Synonyms: | Aucubin(6CI,7CI,8CI);b-D-Glucopyranoside,1,4a,5,7a-tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl, [1S-(1a,4aa,5a,7aa)]-;Aucubine;Aucubosid;Aucuboside;Rhimantin; |
InChI: | InChI=1S/C15H22O9/c16-4-6-3-8(18)7-1-2-22-14(10(6)7)24-15-13(21)12(20)11(19)9(5-17)23-15/h1-3,7-21H,4-5H2/t7-,8+,9+,10+,11+,12-,13+,14-,15-/m0/s1 |
Specification: |
Aucubin (479-98-1) also can be called Aucuboside ; [1S-(1a,4aa,5a,7a)]-1,4a,5,7a-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl-b-D-glucopyranoside ; (2S,3R,4S,5S,6R)-2-{[(1S,4aR,5S,7aS)-5-Hydroxy-7-(hydroxyméthyl)-1,4a,5,7a-tétrahydrocyclopenta[c]pyran-1-yl]oxy}-6-(hydroxyméthyl)tétrahydro-2H-pyran-3,4,5-triol ; bêta-D-Glucopyranoside de (1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxyméthyl)-1,4a,5,7a-tétrahydrocyclopenta[c]pyran-1-yle .
Iridoids are commonly found in plants and function as defensive compounds.Irioids decrease the growth rates of many generalist herbivores.Iridoids can consist of ten, nine, or rarely eight carbons in which C11 is more frequently missing than C10. Aucubin (479-98-1), an iridoid glycoside, is found in the leaves of Eucommia ulmoides (Eucommiaceae), Aucuba japonica (Cornaceae), and Plantago asiatic (Plantaginaceae), etc, and has an O-linked glucose moiety.It is a monoterpenoid based compound.Like all iridoids, it has a cyclopentan-[C]-pyran skeleton. Aucubin has 10 carbons with the C11 carbon missing. The stereochemical configurations at C5 and C9 lead to cis fused rings, which are common to all iridoids containing carbocylclic- or seco-skeleton in non-rearranged form.
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