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500495 RubR1 Activator, GF-15 - CAS 888042-13-5 - Calbiochem

500495
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Descripción

Replacement Information

Tabla espec. clave

CAS #Empirical Formula
888042-13-5C₂₃H₂₁ClO₆

Products

Número de referenciaEmbalaje Cant./Env.
5004950001 Frasco de vidrio 25 mg
Description
OverviewA cell-permeable 2'-benzyloxy griseofulvin derivative that displays enhanced mammalian cancer-selective toxicity (IC50 ≤2, ≤4, ≤12, and ≥30 µM against panels of leukemia, myeloma, solid tumors, and non-malignant cell lines, respectively), but little antifungal activity, by activating spindle-assembly-checkpoint without affecting microtubule kinetochore attachment. Cancer cells are reported to undergo multipolar (MP) mitosis with normal or supernumerary centrosomes in the presence of GF-15, resulting in subsequent apoptotic cell death. Shown to retard HT29 colon cancer & OPM2 myeloma tumor expansion in mice (20 mg/kg/day i.p.) in vivo. GF-15 half-life is expected to be least 48 h in cultures.

Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.
Catalogue Number500495
Brand Family Calbiochem®
SynonymsSupernumerary Centrosomes Clustering Inhibitor, 2ʹ-Benzyloxy-2ʹ-demethoxygriseofulvin, (2S,6ʹR)-(7-Chloro-4,6-dimethoxy-benzofuran-3-on)-2-spiro-1ʹ-(2ʹ-benzyloxy-6ʹ-methylcyclohex-2ʹ-en-4ʹ-one), (2S,5ʹR)-3ʹ-benzyloxy-7-chloro-4,6-dimethoxy-5ʹ-methyl-spiro(benzofuran-2,4ʹ-cyclohex-2-ene)-1ʹ,3-dione, (1ʹS,6ʹR)-2ʹ-(benzyloxy)-7-chloro-4,6-dimethoxy-6ʹ-methyl-3H-spiro(benzofuran-2,1ʹ-cyclohex[2]ene)-3,4ʹ-dione
References
ReferencesRaab, M.S., et al. 2012. Cancer Res. 72, 5374.
Ronnest, M.H., et al. 2009. J. Med. Chem. 52, 3342.
Crosse, R., et al. 1964. J. Gen. Microbiol. 34, 51.
Product Information
CAS number888042-13-5
FormWhite solid
Hill FormulaC₂₃H₂₁ClO₆
Chemical formulaC₂₃H₂₁ClO₆
ReversibleY
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Purity≥98% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Standard Handling
Storage +2°C to +8°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Número de referencia GTIN
5004950001 04055977245608

Documentation

RubR1 Activator, GF-15 - CAS 888042-13-5 - Calbiochem Ficha datos de seguridad (MSDS)

Título

Ficha técnica de seguridad del material (MSDS) 

Referencias bibliográficas

Visión general referencias
Raab, M.S., et al. 2012. Cancer Res. 72, 5374.
Ronnest, M.H., et al. 2009. J. Med. Chem. 52, 3342.
Crosse, R., et al. 1964. J. Gen. Microbiol. 34, 51.
Ficha técnica

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision23-May-2013 JSW
SynonymsSupernumerary Centrosomes Clustering Inhibitor, 2ʹ-Benzyloxy-2ʹ-demethoxygriseofulvin, (2S,6ʹR)-(7-Chloro-4,6-dimethoxy-benzofuran-3-on)-2-spiro-1ʹ-(2ʹ-benzyloxy-6ʹ-methylcyclohex-2ʹ-en-4ʹ-one), (2S,5ʹR)-3ʹ-benzyloxy-7-chloro-4,6-dimethoxy-5ʹ-methyl-spiro(benzofuran-2,4ʹ-cyclohex-2-ene)-1ʹ,3-dione, (1ʹS,6ʹR)-2ʹ-(benzyloxy)-7-chloro-4,6-dimethoxy-6ʹ-methyl-3H-spiro(benzofuran-2,1ʹ-cyclohex[2]ene)-3,4ʹ-dione
DescriptionA cell-permeable 2′-benzyloxy griseofulvin derivative that displays enhanced mammalian cancer-selective toxicity (IC50 ≤2, ≤4, ≤12, and ≥30 µM against panels of leukemia, myeloma, solid tumors, and non-malignant cell lines, respectively), but little antifungal activity, by activating spindle-assembly-checkpoint (Pos. vs. Neg. RubR1 staining of metaphase PC-3 kinetophores with or without 24 h 0.75 µM GF-15 treatment) without affecting microtubule kinetochore attachment (Neg. Mad2 staining of metaphase PC-3 kinetophores with or without GF-15). Cancer cells are reported to undergo multipolar (MP) mitosis with normal or supernumerary centrosomes (Aberrant vs. declustered, respectively) in the presence of GF-15 (%Declustered / %Aberrant MP mitotic cells among all anaphase cells = 5.6/<0.5, 10/3.9, 16/18, 28/30, respectively, in PC-3 cultures treated with 0, 0.375, 0.75, or 1.5 µM GF-15 for 24 h), resulting in subsequent apoptotic cell death. Shown to retard OPM2 myeloma- and HT29 colon cancer-derived tumor expansion in mice (by 49% and 56%, respectively at the end of 2-wk treatment; 10 i.p. dosages at 20 mg/kg/day in 2 weeks) in vivo. Based on stability data obtained with its p-iodobenzyl analogue, GF-15 half-life is expected to be least 48 h in cultures.
FormWhite solid
Intert gas (Yes/No) Packaged under inert gas
CAS number888042-13-5
Chemical formulaC₂₃H₂₁ClO₆
Structure formulaStructure formula
Purity≥98% by HPLC
SolubilityDMSO (50 mg/ml)
Storage Protect from light
+2°C to +8°C
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Toxicity Standard Handling
ReferencesRaab, M.S., et al. 2012. Cancer Res. 72, 5374.
Ronnest, M.H., et al. 2009. J. Med. Chem. 52, 3342.
Crosse, R., et al. 1964. J. Gen. Microbiol. 34, 51.