 3-(4-hydroxyphenyl)-2-oxo-propanoic acid | 87E988C4-F26C-4E03-9A40-1B0C0B36CA67 | p-Hydroxyphenylpyruvic acid | EN300-1855716 | ENO | MFCD00002591 | 3-(4-Hydroxyphenyl)-2-oxopropanoicacid | EINECS 205-852-9 | p-Hy

Specifications & Purity

Moligand™, ≥95%(HPLC)

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Grade

Moligand™

Purity

≥95%(HPLC)

Names and Identifiers

• Pubchem Sid: 504750442
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750442
• Canonical Smiles: C1=CC(=CC=C1CC(=O)C(=O)O)O
• IUPAC Name: 3-(4-hydroxyphenyl)-2-oxopropanoic acid
• InChIKey: KKADPXVIOXHVKN-UHFFFAOYSA-N
• INCHI: 1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)
• Isomeric SMILES: C1=CC(=CC=C1CC(=O)C(=O)O)O
• WGK Germany: 3
• RTECS: UZ1000000
• Molecular Weight: 180.16
• Beilstein: 2691632
• Reaxy-Rn: 2691632
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2691632&ln=

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 1-hydroxy-2-unsubstituted benzenoids 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 - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Alpha-keto acid - Keto acid - Alpha-hydroxy ketone - Ketone - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organooxygen compound - 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: phenols - oxo carboxylic 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)

MIF Tchem Macrophage migration inhibitory factor (979 Activities)

Discover Target: MIF

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility in water: slightly soluble Solubility in other solvents: soluble in ether, alcohol, chloroform
• Sensitivity: Heat sensitive
• Melt Point(°C): 219-220 °C
• Molecular Weight: 180.160 g/mol
• XLogP3: 0.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 180.042 Da
• Monoisotopic Mass: 180.042 Da
• Topological Polar Surface Area: 74.600 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 204.000
• 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. Jingling Guo, Pan Wang, Yifan Cui, Xiaosong Hu, Fang Chen, Chen Ma.  (2022)  Alleviation Effects of Microbial Metabolites from Resveratrol on Non-Alcoholic Fatty Liver Disease.  Foods,  12  (1): (94).  [PMID:36613310] [10.3390/foods12010094]

2. Qihao Zhang, Xiaohui Yang, Lin Lin, Shuhong Wu, Ping Wang, Wei Wei, Dongzhi Wei.  (2022)  Pyomelanin production via heterologous expression of 4-hydroxyphenylpyruvate dioxygenase (HPPD) and construction of HPPD inhibitor screening model.  JOURNAL OF BIOSCIENCE AND BIOENGINEERING,      [PMID:36470730] [10.1016/j.jbiosc.2022.10.005]

3. Ziyue Zhou, Renjiang Li, Ke Li, Kai Zong, Dongshun Deng.  (2022)  Efficient and reversible absorption of low pressure NH3 by functional type V deep eutectic solvents based on phenol and hydroxypyridine.  NEW JOURNAL OF CHEMISTRY,  46  (45): (21730-21736).  [PMID:] [10.1039/D2NJ04409A]

4. Jinbin Liu, Kaipeng Wang, Mian Wang, Huaxiang Deng, Xiaodong Chen, Yueling Shang, Xiaochen Liu, Xiaohong Yu.  (2022)  Efficient whole cell biotransformation of tyrosol from L-tyrosine by engineered Escherichia coli.  ENZYME AND MICROBIAL TECHNOLOGY,      [PMID:35872508] [10.1016/j.enzmictec.2022.110100]

5. Wen-Kai Liu, Xiu-Xin Ren, Lian Xu, Juan Lin.  (2025)  Modular cascade with engineered HpaB for efficient synthesis of hydroxytyrosol.  BIOORGANIC CHEMISTRY,      [PMID:39764921] [10.1016/j.bioorg.2025.108125]

6. Chen Chuan-jun, Guo Ding-wen, Yuan Qing-yun, Zhuo You-qiong, Yang Shi-fen, Xu Hao-min, Wang You-rong, Guan Xiao-hui, Deng Ke-yu, Xin Hong-bo.  (2026)  MIF tautomerase inhibitor 4-IPP alleviates HFD-induced obesity by restoring CD137-mediated browning of white adipocytes in mice.  ACTA PHARMACOLOGICA SINICA,      [PMID:41741765] [10.1038/s41401-026-01755-3]