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Chemistry

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Also known as: 18829-70-4, Catechin l-form, (-)-catechol, (2s,3r)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol, Catechin, alpha, (2s,3r)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-chromene-3,5,7-triol
Molecular Formula
C15H14O6
Molecular Weight
290.27  g/mol
InChI Key
PFTAWBLQPZVEMU-HIFRSBDPSA-N
FDA UNII
FHB0GX3D44

(-)-Catechin
catechin is a natural product found in Smilax corbularia, Cinnamomum kotoense, and other organisms with data available.
1 2D Structure

(-)-Catechin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,3R)-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+/m1/s1
2.1.3 InChI Key
PFTAWBLQPZVEMU-HIFRSBDPSA-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
FHB0GX3D44
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 18829-70-4

2. Catechin L-form

3. (-)-catechol

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

5. Catechin, Alpha

6. (2s,3r)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-chromene-3,5,7-triol

7. Fhb0gx3d44

8. (2s,3r)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol

9. Chembl200715

10. Chebi:33992

11. Nsc81746

12. Nsc-81746

13. 7295-85-4

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

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

16. Ent-catechin

17. 2h-1-benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2s,3r)-

18. Cianidanol, (-)-

19. Unii-fhb0gx3d44

20. (-)-cianidanol

21. Einecs 242-611-7

22. Nsc 81746

23. (2s,3r)-catechin

24. L-catechin

25. L-catechol

26. (2s-trans)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol

27. Catechin L-form [mi]

28. Schembl166733

29. (2s,3r)-ent-catechin

30. Bcbcmap01_000008

31. Hy-n0898a

32. Dtxsid40172174

33. Zinc119985

34. (-)-(2s,3r)-catechin

35. Bdbm50236527

36. Mfcd00135997

37. Akos027446338

38. Cs-w016715

39. Smp1_000325

40. As-73252

41. (-)-trans-3,3',4',5,7-pentahydroxyflavane

42. E76537

43. (-)-catechin, >=97% (hplc), From Green Tea

44. J-012129

45. Q27115730

46. Ee68d890-72e6-4ba1-9ad2-038c19d48620

47. (2s,3r)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1h-benzopyran-3,5,7-triol

48. (+/-) Trans-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol

49. 1h-benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2s,3r)-

50. 2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol, (2s-trans)

51. (2s,3r)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-pyran-3,5,7-triol, 3,3',4',5,7-pentahydroxyflavan, (-)-cyanidanol-3

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

REF. STANDARDS & IMPURITIES

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