Virstatin

Names

[ Name ]:
Virstatin

[Synonym ]:
Isodibut
1,8-naphthalimide-N-butyric acid
1H-Benz(de)isoquinoline-2(3H)-butanoic acid,1,3-dioxo
Virstatin
4-(N-(1,8-naphthalimide))-n-butyric acid
1,3-Dioxo-1H-benz(de)isoquinoline-2(3H)-butanoic acid
4-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)butanoic acid
4-(1,3-dioxo-2,3-dihydro-1H-benzo[d,e]isoquinolin-2-yl)butanoic acid
4-(1,3-Dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-butyric acid
1,3-Dioxo-1H-benz(de)isoquinoline-2(3H)-butyric acid
(1,8-naphthalimido)butanoic acid
N-(4-butanoic acid)-1,8-naphthalimide

Biological Activity

[Description]:

Virstatin inhibits the pili system synthesis and prevents A. baumannii biofilm formation. Virstatin also inhibits dimerization of the transcriptional activator ToxT[1][2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Others >> Others

[Target]

ToxT[1]

[References]

[1]. Nait Chabane Y, et al. Virstatin inhibits biofilm formation and motility of Acinetobacter baumannii. BMC Microbiol. 2014 Mar 12;14:62.

[2]. Shakhnovich EA, et al. Virstatin inhibits dimerization of the transcriptional activator ToxT. Proc Natl Acad Sci U S A. 2007 Feb 13;104(7):2372-7.

Chemical & Physical Properties

[ Density]:
1.403g/cm3

[ Boiling Point ]:
536.5ºC at 760 mmHg

[ Molecular Formula ]:
C₁₆H₁₃NO₄

[ Molecular Weight ]:
283.28

[ Flash Point ]:
278.3ºC

[ Exact Mass ]:
283.08400

[ PSA ]:
76.37000

[ LogP ]:
1.81750

[ Index of Refraction ]:
1.672

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CF6559500

CHEMICAL NAME :: 1H-Benz(de)isoquinoline-2(3H)-butanoic acid, 1,3-dioxo-

CAS REGISTRY NUMBER :: 88909-96-0

LAST UPDATED :: 199712

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C16-H13-N-O4

MOLECULAR WEIGHT :: 283.30

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4 gm/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - coma Lungs, Thorax, or Respiration - respiratory depression

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4598081

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3700 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - coma Lungs, Thorax, or Respiration - respiratory depression

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4598081

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 3800 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - coma Lungs, Thorax, or Respiration - respiratory depression

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4598081

Safety Information

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Related Compounds

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