Sanguisorbic acid

Sanguisorbic acid
Names
	IUPAC name 3-(5-Carboxy-2,3-dihydroxyphenoxy)-4,4’,5,5’,6,6’-hexahydroxy-2,2’-biphenyldicarboxylic acid
Identifiers
3D model (JSmol)	Interactive image;
ChemSpider	28190826;
PubChem CID	12444662;
CompTox Dashboard (EPA)	DTXSID801030309 ;
	InChI 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;
	SMILES 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.

External links

^ 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.
^ 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.