2-Ketobutyric acid - 10mM in DMSO , CAS No.600-18-0

CAS: 600-18-0 Cat. No.: K424992 Molecular Weight: 102.09 Beilstein Registry Number: 1700514 EC Number: 209-986-9

GRADE & PURITY 10mM in DMSO

Synonyms

alpha-Keto-n-butyric acid | .alpha.-Oxobutyric acid | BUTANOIC ACID, 2-OXO- | FEMA No. 3723 | alpha-Oxo-n-butyric acid | 2-Ketobutanoic acid | A904502 | a-keto-n-Butyric acid | DB04553 | K-1650 | alpha-Oxo-n-butyrate | NSC 60533 | 2-oxobutyric acid | 2-ox

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

2-Oxobutyric acid is mainly found in the hydrolysates of proteins, reportedly being formed by the degradation of threonine.

Specifications

Synonyms

alpha-Keto-n-butyric acid | .alpha.-Oxobutyric acid | BUTANOIC ACID, 2-OXO- | FEMA No. 3723 | alpha-Oxo-n-butyric acid | 2-Ketobutanoic acid | A904502 | a-keto-n-Butyric acid | DB04553 | K-1650 | alpha-Oxo-n-butyrate | NSC 60533 | 2-oxobutyric acid | 2-ox

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: CCC(=O)C(=O)O
• IUPAC Name: 2-oxobutanoic acid
• InChIKey: TYEYBOSBBBHJIV-UHFFFAOYSA-N
• INCHI: 1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)
• Isomeric SMILES: CCC(=O)C(=O)O
• WGK Germany: 3
• Molecular Weight: 102.09
• Beilstein: 1700514
• Reaxy-Rn: 1700514
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1700514&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Keto acids and derivatives
      • Subclass Short-chain keto acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Keto acids and derivatives
• Subclass: Short-chain keto acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Short-chain keto acids and derivatives
• Alternative Parents: Alpha-keto acids and derivatives Alpha-hydroxy ketones Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Short-chain 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 - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.
• External Descriptors: Oxo fatty acids

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)

SLC16A1 Tchem Monocarboxylate transporter 1 (146 Activities)

Discover Target: SLC16A1

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

Associated Targets(non-human)

dapA Dihydrodipicolinate synthase (65 Activities)

Discover Target: dapA

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

Catharanthus roseus (29 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Hygroscopic, Heat sensitive
• Flash Point(°F): 179.6 °F
• Flash Point(°C): 81℃
• Boil Point(°C): 84°C/20mmHg
• Melt Point(°C): 30-34°C
• Molecular Weight: 102.090 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 102.032 Da
• Monoisotopic Mass: 102.032 Da
• Topological Polar Surface Area: 54.400 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 95.100
• 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. Lina Ruan, Kaiyu Guan, Yue Wang, Ming Gu, Yue Chen, Lisha Cai, Ruixuan Ye, Zhengwei Huang, Anqi Guo, Zhengkang Su, Xi Li, Jianchun Pan.  (2022)  Baicalein exerts anxiolytic and antinociceptive effects in a mouse model of posttraumatic stress disorder: Involvement of the serotonergic system and spinal delta-opioid receptors.  PROGRESS IN NEURO-PSYCHOPHARMACOLOGY & BIOLOGICAL PSYCHIATRY,      [PMID:36462602] [10.1016/j.pnpbp.2022.110689]

2. Zhang Zhiwei, Liu Yang, Zhao Jing, Li Wenqiang, Hu Ruiwen, Li Xia, Li Aitao, Wang Yaping, Ma Lixin.  (2021)  Active-site engineering of ω-transaminase from Ochrobactrum anthropi for preparation of L-2-aminobutyric acid.  BMC BIOTECHNOLOGY,  21  (1): (1-9).  [PMID:34563172] [10.1186/s12896-021-00713-7]

3. Wei Luo, Jiagui Hu, Jiapeng Lu, Huili Zhang, Xiaoping Wang, Yuantao Liu, Liqing Dong, Xiaobin Yu.  (2021)  One pot cascade synthesis of L-2-aminobutyric acid employing ω-transaminase from Paracoccus pantotrophus.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2021.111890]

4. Liuzhu Wang, Shiqing Diao, Yangyang Sun, Shuiqin Jiang, Yan Liu, Hualei Wang, Dongzhi Wei.  (2021)  Rational engineering of Acinetobacter tandoii glutamate dehydrogenase for asymmetric synthesis of L-homoalanine through biocatalytic cascades.  Catalysis Science & Technology,  11  (12): (4208-4215).  [PMID:] [10.1039/D1CY00376C]

5. Xinjian Yin, Yayun Liu, Lijun Meng, Haisheng Zhou, Jianping Wu, Lirong Yang.  (2020)  Semi-rational hinge engineering: modulating the conformational transformation of glutamate dehydrogenase for enhanced reductive amination activity towards non-natural substrates.  Catalysis Science & Technology,  10  (10): (3376-3386).  [PMID:] [10.1039/C9CY02576F]

6. Xinjian Yin, Yayun Liu, Lijun Meng, Haisheng Zhou, Jianping Wu, Lirong Yang.  (2018)  Rational Molecular Engineering of Glutamate Dehydrogenases for Enhancing Asymmetric Reductive Amination of Bulky α-Keto Acids.  ADVANCED SYNTHESIS & CATALYSIS,  361  (4): (803-812).  [PMID:] [10.1002/adsc.201801251]

7. He Liu, Shixi Wang, Meng Xu, Kaiyue Zhang, Qian Gao, Hualei Wang, Dongzhi Wei.  (2024)  Engineering an (R)-selective transaminase for asymmetric synthesis of (R)-3-aminobutanol.  BIOORGANIC CHEMISTRY,      [PMID:38492494] [10.1016/j.bioorg.2024.107264]

8. Jie Ni, Jie Wei, Yeqi Yu, Ming-Hui Fan, Wanting Liu, Kwun Nam Hui, Yan Yan, Yan Liu, Yanqiang Huang, Jie Zeng.  (2025)  Revealing the Role of Interfacial Water in pH-Dependent Hydroxylamine Electrosynthesis over Bi-Based Catalysts.  ACS Catalysis,      [PMID:] [10.1021/acscatal.5c04422]

9. Yongyi Zeng, Xinjian Yin, Yating Zou, Yiting Su, Lan Liu, Bishuang Chen, Xingcai Zhang.  (2025)  Magnetic Multifunctional Module Multiphasic Maneuver Mimicking Multienzyme Magic.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:40554683] [10.1021/acs.jafc.5c03360]