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Merck

SMB00376

Sigma-Aldrich

CDDO 甲酯

≥98% (HPLC)

别名:

2-氰基-3,12-二氧代 - 油酸-1,9(11)-二烯-28-酸甲酯, CDDO-Me, 甲基巴多索隆

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About This Item

经验公式(希尔记法):
C32H43NO4
分子量:
505.69
MDL號碼:
分類程式碼代碼:
12352205
PubChem物質ID:
NACRES:
NA.25

品質等級

化驗

≥98% (HPLC)

形狀

powder

應用

metabolomics
vitamins, nutraceuticals, and natural products

儲存溫度

−20°C

SMILES 字串

CC1(C)CC[C@]2(C(OC)=O)CC[C@@]([C@@]3([H])[C@]2([H])C1)(C)[C@]4(C)CC[C@@]5([H])C(C)(C)C(C(C#N)=C[C@]5(C)C4=CC3=O)=O

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 密鑰

WPTTVJLTNAWYAO-KPOXMGGZSA-N

一般說明

CDDO-Me 是一种合成的三萜类化合物,具有抗炎、抗肿瘤和细胞保护作用。它来源于天然产物齐墩果酸。

應用

CDDO甲酯(甲基巴多索隆)已用于在肝脏缺血再灌注损伤(IRI)中检测其对肝细胞膜转运蛋白(HMT)的调控和对胆汁淤积症的缓解作用。它也作为NF E2相关因子2(NRF2)的激活剂,用于研究其防止黑色素瘤细胞死亡的作用。

生化/生理作用

CDDO-Me可抑制炎症介质,如白介素-6(IL-6)、IL-10和IL-12。它可增强TNF和化疗试剂诱导的细胞凋亡。CDDO-Me具有抗骨肉瘤细胞增殖活性,通过激活内源性线粒体依赖型细胞凋亡通路,可增强化疗试剂的有效性。它可作为进展型和致死型前列腺癌的辅助治疗手段。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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The synthetic triterpenoid CDDO-methyl ester modulates microglial activities, inhibits TNF production, and provides dopaminergic neuroprotection
Tran T A, et al.
Journal of Neuroinflammation, 5(1), 1-1 (2008)
Sandhya Chipurupalli et al.
Frontiers in oncology, 10, 758-758 (2020-06-02)
Melanoma is the most aggressive type of skin cancer and resistance to the conventional chemotherapy is the major cause for its poor prognosis. Metabolic perturbations leading to increased production of reactive oxygen species activate NRF2-dependent anti-oxidative responses to survive oxidative
A synthetic triterpenoid, CDDO-Me, inhibits IKBα kinase and enhances apoptosis induced by TNF and chemotherapeutic agents through down-regulation of expression of nuclear factor KB?regulated gene products in human leukemic cells.
Shishodia S, et al.
Clinical Cancer Research, 12(6), 1828-1838 (2006)
Differential regulation of innate immune cytokine production through pharmacological activation of Nuclear Factor-Erythroid-2-Related Factor 2 (NRF2) in burn patient immune cells and monocytes.
Eitas T K, et al.
PLoS ONE, 12(9), e0184164-e0184164 (2017)
Joohyun Kim et al.
Transplantation direct, 6(8), e584-e584 (2020-08-09)
Cholestasis is a sign of hepatic ischemia-reperfusion injury (IRI), which is caused by the dysfunction of hepatocyte membrane transporters (HMTs). As transcriptional regulation of HMTs during oxidative stress is mediated by nuclear factor erythroid 2-related factor 2, we hypothesized that

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