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Sofalcone

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ACTIVE PHARMA INGREDIENTS

3 API Suppliers, 2 JDMF, 1 Listed Suppliers

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2 JDMF
1 Listed Suppliers

FINISHED DOSAGE FORMULATIONS

11 FDF Dossiers, 11 Europe

11 FDF Dossiers
11 Europe

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11 Finished Drug Prices

Synopsis

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Chemistry

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Also known as: 64506-49-6, Solon, Su-88, Sofalcona, Sofalconum, Sofalcone [inn:jan]

Molecular Formula

C₂₇H₃₀O₆

Molecular Weight

450.5 g/mol

InChI Key

GFWRVVCDTLRWPK-KPKJPENVSA-N

FDA UNII

2B668TJX8E

Sofalcone is a mucosal protective agent that has been reported to inhibit growth of Helicobacter pylori. on adherence, production of vacuolating toxin (VT), and induction of interleukin-8 (IL-8) secretion by H. pylori.

1 2D Structure

Sofalcone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[5-(3-methylbut-2-enoxy)-2-[(E)-3-[4-(3-methylbut-2-enoxy)phenyl]prop-2-enoyl]phenoxy]acetic acid

2.1.2 InChI

InChI=1S/C27H30O6/c1-19(2)13-15-31-22-8-5-21(6-9-22)7-12-25(28)24-11-10-23(32-16-14-20(3)4)17-26(24)33-18-27(29)30/h5-14,17H,15-16,18H2,1-4H3,(H,29,30)/b12-7+

2.1.3 InChI Key

GFWRVVCDTLRWPK-KPKJPENVSA-N

2.1.4 Canonical SMILES

CC(=CCOC1=CC=C(C=C1)C=CC(=O)C2=C(C=C(C=C2)OCC=C(C)C)OCC(=O)O)C

2.1.5 Isomeric SMILES

CC(=CCOC1=CC=C(C=C1)/C=C/C(=O)C2=C(C=C(C=C2)OCC=C(C)C)OCC(=O)O)C

2.2 Other Identifiers

2.2.1 UNII

2B668TJX8E

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-carboxymethoxy-4,4'-bis(3-methyl-2-butenyloxy)chalcone

2. Solon

3. Su 88

4. Su-88

2.3.2 Depositor-Supplied Synonyms

1. 64506-49-6

2. Solon

3. Su-88

4. Sofalcona

5. Sofalconum

6. Sofalcone [inn:jan]

7. 153175-87-2

8. Sofalcone [mi]

9. Sofalcone (jan)

10. Sofalcone [inn]

11. Sofalcone [jan]

12. Sofalcone [mart.]

13. Sofalcone [who-dd]

14. (5-((3-methyl-2-butenyl)oxy)-2-(p-((3-methyl-2-butenyl)oxy)cinnamoyl)phenoxy)acetic Acid

15. 2b668tjx8e

16. Acetic Acid, 2-(5-((3-methyl-2-buten-1-yl)oxy)-2-((2e)-3-(4-((3-methyl-2-buten-1-yl)oxy)phenyl)-1-oxo-2-propen-1-yl)phenoxy)-

17. Ncgc00159481-02

18. Dsstox_cid_3586

19. Isoprenyl Chalcone

20. Dsstox_rid_77093

21. Dsstox_gsid_23586

22. 2-[5-(3-methylbut-2-enoxy)-2-[(e)-3-[4-(3-methylbut-2-enoxy)phenyl]prop-2-enoyl]phenoxy]acetic Acid

23. Sofalconum [latin]

24. Sofalcona [spanish]

25. (e)-2-(5-((3-methylbut-2-en-1-yl)oxy)-2-(3-(4-((3-methylbut-2-en-1-yl)oxy)phenyl)acryloyl)phenoxy)acetic Acid

26. {5-[(3-methylbut-2-en-1-yl)oxy]-2-[(2e)-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl]phenoxy}acetic Acid

27. Cas-64506-49-6

28. Solon (tn)

29. Brn 2191482

30. Unii-2b668tjx8e

31. Tofalcone

32. Lavin

33. 2'-carboxymethoxy-4,4'-bis(3-methyl-2-butenyloxy)chalcone

34. Schembl24786

35. 2'-carboxymethoxy-4,4'-bis(3-methyl-2-butenyloxy) Chalcone

36. Chembl1441961

37. Dtxsid50860797

38. Chebi:135732

39. Bcp12009

40. Hy-b2184

41. Zinc3831462

42. Tox21_111705

43. Mfcd00868207

44. S5450

45. Akos015895236

46. Tox21_111705_1

47. Ccg-269238

48. Cs-7893

49. Db05197

50. Ks-1141

51. Ncgc00159481-03

52. Ac-22578

53. Acetic Acid, (5((3-methyl-2-butenyl)oxy)-2-(3-(4-((3-methyl-2-butenyl)oxy)phenyl)-1-oxo-2-propenyl)phenoxy)-

54. D01956

55. D70405

56. 506s496

57. A834791

58. Q15410187

59. 2'-carboxymethoxy-4,4'-bis(3-methylbut-2-enyloxy)chalcone Sofalcone

60. ({5-[(3-methylbut-2-en-1-yl)oxy]-2-[(2e)-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl]phenyl}oxy)acetic Acid

61. (e)-2-(5-(3-methylbut-2-enyloxy)-2-(3-(4-(3-methylbut-2-enyloxy)phenyl)acryloyl)phenoxy)acetic Acid

62. 2-(5-((3-methylbut-2-en-1-yl)oxy)-2-(3-(4-((3-methylbut-2-en-1-yl)oxy)phenyl)acryloyl)phenoxy)acetic Acid

63. 2-[5-(3-methylbut-2-enoxy)-2-[(e)-3-[4-(3-methylbut-2-enoxy)phenyl]prop-2-enoyl]phenoxy]acetic Acid;sofalcone

64. 2-[5-[(3-methyl-2-buten-1-yl)oxy]-2-[3-[4-[(3-methyl-2-buten-1-yl)oxy]phenyl]-1-oxo-2-propen-1-yl]phenoxy]-acetic Acid

65. 2-{5-[(3-methylbut-2-en-1-yl)oxy]-2-(3-{4-[(3-methylbut-2-en-1- Yl)oxy]phenyl}prop-2-enoyl)phenoxy}acetic Acid

66. 2-{5-[(3-methylbut-2-en-1-yl)oxy]-2-[(2e)-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl]phenoxy}acetic Acid

67. Acetic Acid,[5-[(3-methyl-2-butenyl)oxy]-2-[3-[4-[(3-methyl-2-butenyl)oxy]phenyl]-1-oxo-2-propenyl]phenoxy]-

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₃₀O₆
Molecular Weight	450.5 g/mol
XLogP3	6.2
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	12
Exact Mass	450.20423867 g/mol
Monoisotopic Mass	450.20423867 g/mol
Topological Polar Surface Area	82.1 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	706
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in gastroenteritis and ulcers.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

5.2 Mechanism of Action

Sofalcone has been reported to have an anti-bacterial effect on H. pylori and the inhibitory effects against the pathogenic factor of H. pylori in addition to the mucosal protective effect due to the inhibition of prostaglandins degradation enzyme. Sofalcone has a direct bactericidal effect on H pylori, anti-urease activity and reduces the adhesion of this organism to gastric epithelial cells

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