Glabridin

Synopsis, Chemistry

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Also known as: 59870-68-7, 4-[(3r)-8,8-dimethyl-3,4-dihydro-2h-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol, 4-(3,4-dihydro-8,8-dimethyl-2h,8h-benzo(1,2-b:3,4-b')dipyran-3-yl)-1,3-benzenediol, Chebi:5369, Hoc5567t41, (r)-4-(8,8-dimethyl-2,3,4,8-tetrahydropyrano[2,3-f]chromen-3-yl)benzene-1,3-diol

Molecular Formula

C₂₀H₂₀O₄

Molecular Weight

324.4 g/mol

InChI Key

LBQIJVLKGVZRIW-ZDUSSCGKSA-N

FDA UNII

HOC5567T41

glabridin is a natural product found in Ornithopus sativus, Glycyrrhiza glabra, and Glycyrrhiza uralensis with data available.

1 2D Structure

Glabridin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol

2.1.2 InChI

InChI=1S/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m0/s1

2.1.3 InChI Key

LBQIJVLKGVZRIW-ZDUSSCGKSA-N

2.1.4 Canonical SMILES

CC1(C=CC2=C(O1)C=CC3=C2OCC(C3)C4=C(C=C(C=C4)O)O)C

2.1.5 Isomeric SMILES

CC1(C=CC2=C(O1)C=CC3=C2OC[C@H](C3)C4=C(C=C(C=C4)O)O)C

2.2 Other Identifiers

2.2.1 UNII

HOC5567T41

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4-(3,4-dihydro-8,8-dimethyl-2h,8h-benzo(1,2-b:3,4-b')dipyran-3-yl)-1,3-benzenediol

2.3.2 Depositor-Supplied Synonyms

1. 59870-68-7

2. 4-[(3r)-8,8-dimethyl-3,4-dihydro-2h-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol

3. 4-(3,4-dihydro-8,8-dimethyl-2h,8h-benzo(1,2-b:3,4-b')dipyran-3-yl)-1,3-benzenediol

4. Chebi:5369

5. Hoc5567t41

6. (r)-4-(8,8-dimethyl-2,3,4,8-tetrahydropyrano[2,3-f]chromen-3-yl)benzene-1,3-diol

7. 1,3-benzenediol, 4-(3,4-dihydro-8,8-dimethyl-2h,8h-benzo(1,2-b:3,4-b')dipyran-3-yl)-, (r)-

8. Q-100692

9. (r)-glabridin

10. (r)-4-(8,8-dimethyl-3,4-dihydro-2h,8h-pyrano[2,3-f]chromen-3-yl)benzene-1,3-diol

11. 4-[(3r)-8,8-dimethyl-2h,3h,4h,8h-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol

12. 4-[(3r)-8,8-dimethyl-3,4-dihydro-2h,8h-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol

13. Glabioidin

14. Unii-hoc5567t41

15. 1,3-benzenediol, 4-((3r)-3,4-dihydro-8,8-dimethyl-2h,8h-benzo(1,2-b:3,4-b')dipyran-3-yl)-

16. 1,3-benzenediol, 4-[(3r)-3,4-dihydro-8,8-dimethyl-2h,8h-benzo[1,2-b:3,4-b']dipyran-3-yl]-

17. Mfcd03427694

18. Ls-176045

19. Glabridin [inci]

20. Glabridin [who-dd]

21. Mls000697609

22. Bidd:er0172

23. Glabridin, Analytical Standard

24. Schembl114869

25. Amy381

26. Chembl480477

27. Dtxsid00208589

28. Hms2271g14

29. Hms3885m04

30. Hy-n0393

31. Zinc4098719

32. Bdbm50441626

33. Lmpk12080012

34. S3786

35. Stl566095

36. Akos015903270

37. Glabridin, >=98% (hplc), Powder

38. Ccg-223443

39. 4-[(3r)-3,4-dihydro-8,8-dimethyl-2h,8h-benzo[1,2-b:3,4-b']dipyran-3-yl]-1,3-benzenediol

40. Ncgc00247524-01

41. Ac-31452

42. As-74264

43. Smr000470944

44. Kb-289522

45. Cs-0008929

46. N1579

47. 870g687

48. A913838

49. Q2386110

50. 4-[(3r)-8,8-dimethyl-3,4-dihydro-2h-pyrano[2,3-f]chromen- 3-yl]benzene-1,3-diol

51. 4-[(3r)-8,8-dimethyl-3,4-dihydro-2h-pyrano[6,5-f]chromen-3-yl]benzene-1,3-diol

52. 1,3-benzenediol,4-(3,4-dihydro-8,8-dimethyl-2h,8h-benzo(1,2-b:3,4-b')dipyran-3-yl)-,(r); 4-(3,4-dihydro-8,8-dimethyl-2h,8h-benzo(1,2-b:3,4-b')dipyran-3-yl)-1,3-benzenediol

53. 1,3-benzenediol,4-(3,4-dihydro-8,8-dimethyl-2h,8h-benzo[1,2-b:3,4-b']dipyran-3-yl)-,(r)-

54. 4-((r)-8,8-dimethyl-3,4-dihydro-2h,8h-benzo[1,2-b:4,3-b']dipyran-3-yl)-benzene-1,3-diol

55. 4-[(3r)-8,8-dimethyl-3,4-dihydro-2h,8h-benzo[1,2-b:3,4-b']dipyran-3-yl]benzene-1,3-diol

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₀O₄
Molecular Weight	324.4 g/mol
XLogP3	3.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	1
Exact Mass	324.13615911 g/mol
Monoisotopic Mass	324.13615911 g/mol
Topological Polar Surface Area	58.9 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	488
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1