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Also known as: 33171-05-0, 24939-16-0, Curcumin iii, Didemethoxycurcumin, (1e,6e)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione, Bis(4-hydroxycinnamoyl)methane

Molecular Formula

C₁₉H₁₆O₄

Molecular Weight

308.3 g/mol

InChI Key

PREBVFJICNPEKM-YDWXAUTNSA-N

FDA UNII

2EFO1BP34R

bisdemethoxycurcumin is a natural product found in Curcuma amada, Curcuma kwangsiensis, and other organisms with data available.

1 2D Structure

Bisdemethoxycurcumin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione

2.1.2 InChI

InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+

2.1.3 InChI Key

PREBVFJICNPEKM-YDWXAUTNSA-N

2.1.4 Canonical SMILES

C1=CC(=CC=C1C=CC(=O)CC(=O)C=CC2=CC=C(C=C2)O)O

2.1.5 Isomeric SMILES

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

2.2 Other Identifiers

2.2.1 UNII

2EFO1BP34R

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1,6-heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-

2. Bis(4-hydroxycinnamoyl)methane

3. Bisdemethoxy-curcumin

2.3.2 Depositor-Supplied Synonyms

1. 33171-05-0

2. 24939-16-0

3. Curcumin Iii

4. Didemethoxycurcumin

5. (1e,6e)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione

6. Bis(4-hydroxycinnamoyl)methane

7. Bis-demethoxycurcumin

8. Bisdesmethoxycurcumin

9. Bisdemethoxycucurmin

10. Bis(p-hydroxycinnamoyl)methane

11. (e,e)-bisdemethoxycurcumin

12. 1,6-heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-

13. Nsc687839

14. 2efo1bp34r

15. 1,7-bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione

16. Chembl105350

17. Chebi:71045

18. (1e,6e)-1,7-bis(4-hydroxyphenyl)-hepta-1,6-diene-3,5-dione

19. 1,6-heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (1e,6e)-

20. 1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione

21. 22608-12-4

22. Bhcmt

23. Unii-2efo1bp34r

24. Curcumin Lll

25. Curcuminoid A

26. Bisdemethoxy Curcumin

27. Di-p-coumaroylmethane

28. Dide Methoxycurcu Min

29. Ins No.100(iii)

30. Schembl428638

31. Ins-100(iii)

32. Schembl13521971

33. Cid_5324473

34. Hy-n0007a

35. Dtxsid00872663

36. E-100(iii)

37. Zaa93916

38. Zinc1651126

39. 1,3-di(4-hydroxystyryl)propanedial

40. Bis-demethoxycurcumin [inci]

41. Bdbm50059989

42. Mfcd03419284

43. Bisdesmethoxycurcumin [usp-rs]

44. Akos015902102

45. Ccg-207959

46. Ccg-208635

47. Nsc-687839

48. Bisdemethoxycurcumin, Analytical Standard

49. Ac-24239

50. Ac-34720

51. Adamantan-1-yl-aceticacidhydrazide

52. As-57295

53. As-68737

54. B3347

55. Bisdemethoxycurcumin, >=98% (hplc), Solid

56. Cs-0018287

57. N1712

58. S3938

59. A14544

60. A875406

61. Q-100322

62. Q4917168

63. Brd-k37445107-001-01-9

64. 1,7-bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione(e,e)

65. (1e,6e)-1,7-bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione

66. 1,7-bis(4-hydroxyphenyl)-3-hydroxy-1,3,6-heptatrien-5-one

67. 1,7-bis-(4-hydroxyphenyl)-hepta-1,6-diene-3,5-dione

68. Bisdesmethoxycurcumin (constituent Of Turmeric) [dsc]

69. (1e,6e)-1,7-bis-(4-hydroxy-phenyl)-hepta-1,6-diene-3,5-dione

70. 1,6-heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (e,e)-

71. 5-hydroxy-1,7-bis-(4-hydroxy-phenyl)-hepta-1,4,6-trien-3-one

72. (1e,4z,6e)-5-hydroxy-1,7-bis-(4-hydroxy-phenyl)-hepta-1,4,6-trien-3-one

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₁₆O₄
Molecular Weight	308.3 g/mol
XLogP3	3.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Exact Mass	308.10485899 g/mol
Monoisotopic Mass	308.10485899 g/mol
Topological Polar Surface Area	74.6 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	408
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 Metabolism/Metabolites

Bisdemethoxycurcumin has known human metabolites that include Bisdemethoxycurcumin, 4-O-glucuronide.

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

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