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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 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 Formula	C₁₅H₁₄O₆
Molecular Weight	290.27 g/mol
XLogP3	0.4
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	1
Exact Mass	290.07903816 g/mol
Monoisotopic Mass	290.07903816 g/mol
Topological Polar Surface Area	110 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	364
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1