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F7804

Sigma-Aldrich

Fascaplysin chloride hydrate

≥98% (HPLC), solid

Synonyme(s) :

Fascaplysine hydrate

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About This Item

Formule empirique (notation de Hill):
C18H11ClN2O · xH2O
Numéro CAS:
114719-57-2
Poids moléculaire :
306.75 (anhydrous basis)
Numéro MDL:
MFCD09752600
Code UNSPSC :
12352200

Pureté

≥98% (HPLC)

Forme

solid

Couleur

brick red

Solubilité

H2O: <2 mg/mL
DMSO: ~20 mg/mL

Température de stockage

2-8°C

Chaîne 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

Clé InChI

WPIOPGXRERNYSI-UHFFFAOYSA-N

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Conseils de prudence

P261 - P305 + P351 + P338

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Nathaniel L Segraves et al.
Journal of natural products, 67(5), 783-792 (2004-05-29)
The fascaplysin class of compounds have been further investigated from six organisms consisting of four sponge collections (Fascaplysinopsis reticulata) and two tunicate collections (Didemnum sp.). This work is an extension of an earlier communication and reports the isolation of 12
Zhenyu Lu et al.
Bioorganic & medicinal chemistry, 19(22), 6604-6607 (2011-06-24)
A new fascaplysin analogue, 3-bromohomofascaplysin A (1), along with two known analogues, homofascaplysin A (2) and fascaplysin (3), were isolated from a Fijian Didemnum sp. ascidian. The absolute configurations of 3-bromohomofascaplysin A (1) and homofascaplysin A (2) were determined via
Y L Zheng et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 64(8), 527-533 (2009-11-26)
Novel anti-angiogenesis activity of fascaplysin via VEGF blockage was recently revealed by our previous study in addition to the reported cyclin-dependent kinase 4 (CDK4) selective inhibition. To uncover more details of this pharmacologically prospective property, this study further investigated whether
Jing Lin et al.
Cancer chemotherapy and pharmacology, 59(4), 439-445 (2006-07-04)
This study was to evaluate the correlation of two important strategies, namely, cell cycle proliferation arrest and anti-angiogenesis. We chose fascaplysin, a marine natural product with selective CDK4 selective inhibition activity, to study its potential anti-angiogenesis effects in vivo and
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
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