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Chemistry

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Also known as: 35323-91-2, Ent-epicatechin, D-epicatechin, (+)-epicatechol, (2s,3s)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol, Epicatechin, (+)-
Molecular Formula
C15H14O6
Molecular Weight
290.27  g/mol
InChI Key
PFTAWBLQPZVEMU-ZFWWWQNUSA-N
FDA UNII
LD6B6TT8Q5

Epicatechin
(+)-epicatechin is a natural product found in Gambeya perpulchra, Pavetta owariensis, and other organisms with data available.
1 2D Structure

Epicatechin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
2.1.2 InChI
InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m0/s1
2.1.3 InChI Key
PFTAWBLQPZVEMU-ZFWWWQNUSA-N
2.1.4 Canonical SMILES
C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)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
2.2 Other Identifiers
2.2.1 UNII
LD6B6TT8Q5
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 35323-91-2

2. Ent-epicatechin

3. D-epicatechin

4. (+)-epicatechol

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

6. Epicatechin, (+)-

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

8. Ld6b6tt8q5

9. Chembl129482

10. Chebi:76125

11. (2s,3s)-3,3',4',5,7-pentahydroxyflavan

12. Cis-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol

13. (2s,3s)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol

14. 2h-1-benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2s-cis)-

15. Catechin C

16. (-) Epicatechine

17. Dexepicatechin

18. (2s,3s)-epicatechin

19. Epicatechin, D-

20. Unii-ld6b6tt8q5

21. Dexepicatechin [inn]

22. Schembl862089

23. (2s,3s)-(+)-epicatechin

24. Ethyl Dichlorophosphorylcarbamate

25. Hy-n0001a

26. Dtxsid401316979

27. Zinc119978

28. Bdbm50135167

29. (+)-3 3' 4' 5 7-pentahydroxyflavan

30. (+)-cis-3,3',4',5,7-pentahydroxyflavan

31. Cs-0204063

32. N2101

33. C09728

34. (2s,3s)-3',4',5,7-tetrahydroxyflavan-3-ol

35. 99182e3e-bccb-48bb-89bf-7ddc933d48ff

36. Q27145771

37. (2s,3s)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol

38. (2s,3s)-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol

39. (2s-cis)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 290.27 g/mol
Molecular Formula C15H14O6
XLogP30.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Exact Mass290.07903816 g/mol
Monoisotopic Mass290.07903816 g/mol
Topological Polar Surface Area110 Ų
Heavy Atom Count21
Formal Charge0
Complexity364
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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