Cynaropicrin

Base Information

Chemical Name:Cynaropicrin
CAS No.:35730-78-0
Molecular Formula:C₁₉H₂₂O₆
Molecular Weight:346.38
Hs Code.:
European Community (EC) Number:689-765-5
UNII:M9233789I9
DSSTox Substance ID:DTXSID20957143
Nikkaji Number:J17.402E
Wikipedia:Cynaropicrin
Wikidata:Q15410905
ChEMBL ID:CHEMBL374146
Mol file:35730-78-0.mol

Synonyms:cynaropicrin

Suppliers and Price of Cynaropicrin

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Cynaropicrin
10mg
$ 490.00

TRC
Cynaropicrin
5mg
$ 290.00

ChemScene
Cynaropicrin 97.40%
10mg
$ 600.00

ChemScene
Cynaropicrin 97.40%
5mg
$ 420.00

Cayman Chemical
Cynaropicrin ≥98%
5mg
$ 293.00

Cayman Chemical
Cynaropicrin ≥98%
1mg
$ 65.00

Biosynth Carbosynth
Cynaropicrin - Cynara cardunculus (artichoke)
100 mg
$ 550.00

Biosynth Carbosynth
Cynaropicrin - Cynara cardunculus (artichoke)
50 mg
$ 340.00

Biosynth Carbosynth
Cynaropicrin - Cynara cardunculus (artichoke)
10 mg
$ 125.00

Biosynth Carbosynth
Cynaropicrin - Cynara cardunculus (artichoke)
5 mg
$ 75.00

Total 53 raw suppliers

Chemical Property of Cynaropicrin

Chemical Property:

Refractive Index:1.571
Boiling Point:566.2 °C at 760 mmHg
PKA:13.52±0.10(Predicted)
Flash Point:203.8 °C
PSA：93.06000
Density:1.28 g/cm³
LogP:1.05760
XLogP3:0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:346.14163842
Heavy Atom Count:25
Complexity:690

Purity/Quality:

98% ^*data from raw suppliers

Cynaropicrin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C=C1CC(C2C(C3C1CC(C3=C)O)OC(=O)C2=C)OC(=O)C(=C)CO
Isomeric SMILES:C=C1C[C@@H]([C@@H]2[C@@H]([C@@H]3[C@H]1C[C@@H](C3=C)O)OC(=O)C2=C)OC(=O)C(=C)CO
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.

Technology Process of Cynaropicrin

There total 26 articles about Cynaropicrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

: (3aR,4S,6aR,8S,9aR,9bR)-8-((tert-butyldimethylsilyl)oxy)-3,6,9-trimethylene-2-oxododecahydroazuleno[4,5-b]furan-4-yl 2-(((triisopropylsilyl)oxy)methyl)acrylate

: 35932-39-9,35730-78-0
cynaporicrin

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.bmcl.2015.10.065

Reference yield: 23.0%

: (3aR,4S,6aR,8S,9aR,9bR)-8-(methoxymethoxy)-3,6,9-trimethylene-2-oxododecahydroazuleno[4,5-b]furan-4-yl 2-(((triisopropylsilyl)oxy)methyl)acrylate

: 35932-39-9,35730-78-0
cynaporicrin

Guidance literature:: With pyridinium p-toluenesulfonate; In tert-butyl alcohol; for 44h; Inert atmosphere; Reflux;
DOI:10.1016/j.bmcl.2015.10.065

Reference yield:

: C₂₇H₃₀O₇

: 35932-39-9,35730-78-0
cynaporicrin

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In aq. phosphate buffer; dichloromethane; at 0 ℃; for 4h; pH=7;
DOI:10.1039/d1ob00657f