Cyanine 5, SE - Ex:647nm, Em:665nm, ≥95%(HPLC) , CAS No.146368-14-1

CAS: 146368-14-1 Cat. No.: C288764 Molecular Weight: 753.88 EC Number: 640-992-8

GRADE & PURITY Ex:647nm, Em:665nm, ≥95%(HPLC)

Synonyms

N13281 | F02-0026 | 2-[5-[1-[6-(2,5-dioxopyrrolidin-1-yl)oxy-6-oxohexyl]-3,3-dimethyl-5-sulfoindol-1-ium-2-yl]penta-2,4-dienylidene]-1-ethyl-3,3-dimethylindole-5-sulfonate | Cy5-NHS ester;2-(5-(1-(6-((2,5-Dioxopyrrolidin-1-yl)oxy)-6-oxohexyl)-3,3-dimethyl

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

N13281 | F02-0026 | 2-[5-[1-[6-(2, 5-dioxopyrrolidin-1-yl)oxy-6-oxohexyl]-3, 3-dimethyl-5-sulfoindol-1-ium-2-yl]penta-2, 4-dienylidene]-1-ethyl-3, 3-dimethylindole-5-sulfonate | Cy5-NHS ester;2-(5-(1-(6-((2, 5-Dioxopyrrolidin-1-yl)oxy)-6-oxohexyl)-3, 3-dimethyl

Specifications & Purity

Ex:647nm, Em:665nm, ≥95%(HPLC)

Biochemical and Physiological Mechanisms

Red fluorescent dye for the labeling of amines. Excitation maximum ~649 nm; emission maximum ~666 nm.

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Em:665nm, Ex:647nm

Purity

≥95%(HPLC)

Names and Identifiers

• Pubchem Sid: 504773025
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773025
• Canonical Smiles: CCN1C2=C(C=C(C=C2)S(=O)(=O)[O-])C(C1=CC=CC=CC3=[N+](C4=C(C3(C)C)C=C(C=C4)S(=O)(=O)O)CCCCCC(=O)ON5C(=O)CCC5=O)(C)C
• IUPAC Name: 2-[5-[1-[6-(2,5-dioxopyrrolidin-1-yl)oxy-6-oxohexyl]-3,3-dimethyl-5-sulfoindol-1-ium-2-yl]penta-2,4-dienylidene]-1-ethyl-3,3-dimethylindole-5-sulfonate
• InChIKey: WXWLHDCCGVWTDZ-UHFFFAOYSA-N
• INCHI: 1S/C37H43N3O10S2/c1-6-38-29-18-16-25(51(44,45)46)23-27(29)36(2,3)31(38)13-9-7-10-14-32-37(4,5)28-24-26(52(47,48)49)17-19-30(28)39(32)22-12-8-11-15-35(43)50-40-33(41)20-21-34(40)42/h7,9-10,13-14,16-19,23-24H,6,8,11-12,15,20-22H2,1-5H3,(H-,44,45,46,47,48,49)
• Isomeric SMILES: CCN1C2=C(C=C(C=C2)S(=O)(=O)[O-])C(C1=CC=CC=CC3=[N+](C4=C(C3(C)C)C=C(C=C4)S(=O)(=O)O)CCCCCC(=O)ON5C(=O)CCC5=O)(C)C
• Molecular Weight: 753.88
• Reaxy-Rn: 19541606
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=19541606&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indoles
• Intermediate Tree Nodes: Not available
• Direct Parent: 3-alkylindoles
• Alternative Parents: 1-sulfo,2-unsubstituted aromatic compounds Tertiary alkylarylamines Pyrrolidine-2-ones Benzenoids Sulfonyls Organosulfonic acids Dicarboximides Amino acids and derivatives Lactams Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Enamines Monocarboxylic acids and derivatives Carbonyl compounds Organic salts Hydrocarbon derivatives Organic oxides Organic cations
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3-alkylindole - Arylsulfonic acid or derivatives - 1-sulfo,2-unsubstituted aromatic compound - Tertiary aliphatic/aromatic amine - Pyrrolidone - 2-pyrrolidone - Benzenoid - Dicarboximide - Pyrrolidine - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Sulfonyl - Tertiary amine - Lactam - Amino acid or derivatives - Propargyl-type 1,3-dipolar organic compound - Carboxylic acid derivative - Organic 1,3-dipolar compound - Azacycle - Enamine - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organosulfur compound - Organic oxygen compound - Organic oxide - Amine - Organic nitrogen compound - Organic salt - Organic cation - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 3-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
• 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

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 75.39, Max Conc. mM: 100; Solvent:DMF, Max Conc. mg/mL: 75.39, Max Conc. mM: 100
• Sensitivity: Light sensitive，Moisture sensitive
• Molecular Weight: 753.900 g/mol
• XLogP3: 4.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 13
• Exact Mass: 753.239 Da
• Monoisotopic Mass: 753.239 Da
• Topological Polar Surface Area: 198.000 Ų
• Heavy Atom Count: 52
• Formal Charge: 0
• Complexity: 1720.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 3
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 1

References

1. Ying Yu, Shuang Ren, Lixia Shang, Baoyan Zuo, Guofei Li, Jingxin Gou, Wei Zhang.  (2024)  Prolonged joint cavity retention of tranexamic acid achieved by a solid-in-oil-in-gel system: A preliminary study.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:38871135] [10.1016/j.ijpharm.2024.124334]

2. Tao Guo, Yuxin Wang, Muhammad Abid Hayat, Yu Si, Yining Ni, Jingwen Zhang, Yun Qiu, Yu Zeng, Yudie Cao, Yancheng Hong, Bo Chen, Jiabo Hu.  (2025)  Recombinant human heavy-chain ferritin nanoparticles loaded with rosuvastatin attenuates secondary brain injury in intracerebral hemorrhage.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39894117] [10.1016/j.ijbiomac.2025.140542]

3. Jiayi Shi, Xuekai Qi, Ying Ran, Qiang Zhou, Yiqin Ding, Lujian Li, Youyun Zeng, Dongchao Qiu, Zhibin Cai, Xiaojun Cai, Yihuai Pan.  (2025)  Saliva-acquired pellicle inspired multifunctional gargle with wet adhesion, photodynamic antimicrobial, and In situ remineralization properties for dental caries prevention.  Bioactive Materials,      [PMID:39906646] [10.1016/j.bioactmat.2025.01.008]

4. Junling An, Hao Li, Wenjing Wen, Gaojian Liu, Zixuan Huang, Xinwei Zhao, Gaofeng Liang.  (2025)  Dual Inhibition of GPX4 and LCN2 via miR-214-3p Loaded Iron Oxide Nanoparticles for Enhancing Ferroptosis in Liver Cancer.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.137049]

5. Wenhui Zhang, Min Zhao, Leqiang Wang, Jiaqi Wang, Xiaoguang Ge, Junzhi Liu, Bin Chen, Shi Gao, Jingbin Lu.  (2025)  Dual NIR-II fluorescence and ratiometric photoacoustic imaging-guided metal-phenolic nanosheets for H2S-activatable synergistic therapy.  iScience,      [PMID:40352725] [10.1016/j.isci.2025.112425]

6. Jiayi Hu, Xiaoyi Bao, Meihua Ting, Yecheng Tao, Ran Li, Guosheng Fu, Fuyu Qiu, Jing Zhao, Wenbin Zhang.  (2026)  Precision targeting of FDX1-mediated cuproptosis by a ROS-responsive hydrogel for myocardial ischemia-reperfusion injury treatment.  Theranostics,  16  (3): (1281).  [PMID:41355968] [10.7150/thno.120455]

7. Haihan Sun, Jingxin Gou, Xiaoshuang Bi, Jiayin Song, Boyuan Liu, Xiaoyu Jin, Bowen Sui, Xiangqun Jin.  (2026)  OCTN2-targeted and ROS-responsive hybrid polymeric micelles for oral delivery of docetaxel.  JOURNAL OF NANOBIOTECHNOLOGY,      [PMID:41593744] [10.1186/s12951-026-04067-0]