5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one

Base Information

Chemical Name:5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
CAS No.:23513-15-7
Molecular Formula:C21H34O4
Molecular Weight:350.499
Hs Code.:29145019
ChEMBL ID:CHEMBL3883497
Metabolomics Workbench ID:46134
Nikkaji Number:J1.097.935H
Wikidata:Q104912980
Mol file:23513-15-7.mol

Synonyms:5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one;(S)-[10]-Gingerol;107257-18-1;5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone;CHEMBL3883497;SCHEMBL4885722;CHEBI:175490;BDBM50210068;PD065143;FT-0686558;NS00097289;3-Tetradecanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-;5-hydroxy-1-(4-hydroxy-3-methoxy-phenyl)tetradecan-3-one

Suppliers and Price of 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one

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
10-Gingerol
20mg
$ 390.00

TRC
(+)-(S)-[10]-Gingerol
2.5mg
$ 220.00

TRC
(+)-(S)-[10]-Gingerol
1mg
$ 110.00

Sigma-Aldrich
[10]-Gingerol ≥95% (HPLC)
5mg
$ 250.00

Sigma-Aldrich
[10]-Gingerol ≥95% (HPLC)
10mg
$ 465.00

Sigma-Aldrich
[10]-Gingerol analytical standard
10mg
$ 579.00

Medical Isotopes, Inc.
10-Gingerol 98%
20 mg
$ 650.00

Matrix Scientific
5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
1g
$ 750.00

Matrix Scientific
5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
5g
$ 2250.00

JR MediChem
10-Gingerol 98%
20mg
$ 1200.00

Total 87 raw suppliers

Chemical Property of 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one

Chemical Property:

Appearance/Colour:Yellow-brown Fine Powder
Vapor Pressure:8.35E-11mmHg at 25°C
Melting Point:45 - 46 °C
Refractive Index:1.512
Boiling Point:499.7 °C at 760 mmHg
PKA:10.02±0.20(Predicted)
Flash Point:166.3 °C
PSA：66.76000
Density:1.037 g/cm³
LogP:4.79420
Storage Temp.:2-8°C
Solubility.:methanol: soluble5mg/mL, clear, colorless
XLogP3:5.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:14
Exact Mass:350.24570956
Heavy Atom Count:25
Complexity:345

Purity/Quality:

95%-98% ^*data from raw suppliers

10-Gingerol ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
Statements: 53
Safety Statements: 24/25

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCCCCCC(CC(=O)CCC1=CC(=C(C=C1)O)OC)O
Description 10-Gingerol is a phenol that has been found in Z. officinale and has diverse biological activities. It scavenges DPPH , superoxide, and hydroxyl radicals in cell-free assays (IC50s = 10.47, 1.68, and 1.35 μM, respectively) and inhibits oxidative burst induced by N-formyl-Met-Leu-Phe (fMLP; ) in isolated human polymorphonuclear (PMN) neutrophils when used at a concentration of 6 μM. 10-Gingerol inhibits NETosis and the production of reactive oxygen species (ROS) induced by LPS or lupus-relevant stimuli, including ribonucleoprotein-containing immune complexes and anti-phospholipid antibodies, in isolated human neutrophils. It is active against M. avium and M. tuberculosis (MICs = 25 and 50 μg/ml, respectively). 10-Gingerol (200 μM) is also cytotoxic to human MDA-MB-231 and MDA-MB-468 and murine 4T1 and EO771 mammary carcinoma cells.
Uses (+)-(S)-[10]-Gingerol has been observed to exhibit anti-oxidant behaviour towards lipids and is effective in suppressing obesity and adipose tissue inflammation.

Technology Process of 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one

There total 33 articles about 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one 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: 90.0%

: (S)-1-[3-Methoxy-4-(tetrahydro-pyran-2-yloxy)-phenyl]-5-(tetrahydro-pyran-2-yloxy)-tetradecan-3-one

: 23513-15-7
10-gingerol

Guidance literature:: With toluene-4-sulfonic acid; In ethanol; at 55 ℃; for 2h;
DOI:10.1021/jo00060a038

Reference yield: 90.0%

: (5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one

: 23513-15-7
10-gingerol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1002/hlca.201400393

Reference yield: 89.0%

: 1186501-42-7
(S,E)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradec-1-en-3-one

: 23513-15-7
10-gingerol

Guidance literature:: With palladium 10% on activated carbon; hydrogen; triethylamine; In ethyl acetate; for 4h;
DOI:10.1016/j.bmcl.2009.03.081