3a-hydroxy-6-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one

• ChemBase ID: 162446
• Molecular Formular: C18H16N2O2
• Molecular Mass: 292.33184
• Monoisotopic Mass: 292.12117776
• SMILES: c1c(ccc2c1C(=O)C1(C(=N2)N(CC1)c1ccccc1)O)C
• Canonical SMILES: Cc1ccc2c(c1)C(=O)C1(C(=N2)N(CC1)c1ccccc1)O
• InChI: InChI=1S/C18H16N2O2/c1-12-7-8-15-14(11-12)16(21)18(22)9-10-20(17(18)19-15)13-5-3-2-4-6-13/h2-8,11,22H,9-10H2,1H3
• InChIKey: LZAXPYOBKSJSEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3a-hydroxy-6-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one
• IUPAC Traditional name: 3a-hydroxy-6-methyl-1-phenyl-2H,3H-pyrrolo[2,3-b]quinolin-4-one
• Synonyms: (+/-)-Blebbistatin

Database IDs

• CAS Number: 674289-55-5
• PubChem SID: 162256581
• PubChem CID: 3476986

CALCULATED PROPERTIES

• Acid pKa: 11.537417
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.8787973
• LogD (pH = 7.4): 2.879484
• Log P: 2.8795247
• Molar Refractivity: 87.2451 cm^3
• Polarizability: 31.946686 Å^3
• Polar Surface Area: 52.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Ethyl Acetate; Methanol
• Apperance: Bright Yellow Solid
• Melting Point: 210-212°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B592490

Blebbistatin blocked myosin II-dependent cell processes. It blocks cell blebbing rapidly and reversibly. Also rapidly disrupted directed cell migration and cytokinesis in vertebrate cell. It blocks both blebbing and cytokinesis at 50-100μM.(±)-1-Phenyl

REFERENCES

• Straight, A.F., et al.: Science, 299, 1743 (2003)
• Duxbury, M.S., et al.: Biochem. Biophys. Res. Commun., 313, 992 (2003)
• Kovacs, M., et al.: J. Biol. Chem., 279, 34 35557 (2004)