Narciclasine

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Cat.No. 3715 - Narciclasine | C14H13NO7 | CAS No. 29477-83-6
Description: Stimulates RhoA activation; antiproliferative agent that slows cell cycle progression
Chemical Name: (2S,3R,4S,4aR)-3,4,4a,5-Tetrahydro-2,3,4,7-tetrahydroxy-(1,3)dioxolo(4,5-j)phenanthridin-6(2H)-one
Purity: ≥98% (HPLC)
Datasheet
Citations (1)
Reviews
Literature (1)

Biological Activity

Exhibits antiproliferative and pro-apoptotic effects in carcinoma cells and displays cytotoxic activity against a panel of 60 cancer cell lines (mean IC50 = 47 nM). Activity decreases rate of cell division and increases mitosis duration in vitro. Also modulates the Rho/ROCK/LIM kinase/cofilin pathway; stimulates RhoA activation and induces actin polymerization.

Technical Data

M. Wt 307.26
Formula C14H13NO7
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 29477-83-6
PubChem ID 72376
InChI Key LZAZURSABQIKGB-AEKGRLRDSA-N
Smiles OC1=C(C(N[C@]4([H])C3=C[C@H](O)[C@@H](O)[C@H]4O)=O)C3=CC2=C1OCO2

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 30.73 100

Preparing Stock Solutions

The following data is based on the product molecular weight 307.26. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.25 mL 16.27 mL 32.55 mL
5 mM 0.65 mL 3.25 mL 6.51 mL
10 mM 0.33 mL 1.63 mL 3.25 mL
50 mM 0.07 mL 0.33 mL 0.65 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Dumont et al (2007) The Amaryllidaceae isocarbostyril narciclasine induces apoptosis by activation of the death receptor and/or mitochondrial pathways in cancer cells but not in normal fibroblasts. Neoplasia 9 766 PMID: 17898872

Ingrassia et al (2009) Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents. J.Med.Chem. 52 1100 PMID: 19199649

Lefranc et al (2009) Narciclasine, a plant growth modulator, activates Rho and stress fibers in glioblastoma cells. Mol.Cancer Ther. 8 1739 PMID: 19531573


If you know of a relevant reference for Narciclasine, please let us know.

Keywords: Narciclasine, Narciclasine supplier, Narciclasine, small, g, proteins, rhoA, rho, kinases, ROCK, signaling, signalling, modulators, anticancer, antiproliferative, agents, cell, cycle, inhibitors, inhibits, actin, Cell, Cycle, Inhibitors, Actin, Apoptosis, Inducers, Rho, 3715, Tocris Bioscience

1 Citation for Narciclasine

Citations are publications that use Tocris products. Selected citations for Narciclasine include:

Duman et al (2019) The adhesion-GPCR BAI1 shapes dendritic arbors via Bcr-mediated RhoA activation causing late growth arrest. Elife 8 PMID: 31461398


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Literature in this Area

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