Gallagic acid

Gallagic acid
Chemical structure of gallagic acid
Names
Preferred IUPAC name
2,2′-(1,2,6,7-Tetrahydroxy-4,9-dioxo-4,9-dihydro-[1]benzopyrano[5,4,3-cde][1]benzopyran-3,8-diyl)bis(3,4,5-trihydroxybenzoic acid)
Identifiers
CAS Number
  • 65995-62-2 checkY
3D model (JSmol)
  • Interactive image
PubChem CID
  • 14754405
UNII
  • TSN85LPS4R checkY
CompTox Dashboard (EPA)
  • DTXSID80563643 Edit this at Wikidata
InChI
  • InChI=1S/C28H14O18/c29-5-1-3(25(39)40)7(17(33)15(5)31)9-13-11-12-14(28(44)46-23(11)21(37)19(9)35)10(20(36)22(38)24(12)45-27(13)43)8-4(26(41)42)2-6(30)16(32)18(8)34/h1-2,29-38H,(H,39,40)(H,41,42)
    Key: ZASJRRFAYSNSHU-UHFFFAOYSA-N
  • Oc4c6c1c(c5c(=O)o6)c(oc(=O)c1c(c4O)-c(c(O)c2O)c(C(O)=O)cc2O)c(O)c(O)c5-c3c(C(O)=O)cc(O)c(O)c3O
Properties
Chemical formula
 C28H14O18
Molar mass 638.39 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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Infobox references
Chemical compound

Gallagic acid is a polyphenolic chemical compound that can be found in the ellagitannins, a type of tannin, found in Punica granatum (pomegranate).[1] It is a building block of the corresponding tannin punicalagin, punicalin, punicacortein C and 2-O-galloyl-punicalin.

See also

  • Gallagic acid dilactone (a.k.a. gallagyldilactone or terminalin)

References

  1. ^ Antioxidant, antimalarial and antimicrobial activities of tannin-rich fractions, ellagitannins and phenolic acids from Punica granatum L. Reddy Muntha K., Gupta Sashi K., Jacob Melissa R., Khan Shabana I. and Ferreira Daneel, Planta medica, 2007, vol. 73, no5, pp. 461-467, INIST 18773247
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Types of ellagitannins
Moieties
  • Diphenolic acid : Hexahydroxydiphenic acid (HHDP)
  • Triphenolic acids : Nonahydroxytriphenic acid
  • Sanguisorbic acid
  • Valoneic acid
  • Tetraphenolic acids : Isoterchebulic acid
  • Terchebulinic acid
Lactones
Monomers
C-glycosidic ellagitannins
Dehydroellagitannins (molecules with
dehydrohexahydroxydiphenic acid (DHHDP)
Transformed ellagitannins
molecules with chebulic acid
molecules with Elaeocarpusinic acid
  • Elaeocarpusin
  • Helioscopin B
  • Mallojaponin (1-O-Galloyl-2,4-elaeocarpusinoyl-3,6-(R)-valoneayl-beta-D-glucose)
Oligomers
Dimers
Agrimoniin
Cornusiin E (dimer of tellimagrandin II)
Lambertianin A and B
Nobotanin B
Roburin A, B, C and D
Sanguiin H-6
Trimers
Lambertianin C
Raspberry ellagitannin
Tetramers
Lambertianin D
Nobotanin S
Pentamer
Melastoflorin A
Other
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