Fluorescein 6-Isothiocyanate (isomer II) - ≥97%(HPLC) , CAS No.18861-78-4

CAS: 18861-78-4 Cat. No.: F131165 Molecular Weight: 389.381 EC Number: 633-766-5

GRADE & PURITY ≥97%(HPLC)

Synonyms

AKOS015912141 | FT-0626458 | SCHEMBL160107 | HY-136957 | PD167109 | F0783 | F12301 | 3',6'-dihydroxy-5-isothiocyanatospiro[2-benzofuran-3,9'-xanthene]-1-one | 6-Isothiocyanatofluorescein | FITC-II | J-012159 | MFCD00041838 | F04-0026 | 3',6'-dihydroxy-6-i

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Amine-Reactive Fluorescent  probe for counjugation to proteins or peptides.

Specifications

Synonyms

AKOS015912141 | FT-0626458 | SCHEMBL160107 | HY-136957 | PD167109 | F0783 | F12301 | 3', 6'-dihydroxy-5-isothiocyanatospiro[2-benzofuran-3, 9'-xanthene]-1-one | 6-Isothiocyanatofluorescein | FITC-II | J-012159 | MFCD00041838 | F04-0026 | 3', 6'-dihydroxy-6-i

Specifications & Purity

≥97%(HPLC)

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥97%(HPLC)

Names and Identifiers

• Canonical Smiles: C1=CC2=C(C=C1N=C=S)C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O
• IUPAC Name: 3',6'-dihydroxy-5-isothiocyanatospiro[2-benzofuran-3,9'-xanthene]-1-one
• InChIKey: GTQFZXYECNSNNC-UHFFFAOYSA-N
• INCHI: 1S/C21H11NO5S/c23-12-2-5-15-18(8-12)26-19-9-13(24)3-6-16(19)21(15)17-7-11(22-10-28)1-4-14(17)20(25)27-21/h1-9,23-24H
• Isomeric SMILES: C1=CC2=C(C=C1N=C=S)C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O
• Molecular Weight: 389.381
• Reaxy-Rn: 11812567
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11812567&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 Lactones Isothiocyanates Carboxylic acid esters Propargyl-type 1,3-dipolar organic compounds Oxacyclic compounds Monocarboxylic acids and derivatives Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Benzofuranone - Phthalide - Isobenzofuranone - Isobenzofuran - Isocoumaran - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Carboxylic acid ester - Isothiocyanate - Lactone - Carboxylic acid derivative - Ether - Oxacycle - Organic 1,3-dipolar compound - Monocarboxylic acid or derivatives - Propargyl-type 1,3-dipolar organic compound - Hydrocarbon derivative - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - 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: fluorescein isothiocyanate

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

• Sensitivity: Light Sensitive,Moisture Sensitive,Heat Sensitive
• Molecular Weight: 389.400 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 389.036 Da
• Monoisotopic Mass: 389.036 Da
• Topological Polar Surface Area: 120.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 668.000
• 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

References

1. Lin Zhou, Hanfeng Hou, Huan Wei, Lina Yao, Lei Sun, Ping Yu, Bin Su, Lanqun Mao.  (2019)  In Vivo Monitoring of Oxygen in Rat Brain by Carbon Fiber Microelectrode Modified with Antifouling Nanoporous Membrane.  ANALYTICAL CHEMISTRY,      [PMID:30688067] [10.1021/acs.analchem.8b05658]

2. Wenbo Zhang, Yilin Zhang, Chenlu Wang, Xingji Fu, Yuan Li, Hongyu Wang, Xiuyuan Luo, Linhao Li, Yubo Fan, Zengsheng Chen.  (2025)  Silk-based multilayer coatings for anticoagulation and durability improvement in ECMO hollow fiber membranes.  Acta Biomaterialia,      [PMID:41072596] [10.1016/j.actbio.2025.10.006]