Home > Compound List > Compound details
1177356-70-5 molecular structure
click picture or here to close

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

ChemBase ID: 162447
Molecular Formular: C18H16N2O2
Molecular Mass: 292.33184
Monoisotopic Mass: 292.12117776
SMILES and InChIs

SMILES:
c1c(ccc2c1C(=O)[C@@]1(C(=N2)N(CC1)c1ccccc1)O)C
Canonical SMILES:
Cc1ccc2c(c1)C(=O)[C@@]1(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/t18-/m0/s1
InChIKey:
LZAXPYOBKSJSEX-SFHVURJKSA-N

Cite this record

CBID:162447 http://www.chembase.cn/molecule-162447.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3aR)-3a-hydroxy-6-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one
IUPAC Traditional name
(3aR)-3a-hydroxy-6-methyl-1-phenyl-2H,3H-pyrrolo[2,3-b]quinolin-4-one
Synonyms
(3aR)-1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one
(+)-1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2,3-b]-7-methylquinolin-4-one
(+)-Blebbistatin
(R)-(+)-Blebbistatin
CAS Number
1177356-70-5
PubChem SID
162256582
PubChem CID
6604910

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC B592495 external link Add to cart
PubChem 6604910 external link
Data Source Data ID Price
TRC
B592495 external link Add to cart Please log in.
Data Source Data ID
PubChem 6604910 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 11.537417  H Acceptors
H Donor LogD (pH = 5.5) 2.8787973 
LogD (pH = 7.4) 2.879484  Log P 2.8795247 
Molar Refractivity 87.2451 cm3 Polarizability 31.946686 Å3
Polar Surface Area 52.9 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Dichloromethane expand Show data source
DMSO expand Show data source
Ethyl Acetate expand Show data source
Methanol expand Show data source
Apperance
Bright Yellow Solid expand Show data source
Melting Point
210-212°C expand Show data source
Storage Condition
-20°C Freezer expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - B592495 external link
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. A negative control for the (S)-(-)-Blebblastatin. [a]D= +110 (c= 1.21 CHCl3) (±)-1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2,3-b]-7-methylquinolin-4-one Selective inhibitor of nonmuscle myosin II; inhibits contraction of the cleavage furrow without disrupting mitosis or contractile ring assembly. Rapidly and reversibly blocks cell blebbing, and disrupts directed cell migration and cytokinesis in vertebrate cells.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • 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)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle