Compound: Blebbistatin
SMILES: O=C1c2c(N=C3C1(O)CCN3c4ccccc4)ccc(c2)C
InChIKey: LZAXPYOBKSJSEX-UHFFFAOYSA-N
Synonyms: Blebbistatin, 674289-55-5, (+-)-Blebbistatin, 20WC4J7CQ6, CHEBI:75379, 1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one, 1,2,3,3A-TETRAHYDRO-3A-HYDROXY-6-METHYL-1-PHENYL-4H-PYRROLO(2,3-B)QUINOLIN-4-ONE, RefChem:120622, (+/-)-Blebbistatin, 3a-hydroxy-6-methyl-1-phenyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one, 3a-hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one, CHEMBL1328324, MFCD04113775, 1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo(2.3-b)-7-methylquinolin-4-one, 3a-hydroxy-6-methyl-1-phenyl-3,3a-dihydro-1H-pyrrolo[2,3-b]quinolin-4(2H)-one, SR-01000597498, UNII-20WC4J7CQ6, Blebbistain, ( inverted exclamation markA)-Blebbistatin, Bleb, BLEBBISTATIN [MI], Probes1_000318, Probes1_000320, Probes2_000455, UPCMLD-DP100, CBiol_002055, BSPBio_001474, KBioGR_000194, KBioSS_000194, MLS006010843, orb1306301, SCHEMBL4330339, SCHEMBL29354793, UPCMLD-DP100:001, UPCMLD-DP100:002, BCBcMAP01_000109, EX-A8013G, KBio2_000194, KBio2_002762, KBio2_005330, KBio3_000387, KBio3_000388, LZAXPYOBKSJSEX-UHFFFAOYSA-N, BDBM741629, Bio1_000341, Bio1_000830, Bio1_001319, Bio2_000194, Bio2_000674, DTXSID501017342, GLXC-07081, HMS1361J16, HMS1791J16, HMS1989J16, HMS3268C20, HMS3402J16, HMS3412F12, HMS3648G12, HMS3676F12, BDBM50449472, EI-315, AKOS024456763, FB18838, (+/-)-1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one, IDI1_033944, NCGC00025281-03, NCGC00025281-04, NCGC00025281-05, NCGC00025281-06, NCGC00025281-07, AS-53726, HY-13813, SMR004701769, US20250163056, Compound Blebbistatin, DB-073877, DB-217904, CS-0007920, P16952, SR-01000597498-1, SR-01000597498-2, BRD-A75817871-001-02-6, BRD-A75817871-001-06-7, Q27145262, 3A-HYDROXY-6-METHYL-1-PHENYL-2H,3H-PYRROLO[2,3-B]QUINOLIN-4-ONE, Blebbistatin is known as a racemic mixture of (-)-blebbistatin and (+)-blebbistatin., 4H-PYRROLO(2,3-B)QUINOLIN-4-ONE, 1,2,3,3A-TETRAHYDRO-3A-HYDROXY-6-METHYL-1-PHENYL-
Theoretical properties:
molecular_formula: C18H16N2O2
molecular_weight: 292.3 g/mol
exact_mass: 292.121177757 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 1
heavy_atom_count: 22
topological_polar_surface_area: 52.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Blebbistatin is a pyrroloquinoline that is 1,2,3,3a-tetrahydro-H-pyrrolo[2,3-b]quinolin-4-one substituted by a hydroxy group at position 3a, a methyl group at position 6 and a phenyl group at position 1. It acts as an inhibitor of ATPase activity of non-muscle myosin II. It has a role as an inhibitor. It is a tertiary alpha-hydroxy ketone, a tertiary alcohol, a cyclic ketone and a pyrroloquinoline.
chebi: A pyrroloquinoline that is 1,2,3,3a-tetrahydro-<em>H</em>-pyrrolo[2,3-<em>b</em>]quinolin-4-one substituted by a hydroxy group at position 3a, a methyl group at position 6 and a phenyl group at position 1. It acts as an inhibitor of ATPase activity of non-muscle myosin II.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Blebbistatin is a myosin inhibitor mostly specific for myosin II. It is widely used in research to inhibit heart muscle myosin, non-muscle myosin II, and skeletal muscle myosin. Blebbistatin has been especially useful in optical mapping of the heart, and its recent use in cardiac muscle cell cultures has improved cell survival time. However, its adverse characteristics e.g. its cytotoxicity and blue-light instability or low solubility in water often make its application challenging. Recently its applicability was improved by chemical design and its derivatives overcome the limitations of blebbistatin. E.g. para-nitroblebbistatin and para-aminoblebbistatin are photostable, and they are neither cytotoxic nor fluorescent.