2',7'-Dichlorofluorescein - indicator, ≥90% , CAS No.76-54-0

CAS: 76-54-0 Cat. No.: D113554 Molecular Weight: 401.2 Beilstein Registry Number: 58009 EC Number: 200-968-6

GRADE & PURITY Indicator, ≥90%

Synonyms

Dichloro(R)fluorescein | DTXSID8058798 | HY-W040143A | 2',7'-DICHLOROFLUORESCEIN [MI] | FLUORESCEIN-27 | UNII-56NQM5UZT1 | Fluorescein 27 | Spiro[isobenzofuran-1(3H),9'-[9h]xanthen]-3-one,2',7'-dichloro-3',6'-dihydroxy- | 2',7'-Dichlorofluorescein [Fluore

Storage

Room temperature

Shipped In

Normal

Overview

for Fluorescent indicator

Specifications

Synonyms

Dichloro(R)fluorescein | DTXSID8058798 | HY-W040143A | 2', 7'-DICHLOROFLUORESCEIN [MI] | FLUORESCEIN-27 | UNII-56NQM5UZT1 | Fluorescein 27 | Spiro[isobenzofuran-1(3H), 9'-[9h]xanthen]-3-one, 2', 7'-dichloro-3', 6'-dihydroxy- | 2', 7'-Dichlorofluorescein [Fluore

Specifications & Purity

indicator, ≥90%

Biochemical and Physiological Mechanisms

Intracellular fluorescent label. Zinpyr-1, DCFA, DFCA DA and DCFDA N-succinimidyl ester precursor. Marker for cellular oxidative stress.

Storage

Room temperature

Shipped In

Normal

Grade

Indicator

Note

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.

Purity

≥90%

Names and Identifiers

• Pubchem Sid: 488183646
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183646
• Canonical Smiles: C1=CC=C2C(=C1)C(=O)OC23C4=CC(=C(C=C4OC5=CC(=C(C=C35)Cl)O)O)Cl
• IUPAC Name: 2',7'-dichloro-3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one
• InChIKey: VFNKZQNIXUFLBC-UHFFFAOYSA-N
• INCHI: 1S/C20H10Cl2O5/c21-13-5-11-17(7-15(13)23)26-18-8-16(24)14(22)6-12(18)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,23-24H
• Isomeric SMILES: C1=CC=C2C(=C1)C(=O)OC23C4=CC(=C(C=C4OC5=CC(=C(C=C35)Cl)O)O)Cl
• Molecular Weight: 401.2
• Beilstein: 58009
• Reaxy-Rn: 58009
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=58009&ln=

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 1-hydroxy-2-unsubstituted benzenoids Aryl chlorides Lactones Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Benzofuranone - Phthalide - Isobenzofuranone - Isocoumaran - Isobenzofuran - 1-hydroxy-2-unsubstituted benzenoid - Aryl chloride - Benzenoid - Aryl halide - Carboxylic acid ester - Lactone - Oxacycle - Carboxylic acid derivative - Ether - Monocarboxylic acid or derivatives - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Organochloride - Organic oxide - Organohalogen compound - 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: 2-benzofurans

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Solution of sodium hydroxide in water; Slightly soluble in Ethanol
• Flash Point(°C): 12°C
• Melt Point(°C): 280°C
• Molecular Weight: 401.200 g/mol
• XLogP3: 4.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 399.991 Da
• Monoisotopic Mass: 399.991 Da
• Topological Polar Surface Area: 76.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 585.000
• 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

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