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Chemistry

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Also known as: Gynosaponin c, 41753-43-9, Gypenoside iii, Sanchinoside e1, Arasaponin e1, Panax saponin e

Molecular Formula

C₅₄H₉₂O₂₃

Molecular Weight

1109.3 g/mol

InChI Key

GZYPWOGIYAIIPV-JBDTYSNRSA-N

FDA UNII

7413S0WMH6

(2S,3R,4S,5S,6R)-2-{[(2S)-2-[(1S,3aR,3bR,5aR,7S,9aR,9bR,11R,11aR)-7-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-2-yl]oxy}-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol is a natural product found in Panax vietnamensis, Gynostemma pentaphyllum, and other organisms with data available.

1 2D Structure

Ginsenoside Rb1

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2.1.2 InChI

InChI=1S/C54H92O23/c1-23(2)10-9-14-54(8,77-48-44(69)40(65)37(62)29(74-48)22-70-46-42(67)38(63)34(59)26(19-55)71-46)24-11-16-53(7)33(24)25(58)18-31-51(5)15-13-32(50(3,4)30(51)12-17-52(31,53)6)75-49-45(41(66)36(61)28(21-57)73-49)76-47-43(68)39(64)35(60)27(20-56)72-47/h10,24-49,55-69H,9,11-22H2,1-8H3/t24-,25+,26+,27+,28+,29+,30-,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,46+,47-,48-,49-,51-,52+,53+,54-/m0/s1

2.1.3 InChI Key

GZYPWOGIYAIIPV-JBDTYSNRSA-N

2.1.4 Canonical SMILES

CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C

2.1.5 Isomeric SMILES

CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)C

2.2 Other Identifiers

2.2.1 UNII

7413S0WMH6

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 3-glcglc-20-glcglc-ginsenoside

2. Arasaponin E1

3. Ginsenoside-rb1

4. Gynosaponin C

5. Gypenoside Iii

6. Notoginsenoside Rb1

7. Panax Saponin E

8. Panaxoside Rb1

9. Pseudoginsenoside D

10. Sanchinoside E1

11. Sanchinoside Rb1

2.3.2 Depositor-Supplied Synonyms

1. Gynosaponin C

2. 41753-43-9

3. Gypenoside Iii

4. Sanchinoside E1

5. Arasaponin E1

6. Panax Saponin E

7. Pseudoginsenoside D

8. Ginsenoside-rb1

9. Panaxsaponin E

10. (20s)-ginsenoside Rb1

11. Chembl501515

12. Grb 1

13. Chebi:67989

14. Sanchinoside Rb1

15. 7413s0wmh6

16. Notoginsenoside Rb1

17. 2-o-beta-glucopyranosyl-(3beta,12beta)-20-[(6-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy]-12-hydroxydammar-24-en-3-yl Beta-d-glucopyranoside

18. Ginsenosiderb1

19. Einecs 255-532-8

20. Mfcd00133367

21. Panaxoside Rb1

22. 2-o-beta-glucopyranosyl-(3beta,12beta)-20-((6-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy)-12-hydroxydammar-24-en-3-yl-beta-d-glucopyranoside

23. Unii-7413s0wmh6

24. Gypenoside Cento

25. Nsc-310103

26. Nsc 310103

27. Gsrb1

28. Gs-rb1

29. 20(s)-ginsenoside Rb1

30. Ginsenoside Rb1 - 94%

31. Bidd:er0108

32. Ginsenoside Rb1 [usp-rs]

33. Ginsenoside Rb1 [who-dd]

34. Dtxsid401316929

35. Hms3885o12

36. Ex-a6786

37. Hy-n0039

38. Bdbm50317541

39. S3924

40. Akos025311537

41. Ccg-270640

42. Cs-3829

43. Db06749

44. Ncgc00347398-04

45. Bs-32417

46. Xg164977

47. N1620

48. C20713

49. 753g439

50. Q-100470

51. Ginsenoside Rb1, Primary Pharmaceutical Reference Standard

52. Ginsenoside Rb1, European Pharmacopoeia (ep) Reference Standard

53. Ginsenoside-rb1 From Panax Ginseng (korean Ginseng) Root, Triterpenoid Saponin

54. (3beta,12beta)-20-[(6-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy]-12-hydroxydammar-24-en-3-yl 2-o-beta-d-glucopyranosyl-beta-d-glucopyranoside

55. (3beta,12beta)-20-{[6-o-(beta-d-glucopyranosyl)-beta-d-glucopyranosyl]oxy}-12-hydroxydammar-24-en-3-yl 2-o-beta-d-glucopyranosyl-beta-d-glucopyranoside

56. .beta.-d-glucopyranoside, (3.beta.,12.beta.)-20-((6-o-.beta.-d-glucopyranosyl-.beta.-d-glucopyranosyl)oxy)-12-hydroxydammar-24-en-3-yl 2-o-.beta.-d-glucopyranosyl-

57. 3beta-[beta-d-glucopyranosyl-(1->2)-beta-d Glucopyranosyloxy]-20-[beta-d-glucopyranosyl-(1->2)-beta-d Glucopyranosyloxy]dammar-24-en-12beta-ol

58. Beta-d-glucopyranoside, (3-beta,12-beta)-20-((6-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy)-12-hydroxydammar-24-en-3-yl 2-o-beta-d-glucopyranosyl-

59. Ginsenoside Rb1 (constituent Of American Ginseng, Asian Ginseng, And Tienchi Ginseng) [dsc]

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₅₄H₉₂O₂₃
Molecular Weight	1109.3 g/mol
XLogP3	0.3
Hydrogen Bond Donor Count	15
Hydrogen Bond Acceptor Count	23
Rotatable Bond Count	16
Exact Mass	1108.60293918 g/mol
Monoisotopic Mass	1108.60293918 g/mol
Topological Polar Surface Area	377 Å²
Heavy Atom Count	77
Formal Charge	0
Complexity	2000
Isotope Atom Count	0
Defined Atom Stereocenter Count	30
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1