Gardenoside

For Research Use Only.
Category
Iridoid derivatives
Cat.No.
NP3735
CAS
24512-62-7
Product Name
Gardenoside
Structure

Product Details

Description
Gardenoside is an iridoid compound found in the fruits of Gardenia jasminoides Ellis. Gardenoside exhibits anti-inflammatory, laxative, cholagogic and analgesic activities. It was shown to be effective toward HCl/ethanol induced gastric injury in mice and prevents cellular steatosis.
Synonyms
(1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,7,7aα-tetrahydro-7α-hydroxy-7-Hydroxymethylcyclopenta[c]pyran-4-carboxylic acid methyl ester
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
Molecular Weight
404.37
Molecular Formula
C17H24O11
Canonical SMILES
COC(=O)C1=COC(C2C1C=CC2(CO)O)OC3C(C(C(C(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
InChIKey
XJMPAUZQVRGFRE-ZYEJEXACSA-N
Boiling Point
672.8±55.0°C (Predicted)
Melting Point
118~120°C
Purity
>95%
Density
1.61±0.1 g/cm3(Predicted)
Solubility
DMSO (Slightly), Methanol (Slightly)
Appearance
Powder
Storage
Hygroscopic, -20°C Freezer, Under inert atmosphere
Definition
ChEBI: A cyclopentapyran that is 7-deoxyloganin with a methyl and hydrogen replaced by hydroxy and hydroxymethyl groups at position 7.
pKa
12.28±0.60(Predicted)
Stability
Hygroscopic
Uses
Gardenoside is a plant extract used in traditional chinese medicine as a component of an anti-viral medicine. Component of Zhi-zi-chi decoction used as an anti-depression medication.
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