Sodium oxamate - ≥98% , CAS No.565-73-1

CAS: 565-73-1 Cat. No.: S123221 Peso molecular: 111.03 Beilstein Registry Number: 6538153 Número EC: 209-290-5 PubChem CID: 5242

GRADE & PURITY ≥98%

Synonyms

Oxamic acid, sodium salt | EINECS 209-290-5 | O 2751 | HY-W013032A | FT-0632400 | MFCD00044553 | NCGC00261598-01 | Oxamic acid sodium salt | Acetic acid, aminooxo-, monosodium salt | AKOS024462579 | EU-0100913 | DTXSID1060342 | Oxamic acid (sodium) | A853

Storage

Room temperature

Shipped In

Normal

Descripción general

Sodium oxamate is an inhibitor of gluconeogenesis and glycolysis. As cancer cells are often dependent on glycolysis for ATP production, sodium oxamate has implications as an anticancer compound.
An inhibitor of gluconeogenesis useful for anticancer research

Application
Sodium oxamate, an inhibitor of LDH-C4, prevented the AR induced by lysophosphatidylcholine (LPC) or NADH. Oxamic acid sodium salt is an lactic acid dehydrogenase. Sperm suspension and cytosol fraction activities were inhibited by sodium oxamate. As cancer cells are often dependent on glycolysis for ATP production, sodium oxamate has implications as an anticancer compound.

Specifications

Sinónimos

Oxamic acid, sodium salt | EINECS 209-290-5 | O 2751 | HY-W013032A | FT-0632400 | MFCD00044553 | NCGC00261598-01 | Oxamic acid sodium salt | Acetic acid, aminooxo-, monosodium salt | AKOS024462579 | EU-0100913 | DTXSID1060342 | Oxamic acid (sodium) | A853

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Weak lactate dehydrogenase inhibitor (IC 50 values are 600 and 4400 μM in H460 and A549 cells respectively). Inhibits glycolysis and gluconeogenesis. Pyruvate analog. Decreases extracellular acidification rate.

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488179888
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179888
• Sonrisas canónicas: C(=O)(C(=O)[O-])N.[Na+]
• IUPAC Name: sodium;oxamate
• InChIKey: RQVZIJIQDCGIKI-UHFFFAOYSA-M
• INCHI: 1S/C2H3NO3.Na/c3-1(4)2(5)6;/h(H2,3,4)(H,5,6);/q;+1/p-1
• Isómeros SMILES: C(=O)(C(=O)[O-])N.[Na+]
• PubChem CID: 5242
• Peso molecular: 111.03
• Beilstein: 6538153

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Primary carboxylic acid amides Carboxylic acid salts Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic sodium salts Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Alpha-amino acid or derivatives - Carboxamide group - Carboxylic acid salt - Primary carboxylic acid amide - Organic alkali metal salt - Monocarboxylic acid or derivatives - Carboxylic acid - Hydrocarbon derivative - Organic sodium salt - Organic salt - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: Not available

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)

LDHA Tchem L-lactate dehydrogenase A chain (1573 Activities)

Discover Target: LDHA

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

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

Discover Target: CYP2D6

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

CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

Discover Target: CYP1A2

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

CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

Discover Target: CYP2C9

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

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Discover Target: CYP2C19

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

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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

MCF7 (126967 Activities)

Explore this target

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

A549 (127892 Activities)

Explore this target

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

MIA PaCa-2 (5949 Activities)

Explore this target

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

BLM Tchem Bloom syndrome protein (4248 Activities)

Discover Target: BLM

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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water (10 mg/ml)
• Peso molecular: 111.030 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 110.993 Da
• Monoisotopic Mass: 110.993 Da
• Topological Polar Surface Area: 83.200 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 90.900
• 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: 2

XLogP3

Referencias

1. Jin Nan, Bi Aiwei, Lan Xiaojing, Xu Jun, Wang Xiaomin, Liu Yingluo, Wang Ting, Tang Shuai, Zeng Hanlin, Chen Ziqi, Tan Minjia, Ai Jing, Xie Hua, Zhang Tao, Liu Dandan, Huang Ruimin, Song Yue, Leung Elaine Lai-Han, Yao Xiaojun, Ding Jian, Geng Meiyu, Lin Shu-Hai, Huang Min.  (2019)  Identification of metabolic vulnerabilities of receptor tyrosine kinases-driven cancer.  Nature Communications,  10  (1): (1-15).  [PMID:31221965] [10.1038/s41467-019-10427-2]

2. Shen Xuecheng, Qiao Wenxuan, Yan Wei, Xie Hao, Zhang Chenyang, Sun Yang, Luo Qiong, Xu Qiang.  (2025)  Keratinocyte-specific H4K12 lactylation drives a non-canonical IL-17-dependent signaling in psoriasis progression in mice.  Nature Communications,  16  (1): (1-19).  [PMID:41027887] [10.1038/s41467-025-63791-7]

3. Jizhuo Li, Wenze Xun, Xijie Wang, Ruiguang Luo, Qifan Hu, Zhaocai Zhou, Jian Yuan, Yanan Wang, Xiaorui Wan, Tao Zhao, Tianyu Han, Jian-Bin Wang.  (2025)  Lactylation Enhances the Activity of Lactate Dehydrogenase A and Promotes the Chemoresistance to Cisplatin Through Facilitating DNA Nonhomologous End Junction in Lung Adenocarcinoma.  Advanced Science,      [PMID:41190808] [10.1002/advs.202510733]

4. Zhiqiang Wang, Man Li, Shuming Guo, Chen Deng, Beiyang Wang, Fang Gao, Junqiao Lv, Lin Sun.  (2025)  Lactate-mediated Ran lactylation at lysine 123 promotes astrocytes polarization after oxygen-glucose deprivation/reoxygenation.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:41275824] [10.1016/j.intimp.2025.115861]

5. Ming-Yue Bao, Xiu-Qing Li, Qing-Qing Sun, Yan He, Yu-Jing Yin, Si-Han Li, Ruo-Yan Du, Gai-Xin Ma, Chen-Yu Feng, Bing Han, Rui Jia, Xuan Wang, Li-Bin Wang, Ya-Ping Yan, Xing Li, Yuan Zhang.  (2026)  Oligodendrocyte-encoded lactate dehydrogenase A couples glycolysis to remyelination via protein lactylation.  NEURON,      [PMID:41844160] [10.1016/j.neuron.2026.02.032]