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

CAS: 18472-87-2 Cat. No.: P102690 Formula: C₂₀H₂Br₄Cl₄Na₂O₅ 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-{[

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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

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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

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