ISX

(3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)piperidin-3-yl beta-D-glucopyranoside

Created: 2005-06-27
Last modified:  2020-07-17

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Chemical Details

Formal Charge0
Atom Count44
Chiral Atom Count8
Bond Count45
Aromatic Bond Count0
2D diagram of ISX

Chemical Component Summary

Name(3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)piperidin-3-yl beta-D-glucopyranoside
SynonymsGLUCOSE BETA-1,3-ISOFAGAMINE; (3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)piperidin-3-yl beta-D-glucoside; (3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)piperidin-3-yl D-glucoside; (3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)piperidin-3-yl glucoside
Systematic Name (OpenEye OEToolkits)(2R,3R,4S,5S,6R)-2-[(3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)piperidin-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
FormulaC12 H23 N O8
Molecular Weight309.313
TypeD-SACCHARIDE

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O(C1CNCC(CO)C1O)C2OC(C(O)C(O)C2O)CO
SMILESCACTVS3.341OC[CH]1CNC[CH](O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O)[CH]1O
SMILESOpenEye OEToolkits1.5.0C1C(C(C(CN1)OC2C(C(C(C(O2)CO)O)O)O)O)CO
Canonical SMILESCACTVS3.341 OC[C@H]1CNC[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O
Canonical SMILESOpenEye OEToolkits1.5.0 C1[C@@H]([C@H]([C@@H](CN1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)CO
InChIInChI1.03 InChI=1S/C12H23NO8/c14-3-5-1-13-2-6(8(5)16)20-12-11(19)10(18)9(17)7(4-15)21-12/h5-19H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-/m1/s1
InChIKeyInChI1.03 BEXVSXHKIARRKH-FYKVHUBJSA-N

Related Resource References

Resource NameReference
PubChem 4369540