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F7804

Fascaplysin chloride hydrate

Name: Fascaplysin chloride hydrate
Brand: SIGMA

≥98% (HPLC), solid

Synonym(e):

Fascaplysine Hydrat

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About This Item

Empirische Formel (Hill-System):

C₁₈H₁₁ClN₂O · xH₂O

CAS-Nummer:

114719-57-2

Molekulargewicht:

306.75 (anhydrous basis)

MDL-Nummer:

MFCD09752600

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

GHS07

Signalwort

Warning

H-Sätze

H315,H319,H335

P-Sätze

P261 - P305 + P351 + P338

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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Comparison of fascaplysin and related alkaloids: a study of structures, cytotoxicities, and sources.

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

Fascaplysin, a selective CDK4 inhibitor, exhibit anti-angiogenic activity in vitro and in vivo.

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

Direct effects of fascaplysin on human umbilical vein endothelial cells attributing the anti-angiogenesis activity.

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

3-bromohomofascaplysin A, a fascaplysin analogue from a Fijian Didemnum sp. ascidian.

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

Inhibition of cancer cell growth by cyclin dependent kinase 4 inhibitors synthesized based on the structure of fascaplysin.

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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