5-Aminofluorescein(5-AF) - ≥96% , CAS No.3326-34-9

CAS: 3326-34-9 Cat. No.: A110141 Molecular Weight: 347.32 Beilstein Registry Number: 48395 EC Number: 222-043-6

GRADE & PURITY ≥96%

Synonyms

Fluoresceinamine, isomer 1 | Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 5-amino-3',6'-dihydroxy- | fluorescein-5-amine | EX-A1779 | Fluoresceinamine isomer 1 | SCHEMBL220211 | 5-Amino-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one |

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Fluoresceinamine, isomer I is a building block for synthesis of fluorescein.
A reagent for fluorescence studies

Specifications

Synonyms

Fluoresceinamine, isomer 1 | Spiro(isobenzofuran-1(3H), 9'-(9H)xanthen)-3-one, 5-amino-3', 6'-dihydroxy- | fluorescein-5-amine | EX-A1779 | Fluoresceinamine isomer 1 | SCHEMBL220211 | 5-Amino-3', 6'-dihydroxyspiro[isobenzofuran-1(3H), 9'-(9H)xanthen]-3-one |

Specifications & Purity

≥96%

Biochemical and Physiological Mechanisms

Fluorescence marker. Selectively targets malignant glioma tissue in vivo when covalently linked to human serum albumin at a molar ratio of 1:1without bleaching nor penetrating into surrounding brain edema or necrotic tissue. Blood-brain barrier permeable.

Storage

Argon charged, Room temperature

Shipped In

Normal

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. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥96%

Names and Identifiers

• Canonical Smiles: C1=CC2=C(C=C1N)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O
• IUPAC Name: 6-amino-3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one
• InChIKey: GZAJOEGTZDUSKS-UHFFFAOYSA-N
• INCHI: 1S/C20H13NO5/c21-10-1-4-14-13(7-10)19(24)26-20(14)15-5-2-11(22)8-17(15)25-18-9-12(23)3-6-16(18)20/h1-9,22-23H,21H2
• Isomeric SMILES: C1=CC2=C(C=C1N)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O
• WGK Germany: 3
• Molecular Weight: 347.32
• Beilstein: 48395
• Reaxy-Rn: 48395
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=48395&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 Carboxylic acid esters Amino acids and derivatives Oxacyclic compounds Monocarboxylic acids and derivatives Primary amines Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Benzofuranone - Phthalide - Isobenzofuranone - Isocoumaran - Isobenzofuran - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Carboxylic acid ester - Lactone - Amino acid or derivatives - Monocarboxylic acid or derivatives - Ether - Carboxylic acid derivative - Oxacycle - Primary amine - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Amine - 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 (partly), methanol (10 mg/ml), and acetone.
• Sensitivity: Hygroscopic,Heat & light sensitive.
• Melt Point(°C): 223℃
• Molecular Weight: 347.300 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 347.079 Da
• Monoisotopic Mass: 347.079 Da
• Topological Polar Surface Area: 102.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 557.000
• 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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