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Merck

F7804

Sigma-Aldrich

Fascaplysin chloride hydrate

≥98% (HPLC), solid

Synonym(e):

Fascaplysine Hydrat

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About This Item

Empirische Formel (Hill-System):
C18H11ClN2O · xH2O
CAS-Nummer:
Molekulargewicht:
306.75 (anhydrous basis)
MDL-Nummer:
UNSPSC-Code:
12352200

Assay

≥98% (HPLC)

Form

solid

Farbe

brick red

Löslichkeit

H2O: <2 mg/mL
DMSO: ~20 mg/mL

Lagertemp.

2-8°C

SMILES String

[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

InChIKey

WPIOPGXRERNYSI-UHFFFAOYSA-N

Biochem./physiol. Wirkung

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.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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
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

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