6-Hydroxynicotinic Acid - 10mM in DMSO , CAS No.5006-66-6

CAS: 5006-66-6 Cat. No.: H424315 Molecular Weight: 139.11 Beilstein Registry Number: 22215 EC Number: 225-682-9

GRADE & PURITY 10mM in DMSO

Synonyms

6-oxonicotinic acid | NSC53377 | NSC-53377 | W-105987 | 2-Hydroxy-5-carboxypyridine | EN300-21525 | SR-01000945209-1 | 6-Oxo-1,6-dihydro-3-pyridinecarboxylic acid # | FT-0659077 | STK687617 | BS-3788 | AM20061258 | 6-HYDROXYNICOTINIC ACID [USP-RS] | indox

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

6-oxonicotinic acid | NSC53377 | NSC-53377 | W-105987 | 2-Hydroxy-5-carboxypyridine | EN300-21525 | SR-01000945209-1 | 6-Oxo-1, 6-dihydro-3-pyridinecarboxylic acid # | FT-0659077 | STK687617 | BS-3788 | AM20061258 | 6-HYDROXYNICOTINIC ACID [USP-RS] | indox

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(=O)NC=C1C(=O)O
• IUPAC Name: 6-oxo-1H-pyridine-3-carboxylic acid
• InChIKey: BLHCMGRVFXRYRN-UHFFFAOYSA-N
• INCHI: 1S/C6H5NO3/c8-5-2-1-4(3-7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)
• Isomeric SMILES: C1=CC(=O)NC=C1C(=O)O
• WGK Germany: 3
• Molecular Weight: 139.11
• Beilstein: 22215
• Reaxy-Rn: 472182
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=472182&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Pyridinecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Pyridinecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyridinecarboxylic acids
• Alternative Parents: Hydroxypyridines Heteroaromatic compounds Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyridine carboxylic acid - Hydroxypyridine - Heteroaromatic compound - Azacycle - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyridinecarboxylic acids. These are compounds containing a pyridine ring bearing a carboxylic acid group.
• External Descriptors: Pyridine alkaloids

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

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 300°C
• Molecular Weight: 139.110 g/mol
• XLogP3: -0.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 139.027 Da
• Monoisotopic Mass: 139.027 Da
• Topological Polar Surface Area: 66.400 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 239.000
• 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. Zhi Chen, Zhaohe Dong, Xin Ju, Lishi Yan, Liangzhi Li, Donzhi Wei.  (2023)  Screening of a novel and thermostable nicotinate dehydrogenase-producing strain Bacillus paramycoides for efficient synthesis of 6-hydroxynicotinic acid.  BIOCATALYSIS AND BIOTRANSFORMATION,      [PMID:] [10.1080/10242422.2023.2289338]

2. Yu-Ting Shang, Jiufu Qin, Jin-Song Gong, Zi-Kai Wang, Heng Li, Hui Li, Jin-Song Shi, Zheng-Hong Xu.  (2021)  High-throughput screening of a nicotinate dehydrogenase producing Pseudomonas putida mutant for efficient biosynthesis of 6-hydroxynicotinic acid.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2021.111600]

3. Hu Xiaopeng, Xia Yide, Liu Yiwei, Zhao Faqiong, Zeng Baizhao.  (2021)  Determination of patulin using dual-dummy templates imprinted electrochemical sensor with PtPd decorated N-doped porous carbon for amplification.  MICROCHIMICA ACTA,  188  (5): (1-9).  [PMID:33797604] [10.1007/s00604-021-04812-2]

4. Hu Chunhui, Zhao Shuxue, Li Kuiran, Yu Hao.  (2019)  Microbial Degradation of Nicotinamide by a Strain Alcaligenes sp. P156.  Scientific Reports,  9  (1): (1-11).  [PMID:30842479] [10.1038/s41598-019-40199-0]

5. Wengang Zhang, Yong Han, Xiumei Chen, Xueli Luo, Jianlong Wang, Tianli Yue, Zhonghong Li.  (2017)  Surface molecularly imprinted polymer capped Mn-doped ZnS quantum dots as a phosphorescent nanosensor for detecting patulin in apple juice.  FOOD CHEMISTRY,      [PMID:28490057] [10.1016/j.foodchem.2017.03.156]

6. Xiang Zhan, Huan Wu, Hong Wu.  (2020)  Joint Synovial Fluid Metabolomics Method to Decipher the Metabolic Mechanisms of Adjuvant Arthritis and Geniposide Intervention.  JOURNAL OF PROTEOME RESEARCH,      [PMID:32786678] [10.1021/acs.jproteome.0c00300]

7. Xiuzhen Wang, Yian Chen, Xiaofeng Yi, Shumei Chen, Jian Zhang.  (2026)  Record-Large Indium-Oxo Clusters: Synthesis, Hierarchical Assembly, and Efficient Optical Limiting.  Chemical Science,      [PMID:] [10.1039/D6SC00913A]