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Merck
CN

5.05308

CDDO-Me

别名:

CDDO-Me, Methyl-2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oate, Bardoxolone methyl, BARD, NSC 713200, Nrf Activator V

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关于此项目

经验公式(希尔记法):
C32H43NO4
化学文摘社编号:
分子量:
505.69
UNSPSC Code:
12352200
MDL number:
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form

solid

InChI

1S/C32H43NO4/c1-27(2)11-13-32(26(36)37-8)14-12-31(7)24(20(32)17-27)21(34)15-23-29(5)16-19(18-33)25(35)28(3,4)22(29)9-10-30(23,31)6/h15-16,20,22,24H,9-14,17H2,1-8H3/t20-,22-,24-,29-,30+,31+,32-/m0/s1

InChI key

WPTTVJLTNAWYAO-KPOXMGGZSA-N

assay

≥98% (HPLC)

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

DMSO: 50 mg/mL

Quality Level

General description

A cell-permeable, bioavailable synthetic oleanane triterpenoid compound with anti-inflammatory, anti-tumor and cytoprotective properties. Shown to significantly reduce the expression of several inflammatory mediators, including IL-6, IL-10, IL-12, TNFα, Mip1α and others. Reverses high fat diet-induced type 2 diabetes in C57BL/6 mice (3 mg/kg) and improves glucose homeostasis and insulin sensitivity. Down-regulates lipogenic gene expression in hepatocytes. Exhibits anti-proliferative activity in osteosarcoma cells (IC50 = 800, 150, 330, and 170 nM in HOB-c, KHOS, KHOSR2, and U2OS cells, respectively). Enhances the effectiveness of chemotherapeutic agents by inducing intrinsic mitochondrial-dependent apoptotic pathway. Reported to interact with multi cellular targets, namely, Nrf2-Keap1, IKK, JAK-STAT, PPARγ, ErbB2, PTEN, mTOR and Arp3 and covalently modify active site Cys residue via Michael addition.

Biochem/physiol Actions

Cell permeable: yes
Reversible: no

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Use only fresh DMSO for reconstitution.

Other Notes

Liby, K.T. and Sporn, M.B., 2012. Pharmacol. Rev.64, 972.
Saha, P.K. et al. 2010. J. Biol. Chem.285, 40581.
Ryu, K., et al. 2010. BMC Cancer10, 187.
Liby, K.T., et al. 2007. Nat. Rev. Cancer7, 357.
Shishodia S., et al. 2006. Clin. Cancer Res.12, 1828.
Zou, W., et al. 2004. Cancer Res.64, 7570.
Kim, Y., et al. 2002. J. Biol. Chem.277, 22320.
Konopleva, M., et al. 2002. Blood99, 326.
Wang, Y., et al. 2000. Mol Endocrinol.14, 1550.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_c

Not applicable


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