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Seratrodast

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ACTIVE PHARMA INGREDIENTS

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Synopsis

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Chemistry

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Also known as: 112665-43-7, Bronica, Abbott 73001, 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoic acid, Abt-001, Aa-2414

Molecular Formula

C₂₂H₂₆O₄

Molecular Weight

354.4 g/mol

InChI Key

ZBVKEHDGYSLCCC-UHFFFAOYSA-N

FDA UNII

4U58JM421N

Seratrodast (INN) is a thromboxane receptor antagonist used primarily in the treatment of asthma.

1 2D Structure

Seratrodast

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoic acid

2.1.2 InChI

InChI=1S/C22H26O4/c1-14-15(2)22(26)20(16(3)21(14)25)18(17-10-6-4-7-11-17)12-8-5-9-13-19(23)24/h4,6-7,10-11,18H,5,8-9,12-13H2,1-3H3,(H,23,24)

2.1.3 InChI Key

ZBVKEHDGYSLCCC-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C(=O)C(=C(C1=O)C)C(CCCCCC(=O)O)C2=CC=CC=C2)C

2.2 Other Identifiers

2.2.1 UNII

4U58JM421N

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic Acid

2. Aa 2414

3. Aa-2414

4. Abt-001

2.3.2 Depositor-Supplied Synonyms

1. 112665-43-7

2. Bronica

3. Abbott 73001

4. 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoic Acid

5. Abt-001

6. Aa-2414

7. Abbott-73001

8. Aa 2414

9. (+-)-7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic Acid

10. A-73001

11. 103185-78-0

12. Nsc-759640

13. 4u58jm421n

14. Ncgc00181296-01

15. Dsstox_cid_1397

16. Dsstox_rid_76138

17. Dsstox_gsid_21397

18. Seratrodast [usan:inn]

19. Abt 001

20. (+/-)-2,4,5-trimethyl-3,6-dioxo-zeta-phenyl-1,4-cyclohexadiene-1-heptanoic Acid

21. Bronica (tn)

22. Ccris 8939

23. Cas-112665-43-7

24. A 73001

25. Unii-4u58jm421n

26. Seratrodast (jan/usan/inn)

27. 7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic Acid

28. Seratrodast- Bio-x

29. Seratrodast [mi]

30. Seratrodast [inn]

31. Seratrodast [jan]

32. Seratrodast [usan]

33. (+-)-2,4,5-trimethyl-3,6-dioxo-zeta-phenyl-1,4-cyclohexadiene-1-heptanoic Acid

34. Benzeneheptanoic Acid, Zeta-(2,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl)-, (+-)-

35. Seratrodast [mart.]

36. Schembl98402

37. Seratrodast [who-dd]

38. Mls006012011

39. Dtxsid4021397

40. Chebi:32126

41. Seratrodast, >=98% (hplc)

42. Hms3264k16

43. Hms3748i13

44. Pharmakon1600-01502336

45. Act02647

46. Bcp08860

47. Hy-b0774

48. Tox21_112774

49. Mfcd00875701

50. Nsc759640

51. S2072

52. Stl556121

53. (+/-)-7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic Acid

54. Akos015911825

55. Seratrodast(aa-2414, Abt-001)

56. Tox21_112774_1

57. Ccg-207903

58. Db06739

59. Nsc 759640

60. 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxo-1-cyclohexa-1,4-dienyl)heptanoic Acid

61. 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxo-cyclohexa-1,4-dien-1-yl)heptanoic Acid

62. Ncgc00181296-02

63. As-12945

64. Bs164397

65. Smr002530529

66. Ft-0631064

67. D01123

68. Ab01563274_01

69. 665s437

70. A802627

71. L001973

72. Sr-01000944172

73. J-002813

74. Q7452735

75. Sr-01000944172-1

76. 6-(6-carboxy-1-phenylhexyl)-2,3,5-trimethylbenzoquinone

77. 7-(3,5,6-trimethyl-1,4-benzoquinone-2-yl)-7-phenylheptanoic Acid

78. 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadienyl)heptanoic Acid

79. 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)heptanoic Acid

80. (+/-)-2,4,5-trimethyl-3,6-dioxo-.zeta.-phenyl-1,4-cyclohexadiene-1-heptanoic Acid

81. 7-phenyl-7-[2,4,5-trimethyl-3,6-bis(oxidanylidene)cyclohexa-1,4-dien-1-yl]heptanoic Acid

82. Benzeneoctanoic Acid,h-(2,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl)-

83. 103186-19-2

84. Benzeneheptanoic Acid, .zeta.-(2,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl)-, (+/-)-

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₆O₄
Molecular Weight	354.4 g/mol
XLogP3	4.4
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	8
Exact Mass	354.18310931 g/mol
Monoisotopic Mass	354.18310931 g/mol
Topological Polar Surface Area	71.4 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	633
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Asthmatic Agents

Drugs that are used to treat asthma. (See all compounds classified as Anti-Asthmatic Agents.)

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

Prostaglandin Antagonists

Compounds that inhibit the action of prostaglandins. (See all compounds classified as Prostaglandin Antagonists.)

4.2 ATC Code

R - Respiratory system

R03 - Drugs for obstructive airway diseases

R03D - Other systemic drugs for obstructive airway diseases

R03DX - Other systemic drugs for obstructive airway diseases

R03DX06 - Seratrodast

4.3 Metabolism/Metabolites

Seratrodast has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-[7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoyl]oxyoxane-2-carboxylic acid.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

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