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Also known as: Vitexin-2-o-rhamnoside, 64820-99-1, 2-o-rhamnosylvitexin, Vitexin 2''-rhamnoside, Vitexin-2''-rhamnoside, 2''-o-rhamnosylvitexin

Molecular Formula

C₂₇H₃₀O₁₄

Molecular Weight

578.5 g/mol

InChI Key

LYGPBZVKGHHTIE-HUBYJIGHSA-N

FDA UNII

UD7Y63I5X5

vitexin 2''-rhamnoside is a natural product found in Crataegus monogyna, Passiflora coactilis, and other organisms with data available.

1 2D Structure

2-O-Rhamnosylvitexin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

8-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

2.1.2 InChI

InChI=1S/C27H30O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-7,9,16,19-23,25-31,33-37H,8H2,1H3/t9-,16+,19-,20+,21+,22-,23+,25-,26+,27-/m0/s1

2.1.3 InChI Key

LYGPBZVKGHHTIE-HUBYJIGHSA-N

2.1.4 Canonical SMILES

CC1C(C(C(C(O1)OC2C(C(C(OC2C3=C(C=C(C4=C3OC(=CC4=O)C5=CC=C(C=C5)O)O)O)CO)O)O)O)O)O

2.1.5 Isomeric SMILES

C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2C3=C(C=C(C4=C3OC(=CC4=O)C5=CC=C(C=C5)O)O)O)CO)O)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

UD7Y63I5X5

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Vitexin-2-o-rhamnoside

2.3.2 Depositor-Supplied Synonyms

1. Vitexin-2-o-rhamnoside

2. 64820-99-1

3. 2-o-rhamnosylvitexin

4. Vitexin 2''-rhamnoside

5. Vitexin-2''-rhamnoside

6. 2''-o-rhamnosylvitexin

7. Vitexin-2''-o-rhamnoside

8. Rhamnosylvitexin

9. 2''-rhamnosylvitexin

10. Ud7y63i5x5

11. Chebi:32298

12. Vitexin 2''-o-alpha-l-rhamnoside

13. Apigenin-8-c-glucoside-2'-rhamnoside

14. Vitexin-2"-o-rhamnoside

15. (1s)-1,5-anhydro-2-o-(6-deoxy-alpha-l-mannopyranosyl)-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4h-chromen-8-yl]-d-glucitol

16. (1s)-1,5-anhydro-2-o-(alpha-l-rhamnopyranosyl)-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4h-chromen-8-yl]-d-glucitol

17. Unii-ud7y63i5x5

18. Vitexin-2 Inverted Exclamation Marka-o-rhamnoside

19. Vitexin 2"-o-rhamnoside

20. Megxp0_001018

21. Schembl1954688

22. Chembl1685070

23. Acon1_001257

24. Dtxsid20215119

25. Hy-n0534

26. Zinc4654801

27. 2''-o-rhamnopyranosylvitexin

28. Mfcd29913069

29. S5460

30. Akos015897136

31. Ccg-270120

32. Ncgc00169526-01

33. 8-[(2s,3r,4s,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

34. 8-[(2s,3r,4s,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

35. As-57695

36. Vitexin 2-o-rhamnoside, Analytical Standard

37. Cs-0009067

38. Vitexin-2invertedexclamationmarka-o-rhamnoside

39. Brd-k00786504-001-01-8

40. Q27114859

41. Vitexin 2-o-rhamnoside, Primary Pharmaceutical Reference Standard

42. Vitexin-2''-o-rhamnoside (constituent Of Hawthorn Leaf With Flower) [dsc]

43. 8-((2s,3r,4s,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)tetrahydro-2h-pyran-2-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-chromen-4-one

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₃₀O₁₄
Molecular Weight	578.5 g/mol
XLogP3	-0.9
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	14
Rotatable Bond Count	5
Exact Mass	578.16355563 g/mol
Monoisotopic Mass	578.16355563 g/mol
Topological Polar Surface Area	236 Å²
Heavy Atom Count	41
Formal Charge	0
Complexity	954
Isotope Atom Count	0
Defined Atom Stereocenter Count	10
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1