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ACTIVE PHARMA INGREDIENTS

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Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 14197-60-5, 20s-ginsenoside rg3, (20s)-propanaxadiol, 20s-propanaxadiol, (20s)-ginsenoside rg3, S-ginsenoside rg3

Molecular Formula

C₄₂H₇₂O₁₃

Molecular Weight

785.0 g/mol

InChI Key

RWXIFXNRCLMQCD-JBVRGBGGSA-N

FDA UNII

227D367Y57

ginsenoside rg3 is a natural product found in Panax ginseng, Panax notoginseng, and other organisms with data available.

1 2D Structure

Ginsenoside Rg3

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22-,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

RWXIFXNRCLMQCD-JBVRGBGGSA-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)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

2.2 Other Identifiers

2.2.1 UNII

227D367Y57

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 20(r)-ginsenoside Rg(3)

2. 20(s)-ginsenoside Rg(3)

3. 20s-ginsenoside Rg3

4. 3-o-beta-d-glucopyranosyl-(1->2)-beta-d-glucopyranosyldammar-24-ene-3beta,12beta,20s-triol

5. Beta-d-glucopyranoside, (3beta,12beta)-12,20-dihydroxydammar-24-en-3-yl 2-o-beta-d-glucopyranosyl-

6. Ginsenoside 20-rg3

7. Ginsenoside Rg(3)

8. Ginsenoside Rg3, (+)-

9. Ginsenoside Rg3, (s)-

10. S-ginsenoside Rg3

2.3.2 Depositor-Supplied Synonyms

1. 14197-60-5

2. 20s-ginsenoside Rg3

3. (20s)-propanaxadiol

4. 20s-propanaxadiol

5. (20s)-ginsenoside Rg3

6. S-ginsenoside Rg3

7. 20(s)-ginsenoside Rg3

8. 20(s)-ginsenoside-rg3

9. 20(s)-propanaxidiol

10. Chembl398412

11. Chebi:67991

12. (2s,3r,4s,5s,6r)-2-[(2r,3r,4s,5s,6r)-4,5-dihydroxy-2-[[(3s,5r,8r,9r,10r,12r,13r,14r,17s)-12-hydroxy-17-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

13. 11019-45-7

14. 227d367y57

15. (r)ginsenoside-rg3

16. Ginsenoside 20-rg3

17. Ginsenoside Rg3, (s)-

18. Ginsenoside Rg3, (+)-

19. Unii-227d367y57

20. Rg3

21. Mfcd06410950

22. Ginsenoside Rg3,(s)

23. 2'(r)-ginsenoside-rg3

24. Gtpl7658

25. Ginsenoside Rg3 [who-dd]

26. Dtxsid101316982

27. Hms3886b14

28. Bdbm50317537

29. Ginsenoside Rg3, Analytical Standard

30. S9022

31. Zinc96085900

32. Ginsenoside Rg3, >=98% (hplc)

33. Akos037514674

34. Ccg-270472

35. (3beta,12beta)-12,20-dihydroxydammar-24-en-3-yl 2-o-beta-d-glucopyranosyl-beta-d-glucopyranoside

36. As-56617

37. Dammar-24-ene-12-beta,20-diol, 3-beta-((2-o-beta-d-glucopyranosyl-beta-d-glucopyransoyl)oxy)-

38. C20778

39. 197g605

40. Q-100154

41. Q27077807

42. .beta.-d-glucopyranoside, (3.beta.,12.beta.)-12,20-dihydroxydammar-24-en-3-yl 2-o-.beta.-d-glucopyranosyl-

43. 3-o-.beta.-d-glucopyranosyl-(1->2)-.beta.-d-glucopyranosyldammar-24-ene-3.beta.,12.beta.,20s-triol

44. Beta-d-glucopyranoside, (3-beta,12-beta)-12,20-dihydroxydammar-24-en-3-yl 2-o-beta-d-glucopyranosyl-

45. Dammar-24-ene-12beta,20-diol, 3-beta-((2-o-beta-d-glucopyranosyl-beta-d-glucopyransoyl)oxy)-

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₄₂H₇₂O₁₃
Molecular Weight	785.0 g/mol
XLogP3	4
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	10
Exact Mass	784.49729235 g/mol
Monoisotopic Mass	784.49729235 g/mol
Topological Polar Surface Area	219 Å²
Heavy Atom Count	55
Formal Charge	0
Complexity	1370
Isotope Atom Count	0
Defined Atom Stereocenter Count	20
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antineoplastic Agents, Phytogenic

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity. (See all compounds classified as Antineoplastic Agents, Phytogenic.)

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