7-Nitroindole-2-carboxylic acid - ≥97%(HPLC) , CAS No.6960-45-8

CAS: 6960-45-8 Cat. No.: N124837 Peso molecular: 206.16 Número EC: 230-154-6

GRADE & PURITY ≥97%(HPLC)

Synonyms

CRT0044876, >=98% (HPLC) | 7-Nitro-1H-indole-2-carboxylic acid | BDBM50030281 | 7-Nitroindole-2-carboxylic acid | CCG-246292 | EINECS 230-154-6 | AKOS005135879 | NSC 69877,7-NO2-ICA | SW219854-1 | AMY24828 | 3',6'-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,

Storage

Room temperature

Shipped In

Normal

Specifications

Sinónimos

CRT0044876, >=98% (HPLC) | 7-Nitro-1H-indole-2-carboxylic acid | BDBM50030281 | 7-Nitroindole-2-carboxylic acid | CCG-246292 | EINECS 230-154-6 | AKOS005135879 | NSC 69877, 7-NO2-ICA | SW219854-1 | AMY24828 | 3', 6'-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,

Especificaciones y pureza

≥97%(HPLC)

Mecanismos bioquímicos y fisiológicos

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.

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

≥97%(HPLC)

Nombres e identificadores

• Pubchem Sid: 488185960
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488185960
• Sonrisas canónicas: C1=CC2=C(C(=C1)[N+](=O)[O-])NC(=C2)C(=O)O
• IUPAC Name: 7-nitro-1H-indole-2-carboxylic acid
• InChIKey: BIUCOFQROHIAEO-UHFFFAOYSA-N
• 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)
• Isómeros SMILES: C1=CC2=C(C(=C1)[N+](=O)[O-])NC(=C2)C(=O)O
• WGK Alemania: 3
• Peso molecular: 206.16
• Reaxy-Rn: 188408
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=188408&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Indoles and derivatives
      • Subclass Indolecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: 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
• Descripción: 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.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

FEN1 Tchem Flap endonuclease 1 (12055 Activities)

Discover Target: FEN1

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

POLK Tbio DNA polymerase kappa (8653 Activities)

Discover Target: POLK

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

POLI Tchem DNA polymerase iota (116820 Activities)

Discover Target: POLI

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

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

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

crn-4 Cell death-related nuclease 4 (18 Activities)

Discover Target: crn-4

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

rnt Ribonuclease T (18 Activities)

Discover Target: rnt

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

Mecanismos de acción

Propiedades químicas y físicas

• Punto de fusión (°C): 264-266°C
• Peso molecular: 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

Referencias

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,      [PMID:37130082] [10.1021/acs.analchem.3c01251]

2. Yingli Han, Yuehua Wang, Fangyu Zhou, Yuyang Jiang, Feng Liu.  (2021)  Molecular beacon-based DNA tetrahedrons for APE 1 activity detection in living cells.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.131258]

3. Yuqiang Hu, Zhen Zhang, Weicong Ye, Wei Zhang, Minghao Hu, Wenqian Yuan, Hongbo Wang, Xianjin Xiao, Tongbo Wu.  (2020)  A DNA structure-mediated fluorescent biosensor for apurinic/apyrimidinic endonuclease 1 activity detection with ultra-high sensitivity and selectivity.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2020.129332]

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,      [PMID:35019620] [10.1021/acsabm.0c00884]

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,      [PMID:38422905] [10.1016/j.talanta.2024.125835]

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,      [PMID:40106447] [10.1021/acs.analchem.4c06820]

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,      [PMID:40013752] [10.1021/acs.analchem.4c03193]

8. Jingzhe Zang, Yingyu Zhang, Xianwei Zhang, Mengxin Zhang, Jing Gao, Kangbo Liu, Ying Xu, Jie Zhang, Peng Wang, Wancun Zhang.  (2025)  Enzyme translocation-mediated domino-type DNA nanomachine for in vivo specific imaging of mitochondrial ATP.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.166700]

9. Wancun Zhang, Zhenzhen Tian, Pin Zhang, Lifeng Li, Zhidan Yu, Meng Sun, Kangbo Liu, Ligong Hou, Jie Zhang, Mengxin Zhang, Xianwei Zhang.  (2025)  In vivo molecular imaging of drug resistance in neuroblastoma using APE1 cyclically cleaved and miR-514a self-recycled programmable allosteric DNA nanomachine.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.164581]

10. Huijie Bai, Xue Wu, Yuanyi Zhao, Juan Hu, Junda Wang, Ziming Ye, Cuiping Mao, Yi Li, Kuo Chen, Yong Wang, Jinhong Guo.  (2025)  Magnetic nanomotor-enhanced DNA cascade reaction for imaging DNA repair-related enzyme activity.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.169735]

11. Zhen Zhang, Guowen Li, Ruiming Luo, Tongbo Wu.  (2025)  Double-stranded endonuclease activity exploration through scanning substrate assay and its biosensing application.  TALANTA,      [PMID:41223454] [10.1016/j.talanta.2025.129111]

12. Kangbo Liu, Tingting Wang, Jingzhe Zang, Jing Zhou, Liang Zhao, Mengxin Zhang, Xueyi Qin, Xianwei Zhang, Peng Wang, Wancun Zhang.  (2026)  In Vivo Molecular Imaging of Nickel Ions at Inflammatory Sites Using Programmable Allosteric DNA Nanomachine with Dual-Enzyme-Mediated Signal Amplification.  ANALYTICAL CHEMISTRY,      [PMID:41591877] [10.1021/acs.analchem.5c07314]

13. Baizong Fang, Wei Guo, Zhenyu Liu, Huakui Huang, Xiaohong Zhong.  (2026)  A dual-locked and self-feedback CHA-DNAzyme nanomachine for tumor-specific molecular imaging in living cells.  ANALYTICA CHIMICA ACTA,      [PMID:41791813] [10.1016/j.aca.2026.345257]

14. Jingzhe Zang, Yingyu Zhang, Kangbo Liu, Yuyin Xu, Liang Zhao, Wentao Wang, Mengxin Zhang, Xueyi Qin, Qionglin Wang, Xianwei Zhang, Wancun Zhang.  (2026)  Spatially Resolved Sequential Activation of Allosteric DNA for In Vivo Dual-Target Detection within Mitochondria: A Strategy to Visualize of Drug-Resistant Neuroblastoma.  ACS Sensors,      [PMID:41670194] [10.1021/acssensors.5c04083]