Cladinose

Last updated
Cladinose
Cladinose.png
Names
IUPAC name
2,6-Dideoxy-3-C-methyl-3-O-methyl-l-ribo-hexose [1]
Systematic IUPAC name
(4R,5S,6S)-4-Methoxy-4,6-dimethyl-tetrahydropyran-2,5-diol
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C8H16O4/c1-5-7(10)8(2,11-3)4-6(9)12-5/h5-7,9-10H,4H2,1-3H3/t5-,6?,7-,8+/m0/s1 X mark.svgN
    Key: YHVUVJYEERGYNU-SBEGJHHSSA-N X mark.svgN
  • InChI=1/C8H16O4/c1-5-7(10)8(2,11-3)4-6(9)12-5/h5-7,9-10H,4H2,1-3H3/t5-,6?,7-,8+/m0/s1
    Key: YHVUVJYEERGYNU-SBEGJHHSBA
  • C[C@H]1[C@@H]([C@](CC(O1)O)(C)OC)O
Properties
C8H16O4
Molar mass 176.21 g/mol
Density 1.156 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

Cladinose is a hexose deoxy sugar that in several antibiotics (such as erythromycin) is attached to the macrolide ring.

In ketolides, a relatively new class of antibiotics, the cladinose is replaced with a keto group.

Erythromycin A with cladinose visible at bottom Erythromycin A.svg
Erythromycin A with cladinose visible at bottom

References

This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.