GRADE & PURITY ≥99%

Synonyms

(R)-2-Hydroxysuccinic acid | HMS2234D08 | CHEBI:30796 | D-Hydroxybutanedioic acid | R-Malic acid | D-malic acid | DTXSID90892496 | Malic acid D-(+)-form | ApfelsA currencyure | (R)-2-hydroxybutanedioic acid | (R)-malate | HY-20558 | Spectrum_001551 | Mali

Storage

Protected from light,Room temperature

Shipped In

Normal

Specifications

Synonyms

(R)-2-Hydroxysuccinic acid | HMS2234D08 | CHEBI:30796 | D-Hydroxybutanedioic acid | R-Malic acid | D-malic acid | DTXSID90892496 | Malic acid D-(+)-form | ApfelsA currencyure | (R)-2-hydroxybutanedioic acid | (R)-malate | HY-20558 | Spectrum_001551 | Mali

Specifications & Purity

≥99%

Storage

Protected from light, Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488186721
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186721
• Canonical Smiles: C(C(C(=O)O)O)C(=O)O
• IUPAC Name: (2R)-2-hydroxybutanedioic acid
• InChIKey: BJEPYKJPYRNKOW-UWTATZPHSA-N
• INCHI: 1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1
• Isomeric SMILES: C([C@H](C(=O)O)O)C(=O)O
• WGK Germany: 3
• RTECS: ON7260000
• Molecular Weight: 134.09
• Beilstein: 1723540
• Reaxy-Rn: 1723539
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1723539&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Hydroxy acids and derivatives
      • Subclass Beta hydroxy acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Hydroxy acids and derivatives
• Subclass: Beta hydroxy acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Beta hydroxy acids and derivatives
• Alternative Parents: Short-chain hydroxy acids and derivatives Fatty acids and conjugates Dicarboxylic acids and derivatives Alpha hydroxy acids and derivatives Secondary alcohols Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Short-chain hydroxy acid - Beta-hydroxy acid - Fatty acid - Dicarboxylic acid or derivatives - Alpha-hydroxy acid - Secondary alcohol - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as beta hydroxy acids and derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
• External Descriptors: malic 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)

SMN1 Tchem Survival motor neuron protein (34246 Activities)

Discover Target: SMN1

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

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

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

LYS12 Homoisocitrate dehydrogenase, mitochondrial (50 Activities)

Discover Target: LYS12

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

clpP ATP-dependent Clp protease proteolytic subunit (245 Activities)

Discover Target: clpP

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 methanol, ethanol, acetone, ether.
• Sensitivity: Light sensitive.
• Specific Rotation[α]: 6.5 ° (C=10, Acetone)
• Melt Point(°C): 99-104°C
• Molecular Weight: 134.090 g/mol
• XLogP3: -1.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 134.022 Da
• Monoisotopic Mass: 134.022 Da
• Topological Polar Surface Area: 94.800 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 129.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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. Li Yuchen, Xu Guangfu, Chen Jiaquan, Yu Tao, Miao Pandeng, Du Yingxiang.  (2023)  One-step synthesis of chiral molecularly imprinted polymer TiO2 nanoparticles for enantioseparation of phenylalanine in coated capillary electrochromatography.  MICROCHIMICA ACTA,  190  (7): (1-11).  [PMID:37391671] [10.1007/s00604-023-05854-4]

2. Man Zhang, Rubo Tian, Siyang Tang, Kejing Wu, Binshen Wang, Yingying Liu, Yingming Zhu, Houfang Lu, Bin Liang.  (2023)  Multistage treatment of bamboo powder waste biomass: Highly efficient and selective isolation of lignin components.  WASTE MANAGEMENT,      [PMID:37148780] [10.1016/j.wasman.2023.04.040]

3. Mei Xuejiao, Lu Dingqiang, Yan Xiangping.  (2023)  Separation and determination of D-malic acid enantiomer by reversed-phase liquid chromatography after derivatization with (R)-1-(1-naphthyl) ethylamine.  Brazilian Journal of Pharmaceutical Sciences,      [PMID:] [10.1590/s2175-97902022e19247]

4. Datong Wu, Wensheng Tan, Yin Yu, Baozhu Yang, Hongda Li, Yong Kong.  (2018)  A facile avenue to prepare chiral graphene sheets as electrode modification for electrochemical enantiorecognition.  ANALYTICA CHIMICA ACTA,      [PMID:30172332] [10.1016/j.aca.2018.06.029]

5. Fangqin Wang, Wenrong Cai, Lilan Tan, Junyao Li, Datong Wu, Yong Kong.  (2024)  A Liquid–Liquid Interfacial Strategy for Construction of Electroactive Chiral Covalent–Organic Frameworks with the Aim to Enlarge the Testing Scope of Chiral Electroanalysis.  ANALYTICAL CHEMISTRY,      [PMID:38335728] [10.1021/acs.analchem.3c05744]

6. Detao Li, Zichen Ning, Feiqiang He, Zhi Gao, Limin Zhou, Li Xu, Zhijian Zheng, Jerry Heng, Shichao Du, Jinbo Ouyang.  (2025)  Competitive Chiral Cocrystallization Inspired Enantioseparation: Mechanistic Insights into R/S-Mandelic Acid and d/l-Prolinamide.  CRYSTAL GROWTH & DESIGN,      [PMID:] [10.1021/acs.cgd.5c00692]

7. Lu Meng, Zexia Li, Weilong Wu, Bo Li, Zifeng Niu, Peng Wang, Jun Zhang, Chengchun Tang, Yanming Xue.  (2024)  Highly Anti-Corrosive Performance of Poly(Vinylidene Fluoride-Hexafluoropropylene)/Boron Nitride Nanosheet/Polyimide Composite Coating.  MACROMOLECULAR CHEMISTRY AND PHYSICS,  225  (23): (2400233).  [PMID:] [10.1002/macp.202400233]

8. Simin Cheng, Binqian Zhou, Fan Fang, Yunxiang Zhang, Wei Chen, Haodong Tang, Jun Tang, Xiaoqian Xu, Yiwen Li, Jiaji Cheng, Junjie Hao.  (2026)  Chiral Vanadium Oxide Nanostructures for H2O2 Sensing.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.5c05877]