Cytostatin

AdipoGen Life Sciences
Product Code: AG-CN2-0093
CodeSizePrice
AG-CN2-0093-C250250 ug£310.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Blue Ice
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
5,6-Dihydro-6-(6-hydroxy-1,5-dimethyl-4-(phosphonooxy)-7,9,11-tridecatrienyl)-5-methyl-2H-pyran-2-one
Appearance:
White to yellowish powder.
CAS:
457070-06-3 | 682329-63-1 (free base)
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.
Hazards:
H302, H312, H319
InChi:
InChI=1S/C21H33O7P.Na/c1-5-6-7-8-9-10-18(22)17(4)19(28-29(24,25)26)13-11-15(2)21-16(3)12-14-20(23)27-21;/h5-10,12,14-19,21-22H,11,13H2,1-4H3,(H2,24,25,26);/q;+1/p-1/b6-5+,8-7-,10-9-;
InChiKey:
DXWSCXWALSKXSD-ZHCXJCEOSA-M
Long Description:
Chemical. CAS: 457070-06-3 | 682329-63-1 (free base). Formula: C21H32NaO7P. MW: 450.4. Isolated from Streptomyces sp. MJ654-NF4. Potent and selective protein phosphatase 2A (PP2A) inhibitor. Cell adhesion inhibitor. Inhibits the adhesion of B16 melanoma cells to laminin and collagen type IV in a dose dependent manner but not to fibronectin. Antitumor agent. Antimetastatic. Apoptosis inducer.
MDL:
MFCD00930487
Molecular Formula:
C21H32NaO7P
Molecular Weight:
450.4
Package Type:
Vial
Precautions:
P270, P280, P301, P312, P302, P352, P312
Product Description:
Potent and selective protein phosphatase 2A (PP2A) inhibitor [4-7]. Cell adhesion inhibitor [1]. Inhibits the adhesion of B16 melanoma cells to laminin and collagen type IV in a dose dependent manner but not to fibronectin [2]. Antitumor agent. Antimetastatic [2, 7]. Apoptosis inducer [3].
Purity:
>75% (HPLC)
Signal Word:
Warning
SMILES:
[Na+].CC=CC=C/C=CC(O)C(C)C(CCC(C)C1OC(=O)C=CC1C)OP(O)([O-])=O
Solubility Chemicals:
Soluble in methanol, chloroform, ethyl acetate, DMSO or water.
Source / Host:
Isolated from Streptomyces sp. MJ654-NF4.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 3 years after receipt when stored at -20°C.

References

Cytostatin, a novel inhibitor of cell adhesion to components of extracellular matrix produced by Streptomyces sp. MJ654-NF4. I. Taxonomy, fermentation, isolation and biological activities: M. Amemiya, et al.; J. Antibiot. 47, 536 (1994) | Inhibitory effect of cytostatin on spontaneous lung metastases of B16-BL6 melanoma cells: T. Masuda, et al.; J. Antibiot. 48, 528 (1995) | Screening for apoptosis inducers in microbial products and induction of apoptosis by cytostatin: K. Yamazaki, et al.; J. Antibiot. 48, 1138 (1995) | Cytostatin, an inhibitor of cell adhesion to extracellular matrix, selectively inhibits protein phosphatase 2A: M. Kawada, et al.; Biochim. Biophys. Acta 1452, 209 (1999) | Small-molecule inhibitors of Ser/Thr protein phosphatases: specificity, use and common forms of abuse: M.R. Swingle, et al.; Methods Mol. Biol. 365, 23 (2007) | Structure-activity relationship studies of fostriecin, cytostatin, and key analogs, with PP1, PP2A, PP5, and (beta12-beta13)-chimeras (PP1/PP2A and PP5/PP2A), provide further insight into the inhibitory actions of fostriecin family inhibitors: M.R. Swingle, et al.; J. Pharmacol. Exp. Ther. 331, 45 (2009) | Rubratoxin A specifically and potently inhibits protein phosphatase 2A and suppresses cancer metastasis: S. Wada, et al.; Cancer Sci. 101, 743 (2010)