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CAS 2478-38-8

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Also known as: 2478-38-8, 3',5'-dimethoxy-4'-hydroxyacetophenone, 1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone, 4'-hydroxy-3',5'-dimethoxyacetophenone, Acetosyringenin, 3,5-dimethoxy-4-hydroxyacetophenone

Molecular Formula

C₁₀H₁₂O₄

Molecular Weight

196.20 g/mol

InChI Key

OJOBTAOGJIWAGB-UHFFFAOYSA-N

FDA UNII

866P45Y84S

Acetosyringone is a metabolite found in or produced by Saccharomyces cerevisiae.

1 2D Structure

CAS 2478-38-8

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone

2.1.2 InChI

InChI=1S/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H3

2.1.3 InChI Key

OJOBTAOGJIWAGB-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(=O)C1=CC(=C(C(=C1)OC)O)OC

2.2 Other Identifiers

2.2.1 UNII

866P45Y84S

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acetosyringenin

2.3.2 Depositor-Supplied Synonyms

1. 2478-38-8

2. 3',5'-dimethoxy-4'-hydroxyacetophenone

3. 1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone

4. 4'-hydroxy-3',5'-dimethoxyacetophenone

5. Acetosyringenin

6. 3,5-dimethoxy-4-hydroxyacetophenone

7. Acetosyringon

8. Ethanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)-

9. Acetophenone, 4'-hydroxy-3',5'-dimethoxy-

10. 1-(4-hydroxy-3,5-dimethoxyphenyl)ethan-1-one

11. 4-hydroxy-3,5-dimethoxyacetophenone

12. 4-hydroksy-3',5'-dwumetoksyacetofenon

13. Acetophenone, 3,5-dimethoxy-4-hydroxy-

14. Chebi:2404

15. 4-hydroxy-3,5-dimethoxyacetophennone

16. 866p45y84s

17. Ccris 7286

18. Einecs 219-610-5

19. Mfcd00008748

20. Brn 1966119

21. 4-acetylsyringol

22. Unii-866p45y84s

23. 4-hydroksy-3',5'-dwumetoksyacetofenon [polish]

24. Spectrum_001915

25. Specplus_000955

26. Spectrum2_000429

27. Spectrum3_001115

28. Spectrum4_001953

29. Spectrum5_000695

30. 1-(4-hydroxy-3,5-dimethoxy-phenyl)ethanone

31. Bmse000576

32. Bmse010032

33. Schembl15511

34. Bspbio_002850

35. Kbiogr_002389

36. Kbioss_002457

37. Spectrum300610

38. Mls002207209

39. Divk1c_007051

40. 4-acetyl-2,6-dimethoxyphenol

41. Spbio_000418

42. Chembl224146

43. Dtxsid2062454

44. Kbio1_001995

45. Kbio2_002450

46. Kbio2_005018

47. Kbio2_007586

48. Kbio3_002070

49. Phenol, 4-acetyl-2,6-dimethoxy

50. Zinc156899

51. Bbl101364

52. Ccg-39967

53. S4955

54. Stl555160

55. Akos005258861

56. Cs-w010600

57. Hy-w009884

58. Sdccgmls-0066948.p001

59. Ncgc00095819-01

60. Ncgc00095819-02

61. 3', 5'-dimethoxy-4'-hydroxyacetophenone

62. Ms-20205

63. Smr000112388

64. Db-022069

65. A5075

66. D2666

67. Ft-0634308

68. 1-(3,5-dimethoxy-4-oxidanyl-phenyl)ethanone

69. 3',5'-dimethoxy-4'-hydroxyacetophenone, 97%

70. 4'-hydroxy-3',5'-dimethoxyacetophenone, 97%

71. F20446

72. 478d388

73. A817490

74. Q906309

75. Sr-05000002436

76. A1-00327

77. Sr-05000002436-1

78. W-107282

79. Brd-k66643401-001-02-4

80. Brd-k66643401-001-04-0

81. Z2418193700

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₁₂O₄
Molecular Weight	196.20 g/mol
XLogP3	0.2
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Exact Mass	196.07355886 g/mol
Monoisotopic Mass	196.07355886 g/mol
Topological Polar Surface Area	55.8 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	190
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
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.)

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