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7-Nitroindole-2-carboxylic acid - 10mM in DMSO, high purity , CAS No.6960-45-8
Basic Description
Synonyms
7-Nitroindole-2-carboxylic acid | 6960-45-8 | 7-Nitro-1H-indole-2-carboxylic acid | CRT0044876 | 1H-Indole-2-carboxylic acid, 7-nitro- | NSC 69877 | Indole-2-carboxylic acid, 7-nitro- | CHEMBL1870764 | MFCD00044720 | 7-Nitro-1H-indole-2-carboxylic acid. | 7-Nitroindole-2-car
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Selective APE1 inhibitor (IC 50 = 3 μM). Binds to the active site of APE1 and inhibits the AP endonuclease, 3'-phosphodiesterase and 3'-phosphatase. Potentiates the cytotoxicity of several DNA base-targeting compounds.
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organoheterocyclic compounds
Class
Indoles and derivatives
Subclass
Indolecarboxylic acids and derivatives
Intermediate Tree Nodes
Not available
Direct Parent
Indolecarboxylic acids and derivatives
Alternative Parents
Indoles Pyrrole 2-carboxylic acids Nitroaromatic compounds Substituted pyrroles Benzenoids Heteroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Carboxylic acids Organic oxoazanium compounds Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organooxygen compounds Organopnictogen compounds
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Indolecarboxylic acid derivative - Indole - Nitroaromatic compound - Pyrrole-2-carboxylic acid - Pyrrole-2-carboxylic acid or derivatives - Substituted pyrrole - Benzenoid - Pyrrole - Heteroaromatic compound - C-nitro compound - Organic nitro compound - Allyl-type 1,3-dipolar organic compound - Carboxylic acid derivative - Azacycle - Organic oxoazanium - Monocarboxylic acid or derivatives - Carboxylic acid - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. These are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole.
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.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
7-nitro-1H-indole-2-carboxylic acid
INCHI
InChI=1S/C9H6N2O4/c12-9(13)6-4-5-2-1-3-7(11(14)15)8(5)10-6/h1-4,10H,(H,12,13)
InChIKey
BIUCOFQROHIAEO-UHFFFAOYSA-N
Smiles
C1=CC2=C(C(=C1)[N+](=O)[O-])NC(=C2)C(=O)O
Isomeric SMILES
C1=CC2=C(C(=C1)[N+](=O)[O-])NC(=C2)C(=O)O
WGK Germany
3
Molecular Weight
206.16
Reaxy-Rn
188408
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=188408&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Melt Point(°C)
264-266°C
Molecular Weight
206.150 g/mol
XLogP3
1.700
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Exact Mass
206.033 Da
Monoisotopic Mass
206.033 Da
Topological Polar Surface Area
98.900 Ų
Heavy Atom Count
15
Formal Charge
0
Complexity
288.000
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
Citations of This Product
1.
Junqiu Zhai, Fanglin Huang, Yunyun Yang, Xiaoxin Liu, Tiangang Luan, Jiewei Deng.
(2023)
Development of a Repair Enzyme Fluorescent Probe to Reveal the Intracellular DNA Damage Induced by Benzo[a]pyrene in Living Cells. ANALYTICAL CHEMISTRY,
95
(19):
(7788–7795).
2.
Yingli Han, Yuehua Wang, Fangyu Zhou, Yuyang Jiang, Feng Liu.
(2022)
Molecular beacon-based DNA tetrahedrons for APE 1 activity detection in living cells. SENSORS AND ACTUATORS B-CHEMICAL,
355
(131258).
3.
Yuqiang Hu, Zhen Zhang, Weicong Ye, Wei Zhang, Minghao Hu, Wenqian Yuan, Hongbo Wang, Xianjin Xiao, Tongbo Wu.
(2021)
A DNA structure-mediated fluorescent biosensor for apurinic/apyrimidinic endonuclease 1 activity detection with ultra-high sensitivity and selectivity. SENSORS AND ACTUATORS B-CHEMICAL,
330
(129332).
4.
Yao Jiang, Xiangjuan Kong, Yanxialei Jiang, Wenjing Zhao, Huimin Zhou, Shusheng Zhang.
(2020)
DNA Nanodevices for Base Excision Repair Regulates ATP In Situ Imaging and Tumor Therapy. ACS Applied Bio Materials,
3
(12):
(8507–8514).
5.
Changjiang Li, Yuqiang Hu, Tianzi Shi, Kejun Dong, Tongbo Wu.
(2024)
Label-free colorimetric detection platform based on catalytic hairpin self-assembly and G-quadruplex/hemin DNAzyme for comprehensive biomarker profiling. TALANTA,
272
(125835).
6.
Huimin Li, Xinru Yuan, Mei Ren, Jiajia Liu, Yixin Zheng, Ziyi Lin, Zixin Chen, Zhao Yang, Xin Su, Heyun Shen.
(2025)
PAMAM-Based DNA Fluorescence Nanoprobe for Rapid Whole Cellular APE1 Detection and Imaging. ANALYTICAL CHEMISTRY,
97
(12):
(6694-6701).
7.
Junqiu Zhai, Han Zhang, Wenzhi Zhu, Jiewei Deng, Xinyan Li, Tiangang Luan.
(2025)
Real-Time Dynamic Tracking of Multiple Base Excision Repair Enzymes in Living Cells. ANALYTICAL CHEMISTRY,
97
(9):
(4841-4849).
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7 Citations