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Synopsis

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Also known as: Eleutheroside b, 118-34-3, Syringoside, Lilacin, Methoxyconiferine, Ligustrin

Molecular Formula

C₁₇H₂₄O₉

Molecular Weight

372.4 g/mol

InChI Key

QJVXKWHHAMZTBY-GCPOEHJPSA-N

FDA UNII

I6F5B11C96

syringin is a natural product found in Salacia chinensis, Codonopsis lanceolata, and other organisms with data available.

1 2D Structure

Syringin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]oxane-3,4,5-triol

2.1.2 InChI

InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1

2.1.3 InChI Key

QJVXKWHHAMZTBY-GCPOEHJPSA-N

2.1.4 Canonical SMILES

COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)C=CCO

2.1.5 Isomeric SMILES

COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC)/C=C/CO

2.2 Other Identifiers

2.2.1 UNII

I6F5B11C96

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Eleutheroside B

2. Sinapyl Alcohol 4-o-glucoside

3. Syrigin

2.3.2 Depositor-Supplied Synonyms

1. Eleutheroside B

2. 118-34-3

3. Syringoside

4. Lilacin

5. Methoxyconiferine

6. Ligustrin

7. Syrigin

8. Syringenin

9. Magnolenin A

10. Ilexanthin A

11. Sinapyl Alcohol 4-o-glucoside

12. 4-[(1e)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenyl Beta-d-glucopyranoside

13. Chebi:9380

14. Chembl250872

15. I6f5b11c96

16. (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(4-((e)-3-hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenoxy)tetrahydro-2h-pyran-3,4,5-triol

17. (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-[4-[(e)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]oxane-3,4,5-triol

18. .beta.-terpineol

19. Magnolenin

20. Magmolenin A

21. Ligustrin (van)

22. Syringinenin

23. Alyposide

24. Eleutheroside-b

25. Methoxyconiferin

26. Unii-i6f5b11c96

27. Nsc287441

28. Nsc-287441

29. Syringin,(s)

30. Nsc 287441

31. Korean Ginseng Extract

32. Syringin [mi]

33. Bmse000613

34. Mls000574917

35. Schembl409032

36. Megxp0_000264

37. Dtxsid2042438

38. Acon1_000108

39. Eleutheroside B [usp-rs]

40. Glucoside, 4-(3-hydroxypropenyl)-2,6-dimethoxyphenyl, D

41. Hms2217d04

42. Hms3885e08

43. Hy-n0824

44. Zinc3779261

45. Eleutheroside B, Analytical Standard

46. Bdbm50241356

47. Mfcd00016778

48. Nsc791584

49. S3841

50. Akos015912605

51. Ccg-268321

52. Nsc-791584

53. Ncgc00180873-01

54. (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-[4-[(e)-3-hydroxyprop-1-enyl]-2,6-dimethoxy-phenoxy]tetrahydropyran-3,4,5-triol

55. Smr000156227

56. Sinapyl Alcohol-4-o-beta-d-glucopyranoside

57. Cs-0009856

58. N1347

59. C01533

60. 4-o-(beta-d-glucosyl)-trans-4-sinapyl Alcohol

61. 118s343

62. A803915

63. Q891785

64. Q-100086

65. Eleutheroside B (constituent Of Eleuthero) [dsc]

66. Eleutheroside B, United States Pharmacopeia (usp) Reference Standard

67. (e)-4-[-3-hydroxy-1-propenyl]-2,6-dimethoxyphenyl-beta-d-glucopyranoside

68. .beta.-d-glucopyranoside, 4-(3-hydroxy-1-propenyl)-2,6-dimethoxyphenyl

69. 2,6-dimethoxy-4-(3-hydroxy-1-propenyl)phenyl Beta-d-glucopyranoside

70. Beta-d-glucopyranoside, 4-((1e)-3-hydroxy-1-propenyl)-2,6-dimethoxyphenyl

71. Beta-d-glucopyranoside, 4-(3-hydroxy-1-propenyl)-2,6-dimethoxyphenyl

72. 2-(hydroxymethyl)-6-[4-[(e)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]oxane-3,4,5-triol

73. 4-((1e)-3-hydroxy-1-propen-1-yl)-2,6-dimethoxyphenyl-.beta.-d-glucopyranoside

74. I(2)-d-glucopyranoside, 4-[(1e)-3-hydroxy-1-propen-1-yl]-2,6-dimethoxyphenyl

75. (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(4-((e)-3-hydroxyprop-1-enyl)-2,6-dimethoxyphenoxy)tetrahydro-2h-pyran-3,4,5-triol

76. (2s,3r,4s,5s,6r)-2-[2,6-dimethoxy-4-[(e)-3-oxidanylprop-1-enyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2.4 Create Date

2006-01-18

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₄O₉
Molecular Weight	372.4 g/mol
XLogP3	-1.3
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	7
Exact Mass	372.14203234 g/mol
Monoisotopic Mass	372.14203234 g/mol
Topological Polar Surface Area	138 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	432
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1