Sanguisorbic acid

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Sanguisorbic acid
IUPAC name

3-(5-Carboxy-2,3-dihydroxyphenoxy)-4,4’,5,5’,6,6’-hexahydroxy-2,2’-biphenyldicarboxylic acid

Identifiers
PubChem 12444662
ChemSpider 71308268
Jmol-3D images Image 1
Properties
Molecular formula C21H14O15
Molar mass 506.33 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Sanguisorbic acid is a constituent of some ellagitannins. It is constituted by a hexahydroxydiphenic acid unit linked by an O-C bond to a gallic acid. The difference with its isomer valoneic acid is that the hydroxyl that links the hexahydroxydiphenoyl (HHDP) group to the galloyl group belongs to the galloyl group.

comparison of structures of valoneic and sanguisorbic acids

It is found in 2,3-O-hexahydroxydiphenoyl-4,6-O-sanguisorboyl-(α/β)-glucose, an ellagitannin found in Rubus sanctus.[1] It is also found in lambertianin A, B, C and D, all ellagitannins found in Rubus lambertianus.[2]

See also

External links

References

  1. ↑ Hussein, Sahar A.M; Ayoub, Nahla A; Nawwar, Mahmoud A.M (2003). "Caffeoyl sugar esters and an ellagitannin from Rubus sanctus". Phytochemistry 63 (8): 905–11. doi:10.1016/S0031-9422(03)00331-5. PMID 12895538. 
  2. ↑ Tanaka, T; Tachibana, H; Nonaka, G; Nishioka, I; Hsu, FL; Kohda, H; Tanaka, O (1993). "Tannins and related compounds. CXXII. New dimeric, trimeric and tetrameric ellagitannins, lambertianins A-D, from Rubus lambertianus Seringe". Chemical & pharmaceutical bulletin 41 (7): 1214–20. PMID 8374992. 
Types of ellagitannins
Aglycones
Lactones
Monomers
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
Sanguiin H-6
Trimers
Lambertianin C
Raspberry ellagitannin
Tetramers
Lambertianin D
Nobotanin S
Pentamer
Melastoflorin A
Other
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