SMB00376

CDDO Methyl Ester

≥98% (HPLC)

• Synonyme(s) : 2-Cyano-3,12-dioxo-oleana-1,9(11)-dien-28-oic acid methyl ester, Bardoxolone Methyl, CDDO-Me
• Formule empirique (notation de Hill) : C₃₂H₄₃NO₄
• CAS Number: 218600-53-4
• Poids moléculaire : 505.69
• Numéro MDL: MFCD11983137
• Code UNSPSC : 12352205
• ID de substance PubChem : 329824977
• Nomenclature NACRES : NA.25

Propriétés

• Niveau de qualité: 200
• Essai: ≥98% (HPLC)
• Forme: powder
• Application(s): metabolomics; vitamins, nutraceuticals, and natural products
• Température de stockage: −20°C
• Chaîne SMILES: 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
• Clé InChI: WPTTVJLTNAWYAO-KPOXMGGZSA-N
• Informations sur le gène: human ... IKBKB(3551), KEAP1(9817), NFE2L2(4780), PPARG(5468)

Description

Description générale

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

Application

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.

Actions biochimiques/physiologiques

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.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable