Phloxine B - high-purity, ≥97% , CAS No.18472-87-2

CAS: 18472-87-2 Cat. No.: P102690 Molecular Weight: 829.63 Beilstein Registry Number: 3887100 EC Number: 242-355-6 PubChem CID: 6433718

GRADE & PURITY High-purity, ≥97%

Synonyms

Orient Water Pink 2 | C.I. Acid Red 92 | Eosin Blue | Phloxine P | Cyanosine | Phloxine B, antibacterial fluorescent dye | STK636241 | ABBOTT-705691 FREE BASE | Phloxine B, Dye content >=80 %, certified by the Biological Stain Commission | (1S,2S)-2-(2-{[

Shipped In

Normal

Overview

Phloxine B is a fluorescein dye which is known to inhibit the enzyme UDP-glucuronosyltransferase (UGT), the main catalyst for the glucuronidation of 7-HC. Additionally, Phloxine B is reported to be a poly(ADP-ribose) glycohydrolase (PARG) inhibitor. As a photoactive dye, Phloxine B is reported to have efficacy against gram-positive organisms. Phloxine B has also been utilized in a study investigating the visible light-induced photodegradation kinetics when coated onto silica TLC plates and in solution. The rapid photodegradation of Phloxine B via visible light exposure was noted and the phototoxicity of the remaining residues were also reported to be decreased.
A fluorescein photoactive dye

Specifications

Synonyms

Orient Water Pink 2 | C.I. Acid Red 92 | Eosin Blue | Phloxine P | Cyanosine | Phloxine B, antibacterial fluorescent dye | STK636241 | ABBOTT-705691 FREE BASE | Phloxine B, Dye content >=80 %, certified by the Biological Stain Commission | (1S, 2S)-2-(2-{[

Specifications & Purity

high-purity, ≥97%

Biochemical and Physiological Mechanisms

Phloxine B has been demonstrated as an alternative to Gram staining. It was found to inhibit the growth of methicillin-resistant Staphylococcus aureus. Phloxine B stimulated and inhibited the channel activity of wild-type cystic fibrosis transmembrane con

Shipped In

Normal

Grade

High-purity

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504764153
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504764153
• Canonical Smiles: C1=C2C(=C(C(=C1Br)[O-])Br)OC3=C(C(=C(C=C3C24C5=C(C(=C(C(=C5Cl)Cl)Cl)Cl)C(=O)O4)Br)[O-])Br.[Na+].[Na+]
• IUPAC Name: disodium;2',4',5',7'-tetrabromo-4,5,6,7-tetrachloro-3-oxospiro[2-benzofuran-1,9'-xanthene]-3',6'-diolate
• InChIKey: OOYIOIOOWUGAHD-UHFFFAOYSA-L
• INCHI: 1S/C20H4Br4Cl4O5.2Na/c21-5-1-3-17(9(23)15(5)29)32-18-4(2-6(22)16(30)10(18)24)20(3)8-7(19(31)33-20)11(25)13(27)14(28)12(8)26;;/h1-2,29-30H;;/q;2*+1/p-2
• Isomeric SMILES: C1=C2C(=C(C(=C1Br)[O-])Br)OC3=C(C(=C(C=C3C24C5=C(C(=C(C(=C5Cl)Cl)Cl)Cl)C(=O)O4)Br)[O-])Br.[Na+].[Na+]
• WGK Germany: 2
• RTECS: LM5900000
• PubChem CID: 6433718
• Molecular Weight: 829.63
• Beilstein: 3887100
• Reaxy-Rn: 6364882

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Dibenzopyrans
          • Level6 Xanthenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Dibenzopyrans
• Direct Parent: Xanthenes
• Alternative Parents: Diarylethers Phthalides Benzofuranones Isobenzofurans Phenoxides Aryl bromides Aryl chlorides Vinylogous halides Carboxylic acid esters Lactones Oxacyclic compounds Organic metal halides Hydrocarbon derivatives Organic oxides Organic sodium salts Organic zwitterions Organobromides Organochlorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Benzofuranone - Phthalide - Isobenzofuranone - Isobenzofuran - Isocoumaran - Phenoxide - Aryl chloride - Aryl halide - Benzenoid - Aryl bromide - Vinylogous halide - Carboxylic acid ester - Lactone - Oxacycle - Organic alkali metal salt - Carboxylic acid derivative - Organic metal halide - Ether - Organic oxide - Organohalogen compound - Organobromide - Organochloride - Organic oxygen compound - Organooxygen compound - Organic zwitterion - Organic salt - Organic sodium salt - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
• 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: Soluble in water (1 mg/ml) (clear red solution).,
• Molecular Weight: 829.600 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 829.511 Da
• Monoisotopic Mass: 823.519 Da
• Topological Polar Surface Area: 81.700 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 780.000
• 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: 3

XLogP3

References

1. Hong Yi, Zhou Zhou, Yu Lingzi, Jiang Keyang, Xia Jiamiao, Mi Yuling, Zhang Caiqiao, Li Jian.  (2021)  Lactobacillus salivarius and Lactobacillus agilis feeding regulates intestinal stem cells activity by modulating crypt niche in hens.  APPLIED MICROBIOLOGY AND BIOTECHNOLOGY,  105  (23): (8823-8835).  [PMID:34708278] [10.1007/s00253-021-11606-2]

2. Huang Yejing, Han Xiufen, Yu Xiao, Wang Shumei, Zhai Haiyun.  (2021)  Capillary Electrophoresis-Indirect Laser-Induced Fluorescence Detection of Neomycin in Fish.  CHROMATOGRAPHIA,  84  (9): (861-868).  [PMID:] [10.1007/s10337-021-04075-2]

3. Lingzi Yu, Xiaochen Xie, Keyang Jiang, Yi Hong, Zhou Zhou, Yuling Mi, Caiqiao Zhang, Jian Li.  (2020)  Paneth cells mediated the response of intestinal stem cells at the early stage of intestinal inflammation in the chicken.  POULTRY SCIENCE,      [PMID:33518114] [10.1016/j.psj.2020.11.055]

4. Yuxin Huang, Yanan Tian, Jie Shu, Fu Wang, Xunbin Wei.  (2020)  Oxygen self-enriched single-component “black carbon nitride” for near-infrared phototheranostics.  Nanoscale,  12  (42): (21812-21820).  [PMID:33103711] [10.1039/D0NR05871H]

5. Hai XU, Pan ZHANG, Shao-Yan ZHOU, Qiong JIA.  (2020)  Fullerene Functionalized Magnetic Molecularly Imprinted Polymer: Synthesis, Characterization and Application for Efficient Adsorption of Methylene Blue.  CHINESE JOURNAL OF ANALYTICAL CHEMISTRY,      [PMID:] [10.1016/S1872-2040(20)60045-7]

6. Yihua Yin, Mengdan Yang, Jing Xi, Weiquan Cai, Ying Yi, Guanghua He, Yue Dai, Ting Zhou, Mengqing Jiang.  (2020)  A sodium alginate-based nano-pesticide delivery system for enhanced in vitro photostability and insecticidal efficacy of phloxine B.  CARBOHYDRATE POLYMERS,      [PMID:32829805] [10.1016/j.carbpol.2020.116677]

7. Xiaoda Wang, Xin Xu, Qinglian Wang, Zhixian Huang, Jianyang He, Ting Qiu.  (2020)  Fatty Acid Methyl Ester Synthesis through Transesterification of Palm Oil with Methanol in Microchannels: Flow Pattern and Reaction Kinetics.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.9b03365]

8. Ruimin Li, Yuting Zhang, Jing Tan, Jiaxun Wan, Jia Guo, Changchun Wang.  (2016)  Dual-Mode Encoded Magnetic Composite Microsphere Based on Fluorescence Reporters and Raman Probes as Covert Tag for Anticounterfeiting Applications.  ACS Applied Materials & Interfaces,      [PMID:27010437] [10.1021/acsami.6b02359]

9. Jinjie Wang, Qian Lai, Hongyang Pan, Daming Sun, Chunfeng Yu, Wei Zhang, Jian Chen, Liqin Ma, Ling Li, Ren Zhou.  (2014)  Evaluation of specific marker CK13 and CK10/13 combined with APM staining for the diagnosis of amniotic fluid embolism and aspiration.  FORENSIC SCIENCE INTERNATIONAL,      [PMID:24705378] [10.1016/j.forsciint.2014.02.032]

10. Sheng Li, Wentong Fan, Qiulin Chen, Xinfeng Zhang.  (2024)  Facile Light-Driven Synthesis of Highly Luminous Sulfur Quantum Dots for Fluorescence Sensing and Cell Imaging.  ACS Applied Materials & Interfaces,      [PMID:39074383] [10.1021/acsami.4c05739]

11. Yue Wang, Ridan Song, Haiqi Huang, Zhenping Bao, Yuxia Gao, Yanling Wu, Songhao Zhang, Rui Liu, Chenhui Zhang, Fengpei Du.  (2024)  Mechanism Study on the Alcoholysis and Polymerization Degree of Poly(vinyl alcohol) to Regulate Droplet Impact Behavior on Hydrophobic Surfaces.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.3c07635]

12. Haoye Tian, Chennan He, Haiping Zhang, Xia Dong, Jinxin He, Jinfang Zhang, Qiangqiang Zhao.  (2025)  Construction of dye-supported fret nanofiber catalysts for photocatalytic Cross-Dehydrogenative coupling reactions.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2025.115200]

13. Guohui Liang, Bohai Li, Lifen Liu.  (2025)  Co-doped black carbon nitride (BCN)@TiO₂ heterojunction: A bifunctional material for simultaneous solar evaporation and photothermal catalytic wastewater purification.  DESALINATION,      [PMID:] [10.1016/j.desal.2025.119685]

14. Meng Yao Wu, Yu Qing Tian, Jiao Yang Lu, Tian Tian Fu, Hou Cheng Liang, Wei Tao Huang.  (2025)  Synthesis of Sustainable Chromium-Based Nanoparticles With Fluorescence Tunable Ability for Biosensing of Tumor-Derived Exosomes and Molecular Information Protection.  SusMat,      [PMID:] [10.1002/sus2.70053]