1-(fluoranthen-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 105017
• Molecular Formular: C20H11NO2
• Molecular Mass: 297.30684
• Monoisotopic Mass: 297.0789786
• SMILES: O=C1C=CC(=O)N1c1ccc2c3ccccc3c3c2c1ccc3
• Canonical SMILES: O=C1C=CC(=O)N1c1ccc2c3c1cccc3c1c2cccc1
• InChI: InChI=1S/C20H11NO2/c22-18-10-11-19(23)21(18)17-9-8-15-13-5-2-1-4-12(13)14-6-3-7-16(17)20(14)15/h1-11H
• InChIKey: TUISHUGHCOJZCP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(fluoranthen-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-(fluoranthen-3-yl)pyrrole-2,5-dione
• Synonyms: N-(3-FLUORANTHYL)MALEIMIDE; FAM; N-(3-Fluoranthyl)maleimide

Database IDs

• CAS Number: 60354-76-9
• EC Number: 262-197-1
• MDL Number: MFCD00042618
• Beilstein Number: 1483865
• PubChem SID: 162092042; 24894797; 24870272
• PubChem CID: 108928

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.5564125
• LogD (pH = 7.4): 3.5564132
• Log P: 3.5564132
• Molar Refractivity: 88.6903 cm^3
• Polarizability: 37.27004 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble
• Fluorescence: λex 290 nm; λem 460 nm in DMSO; 50 mM β-mercaptoethanol

Safety Information

• European Hazard Symbols: Nature polluting (N)
• German water hazard class: 3
• Risk Statements: 51/53
• Safety Statements: 61
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (HPLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C20H11NO2

DETAILS

MP Biomedicals - 02158061

Fluorescent protein marker.

Sigma Aldrich - F3880

Application
Fluorescent protein marker

Sigma Aldrich - 46540

Application
Suitable for the detection of -SH-groups
Other Notes
Fluorogenic sulfhydryl reagent1; Review2

REFERENCES

• Kanoaka, Y., et al., Chem. Pharm. Bull., 24: 1417 (1976).