Granatin B
Chemical structure of granatin B
Identifiers
3D model (JSmol)
  • Key: FFNTWLBZRJZJEJ-PYGBXMOSSA-N
  • InChI=1S/C41H28O27/c42-13-1-8(2-14(43)24(13)48)34(54)67-39-33-32-30(64-37(57)11-5-17(46)27(51)31-22(11)23-12(38(58)66-33)6-19(47)40(59,60)41(23,61)68-31)18(63-39)7-62-35(55)9-3-15(44)25(49)28(52)20(9)21-10(36(56)65-32)4-16(45)26(50)29(21)53/h1-6,18,23,30,32-33,39,42-46,48-53,59-61H,7H2/t18-,23?,30-,32+,33-,39+,41?/m1/s1
  • C1[C@@H]2[C@@H]3[C@@H]([C@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=O)C(C6(C5C7=C(O6)C(=C(C=C7C(=O)O3)O)O)O)(O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)O
Properties
C41H28O27
Molar mass 952.648 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Granatin B is an ellagitannin found in the fruit of Punica granatum (pomegranate).[2][3] It is a molecule having an enantiomeric dehydrohexahydroxydiphenoyl group.[4]

It is a highly active carbonic anhydrase inhibitor.[2]

References

  1. ^ www.chemicalbook.com
  2. ^ a b Satomi, H.; Umemura, K.; Ueno, A.; Hatano, T.; Okuda, T.; Noro, T. (1993). "Carbonic anhydrase inhibitors from the pericarps of Punica granatum L". Biological & Pharmaceutical Bulletin. 16 (8): 787–790. doi:10.1248/bpb.16.787. PMID 8220326.
  3. ^ Steinmetz, W. E. (2010). "NMR assignment and characterization of proton exchange of the ellagitannin granatin B". Magnetic Resonance in Chemistry. 48 (7): 565–570. doi:10.1002/mrc.2615. PMID 20535776. S2CID 19592324.
  4. ^ Okuda, T.; Hatano, T.; Nitta, H.; Fujii, R. (1980). "Hydrolysable tannins having enantiomeric dehydrohexahydroxydiphenoyl group: Revised structure of terchebin and structure of granatin B". Tetrahedron Letters. 21 (45): 4361. doi:10.1016/S0040-4039(00)77858-0.


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