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Prestwick3_001019

Prestwick3_001019

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Also known as: 10310-32-4, Ethyl 3,5,6-tri-o-benzyl-d-glucofuranoside, (3r,4r,5r)-4-(benzyloxy)-5-((r)-1,2-bis(benzyloxy)ethyl)-2-ethoxytetrahydrofuran-3-ol, D-glucofuranoside, ethyl 3,5,6-tris-o-(phenylmethyl)-, Tbgf, Hemocuron

Molecular Formula

C₂₉H₃₄O₆

Molecular Weight

478.6 g/mol

InChI Key

ULLNJSBQMBKOJH-VIVFLBMVSA-N

FDA UNII

Z7N0Y673NU

Anti-inflammatory agent used in edema of extremities, varicose veins & phlebitis.

1 2D Structure

Prestwick3_001019

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3R,4R,5R)-5-[(1R)-1,2-bis(phenylmethoxy)ethyl]-2-ethoxy-4-phenylmethoxyoxolan-3-ol

2.1.2 InChI

InChI=1S/C29H34O6/c1-2-32-29-26(30)28(34-20-24-16-10-5-11-17-24)27(35-29)25(33-19-23-14-8-4-9-15-23)21-31-18-22-12-6-3-7-13-22/h3-17,25-30H,2,18-21H2,1H3/t25-,26-,27-,28-,29?/m1/s1

2.1.3 InChI Key

ULLNJSBQMBKOJH-VIVFLBMVSA-N

2.1.4 Canonical SMILES

CCOC1C(C(C(O1)C(COCC2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)O

2.1.5 Isomeric SMILES

CCOC1[C@@H]([C@H]([C@H](O1)[C@@H](COCC2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)O

2.2 Other Identifiers

2.2.1 UNII

Z7N0Y673NU

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Ba 21401

2. Ba-21401

3. Ciba 21401 Ba

4. Ciba 21401-ba

5. Ethyl 3,5,6-tri-o-benzyl-d-glucofuranoside

6. Glyvenol

7. Tribenol

8. Tribenoside, (alpha)-isomer

9. Tribenoside, (beta)-isomer

2.3.2 Depositor-Supplied Synonyms

1. 10310-32-4

2. Ethyl 3,5,6-tri-o-benzyl-d-glucofuranoside

3. (3r,4r,5r)-4-(benzyloxy)-5-((r)-1,2-bis(benzyloxy)ethyl)-2-ethoxytetrahydrofuran-3-ol

4. D-glucofuranoside, Ethyl 3,5,6-tris-o-(phenylmethyl)-

5. Tbgf

6. Hemocuron

7. Glyvenol

8. 21401-ba

9. Z7n0y673nu

10. Tribenzoside

11. Glyvenal

12. Tribenosido

13. Tribenosidum

14. Glivenol

15. Dsstox_cid_3697

16. Tribenosidum [inn-latin]

17. Tribenosido [inn-spanish]

18. Unii-z7n0y673nu

19. Tribenoside [usan:inn:ban:jan]

20. Einecs 233-687-2

21. Ba 21401

22. Bg-356

23. Tribenoside [mi]

24. Prestwick3_001019

25. Tribenoside [inn]

26. Tribenoside [jan]

27. Ethyl-3,5,6-tri-o-benzyl-d-glucofuranoside

28. Tribenoside [usan]

29. Tribenoside [mart.]

30. Bspbio_001177

31. Tribenoside [who-dd]

32. Bpbio1_001295

33. Schembl7192326

34. Chembl3301681

35. D-glucofuranoside, Ethyl-3,5,6-tris-o-(phenylmethyl)-

36. Chebi:91780

37. Hms2098k19

38. Hms3715k19

39. Tribenoside [ep Monograph]

40. Ba 2140

41. Ex-a4214

42. Mfcd00801089

43. Akos022185031

44. Ccg-221019

45. Db13227

46. (3r,4r,5r)-5-[(1r)-1,2-bis(phenylmethoxy)ethyl]-2-ethoxy-4-phenylmethoxyoxolan-3-ol

47. Ncgc00179274-01

48. Bs-25775

49. Hy-108249

50. Ab00514005

51. Cs-0027714

52. F20469

53. 310t324

54. A896620

55. Glucofuranoside, Ethyl-3,5,6-tri-o-benzyl-, D-

56. Q533119

57. Sr-01000872695

58. Sr-01000872695-1

59. W-200685

60. Brd-a60294240-001-01-1

61. (3r,4r,5r)-5-[(1r)-1,2-bis(phenylmethoxy)ethyl]-2-ethoxy-4-phenylmethoxy-3-oxolanol

2.4 Create Date

2005-08-09

3 Chemical and Physical Properties

Molecular Formula	C₂₉H₃₄O₆
Molecular Weight	478.6 g/mol
XLogP3	3.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	13
Exact Mass	478.23553880 g/mol
Monoisotopic Mass	478.23553880 g/mol
Topological Polar Surface Area	66.4 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	555
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
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 MeSH Pharmacological Classification

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

4.2 ATC Code

C - Cardiovascular system

C05 - Vasoprotectives

C05A - Agents for treatment of hemorrhoids and anal fissures for topical use

C05AX - Other agents for treatment of hemorrhoids and anal fissures for topical use

C05AX05 - Tribenoside

C - Cardiovascular system

C05 - Vasoprotectives

C05C - Capillary stabilizing agents

C05CX - Other capillary stabilizing agents

C05CX01 - Tribenoside