14-(morpholin-4-yl)tetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,9,11,13,15-octaen-8-one

• ChemBase ID: 153727
• Molecular Formular: C21H17NO2
• Molecular Mass: 315.36518
• Monoisotopic Mass: 315.12592879
• SMILES: c1ccc2c(c1)c1ccc(c3c1c(ccc3)C2=O)N1CCOCC1
• Canonical SMILES: O=C1c2ccccc2c2c3c1cccc3c(cc2)N1CCOCC1
• InChI: InChI=1S/C21H17NO2/c23-21-16-5-2-1-4-14(16)15-8-9-19(22-10-12-24-13-11-22)17-6-3-7-18(21)20(15)17/h1-9H,10-13H2
• InChIKey: UPHRHDIPADDOBZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 14-(morpholin-4-yl)tetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2,4,6,9,11,13,15-octaen-8-one
• IUPAC Traditional name: 14-(morpholin-4-yl)tetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2,4,6,9,11,13,15-octaen-8-one
• Synonyms: 3-Morpholino-7H-benz[de]anthracen-7-one; 3-Morpholinobenzanthrone

Database IDs

• CAS Number: 299927-47-2
• MDL Number: MFCD00228010
• PubChem SID: 162247866; 24873400
• PubChem CID: 2840396

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.9855783
• LogD (pH = 7.4): 3.9855983
• Log P: 3.9855986
• Molar Refractivity: 95.665 cm^3
• Polarizability: 38.698895 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 439 nm; λem 632 nm in dimethyl sulfide

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C21H17NO2

DETAILS

Sigma Aldrich - 50726

Other Notes
Long-wave-length (λem 653, MeOH) fluorescent probe for cell membranes, especially for lymphocytes. It is photostable and not cell-toxic; it is sensitive to changes in membrane structure1