Description
8-O-Acetylharpagide isolated from the roots of Scrophularia ningpoensis Hemsl. It has a biological activity on isolated smooth muscle preparations from guinea pig.
Synonyms
beta-D-Glucopyranoside, (1S,4aS,5R,7S,7aS)-7-(acetyloxy)-1,4a,5,6,7,7a-hexahydro-4a,5-dihydroxy-7-methylcyclopenta[c]pyran-1-yl;Harpagide 7-acetate;(1S,4aS,5R,7S,7aS)-1-(hexopyranosyloxy)-4a,5-dihydroxy-7-Methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7
IUPAC Name
[(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] acetate
Molecular Formula
C17H26O11
Canonical SMILES
CC(=O)OC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)C
InChI
InChI=1S/C17H26O11/c1-7(19)28-16(2)5-9(20)17(24)3-4-25-15(13(16)17)27-14-12(23)11(22)10(21)8(6-18)26-14/h3-4,8-15,18,20-24H,5-6H2,1-2H3/t8-,9-,10-,11+,12-,13-,14+,15+,16+,17-/m1/s1
Boiling Point
607.2±55.0°C (Predicted)
Application
anti-inflammatory activity; antibacteria and antiviral activities
Storage
Sealed in dry,Store in freezer, under -20°C
pKa
11.88±0.70(Predicted)
Uses
3-Acetylharpagide is an iridoid glycoside displaying antibacterial, antiinflammatory and antiviral effects.