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SMB00376 Sigma-Aldrich

CDDO Methyl Ester

≥98% (HPLC)

Synonym: 2-Cyano-3,12-dioxo-oleana-1,9(11)-dien-28-oic acid methyl ester, Bardoxolone Methyl, CDDO-Me

  • CAS Number 218600-53-4

  • Empirical Formula (Hill Notation) C32H43NO4

  • Molecular Weight 505.69

  •  MDL number MFCD11983137

  •  PubChem Substance ID 329824977

  •  NACRES NA.25

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Properties

Related Categories Cell Biology, Nutrition Research, Panax ginseng, Phytochemicals by Chemical Classification, Phytochemicals by Plant (Food/Spice/Herb),
Quality Level   200
assay   ≥98% (HPLC)
form   powder
storage temp.   −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
InChI key   WPTTVJLTNAWYAO-KPOXMGGZSA-N
Gene Information   human ... IKBKB(3551), KEAP1(9817), NFE2L2(4780), PPARG(5468)

Description

General description

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 as a nuclear factor-erythroid-2-related factor 2 (NRF2) agonist.

Packaging

10 mg in glass bottle

100 mg in poly bottle

Biochem/physiol Actions

CDDO-Me inhibits inflammatory mediators including 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.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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