Punicalin

Chemical compound From Wikipedia, the free encyclopedia

Punicalin is an ellagitannin. It can be found in Punica granatum (pomegranate)[1] or in the leaves of Terminalia catappa, a plant used to treat dermatitis and hepatitis.[2][3] It is also reported in Combretum glutinosum, all three species being Myrtales, the two last being Combretaceae.

Quick facts Names, Identifiers ...
Punicalin
Chemical structure of punicalin
Chemical structure of punicalin
Names
Other names
4,6-(S,S)-Gallagyl-D-glucose
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C34H22O22/c35-6-1-4-9(19(39)17(6)37)11-15-13-14-16(33(50)56-28(13)23(43)21(11)41)12(22(42)24(44)29(14)55-32(15)49)10-5(2-7(36)18(38)20(10)40)31(48)54-27-8(3-52-30(4)47)53-34(51)26(46)25(27)45/h1-2,8,25-27,34-46,51H,3H2/t8-,25-,26-,27-,34?/m1/s1
    Key: IQHIEHIKNWLKFB-OBOTWMKHSA-N
  • InChI=1/C34H22O22/c35-6-1-4-9(19(39)17(6)37)11-15-13-14-16(33(50)56-28(13)23(43)21(11)41)12(22(42)24(44)29(14)55-32(15)49)10-5(2-7(36)18(38)20(10)40)31(48)54-27-8(3-52-30(4)47)53-34(51)26(46)25(27)45/h1-2,8,25-27,34-46,51H,3H2/t8-,25-,26-,27-,34?/m1/s1
    Key: IQHIEHIKNWLKFB-OBOTWMKHBV
  • c1c2c(c(c(c1O)O)O)-c3c4c5c6c(c(c(c(c6oc4=O)O)O)-c7c(cc(c(c7O)O)O)C(=O)O[C@@H]8[C@@H](COC2=O)OC([C@@H]([C@H]8O)O)O)c(=O)oc5c(c3O)O
Properties
C34H22O22
Molar mass 782.52 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It is a highly active carbonic anhydrase inhibitor.[4]

Chemistry

The molecule contains a gallagic acid component linked to a glucose.

References

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