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Merck

553590

Ratjadone A

InSolution, ≥95%, Synthetic

Synonym(s):

InSolution Ratjadone A, Synthetic, Ratjadon, Chromosome Region Maintenance 1 Protein Inhibitor II, CRM1 Inhibitor II, Exportin 1 Inhibitor II, XPO1 Inhibitor II

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About This Item

Empirical Formula (Hill Notation):
C28H40O5
CAS Number:
163564-92-9
Molecular Weight:
456.61
MDL number:
MFCD08062314
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
liquid
Quality level:
100
Storage condition:
OK to freeze, protect from light

Key Documents

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SMILES string

O1[C@H]([C@H]([C@@H](C[C@H]1[C@H](O)\C=C\C=C(\C[C@@H](C)\C=C(\C)/C=C/[C@@H]2OC(=O)C=CC2)/C)O)C)\C=C\C

InChI

1S/C28H40O5/c1-6-9-26-22(5)25(30)18-27(33-26)24(29)12-7-10-19(2)16-21(4)17-20(3)14-15-23-11-8-13-28(31)32-23/h6-10,12-15,17,21-27,29-30H,11,16,18H2,1-5H3/b9-6+,12-7+,15-14+,19-10+,20-17-/t21-,22+,23-,24-,25-,26+,27+/m1/s1

InChI key

CAYGMWMWJUFODP-AYFTZVAISA-N

assay

≥95% (HPLC)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

solubility

aqueous buffer: ≤100 μM, methanol: 20 mg/mL

shipped in

wet ice

storage temp.

−70°C

Quality Level

100

General description

A cell-permeable polyketide that displays potent anti-tumor properties in eukaryotes. Originally identified as a metabolite from the myxobacterium Sorangium cellulosum for its antibiotic activities against yeast and filamentous fungi. Ratjadones act by inhibiting nuclear export of LR-NES (leucine rich-nuclear export signal)-containing proteins by covalently binding to CRM1. Inhibits proliferation (IC50 ≤1 ng/ml) and induces cell cycle arrest at the G1 phase.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
nuclear export of LR-NES
Product does not compete with ATP.
Reversible: no
Target IC50: ≤ 1 ng/ml for inhibiting proliferation and inducing cell cycle arrest at G1 phase

Packaging

Packaged under inert gas

Physical form

A 5 µg/ml solution (2 µg in 400 µl) in methanol.

Preparation Note

Following initial thaw, aliquot and freeze (-70°C).

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Köster, M., et al. 2003. Exp. Cell Res.286, 321.
Kalesse, M., et al. 2001. Chem biochem2, 709.
Gerth, K., et al. 1995. J. Antibiot.48, 973.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Flammable (J)

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

target_organs

Eyes,Central nervous system

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

49.5 °F

flash_point_c

9.7 °C

Certificates of Analysis (COA)

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