SMB00376

CDDO Methyl Ester

≥98% (HPLC)

• Synonym(e): 2-Cyano-3,12-dioxo-oleana-1,9(11)-dien-28-oic acid methyl ester, Bardoxolone Methyl, CDDO-Me
• Empirische Formel (Hill-System): C₃₂H₄₃NO₄
• CAS-Nummer: 218600-53-4
• Molekulargewicht: 505.69
• MDL-Nummer: MFCD11983137
• UNSPSC-Code: 12352205
• PubChem Substanz-ID: 329824977
• NACRES: NA.25

Eigenschaften

• Qualitätsniveau: 200
• Assay: ≥98% (HPLC)
• Form: powder
• Anwendung(en): metabolomics; vitamins, nutraceuticals, and natural products
• Lagertemp.: −20°C
• SMILES String: 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
• InChIKey: WPTTVJLTNAWYAO-KPOXMGGZSA-N
• Angaben zum Gen: human ... IKBKB(3551) , KEAP1(9817) , NFE2L2(4780) , PPARG(5468)

Beschreibung

Allgemeine Beschreibung

CDDO-Me is a synthetic triterpenoid compound with anti-inflammatory, anti-tumor and cytoprotective properties. It is derived from the natural product oleanic acid.

Anwendung

CDDO Methyl Ester has been used to test its effect on hepatocyte membrane transporters (HMTs) regulation and mitigation of cholestasis in hepatic ischemia-reperfusion injury (IRI). It has also been used activator of NF E2 Related Factor 2 (NRF2) to study its role in preventing cell death in melanoma cells.

Biochem./physiol. Wirkung

CDDO-Me inhibits inflammatory mediators including interleukin-6 (IL-6), IL-10, and IL-12. It enhances apoptosis induced by TNF and chemotherapeutic agents. CDDO-Me exhibits anti-proliferative activity in osteosarcoma cells and enhances the effectiveness of chemotherapeutic agents by inducing an intrinsic mitochondrial-dependent apoptotic pathway. It can be used as an adjuvant treatment for advanced and fatal form of prostate cancer.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable