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F7804

Sigma-Aldrich

Fascaplysin chloride hydrate

≥98% (HPLC), solid

Sinônimo(s):

12,13-Dihydro-13-oxopyrido[1,2-a:3,4-b′]diindol-5-ium chloride, Fascaplysine hydrate

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About This Item

Fórmula empírica (Notação de Hill):
C18H11ClN2O · xH2O
Número CAS:
114719-57-2
Peso molecular:
306.75 (anhydrous basis)
Número MDL:
MFCD09752600
Código UNSPSC:
12352200

Ensaio

≥98% (HPLC)

Formulário

solid

cor

brick red

solubilidade

H2O: <2 mg/mL
DMSO: ~20 mg/mL

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[Cl-].[H]O[H].O=C1c2ccccc2-[n+]3ccc4c([nH]c5ccccc45)c13

InChI

1S/C18H10N2O.ClH.H2O/c21-18-13-6-2-4-8-15(13)20-10-9-12-11-5-1-3-7-14(11)19-16(12)17(18)20;;/h1-10H;1H;1H2

chave InChI

WPIOPGXRERNYSI-UHFFFAOYSA-N

Ações bioquímicas/fisiológicas

Originally isolated from the marine sponge Thorectandra sp., fascaplysin chloride is a selective, potent inhibitor of cyclin dependent kinase 4/cyclin D1 (IC50 = 0.35 μM). It is significantly less selective for Cdk6/D1 (IC50 = 3.4 μM) and not selective for the other Cdks and tyrosine kinases.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Declarações de precaução

P261 - P305 + P351 + P338

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
027K46113
027K46112
027K46111
027K4611

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Carine Aubry et al.
Chemical communications (Cambridge, England), (15)(15), 1696-1697 (2004-07-28)
The first biologically active non-planar analogues of the toxic anti-cancer agent, fascaplysin, have been produced; we present the design, synthesis and biological activity of three tryptamine derivatives.
A M Popov et al.
Antibiotiki i khimioterapiia = Antibiotics and chemoterapy [sic], 36(1), 12-14 (1991-01-01)
Various aspects of the physiological activity of fascaplysine, a pigment from tropic sea sponges, were studied. One of the fragments of the chemical structure of the pigment is the indole ring. Ehrlich tumor cells, murine lymphocytes and erythrocytes were used
R Soni et al.
Biochemical and biophysical research communications, 275(3), 877-884 (2000-09-07)
Small chemical molecules that interfere with biological proteins could be useful for gaining insight into the complex biochemical processes in mammalian cells. Cdk4 is a key protein whose activity is required not only for emergence of cells from quiescence but
Sachin Mahale et al.
Bioorganic chemistry, 34(5), 287-297 (2006-08-15)
Tryptamine derivatives, a new structural class of cyclin dependent kinase 4 inhibitors, have been identified during extensive biological screening of synthetic molecules. The molecules were synthesized based on the structure of fascaplysin, which is not only a specific inhibitor of
A Hörmann et al.
Bioorganic & medicinal chemistry, 9(4), 917-921 (2001-05-17)
Association of fascaplysin with double-stranded calf thymus DNA was investigated by means of isothermal titration calorimetry, absorption spectroscopy, and circular dichroism. The UV spectroscopic data could be well interpreted in terms of a two-site model for the binding of fascaplysin
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