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Chemistry

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Also known as: 57817-89-7, Steviosin, Diterpene glycoside, Chebi:9271, 0yon5mxj9p, 13-[(2-o-.beta.-d-glucopyranosyl-.alpha.-d-glucopyranosyl)oxy]kaur-16-en-18-oic acid .beta.-d-glucopyranosyl ester
Molecular Formula
C38H60O18
Molecular Weight
804.9  g/mol
InChI Key
UEDUENGHJMELGK-HYDKPPNVSA-N
FDA UNII
0YON5MXJ9P

Stevioside
stevioside is a natural product found in Asteraceae and Stevia rebaudiana with data available.
1 2D Structure

Stevioside

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,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-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
2.1.2 InChI
InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(49)26(46)23(43)18(13-40)52-32)21(37)6-10-38(16,15-37)56-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31/h17-33,39-49H,1,4-15H2,2-3H3/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35-,36-,37-,38+/m1/s1
2.1.3 InChI Key
UEDUENGHJMELGK-HYDKPPNVSA-N
2.1.4 Canonical SMILES
CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)(C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
2.1.5 Isomeric SMILES
C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)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)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
2.2 Other Identifiers
2.2.1 UNII
0YON5MXJ9P
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Steviol Glycoside

2.3.2 Depositor-Supplied Synonyms

1. 57817-89-7

2. Steviosin

3. Diterpene Glycoside

4. Chebi:9271

5. 0yon5mxj9p

6. 13-[(2-o-.beta.-d-glucopyranosyl-.alpha.-d-glucopyranosyl)oxy]kaur-16-en-18-oic Acid .beta.-d-glucopyranosyl Ester

7. C09189

8. Unii-0yon5mxj9p

9. Chembl444122

10. Rebaudin

11. Ccris 6116

12. Eupatorin?

13. Mfcd00079561

14. Stevin?

15. Einecs 260-975-5

16. Stevibioside

17. Brn 0077427

18. Stevioside [mi]

19. .alpha.-g-sweet

20. Stevioside [inci]

21. (-)-stevioside

22. Stevian 50

23. Stevioside [mart.]

24. Stevioside [usp-rs]

25. Schembl33428

26. 4-17-00-03618 (beilstein Handbook Reference)

27. Ins No.960

28. Dtxsid7021281

29. Fema No. 4763

30. Ins-960

31. Hy-n0669

32. Bdbm50480264

33. Akos015895872

34. Zinc245224268

35. Cs-w019786

36. Ds-6711

37. E-960

38. N1708

39. Q415043

40. (4.alpha.)-13-((2-o-.beta.-d-glucopyranosyl-.beta.-d-glucopyranosyl)oxy)kaur-16-en-18-oic Acid .beta.-d-glucopyranosyl Ester

41. (4alpha)-beta-d-glucopyranosyl 13-((2-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy)kaur-16-en-18-oate

42. [(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] [(2s,3r,4s,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-dimethyl-methylene-[?]carboxylate

43. 1-o-{(5beta,8alpha,9beta,10alpha,13alpha)-13-[(2-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy]-18-oxokaur-16-en-18-yl}-beta-d-glucopyranose

44. 1-o-{13alpha-[(2-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy]-18-oxo-5beta,8alpha,9beta,10alpha-kaur-16-en-18-yl}-beta-d-glucopyranose

45. 13-[(2-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy]kaur-16-en-18-oic Acid Beta-d-glucopyranosyl Ester

46. Beta-d-glucopyranosyl(1r,4as,7s,8ar,10as)-7-(2-o-(beta-d-glucopyranosyl)-alpha-d-glucopyranosyloxy)-1,4a-dimethyl-12-methyleneperhydro-7,8a-ethanophenanthren-1-carboxylate

47. Kaur-16-en-18-oic Acid, 13-((2-o-.beta.-d-glucopyranosyl-.beta.-d-glucopyranosyl)oxy)-, .beta.-d-glucopyranosyl Ester, (4.alpha.)-

48. Kaur-16-en-18-oic Acid, 13-((2-o-beta-d-glucopyranosyl-alpha-d-glucopyranosyl)oxy)-, Beta-d-glucopyranosyl Ester

49. Kaur-16-en-18-oic Acid,13-[(2-o-b-d-glucopyranosyl-b-d-glucopyranosyl)oxy]-,b-d-glucopyranosyl Ester, (4a)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 804.9 g/mol
Molecular Formula C38H60O18
XLogP3-1.2
Hydrogen Bond Donor Count11
Hydrogen Bond Acceptor Count18
Rotatable Bond Count10
Exact Mass804.37796506 g/mol
Monoisotopic Mass804.37796506 g/mol
Topological Polar Surface Area295 Ų
Heavy Atom Count56
Formal Charge0
Complexity1450
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

Sweetening Agents

Substances that sweeten food, beverages, medications, etc., such as sugar, saccharine or other low-calorie synthetic products. (From Random House Unabridged Dictionary, 2d ed) (See all compounds classified as Sweetening Agents.)


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13-Jan-2022
21-Sep-2024
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