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(-)-Blebbistatin

(-)-Blebbistatin structure

CAS No:
856925-71-8
Formula:
C18H16N2O2
Chemical Name:
(-)-Blebbistatin
Synonyms:
(-)-BLEBBISTATIN;4H-Pyrrolo[2,3-b]quinolin-4-one, 1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-, (3aS)-;(+/-)-BLEBBISTATIN;(S)-(-)-BLEBBISTATIN;(-)-Blebbistatin - CAS 856925-71-8 - Calbiochem;(3aS)-3a-hydroxy-6-methyl-1-phenyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one;CS-978;3a-Hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one (-)-Blebbistatin
Categories:
Biochemical Engineering > Inhibitors

Description

(-)-Blebbistatin is an S enantiomer of blebbistatin. Blebbistatin is a potent and selective myosin II inhibitor with IC50s ranging from 0.5 to 5 μM.

(S)-blebbistatin is the (S)-enantiomer of blebbistatin. It is a blebbistatin and a tertiary alpha-hydroxy ketone.

Bright Yellow Solid

()-Blebbistatin, a myosin II ATPase inhibitor, does not affect other members of myosin superfamily like I, V and X. Blebbistatin is highly light sensitive, and photobleaching can reverse its effect completely. Blebbistatin is a commonly used as excitation-contraction uncoupling agent in cardiovascular physiology. Blebbistatin controls the inhibitory effect of thrombin on intercellular Ca2+wave propagation. Blebbistatin reduces cardiac contractility by stabilizing the OFF state of the thick filament.

(-)-Blebbistatin Basic Attributes

Molecular Weight：

292.33

Exact Mass：

292.121

UNII：

8WII7624I5

DSSTox ID：

DTXSID70415329

Color/Form：

Light Yellow to Yellow

Characteristics

PSA：

52.9

XLogP3：

2.4

Density：

1.31±0.1 g/cm3(Predicted)

Melting Point：

210-212°C

Boiling Point：

507.3±60.0 °C(Predicted)

Flash Point：

248.1±31.5 °C

Refractive Index：

1.681

Water Solubility：

DMSO: soluble5mg/mL

Storage Conditions：

Desiccate at +4°C

PKA：

11.15±0.20(Predicted)

Critical Temperature & Pressure：

-20°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

26-36/37

Marks：

Storage features：

Store at +4°C

Precautionary statement(s)：

P261-P280-P305 + P351 + P338

Hazard Statements：

20/21/22-36/37/38

(-)-Blebbistatin Use and Manufacturing

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]D= -103

()-Blebbistatin has been used to investigate the effect on cardiac contractility and effect of thrombin on actomyosin contractility

Computed Properties

Molecular Weight:292.3
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:292.121177757
Monoisotopic Mass:292.121177757
Topological Polar Surface Area:52.9
Heavy Atom Count:22
Complexity:497
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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(S)-(-)-Blebbistatin

CAS No.: 856925-71-8

Content: 99.00%

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