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Chemistry

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Also known as: Ampelopsin, 27200-12-0, Ampeloptin, (+)-dihydromyricetin, (+)-ampelopsin, (2r,3r)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one

Molecular Formula

C₁₅H₁₂O₈

Molecular Weight

320.25 g/mol

InChI Key

KJXSIXMJHKAJOD-LSDHHAIUSA-N

FDA UNII

KD8QND6427

(+)-dihydromyricetin is a natural product found in Vitis rotundifolia, Catha edulis, and other organisms with data available.

1 2D Structure

Dihydromyricetin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one

2.1.2 InChI

InChI=1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,14-20,22H/t14-,15+/m0/s1

2.1.3 InChI Key

KJXSIXMJHKAJOD-LSDHHAIUSA-N

2.1.4 Canonical SMILES

C1=C(C=C(C(=C1O)O)O)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O

2.1.5 Isomeric SMILES

C1=C(C=C(C(=C1O)O)O)[C@@H]2[C@H](C(=O)C3=C(C=C(C=C3O2)O)O)O

2.2 Other Identifiers

2.2.1 UNII

KD8QND6427

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Ampelopsin

2.3.2 Depositor-Supplied Synonyms

1. Ampelopsin

2. 27200-12-0

3. Ampeloptin

4. (+)-dihydromyricetin

5. (+)-ampelopsin

6. (2r,3r)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one

7. Telocapil

8. Myriceline Spe

9. Flavanone, 3,3',4',5,5',7-hexahydroxy-

10. 4h-1-benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, (2r-trans)-

11. (2r,3r)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one

12. Kd8qnd6427

13. Chebi:28429

14. 4h-1-benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, (2r,3r)-

15. (2r,3r)-2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4h-1-benzopyran-4-one

16. (2r,3r)-3,5,7,3',4',5'-hexahydroxyflavanone

17. Ampelopsin (flavanol)

18. (2r,3r)-3,3',4',5,5',7-hexahydroxy-2,3-dihydroflavanonol

19. Dihydro-myricetin

20. (2r,3r)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydro-4h-chromen-4-one

21. Unii-kd8qnd6427

22. 3,3',4',5,5',7-hexahydroxy-2,3-dihydroflavanonol

23. Ampelopsin [mi]

24. (2r,3r)-dihydromyricetin

25. Dihydromyricetin (dih-myr)

26. (2r-trans)-2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4h-1-benzopyran-4-one

27. Dihydromyricetin (ampeloptin)

28. Dihydromyricetin - Ampeloptin

29. Schembl723736

30. Dihydromyricetin [inci]

31. Chembl3348861

32. Dtxsid50181676

33. Bdbm212434

34. Hms3884b17

35. Dihydromyricetin, >=98% (hplc)

36. Hy-n0112

37. Dihydromyricetin, Analytical Standard

38. Mfcd00189451

39. S2399

40. Akos022168215

41. Zinc100037633

42. Ac-8004

43. Ccg-267699

44. Cs-3809

45. Ncgc00346604-01

46. As-71702

47. D5464

48. Sw219328-1

49. C02906

50. A818952

51. Q422305

52. 2b89fbac-4dd1-44c9-be2a-9d0c173bdfd8

53. Q-100341

54. (2r,3r)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₁₂O₈
Molecular Weight	320.25 g/mol
XLogP3	1.1
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	1
Exact Mass	320.05321734 g/mol
Monoisotopic Mass	320.05321734 g/mol
Topological Polar Surface Area	148 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	445
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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