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ACTIVE PHARMA INGREDIENTS

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Also known as: Eriodictioside, 13463-28-0, Eriodictyol-7-o-rutinoside, Eriodictyol 7-o-rutinoside, Chebi:28709, Eriodictyol 7-rutinoside

Molecular Formula

C₂₇H₃₂O₁₅

Molecular Weight

596.5 g/mol

InChI Key

OMQADRGFMLGFJF-MNPJBKLOSA-N

FDA UNII

AS293HR5XQ

eriocitrin is a natural product found in Cyclopia subternata, Citrus latipes, and other organisms with data available.

1 2D Structure

Eriocitrin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

2.1.2 InChI

InChI=1S/C27H32O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-6,9,16,18,20-30,32-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1

2.1.3 InChI Key

OMQADRGFMLGFJF-MNPJBKLOSA-N

2.1.4 Canonical SMILES

CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O

2.1.5 Isomeric SMILES

C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

AS293HR5XQ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Eriodictyol 7-o-beta-rutinoside

2.3.2 Depositor-Supplied Synonyms

1. Eriodictioside

2. 13463-28-0

3. Eriodictyol-7-o-rutinoside

4. Eriodictyol 7-o-rutinoside

5. Chebi:28709

6. Eriodictyol 7-rutinoside

7. As293hr5xq

8. (2s)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2h-chromen-7-yl 6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranoside

9. Unii-as293hr5xq

10. Eriodictyol 7-o-beta-rutinoside

11. Einecs 236-668-7

12. Eriodictyol Glycoside

13. Eriocitrin [who-dd]

14. Schembl750974

15. Eriocitrin, Analytical Standard

16. Chembl2165586

17. Dtxsid60864408

18. Eriocitrin, >=98.0% (hplc)

19. Ex-a6774

20. Hy-n0636

21. Zinc8234294

22. Bdbm50462417

23. Mfcd28016053

24. S9211

25. Akos030573687

26. Ccg-208387

27. Ncgc00163549-01

28. (2s)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

29. (s)-7-((6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-4h-benzopyran-4-one

30. 4h-1-benzopyran-4-one, 7-((6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-, (s)-

31. As-75208

32. Cs-0009665

33. C09732

34. A910366

35. Sr-05000002278

36. Eriocitrin, Primary Pharmaceutical Reference Standard

37. Sr-05000002278-2

38. Q13567664

39. Glucopyranoside, Eriodictyol-7 6-o-(6-deoxy-alpha-l-mannopyranosyl)-, Beta-d-

40. (2s)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxymethyl]oxan-2-yl]oxy-chroman-4-one

41. (2s)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3,4-dihydro-2h-1-benzopyran-4-one

42. (s)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-((((2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)methyl)tetrahydro-2h-pyran-2-yl)oxy)chroman-4-one

43. (s)-3',4',5,7-tetrahydroxyflavanone-7-[6-o-(alpha-l-rhamnopyranosyl)-beta-d-glucopyranoside]

44. 4h-1-benzopyran-4-one, 7-[[6-o-(6-deoxy-.alpha.-l-mannopyranosyl)-.beta.-d-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-, (2s)-

45. 4h-1-benzopyran-4-one,7-[[6-o-(6-deoxy-a-l-mannopyranosyl)-b-d-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-, (2s)-

46. Flavanone, 3',4',5,7-tetrahydroxy-, 7-(6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranoside)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₃₂O₁₅
Molecular Weight	596.5 g/mol
XLogP3	-1.4
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	6
Exact Mass	596.17412031 g/mol
Monoisotopic Mass	596.17412031 g/mol
Topological Polar Surface Area	245 Å²
Heavy Atom Count	42
Formal Charge	0
Complexity	924
Isotope Atom Count	0
Defined Atom Stereocenter Count	11
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1