Neuroprotectin D1

Base Information

Chemical Name:Neuroprotectin D1
CAS No.:660430-03-5
Molecular Formula:C₂₂H₃₂O₄
Molecular Weight:360.494
Hs Code.:
UNII:P3FX063KLI
ChEMBL ID:CHEMBL3234407
DSSTox Substance ID:DTXSID101031663
Metabolomics Workbench ID:3035
Nikkaji Number:J2.417.900A
Wikidata:Q18345077
Wikipedia:Protectin_D1

Synonyms:10R,17S-dihydroxy-docosa-4Z,7Z,11E,13E,15Z,19Z-hexaenoic acid;neuroprotectin D1;protectin D1

Suppliers and Price of Neuroprotectin D1

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
Protectin D1 ≥98%
100μg
$ 743.00

Cayman Chemical
Protectin D1 ≥98%
50μg
$ 421.00

Cayman Chemical
Protectin D1 ≥98%
25μg
$ 223.00

Cayman Chemical
Protectin D1 ≥98%
10μg
$ 99.00

Total 2 raw suppliers

Chemical Property of Neuroprotectin D1

Chemical Property:

Boiling Point:559.4±50.0 °C(Predicted)
PSA：77.76000
Density:1.048±0.06 g/cm3(Predicted)
LogP:4.49050
XLogP3:4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:14
Exact Mass:360.23005950
Heavy Atom Count:26
Complexity:524

Purity/Quality:

99% ^*data from raw suppliers

Protectin D1 ≥98% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC=CCC(C=CC=CC=CC(CC=CCC=CCCC(=O)O)O)O
Isomeric SMILES:CC/C=C\C[C@@H](/C=C\C=C\C=C\[C@@H](C/C=C\C/C=C\CCC(=O)O)O)O
Recent ClinicalTrials:Treatment of Advanced or Metastatic Triple-negative Breast Cancer With Adoptive Therapy of PD1+ TILS
Description Protectin D1 is a specialized pro-resolving mediator (SPM) synthesized from docosahexaenoic acid (DHA; ). DHA is oxidized to 16S,17S-epoxy-protectin, which is converted to protectin D1 enzymatically. Protectin D1 increases phagocytosis of apoptotic polymorphonuclear leukocytes (PMNs) by macrophages in a non-phlogistic manner and is generated in vitro during macrophage-apoptotic interactions. It enhances phagocytosis in mice after 24 hours, but not at the initiation or peak of inflammation. It also decreases PMN infiltration in a zymosan-induced mouse model of inflammation when administered at a dose of 300 ng per animal. Protectin D1 (200 μg, i.v.) inhibits increases in neutrophil counts in bronchoalveolar fluid (BALF) and lung myeloperoxidase activity in a mouse model of pulmonary injury and inflammation induced by intratracheal LPS instillation. It also decreases pulmonary edema and promotes neutrophil apoptosis in BALF.
Uses Protectin D1 is a potent anti-inflammatory lipid mediator.

Technology Process of Neuroprotectin D1

There total 60 articles about Neuroprotectin D1 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: 89.0%

: 934005-36-4
methyl (4Z,7Z,10R,11E,13E,15Z,17S,19Z)-10,17-dihydroxydocosa-4,7,11,13,15,19-hexaenoate

: 660430-03-5
neuroprotectin D1

Guidance literature:: With lithium hydroxide; In methanol; water; at 0 ℃; Inert atmosphere;
DOI:10.1016/j.tetlet.2014.09.007

Reference yield:

: 122069-57-2
(Z)-(7-methoxy-7-oxohept-3-en-1-yl)triphenylphosphonium iodide

: 660430-03-5
neuroprotectin D1

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene / 0.08 h / -78 - 0 °C

1.2: 24 h / -78 - 20 °C

2.1: triphenylphosphine; diethylamine / benzene / 0.75 h / Darkness

2.2: 20 h / 20 °C / Darkness

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 0 °C

4.1: rosenmund catalyst; hydrogen; pyridine / ethyl acetate / 3.5 h / 20 °C / Inert atmosphere

5.1: methanol; lithium hydroxide / water / 48 h / 0 °C

With pyridine; methanol; rosenmund catalyst; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; diethylamine; triphenylphosphine; lithium hydroxide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; water; ethyl acetate; toluene; benzene;
DOI:10.1039/c3ob41902a

Reference yield:

: 122069-56-1
methyl (4Z)-7-hydroxyhept-4-enoate

: 660430-03-5
neuroprotectin D1

Guidance literature:: Multi-step reaction with 7 steps

1.1: triphenylphosphine; 1H-imidazole / dichloromethane / 0.25 h / Cooling with ice

1.2: 0.83 h / 20 °C / Cooling with ice

2.1: acetonitrile / 12 h / Reflux

3.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene / 0.08 h / -78 - 0 °C

3.2: 24 h / -78 - 20 °C

4.1: triphenylphosphine; diethylamine / benzene / 0.75 h / Darkness

4.2: 20 h / 20 °C / Darkness

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 0 °C

6.1: rosenmund catalyst; hydrogen; pyridine / ethyl acetate / 3.5 h / 20 °C / Inert atmosphere

7.1: methanol; lithium hydroxide / water / 48 h / 0 °C

With pyridine; 1H-imidazole; methanol; rosenmund catalyst; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; diethylamine; triphenylphosphine; lithium hydroxide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; ethyl acetate; toluene; acetonitrile; benzene;
DOI:10.1039/c3ob41902a