Oxalacetic acid - Moligand™, 10mM in DMSO , CAS No.328-42-7

CAS: 328-42-7 Cat. No.: O423349 Peso molecular: 132.07 Beilstein Registry Number: 1705475 Número EC: 206-329-8

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

FT-0631962 | O0072 | Tox21_201215 | J-650383 | MFCD00002592 | 2-oxobutanedioate | J-650320 | Oxaloacetic acid, >=97% (HPLC) | AKOS000121850 | oxaloacetic acid | O-5000 | AS-17361 | keto-oxaloacetate | NCGC00248960-01 | oxalacetic acid | 2-oxo-butanedioic

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Oxaloacetic Acid substrate for malate dehydrogenase and oxaloacetate decarboxylase. Oxaloacetic Acid is an inhibitor of SDH.Oxaloacetic acid is a dicarboxylic acid. It is an intermediate in the citric acid cycle. It is highly soluble in water and is present ubiquitously. It is produced in the mitochondria by the action of pyruvate carboxylase on pyruvate. Breakdown products of oxaloacetate includes malate, pyruvate and aspartic acid.
A malate dehydrogenase and oxaloacetate decarboxylase substrate

Specifications

Sinónimos

FT-0631962 | O0072 | Tox21_201215 | J-650383 | MFCD00002592 | 2-oxobutanedioate | J-650320 | Oxaloacetic acid, >=97% (HPLC) | AKOS000121850 | oxaloacetic acid | O-5000 | AS-17361 | keto-oxaloacetate | NCGC00248960-01 | oxalacetic acid | 2-oxo-butanedioic

Especificaciones y pureza

Moligand™, 10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Oxaloacetic acid is an intermediate in the TCA Cycle.Oxaloacetic acid being an intermediate in the tri carboxylic cycle is central to metabolism. It is part of gluconeogenesis pathway. Mutation in pyruvate carboxylase leads to decreased production of oxal

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Nombres e identificadores

• Sonrisas canónicas: C(C(=O)C(=O)O)C(=O)O
• IUPAC Name: 2-oxobutanedioic acid
• InChIKey: KHPXUQMNIQBQEV-UHFFFAOYSA-N
• INCHI: 1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)
• Isómeros SMILES: C(C(=O)C(=O)O)C(=O)O
• WGK Alemania: 3
• Número ONU: 3261
• Peso molecular: 132.07
• Beilstein: 1705475
• Reaxy-Rn: 1705475
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1705475&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: 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: Beta-keto acids and derivatives Dicarboxylic acids and derivatives Beta-hydroxy ketones Alpha-keto acids and derivatives 1,3-dicarbonyl compounds Alpha-hydroxy ketones Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Beta-keto acid - Short-chain keto acid - Alpha-keto acid - Beta-hydroxy ketone - Dicarboxylic acid or derivatives - 1,3-dicarbonyl compound - Alpha-hydroxy ketone - Ketone - Carboxylic acid - Carboxylic acid derivative - Carbonyl group - Organooxygen compound - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Aliphatic acyclic compound
• Descripción: 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: Dicarboxylic 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

Objetivos asociados (humanos)

SLC22A7 Tbio Solute carrier family 22 member 7 (39 Activities)

Discover Target: SLC22A7

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

KDM5B Tchem Lysine-specific demethylase 5B (814 Activities)

Discover Target: KDM5B

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

Objetivos asociados (no humanos)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

SARS-CoV-2 (38078 Activities)

Explore this target

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

A085R Prolyl 4-hydroxylase (72 Activities)

Discover Target: A085R

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

Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: heat sensitive
• Índice de refracción: 1.5
• Punto de ebullición (°C): 341.9 °C
• Punto de fusión (°C): 161°C
• Peso molecular: 132.070 g/mol
• XLogP3: -0.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 132.006 Da
• Monoisotopic Mass: 132.006 Da
• Topological Polar Surface Area: 91.700 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 158.000
• 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

Referencias

1. Xiyang Wang, Siraj Ullah, Shuozhen Hu, Xinsheng Zhang.  (2022)  Investigation and Separation of Chromogenic Substances in Glyoxylic Acid Generated by Electrochemical Reduction of Oxalic Acid.  ChemistrySelect,  7  (27): (e202201140).  [PMID:] [10.1002/slct.202201140]

2. Xianfei Zhang, Jiuyong Xu, Solange Muhayimana, Hui Xiong, Xuefeng Liu, Qingchun Huang.  (2020)  Antifungal effects of 3-(2-pyridyl)methyl-2-(4-chlorphenyl) iminothiazolidine against Sclerotinia sclerotiorum.  PEST MANAGEMENT SCIENCE,  76  (9): (2978-2985).  [PMID:32246520] [10.1002/ps.5843]

3. Jun Xiong, Xiaona Liu, Qing-Yun Cheng, Shan Xiao, Lai-Xin Xia, Bi-Feng Yuan, Yu-Qi Feng.  (2017)  Heavy Metals Induce Decline of Derivatives of 5-Methycytosine in Both DNA and RNA of Stem Cells.  ACS Chemical Biology,      [PMID:28448110] [10.1021/acschembio.7b00170]

4. 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]

5. Meng Dong, Ran Xin, Zhi-Yuan Li, Yu-Lian Li, Xu-Hui Huang, Xiu-Ping Dong, Bei-Wei Zhu, Lei Qin.  (2022)  Simultaneously quantification of organic acids metabolites by HPLC mass spectrometry to reveal the postharvest quality change in cherry tomato.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2022.105105]

6. Xinrong Jiang, Xiaoming Chen, Tao Wang, Yuexin Li, Aiwu Pan, Jianmin Wu.  (2020)  Perfluorinated polymer modified vertical silicon nanowires as ultra low noise laser desorption ionization substrate for salivary metabolites profiling.  TALANTA,      [PMID:33592752] [10.1016/j.talanta.2020.122022]

7. Xuyue Xu, Chengcheng Gao, Xiao Feng, Linghan Meng, Zhenjiong Wang, Yan Zhang, Xiaozhi Tang.  (2025)  Effects of keto acid crosslinking on the structure and properties of chitosan based casted and hot-pressed films.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40180067] [10.1016/j.ijbiomac.2025.142751]

8. Chunyu Feng, Su-Ran Li, Xiaoshuai Xu, Zihan Dang, Zihan Jiang, Erhui Jiang, Zhengjun Shang.  (2026)  METTL3/CD98-mediated glutamate efflux in CAFs drives CD8+ T cell exhaustion and impedes neoadjuvant immunochemotherapy.  Cell Reports,  45  (2): (116933).  [PMID:41610012] [10.1016/j.celrep.2026.116933]