Pluviatolide

Base Information

Chemical Name:Pluviatolide
CAS No.:28115-68-6
Molecular Formula:C20H20 O6
Molecular Weight:356.37
Hs Code.:
DSSTox Substance ID:DTXSID00950854
Nikkaji Number:J17.298G
Wikidata:Q27162877
Metabolomics Workbench ID:143422
ChEMBL ID:CHEMBL63962
Mol file:28115-68-6.mol

Synonyms:pluviatolide

Suppliers and Price of Pluviatolide

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

Cayman Chemical
Pluviatolide
1mg
$ 136.00

Cayman Chemical
Pluviatolide
5mg
$ 508.00

Arctom
Pluviatolide ≥98%
5mg
$ 464.00

AK Scientific
Pluviatolide
1mg
$ 268.00

Total 7 raw suppliers

Chemical Property of Pluviatolide

Chemical Property:

Vapor Pressure:1.43E-13mmHg at 25°C
Boiling Point:569.5°Cat760mmHg
Flash Point:205.4°C
PSA：74.22000
Density:1.337g/cm³
LogP:2.70390
XLogP3:3.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:356.12598835
Heavy Atom Count:26
Complexity:497

Purity/Quality:

≥95% by HPLC ^*data from raw suppliers

Pluviatolide ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC1=C(C=CC(=C1)CC2C(COC2=O)CC3=CC4=C(C=C3)OCO4)O
Isomeric SMILES:COC1=C(C=CC(=C1)C[C@@H]2[C@H](COC2=O)CC3=CC4=C(C=C3)OCO4)O
Description Pluviatolide is a lignan that has been found in B. chinense and has diverse biological activities, including antioxidant, enzyme inhibitory, and antispasmodic properties. It scavenges ABTS and 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals in cell-free assays (IC50s = 23.2 and 88.5 μM, respectively). Pluviatolide inhibits matrix metalloproteinase-7 (MMP-7) with an IC50 value of 260 μM. It decreases contractions induced by acetylcholine in isolated guinea pig ileum when used at concentrations of 30 and 100 μM.

Technology Process of Pluviatolide

There total 12 articles about Pluviatolide 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: 84.0%

: 158705-72-7
(3R,4R)-4-(1,3-Benzodioxol-5-ylmethyl)-3-<(4-(benzyloxy)-3-methoxyphenyl)methyl>dihydro-2(3H)-furanone

: 28115-68-6
(-)-Pluviatolide

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 16h; Ambient temperature;
DOI:10.1021/jo00099a033

Reference yield:

: 84755-36-2
2-(4-benzyloxy-3-methyoxybenzyl)-3-(3,4-methylenedioxybenzyl)-γ-butyrolactone

: 28115-68-6,84755-37-3
(+/-)-pluviatolide

Guidance literature:: With perchloric acid; hydrogen; palladium on activated charcoal; In ethyl acetate; for 3h; under 760 Torr; Ambient temperature;
DOI:10.1071/CH9822175

Reference yield:

: 120-57-0,30024-74-9
piperonal

: 28115-68-6
(-)-Pluviatolide

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / AlCl₃ / CH₂Cl₂ / 2 h

2: 1.) n-BuLi, 2.) TMEDA / 1.) THF, hexane, -20 deg C, 90 min; -80 deg C, 2 h, 2.) -20 deg C, 16 h

3: 62 percent / NiCl₂*6H₂O, NaBH₄, 2 N aq. KOH / tetrahydrofuran; methanol

4: 84 percent / H₂ / 5percent Pd/C / ethyl acetate / 16 h / Ambient temperature

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; aluminium trichloride; N,N,N,N,-tetramethylethylenediamine; hydrogen; nickel dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo00099a033