Punicalin

Punicalin
	Chemical structure of punicalinChemical structure of punicalin
Names
	Other names 4,6-(S,S)-Gallagyl-D-glucose
Identifiers
CAS Number	65995-64-4[1];
3D model (JSmol)	Interactive image;
ChemSpider	28428695;
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PubChem CID	5388496;
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	InChI 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;
	SMILES 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
Chemical formula	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). Infobox references

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.

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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[1]

[2]

[3]

[4]

v t e Types of pomegranate ellagitannins
Aglycones	Ellagic acid Gallagic acid Gallic acid Hexahydroxydiphenic acid
Sugars	Glucose Gluconic acid
Examples	Casuarinin Gallagyldilactone Granatin A and B Pedunculagin Punicacortein A, B, C and D 5-O-galloylpunicacortein D Punicafolin Punigluconin Punicalagin 1-alpha-O-Galloylpunicalagin Punicalin 2-O-galloyl-punicalin Strictinin
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Names
Chemical structure of punicalin Chemical structure of punicalin
Other names 4,6-(S,S)-Gallagyl-D-glucose
Identifiers
CAS Number	65995-64-4[1]
3D model (JSmol)	Interactive image
ChemSpider	28428695
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
PubChem CID	5388496
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
InChI 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
SMILES 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
Chemical formula	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). Infobox references

Punicalin

Chemistry

References

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