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Chemistry

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Also known as: 218600-53-4, Cddo-me, Cddo methyl ester, Rta 402, Nsc 713200, Cddo-methyl ester
Molecular Formula
C32H43NO4
Molecular Weight
505.7  g/mol
InChI Key
WPTTVJLTNAWYAO-KPOXMGGZSA-N
FDA UNII
CEG1Q6OGU1

Bardoxolone Methyl
Bardoxolone Methyl is the methyl ester form of bardoxolone, a synthetic triterpenoid compound with potential antineoplastic and anti-inflammatory activities. Bardoxolone blocks the synthesis of inducible nitric oxide synthase (iNOS) and inducible cyclooxygenase (COX-2), two enzymes involved in inflammation and carcinogenesis. This agent also inhibits the interleukin-1 (IL-1)-induced expression of the pro-inflammatory proteins matrix metalloproteinase-1 (MMP-1) and matrix metalloproteinase-13 (MMP-13) and the expression of Bcl-3; Bcl-3 is an IL-1-responsive gene that preferentially contributes to MMP-1 gene expression.
1 2D Structure

Bardoxolone Methyl

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
methyl (4aS,6aR,6bS,8aR,12aS,14aR,14bS)-11-cyano-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,3,4,5,6,7,8,8a,14a,14b-decahydropicene-4a-carboxylate
2.1.2 InChI
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
2.1.3 InChI Key
WPTTVJLTNAWYAO-KPOXMGGZSA-N
2.1.4 Canonical SMILES
CC1(CCC2(CCC3(C(C2C1)C(=O)C=C4C3(CCC5C4(C=C(C(=O)C5(C)C)C#N)C)C)C)C(=O)OC)C
2.1.5 Isomeric SMILES
C[C@@]12CC[C@]3(CCC(C[C@H]3[C@H]1C(=O)C=C4[C@]2(CC[C@@H]5[C@@]4(C=C(C(=O)C5(C)C)C#N)C)C)(C)C)C(=O)OC
2.2 Other Identifiers
2.2.1 UNII
CEG1Q6OGU1
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-cyano-3,12-dioxoolean-1,9-dien-28-oic Acid Methyl Ester

2. Cddo Methyl Ester

3. Cddo-me

4. Methyl 2-cyano-3,12-dioxoolean-1,9-dien-28-oate

5. Rta-402

2.3.2 Depositor-Supplied Synonyms

1. 218600-53-4

2. Cddo-me

3. Cddo Methyl Ester

4. Rta 402

5. Nsc 713200

6. Cddo-methyl Ester

7. Rta-402

8. Nsc713200

9. Rta402

10. Methyl (4as,6ar,6bs,8ar,12as,14ar,14bs)-11-cyano-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,3,4,5,6,7,8,8a,14a,14b-decahydropicene-4a-carboxylate

11. Tp-155

12. Ceg1q6ogu1

13. Bardoxolone Methyl [usan]

14. Nsc-713200

15. Methyl 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oate

16. 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic Acid Methyl Ester

17. Methyl (4as,6ar,6bs,12as,14ar,14br)-11-cyano-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,3,4,5,6,7,8,8a,14a,14b-decahydropicene-4a-carboxylate

18. Bardoxolone-methyl

19. (4as,6ar,6bs,8ar,12as,14ar,14bs)-methyl 11-cyano-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,14,14a,14b-octadecahydropicene-4a-carboxylate

20. Mfcd11983137

21. Ncgc00186460-01

22. Bardoxolone (methyl)

23. Bardoxolone Methyl Ester

24. Unii-ceg1q6ogu1

25. Cddo-me, 2

26. Dsstox_cid_28690

27. Dsstox_rid_82960

28. Dsstox_gsid_48764

29. Methyl 2-cyano-3,12-dioxoolean-1,9-dien-28-oate

30. Gtpl3443

31. Bardoxolone Methyl (jan/usan)

32. Bardoxolone Methyl [jan]

33. Chembl1762621

34. Dtxsid5048764

35. Schembl12521530

36. Chebi:177406

37. 2-cyano-3,12-dioxoolean-1,9-dien-28-oic Acid Methyl Ester

38. 2-cyano-3,12-dioxooleana-1,9-dien-28-oic Acid Methyl Ester

39. Bdbm217379

40. Bardoxolone Methyl [who-dd]

41. Bcp04660

42. Zinc3982151

43. Tox21_113229

44. S8078

45. Bardoxolone Methyl Ester [mi]

46. Akos025401880

47. Ccg-269743

48. Cs-0598

49. Db05983

50. Cddo Methyl Ester, >=98% (hplc)

51. Ac-26830

52. Csa:218600-53-4;bardoxolone Methyl

53. Hy-13324

54. Cas-218600-53-4

55. D09585

56. Nsc 713200; Rta 402; Cddo Methyl Ester

57. A847580

58. Q4860208

59. (+)-methyl 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oate

60. (4as,6ar,6bs,8ar,12as,14bs)-methyl 11-cyano-2,2,6a,6b,9,9,12a-he

61. Oleana-1,9(11)-dien-28-oic Acid, 2-cyano-3,12-dioxo-, Methyl Ester

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 505.7 g/mol
Molecular Formula C32H43NO4
XLogP36.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass505.31920885 g/mol
Monoisotopic Mass505.31920885 g/mol
Topological Polar Surface Area84.2 Ų
Heavy Atom Count37
Formal Charge0
Complexity1210
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in lymphoma (unspecified), multiple myeloma, and solid tumors.


Treatment of Alport syndrome


5 Pharmacology and Biochemistry
5.1 Mechanism of Action

RTA 402 inhibits the activity of nuclear factor kappa-B (NF-kB) activated by tumor necrosis factor (TNF) and other inflammatory agents in a variety of cancer cells. It is a novel targeted cancer therapy with a unique mechanism of action. It exploits fundamental physiological differences between cancerous and noncancerous cells by modulating oxidative stress response pathways. As a result, the drug is toxic to cancer cells but induces protective antioxidant and anti-inflammatory responses in normal cells.


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ABOUT THIS PAGE

Looking for 218600-53-4 / Bardoxolone Methyl API manufacturers, exporters & distributors?

Bardoxolone Methyl manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Bardoxolone Methyl API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Bardoxolone Methyl manufacturer or Bardoxolone Methyl supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Bardoxolone Methyl manufacturer or Bardoxolone Methyl supplier.

PharmaCompass also assists you with knowing the Bardoxolone Methyl API Price utilized in the formulation of products. Bardoxolone Methyl API Price is not always fixed or binding as the Bardoxolone Methyl Price is obtained through a variety of data sources. The Bardoxolone Methyl Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Bardoxolone Methyl

Synonyms

218600-53-4, Cddo-me, Cddo methyl ester, Rta 402, Nsc 713200, Cddo-methyl ester

Cas Number

218600-53-4

Unique Ingredient Identifier (UNII)

CEG1Q6OGU1

About Bardoxolone Methyl

Bardoxolone Methyl is the methyl ester form of bardoxolone, a synthetic triterpenoid compound with potential antineoplastic and anti-inflammatory activities. Bardoxolone blocks the synthesis of inducible nitric oxide synthase (iNOS) and inducible cyclooxygenase (COX-2), two enzymes involved in inflammation and carcinogenesis. This agent also inhibits the interleukin-1 (IL-1)-induced expression of the pro-inflammatory proteins matrix metalloproteinase-1 (MMP-1) and matrix metalloproteinase-13 (MMP-13) and the expression of Bcl-3; Bcl-3 is an IL-1-responsive gene that preferentially contributes to MMP-1 gene expression.

Bardoxolone Methyl Manufacturers

A Bardoxolone Methyl manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Bardoxolone Methyl, including repackagers and relabelers. The FDA regulates Bardoxolone Methyl manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Bardoxolone Methyl API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Bardoxolone Methyl Suppliers

A Bardoxolone Methyl supplier is an individual or a company that provides Bardoxolone Methyl active pharmaceutical ingredient (API) or Bardoxolone Methyl finished formulations upon request. The Bardoxolone Methyl suppliers may include Bardoxolone Methyl API manufacturers, exporters, distributors and traders.

Bardoxolone Methyl GMP

Bardoxolone Methyl Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Bardoxolone Methyl GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Bardoxolone Methyl GMP manufacturer or Bardoxolone Methyl GMP API supplier for your needs.

Bardoxolone Methyl CoA

A Bardoxolone Methyl CoA (Certificate of Analysis) is a formal document that attests to Bardoxolone Methyl's compliance with Bardoxolone Methyl specifications and serves as a tool for batch-level quality control.

Bardoxolone Methyl CoA mostly includes findings from lab analyses of a specific batch. For each Bardoxolone Methyl CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Bardoxolone Methyl may be tested according to a variety of international standards, such as European Pharmacopoeia (Bardoxolone Methyl EP), Bardoxolone Methyl JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Bardoxolone Methyl USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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