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1 See also  





2 References  





3 External links  














Sanguisorbic acid






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Sanguisorbic acid
Chemical structure of sanguisorbic acid
Names
Preferred IUPAC name

3-(5-Carboxy-2,3-dihydroxyphenoxy)-4,4′,5,5′,6,6′-hexahydroxy[1,1′-biphenyl]-2,2′-dicarboxylic acid

Identifiers

3D model (JSmol)

ChemSpider

PubChem CID

CompTox Dashboard (EPA)

  • InChI=1S/C21H14O15/c22-6-1-4(19(30)31)2-8(12(6)24)36-18-11(21(34)35)10(15(27)16(28)17(18)29)9-5(20(32)33)3-7(23)13(25)14(9)26/h1-3,22-29H,(H,30,31)(H,32,33)(H,34,35)

    Key: IGSQOFHPQLBLHF-UHFFFAOYSA-N

  • InChI=1/C21H14O15/c22-6-1-4(19(30)31)2-8(12(6)24)36-18-11(21(34)35)10(15(27)16(28)17(18)29)9-5(20(32)33)3-7(23)13(25)14(9)26/h1-3,22-29H,(H,30,31)(H,32,33)(H,34,35)

    Key: IGSQOFHPQLBLHF-UHFFFAOYAB

  • Oc2c(c(c(Oc1cc(cc(O)c1O)C(=O)O)c(O)c2O)C(=O)O)c3c(cc(O)c(O)c3O)C(=O)O

Properties

Chemical formula

C21H14O15
Molar mass 506.33 g/mol

Except where otherwise noted, 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 differences with its isomers, valoneic acid and nonahydroxytriphenic acid, are that the hydroxyl that links the hexahydroxydiphenoyl (HHDP) group to the galloyl group belongs to the galloyl group in valoneic acid, while in nonahydroxytriphenic acid, the hexahydroxydiphenic acid unit is linked by a C-C bond to gallic acid.

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[edit]

References[edit]

  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. Bibcode:2003PChem..63..905H. doi:10.1016/S0031-9422(03)00331-5. PMID 12895538.
  • ^ 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. doi:10.1248/cpb.41.1214. PMID 8374992.
  • External links[edit]

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  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Sanguisorbic_acid&oldid=1198038964"

    Categories: 
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