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Chemistry

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Also known as: 3371-27-5, (2s,3r)-2-(3,4,5-trihydroxyphenyl)chroman-3,5,7-triol, (2s,3r)-gallocatechin, Ent-gallocatechin, Chebi:71225, (2s,3r)-2-(3,4,5-trihydroxyphenyl)chromane-3,5,7-triol
Molecular Formula
C15H14O7
Molecular Weight
306.27  g/mol
InChI Key
XMOCLSLCDHWDHP-DOMZBBRYSA-N

(-)-Gallocatechin
(-)-gallocatechin is a natural product found in Senegalia catechu, Ziziphus mauritiana, and other organisms with data available.
1 2D Structure

(-)-Gallocatechin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
2.1.2 InChI
InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m1/s1
2.1.3 InChI Key
XMOCLSLCDHWDHP-DOMZBBRYSA-N
2.1.4 Canonical SMILES
C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)O
2.1.5 Isomeric SMILES
C1[C@H]([C@@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)O
2.2 Synonyms
2.2.1 Depositor-Supplied Synonyms

1. 3371-27-5

2. (2s,3r)-2-(3,4,5-trihydroxyphenyl)chroman-3,5,7-triol

3. (2s,3r)-gallocatechin

4. Ent-gallocatechin

5. Chebi:71225

6. (2s,3r)-2-(3,4,5-trihydroxyphenyl)chromane-3,5,7-triol

7. (2s,3r)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2h-chromene-3,5,7-triol

8. (2s,3r)-flavan-3,3',4',5,5',7-hexol

9. (2s,3r)-flavan-3,5,7,3',4',5'-hexol

10. (2s,3r)-2-(3,4,5-trihydroxyphenyl)-chroman-3,5,7-triol

11. (2s,3r)-(-)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2h-chromene-3,5,7-triol

12. (2s,3r)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-1(2h)-benzopyran-3,5,7-triol

13. L-gallocatechin

14. 4-gallocatechol

15. (-)-gallocatechol

16. Mfcd01632616

17. Gallocatechin (gc)

18. Chembl264167

19. Schembl1742127

20. Dtxsid10432358

21. Hy-n0521

22. Zinc3870337

23. (?)-gc

24. Bdbm50373220

25. Akos015902103

26. (-)-gallocatechin, Analytical Standard

27. (-)-gallocatechin, >=98% (hplc)

28. Ac-34046

29. As-69567

30. Cs-0009058

31. N1872

32. 371g275

33. J-500978

34. Q-100410

35. Q27139455

36. (2r,3s)-2-(3,4,5-trihydroxy-phenyl)chroman-3,5,7-triol

37. (2s,3r)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol

2.3 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 306.27 g/mol
Molecular Formula C15H14O7
XLogP30
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Exact Mass306.07395278 g/mol
Monoisotopic Mass306.07395278 g/mol
Topological Polar Surface Area131 Ų
Heavy Atom Count22
Formal Charge0
Complexity380
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

REF. STANDARDS & IMPURITIES

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