Homogentisic Acid - 10mM in DMSO , CAS No.451-13-8

CAS: 451-13-8 Cat. No.: H424051 Molecular Weight: 168.15 Beilstein Registry Number: 10407 EC Number: 207-192-7

GRADE & PURITY 10mM in DMSO

Synonyms

AKOS004910342 | CHEBI:44747 | s9352 | Homogentisic acid | 2,5-Dihydroxyphenylacetic acid | SY051598 | Homogentisate acid | (2,5-dihydroxyphenyl)-Acetate | 2,5-Dihydroxy-benzeneacetate | 4-10-00-01506 (Beilstein Handbook Reference) | Melanic acid | T70932

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

AKOS004910342 | CHEBI:44747 | s9352 | Homogentisic acid | 2, 5-Dihydroxyphenylacetic acid | SY051598 | Homogentisate acid | (2, 5-dihydroxyphenyl)-Acetate | 2, 5-Dihydroxy-benzeneacetate | 4-10-00-01506 (Beilstein Handbook Reference) | Melanic acid | T70932

Specifications & Purity

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.

Names and Identifiers

• Canonical Smiles: C1=CC(=C(C=C1O)CC(=O)O)O
• IUPAC Name: 2-(2,5-dihydroxyphenyl)acetic acid
• InChIKey: IGMNYECMUMZDDF-UHFFFAOYSA-N
• INCHI: 1S/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)
• Isomeric SMILES: C1=CC(=C(C=C1O)CC(=O)O)O
• Molecular Weight: 168.15
• Beilstein: 10407
• Reaxy-Rn: 2692860
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2692860&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenylacetic acids
• Intermediate Tree Nodes: Not available
• Direct Parent: 2(hydroxyphenyl)acetic acids
• Alternative Parents: Hydroquinones 1-hydroxy-2-unsubstituted benzenoids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: 2(hydroxyphenyl)acetic acid - Hydroquinone - 1-hydroxy-2-unsubstituted benzenoid - Phenol - 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 2(hydroxyphenyl)acetic acids. These are phenylacetic acids that carry a hydroxyl group at the 2-position.
• External Descriptors: hydroquinones - dihydroxyphenylacetic 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

Chemical and Physical Properties

• Melt Point(°C): 147 °C
• Molecular Weight: 168.150 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.042 Da
• Monoisotopic Mass: 168.042 Da
• Topological Polar Surface Area: 77.800 Ų
• Heavy Atom Count: 12
• 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. Shiling Liu, Siying Qin, Tengfei Zhang, Heng Zhang, Junqi Zhu, Xiaoli Li, Yuanfu Li, Feng Zhao.  (2025)  Basing target enzyme study the enantioselective bioactivity action mechanism of flusulfinam, a novel HPPD inhibitor herbicide.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:40082037] [10.1016/j.pestbp.2025.106346]

2. Wendi Xuan, Yupei Hu, Sicong Li, Xiaozhen Zhou, Meng Chen, Chenyao Wu, Xiang Gao, Gaoyan Xu, Jine Zhao, Lili Xia, Wei Feng, Yu Chen.  (2025)  Biohybrid Bacteria as Living Nanofactories for Disrupting Diabetic Wound Pathological Cascade via Antimicrobial-Regenerative Coupling.  Advanced Healthcare Materials,      [PMID:41025751] [10.1002/adhm.202503107]

3. Liu Xin, Xu Qing-qing, Zhang Yi-bo, Yuan Shi-yu, Huang Wen-li, Pi Ming-shan, Xiong Qi, Gui Yu-ran, Deng Shi-chao, Wan Ling, Xiao Yi-fan, Wang Xiao-chuan, Shu Xi-ji, Xia Yi-yuan.  (2026)  Homogentisic Acid Disrupts the Blood–Brain Barrier and Promotes Aβ Aggregation in Alzheimer’s Disease.  Current Medical Science,      [PMID:41642448] [10.1007/s11596-026-00165-0]

4. Zhu Xiangyu, Lin Jiawen, Liang Shuli, Qiu Chenyi, Jiang Yuchen, Liu Hengrui, Zhu Kun, Wang Qi, Du Chenfeng, Li Yonghao, Mao Yuanhui, Zheng Huanbin, Liu Chengan, Zhao Yeyao, An Meirong, Wu Yifeng, Liu Jun, Zhang Xinying, Lin Ying.  (2026)  Biosynthesis of pyomelanin from methanol with engineered Komagataella phaffii and its characterizations.  Nature Communications,      [PMID:] [10.1038/s41467-026-70512-1]