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Ciceritol

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Ciceritol
Names
IUPAC name (1S,2R,3S,4R,5S,6S)-4-Methoxy-6-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-((((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)cyclohexane-1,2,3,5-tetraol
Other names α-D-galactpyranosyl-(1→6)-α-D-galactopyranosyl-(1→2)-4-O-methyl-chiro-inositol
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C19H34O16/c1-31-16-11(26)10(25)12(27)17(15(16)30)35-19-14(29)9(24)7(22)5(34-19)3-32-18-13(28)8(23)6(21)4(2-20)33-18/h4-30H,2-3H2,1H3/t4-,5-,6-,7-,8+,9+,10-,11+,12+,13-,14+,15+,16-,17+,18+,19-/m1/s1Key: ATDWJHOSZLOQDJ-MPNOHQOZSA-N
SMILES
  • COC1C(C(C(C(C1O)OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)O)O)O)O
Properties
Chemical formula C19H34O16
Molar mass 518.465 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Ciceritol is a cyclitol. It is a pinitol digalactoside that can be isolated from seeds of chickpea, lentil and white lupin.

References

  1. Bernabe, Manuel; Fenwick, Roger; Frias, Juana; Jimenez-Barbero, Jesus; Price, Keith; Valverde, Serafin; Vidal-Valverde, Concepcion (1993). "Determination, by NMR spectroscopy, of the structure of ciceritol, a pseudotrisaccharide isolated from lentils". Journal of Agricultural and Food Chemistry. 41 (6): 870–872. doi:10.1021/jf00030a005.
  2. Quemener, Bernard; Brillouet, Jean Marc (1983). "Ciceritol, a pinitol digalactoside from seeds of chickpea, lentil, and white lupine". Phytochemistry. 22 (8): 1745–1751. doi:10.1016/S0031-9422(00)80263-0.


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