Catalog Number
ANC00035
Product Name
Gardenoside
Structure
Gardenoside
CAS Number
24512-62-7
IUPAC Name
methyl (1R,4aR,7S,7aR)-7-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate
Synonyms
(1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,7,7aα-tetrahydro-7α-hydroxy-7-Hydr
oxymethylcyclopenta[c]pyran-4-carboxylicacidmethylester
Molecular Formula
C17H24O11
Molecular Weight
404.37
Appearance
Powder
Purity
>95%
Density
1.61±0.1g/cm3 (Predicted)
Melting Point
118~120°C
Boiling Point
672.8±55.0°C (Predicted)
Description
Gardenoside is a natural compound extracted from the fruits of Gardenia Gardenia with hepatoprotective effects. Gardenoside inhibited the activation of TNF-α, IL-1β, IL-6 and NFκB. Gardenoside also inhibits cell steatosis induced by free fatty acids (FFA). Gardenoside alleviates pain in rats with chronic compression injury by modulating the P2X3 and P2X7 receptors.
SMILES
COC(=O)C1=CO[C@@H]([C@@H]2[C@H]1C=C[C@]2(CO)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI
InChI=1S/C17H24O11/c1-25-14(23)8-5-26-15(10-7(8)2-3-17(10,24)6-19)28-16-13(22)12(21)11(20)9(4-18)27-16/h2-3,5,7,9-13,15-16,18-22,24H,4,6H2,1H3/t7-,9+,10-,11+,12-,13+,15+,16-,17+/m0/s1
InChI Key
XJMPAUZQVRGFRE-ZYEJEXACSA-N
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