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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 4773-96-0, Chinonin, Alpizarin, Hedysarid, Chinomin, Aphloiol

Molecular Formula

C₁₉H₁₈O₁₁

Molecular Weight

422.3 g/mol

InChI Key

AEDDIBAIWPIIBD-ZJKJAXBQSA-N

FDA UNII

1M84LD0UMD

mangiferin is a natural product found in Salacia chinensis, Smilax bracteata, and other organisms with data available.

1 2D Structure

Mangiferin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1,3,6,7-tetrahydroxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one

2.1.2 InChI

InChI=1S/C19H18O11/c20-4-11-15(25)17(27)18(28)19(30-11)12-8(23)3-10-13(16(12)26)14(24)5-1-6(21)7(22)2-9(5)29-10/h1-3,11,15,17-23,25-28H,4H2/t11-,15-,17+,18-,19+/m1/s1

2.1.3 InChI Key

AEDDIBAIWPIIBD-ZJKJAXBQSA-N

2.1.4 Canonical SMILES

C1=C2C(=CC(=C1O)O)OC3=C(C2=O)C(=C(C(=C3)O)C4C(C(C(C(O4)CO)O)O)O)O

2.1.5 Isomeric SMILES

C1=C2C(=CC(=C1O)O)OC3=C(C2=O)C(=C(C(=C3)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

1M84LD0UMD

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxy-9h-xanthen-9-one

2. 9h-xanthen-9-one, 2-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxy-

3. Alpizarin

4. Chinonin

2.3.2 Depositor-Supplied Synonyms

1. 4773-96-0

2. Chinonin

3. Alpizarin

4. Hedysarid

5. Chinomin

6. Aphloiol

7. Alpizarine

8. Shamimin

9. 1m84ld0umd

10. Hedysaride

11. Chebi:6682

12. 2-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxy-9h-xanthen-9-one

13. (1s)-1,5-anhydro-1-(1,3,6,7-tetrahydroxy-9-oxo-9h-xanthen-2-yl)-d-glucitol

14. 1,3,6,7-tetrahydroxy-2-((2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)-9h-xanthen-9-one

15. 9h-xanthen-9-one, 2-.beta.-d-glucopyranosyl-1,3,6,7-tetrahydroxy-

16. Chedisaride

17. Euxanthogen

18. Mannipherin

19. Chinoinin

20. Chinomine

21. 1,3,6,7-tetrahydroxy-2-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one

22. 9h-xanthen-9-one, 2-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxy- (9ci)

23. Unii-1m84ld0umd

24. Cid_5358385

25. Mangiferol

26. Nsc248870

27. Nsc-248870

28. Mangiferin,(s)

29. Xanthone-c-glucoside

30. Mfcd00075656

31. Nsc 248870

32. 9h-xanthen-9-one, 2-b-d-glucopyranosyl-1,3,6,7-tetrahydroxy-

33. 9h-xanthen-9-one, 2-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxy-

34. Mangiferin [inci]

35. Mangiferin Mangifera Indica

36. Mangiferin [usp-rs]

37. Mangiferin [who-dd]

38. Schembl556844

39. Mangiferin, Analytical Standard

40. Chembl464825

41. Bcbcmap01_000240

42. Dtxsid60197263

43. Hy-n0290

44. Zinc4098535

45. Bdbm50248691

46. S3808

47. Stl564509

48. Akos015896788

49. Ccg-268909

50. Cs-4663

51. Smp1_000290

52. Ac-34484

53. As-15337

54. M2886

55. N1329

56. 773m960

57. Mangifera Indica Bark Dry Extract [usp-rs]

58. Q-100508

59. Q1074417

60. C2-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxyxanthone

61. Mangiferin, European Pharmacopoeia (ep) Reference Standard

62. 1,3,6,7-tetrahydroxy-2-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]xanthen-9-one

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₁₈O₁₁
Molecular Weight	422.3 g/mol
XLogP3	-0.4
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	2
Exact Mass	422.08491139 g/mol
Monoisotopic Mass	422.08491139 g/mol
Topological Polar Surface Area	197 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	646
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1