cynaropicrin

cynaropicrin Structure
CAS No.
35730-78-0
Chemical Name:
cynaropicrin
Synonyms
Cynaropikrin;cynaropicrin;CYNAROPICRIN(SH);Cynaropicrin - Cynara cardunculus (artichoke);2-Hydroxymethylpropenoic acid (3aR,4S,6aβ,9aβ,9bα)-dodecahydro-8α-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno[4,5-b]furan-4-yl ester;2-Propenoic acid, 2-(hydroxymethyl)-, (3aR,4S,6aR,8S,9aR,9bR)-dodecahydro-8-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno[4,5-b]furan-4-yl ester;(3aR,4S,6aR,8S,9aR,9bS)-8-hydroxy-3,6,9-trimethylene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl]2-(hydroxymethyl)prop-2-enoate;2-methylolacrylic acid [(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-2-keto-3,6,9-trimethylene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] ester;[(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate
CBNumber:
CB41398432
Molecular Formula:
C19H22O6
Molecular Weight:
346.37
MOL File:
35730-78-0.mol
Modify Date:
2024/7/2 8:55:07

cynaropicrin Properties

Boiling point 566.2±50.0 °C(Predicted)
Density 1.28±0.1 g/cm3 (20 ºC 760 Torr)
storage temp. -20°C, protect from light
solubility DMSO:50.0(Max Conc. mg/mL);144.35(Max Conc. mM)
pka 13.52±0.10(Predicted)
form Oil
color Off-white to light yellow
LogP 1.340 (est)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P261-P272-P280-P333+P313-P362+P364-P501
NFPA 704
3
2 0

cynaropicrin Chemical Properties,Uses,Production

Uses

Cynaropicrin can inhibit lipopolysaccharide-induced TNF-α release from either murine or human macrophage cells in a dose-dependent manner with the IC50 values of 8.24 and 3.18 μM, respectively. It can also inhibit the increase of cartilage degradation factor (MMP13) and suppresses NF-κB signaling.

cynaropicrin Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Hydroxymethylpropenoic acid (3aR,4S,6aβ,9aβ,9bα)-dodecahydro-8α-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno[4,5-b]furan-4-yl ester Cynaropikrin [(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate 2-methylolacrylic acid [(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-2-keto-3,6,9-trimethylene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] ester CYNAROPICRIN(SH) cynaropicrin Cynaropicrin - Cynara cardunculus (artichoke) 2-Propenoic acid, 2-(hydroxymethyl)-, (3aR,4S,6aR,8S,9aR,9bR)-dodecahydro-8-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno[4,5-b]furan-4-yl ester (3aR,4S,6aR,8S,9aR,9bS)-8-hydroxy-3,6,9-trimethylene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl]2-(hydroxymethyl)prop-2-enoate 35730-78-0