Brilliant black

Category	Enterovirus (EV)
CAS	2519-30-4
Description	Brilliant black BN, an azo dye and a food colorant, is a promising antiviral drug against EV71 infection by inhibiting the interaction between EV71 and its cellular uncoating factor cyclophilin A.

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Product Information

Synonyms	Black PN; Brilliant Black BN; Food black 1; Blue Black BN; Brilliant Black A; Melan Black; Cilefa Black B; 1,7-Naphthalenedisulfonic acid, 4-(acetylamino)-5-hydroxy-6-[2-[7-sulfo-4-[2-(4-sulfophenyl)diazenyl]-1-naphthalenyl]diazenyl]-, sodium salt (1:4)
IUPAC Name	tetrasodium;4-acetamido-5-hydroxy-6-[[7-sulfonato-4-[(4-sulfonatophenyl)diazenyl]naphthalen-1-yl]diazenyl]naphthalene-1,7-disulfonate
Molecular Weight	867.68
Molecular Formula	C28H17N5Na4O14S4
Canonical SMILES	CC(=O)NC1=C2C(=C(C=C1)S(=O)(=O)[O-])C=C(C(=C2O)N=NC3=C4C=C(C=CC4=C(C=C3)N=NC5=CC=C(C=C5)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+]
InChI	InChI=1S/C28H21N5O14S4.4Na/c1-14(34)29-23-10-11-24(50(42,43)44)20-13-25(51(45,46)47)27(28(35)26(20)23)33-32-22-9-8-21(18-7-6-17(12-19(18)22)49(39,40)41)31-30-15-2-4-16(5-3-15)48(36,37)38;;;;/h2-13,35H,1H3,(H,29,34)(H,36,37,38)(H,39,40,41)(H,42,43,44)(H,45,46,47);;;;/q;4*+1/p-4
InChIKey	GMMAPXRGRVJYJY-UHFFFAOYSA-J
Purity	Dye content >60%
Solubility	Soluble in Water, Ethanol (Slightly)
Appearance	black or gray black powder
Storage	Store at RT
Complexity	1780
Exact Mass	778.99678505
In Vitro	Brilliant black BN (E151) inhibits the interaction between EV71 and its cellular uncoating factor cyclophilin A. Brilliant black BN (E151) inhibited the infection EV71 -GFP at a concentration of 300 µM as evidenced from the reduced GFP signals. Brilliant black BN (E151) exhibits the inhibition of EV71 -GFP as a dose-dependent manner in infected RD cells, exhibits an IC50 value of 10.1 µM. Brilliant black BN (E151) is able to inhibit all tested 28 EV71, CVA16 and CVA6 strains. In rhabdomyosarcoma cells, 50% inhibitory concentration 29 of the dye E151 for various strains of EV71 ranged from 2.39 µM to 28.12 µM, whereas its 50% cytotoxic concentration is 1870 µM.
In Vivo	Brilliant black BN (E151)(intraperitoneal injection; 200 mg/kg; 14 days)exhibits mild illness with clinical scores less than 3 and subsequently recovered when compared with PBS-group. All E151 270 treated mice are completely protected throughout the experiment.
PSA	361.09000
Target	Enterovirus
XLogP3-AA	2.3