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Also known as: 520-45-6, 3-acetyl-6-methyl-2h-pyran-2,4(3h)-dione, Methylacetopyronone, Biocide 470f, 2h-pyran-2,4(3h)-dione, 3-acetyl-6-methyl-, Acetic acid, dehydro-

Molecular Formula

C₈H₈O₄

Molecular Weight

168.15 g/mol

InChI Key

PGRHXDWITVMQBC-UHFFFAOYSA-N

1 2D Structure

Dehydroacetic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-acetyl-6-methylpyran-2,4-dione

2.1.2 InChI

InChI=1S/C8H8O4/c1-4-3-6(10)7(5(2)9)8(11)12-4/h3,7H,1-2H3

2.1.3 InChI Key

PGRHXDWITVMQBC-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=CC(=O)C(C(=O)O1)C(=O)C

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Dehydroacetic Acid Ion (1-)

2. Dehydroacetic Acid, Potassium Ion (1-)

3. Dehydroacetic Acid, Sodium Ion (1-)

4. Dehydroacetic Acid, Sodium Monohydrate Ion (1-)

5. Dehydroacetic Acid, Zinc Ion (1-)

6. Dha-s

7. Dhas

8. Dihydroxyacetone Sulfate

9. Sodium Dehydroacetate

2.2.2 Depositor-Supplied Synonyms

1. 520-45-6

2. 3-acetyl-6-methyl-2h-pyran-2,4(3h)-dione

3. Methylacetopyronone

4. Biocide 470f

5. 2h-pyran-2,4(3h)-dione, 3-acetyl-6-methyl-

6. Acetic Acid, Dehydro-

7. 3-acetyl-6-methyl-2,4-pyrandione

8. 3-acetyl-6-methylpyran-2,4-dione

9. 16807-48-0

10. 3-acetyl-6-methyl-pyran-2,4-dione

11. 3-acetyl-6-methylpyrandione-2,4

12. Nsc-8770

13. Mfcd00066709

14. 2-acetyl-5-hydroxy-3-oxo-4-hexenoic Acid, .delta.-lactone

15. Dehydroacetic Acid [iso]

16. Dsstox_cid_14

17. Dsstox_rid_75321

18. Dsstox_gsid_20014

19. Schembl17787

20. 2-acetyl-5-hydroxy-3-oxo-4-hexenoic Acid Delta-lactone

21. Dtxsid6020014

22. Pgrhxdwitvmqbc-uhfffaoysa-

23. Nsc8770

24. Chebi:137426

25. 4-hexenoic Acid, .delta.-lactone

26. Hms3264k05

27. Pharmakon1600-01301016

28. Hy-b1211

29. 2h-pyran-2, 3-acetyl-6-methyl-

30. Tox21_302764

31. Wln: T6ov Dv Chj Cv1 F1

32. Bbl013155

33. Nsc760135

34. Stl163953

35. Dehydroacetic Acid, >=98.0% (t)

36. Akos000119576

37. Akos016038058

38. Ccg-213725

39. Cs-4810

40. Nsc-760135

41. 3-acetyl-6-methyl-3h-pyran-2,4-dione

42. Ncgc00256469-01

43. 3-acetyl-6-methyl-2,4(3h)-pyrandione

44. Ac-10441

45. Cas-520-45-6

46. Ds-15291

47. Sy012826

48. D0039

49. Dehydroacetic Acid 100 Microg/ml In Ethanol

50. Ft-0624496

51. 3-acetyl-6-methyldihydropyrandione-2,4(3h)

52. Dehydroacetic Acid 1000 Microg/ml In Methanol

53. 3-acetyl-6-methyl-2,3-dihydropyran-2,4-dione

54. Ab01510434_02

55. Ah-034/32463001

56. Sr-01000389026

57. Dehydroacetic Acid 1000 Microg/ml In Ethyl Acetate

58. Sr-01000389026-1

59. 3-acetyl-6-methyl-3,4-dihydro-2h-pyran-2,4-dione

60. Q63088091

61. 3-acetyl-6-methyl-2h-pyran-2,4(3h)-dione, Enol Form

62. 3-acetyl-6-methyl-2h-pyran-2,4(3h)-dione, Ion(1-)

63. F0191-0260

64. 4-hexenoic Acid, 2-acetyl-5-hydroxy-3-oxo-, .delta.-lactone

65. Dehydroacetic Acid, United States Pharmacopeia (usp) Reference Standard

66. Dehydroacetic Acid, Pharmaceutical Secondary Standard; Certified Reference Material

2.3 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₈H₈O₄
Molecular Weight	168.15 g/mol
XLogP3	0.3
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	1
Exact Mass	168.04225873 g/mol
Monoisotopic Mass	168.04225873 g/mol
Topological Polar Surface Area	60.4 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	287
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 Metabolism/Metabolites

METABOLITES IN RABBIT ARE: TRIACETIC ACID LACTONE, A HYDROXY DHA & POSSIBLY THE SALT OF TRIACETIC ACID LACTONE 3-CARBOXYLIC ACID.

Spencer, E. Y. Guide to the Chemicals Used in Crop Protection. 7th ed. Publication 1093. Research Institute, Agriculture Canada, Ottawa, Canada: Information Canada, 1982., p. 166

...NATURAL PRODUCT OF ADRENAL STEROID METABOLISM...

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 153

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