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Technical details about Ginsenoside Rg1, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: 22427-39-0, Sanchinoside c1, Panaxoside a, Ginsenoside a2, Panaxoside rg1, Sanchinoside rg1
Molecular Formula
C42H72O14
Molecular Weight
801.0  g/mol
InChI Key
YURJSTAIMNSZAE-HHNZYBFYSA-N
FDA UNII
PJ788634QY

ginsenoside rg1 is a natural product found in Panax vietnamensis, Panax ginseng, and Panax notoginseng with data available.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
2.1.2 InChI
InChI=1S/C42H72O14/c1-20(2)10-9-13-42(8,56-37-34(52)32(50)30(48)25(19-44)55-37)21-11-15-40(6)28(21)22(45)16-26-39(5)14-12-27(46)38(3,4)35(39)23(17-41(26,40)7)53-36-33(51)31(49)29(47)24(18-43)54-36/h10,21-37,43-52H,9,11-19H2,1-8H3/t21-,22+,23-,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36+,37-,39+,40+,41+,42-/m0/s1
2.1.3 InChI Key
YURJSTAIMNSZAE-HHNZYBFYSA-N
2.1.4 Canonical SMILES
CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C)O)C)OC6C(C(C(C(O6)CO)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(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C
2.2 Other Identifiers
2.2.1 UNII
PJ788634QY
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Ginsenoside-rg(1)

2. Panaxoside Rg1

3. Sanchinoside C(1)

4. Sanchinoside C1

2.3.2 Depositor-Supplied Synonyms

1. 22427-39-0

2. Sanchinoside C1

3. Panaxoside A

4. Ginsenoside A2

5. Panaxoside Rg1

6. Sanchinoside Rg1

7. (3beta,6alpha,12beta)-3,12-dihydroxydammar-24-ene-6,20-diyl Bis-beta-d-glucopyranoside

8. (20s)-ginsenoside Rg1

9. Ginsenoside-rg1

10. Chebi:67987

11. Pj788634qy

12. Ginsenoside G1

13. Mfcd00210293

14. Chembl501637

15. Unii-pj788634qy

16. Ginsenosiderg1

17. Einecs 244-989-9

18. Bidd:er0075

19. Dammarane, -d-glucopyranoside

20. Schembl19875635

21. Dtxsid70945111

22. Ginsenoside Rg1 [usp-rs]

23. Ginsenoside Rg1 [who-dd]

24. Hms3885m12

25. Ex-a6784

26. Hy-n0045

27. Rg1

28. 6-(hexopyranosyloxy)-3,12-dihydroxydammar-24-en-20-yl Hexopyranoside

29. Ginsenoside Rg1, Analytical Standard

30. S3923

31. (6)-beta-d-glucopyranosyl-(20)-beta-d-glucopyranosyl-20s-protopanaxatriol

32. Akos037514672

33. Zinc238809655

34. Ccg-270492

35. Cs-3832

36. Db06750

37. Bs-16671

38. G0533

39. N1613

40. C08946

41. 427g390

42. A816192

43. Q-100285

44. Q2276594

45. 7-hydroxy-2-oxo-2h-chromene-3-carboxylicacidamide

46. Ginsenoside Rg1, Primary Pharmaceutical Reference Standard

47. Ginsenoside Rg1, United States Pharmacopeia (usp) Reference Standard

48. (3b,6a,12b)-3,12-dihydroxydammar-24-ene-6,20- Diylbis(beta-d-glucopyranoside)

49. (3beta,6alpha,12beta)-3,12-dihydroxydammar-24-ene-6,20-diylbis(beta-d-glucopyranoside)

50. (6)-.beta.-d-glucopyranosyl-(20)-.beta.-d-glucopyranosyl-20s- Protopanaxatriol

51. Beta-d-glucopyranoside, (3beta,6alpha,12beta)-3,12-dihydroxy Dammar-24-ene-6,20-diylbis-

52. Beta-d-glucopyranoside, (3beta,6alpha,12beta)-3,12-dihydroxydammar-24-ene-6,20-diyl Bis-

53. (2r,3r,4s,5s,6r)-2-(((3s,5r,6s,8r,9r,10r,12r,13r,14r,17s)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-((s)-6-methyl-2-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)hept-5-en-2-yl)hexadecahydro-1h-cyclopenta[a]phenanthren-6-yl)oxy)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol

54. (3.beta.,6.alpha.,12.beta.)-3,12-dihydroxydammar-24-ene-6,20- Diylbis(.beta.-d-glucopyranoside)

55. (3beta,alpha,12beta)-20-(beta-d-glucopyranosyloxy)-3,12-dihydroxydammar-24-en-6-yl Beta-d-glucopyranoside

56. .beta.-d-glucopyranoside, (3.beta.,6.alpha.,12.beta.)-3,12- Dihydroxy Dammar-24-ene-6,20-diylbis-

57. .beta.-d-glucopyranoside, (3.beta.,6.alpha.,12.beta.)-3,12-dihydroxydammar-24-ene-6,20-diyl Bis-

58. Ginsenoside Rg1 (constituent Of American Ginseng, Asian Ginseng, And Tienchi Ginseng) [dsc]

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 801.0 g/mol
Molecular Formula C42H72O14
XLogP32.7
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count14
Rotatable Bond Count10
Exact Mass800.49220697 g/mol
Monoisotopic Mass800.49220697 g/mol
Topological Polar Surface Area239 Ų
Heavy Atom Count56
Formal Charge0
Complexity1410
Isotope Atom Count0
Defined Atom Stereocenter Count21
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Central Nervous System Agents

A class of drugs producing both physiological and psychological effects through a variety of mechanisms. They can be divided into "specific" agents, e.g., affecting an identifiable molecular mechanism unique to target cells bearing receptors for that agent, and "nonspecific" agents, those producing effects on different target cells and acting by diverse molecular mechanisms. Those with nonspecific mechanisms are generally further classed according to whether they produce behavioral depression or stimulation. Those with specific mechanisms are classed by locus of action or specific therapeutic use. (From Gilman AG, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p252) (See all compounds classified as Central Nervous System Agents.)


4.2 Metabolism/Metabolites

M1 (20- O -- D -glucopyranosyl-20( S )- protopanaxadiol ) is a ppd-type monoglucoside ginsenoside metabolized by intestinal bacteria in humans


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