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Chebulinic acid

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Chebulinic acid
File:Chebulinic acid.PNG
Names
Other names
1,3,6-Tri-O-galloyl-2,4-chebuloyl-β-D-glucopyranoside[1]
Identifiers
3D model (JSmol)
ChEMBL
  • InChI=1S/C41H32O27/c42-15-1-10(2-16(43)26(15)51)35(56)62-9-22-31-33(66-36(57)11-3-17(44)27(52)18(45)4-11)34(41(63-22)68-37(58)12-5-19(46)28(53)20(47)6-12)67-38(59)13-7-21(48)29(54)32-25(13)24(30(55)40(61)65-32)14(8-23(49)50)39(60)64-31/h1-7,14,22,24,30-31,33-34,41-48,51-55H,8-9H2,(H,49, 50)/t14-,22+,24-,30-,31+,33-,34+,41-/m0/s1
    Key: YGVHOSGNOYKRIH-FJPMMHPYSA-N
  • C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C3C(C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5C(C(C(=O)O3)CC(=O)O)C(C(=O)O6)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
Properties
C41H32O27
Molar mass 956.67 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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Chebulinic acid is an ellagitannin found in the seeds of Euphoria longana, in the fruits of Terminalia chebula[2] or in the leaves of T. macroptera.

References

  1. ^ The structural and conformational analyses and antioxidant activities of chebulinic acid and its thrice-hydrolyzed derivative, 2,4-chebuloyl-β-D-glucopyranoside, isolated from the fruit of Terminalia chebula. Karel D. Klika, Ammar Saleem, Jari Sinkkonen, Marja Kähkönen, Jyrki Loponen, Petri Tähtinen and Kalevi Pihlaja, ARKIVOC 2004 (vii) 83-105
  2. ^ Preparative isolation of hydrolysable tannins chebulagic acid and chebulinic acid from Terminalia chebula by high-speed counter-current chromatography. Quanbin Han, Jingzheng Song, Chunfeng Qiao, Lina Wong and Hongxi Xu, J. Sep. Sci. 2006, 29, pp. 1653–1657, doi:10.1002/jssc.20060008

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