1-(9Z-octadecenyl)-2-acetyl-sn-glycero-3-phosphocholine

Base Information

Chemical Name:1-(9Z-octadecenyl)-2-acetyl-sn-glycero-3-phosphocholine
CAS No.:85966-90-1
Molecular Formula:C₂₈H₅₆NO₇P
Molecular Weight:549.729
Hs Code.:
ChEMBL ID:CHEMBL1323972
DSSTox Substance ID:DTXSID401105077
Metabolomics Workbench ID:14721
Mol file:85966-90-1.mol

Synonyms:85966-90-1;PAF C-18:1;1-(9Z-octadecenyl)-2-acetyl-sn-glycero-3-phosphocholine;PC(O-18:1(9Z)/2:0);[(2R)-2-acetyloxy-3-[(Z)-octadec-9-enoxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate;PC(18:1(9Z)e/2:0);1-O-(cis-9-Octadecenyl)-2-O-acetyl-sn-glycero-3-phosphocholine;PAF C18:1;BML3-E07;SCHEMBL2733846;CHEMBL1323972;CHEBI:177262;DTXSID401105077;HMS1361I14;HMS1791I14;HMS1989I14;HMS3402I14;LMGP01020154;AKOS040755451;NCGC00161377-01;NCGC00161377-02;NCGC00161377-03;CS-0456328;1-oleoyl-2-acetyl-sn-glycero-3-phosphorylcholine;2-Acetyl-1-(9Z-octadecenyl)-sn-glycero-3-phosphocholine;(2-acetyloxy-3-octadec-9-enoxypropyl) 2-trimethylazaniumylethyl phosphate;(2-{[(2R)-2-(acetyloxy)-3-[(9Z)-octadec-9-en-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium;(R,Z)-2-acetoxy-3-(octadec-9-en-1-yloxy)propyl (2-(trimethyl-lambda5-azanyl)ethyl) phosphate;3,5,9-Trioxa-4-phosphaheptacos-18-en-1-aminium, 7-(acetyloxy)-4-hydroxy-N,N,N-trimethyl-, inner salt, 4-oxide, (7R,18Z)-;3,5,9-Trioxa-4-phosphaheptacos-18-en-1-aminium, 7-(acetyloxy)-4-hydroxy-N,N,N-trimethyl-, inner salt, 4-oxide, [R-(Z)]-

Suppliers and Price of 1-(9Z-octadecenyl)-2-acetyl-sn-glycero-3-phosphocholine

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
PAF C-18:1 ≥95%
25mg
$ 284.00

Cayman Chemical
PAF C-18:1 ≥95%
10mg
$ 120.00

Cayman Chemical
PAF C-18:1 ≥95%
5mg
$ 65.00

Total 10 raw suppliers

Chemical Property of 1-(9Z-octadecenyl)-2-acetyl-sn-glycero-3-phosphocholine

Chemical Property:

PSA：103.93000
LogP:7.25020
Storage Temp.:-15°C
XLogP3:6.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:27
Exact Mass:549.37944012
Heavy Atom Count:37
Complexity:614

Purity/Quality:

99% ^*data from raw suppliers

PAF C-18:1 ≥95% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCCCCC=CCCCCCCCCOCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)C
Isomeric SMILES:CCCCCCCC/C=C\CCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)C

Technology Process of 1-(9Z-octadecenyl)-2-acetyl-sn-glycero-3-phosphocholine

There total 26 articles about 1-(9Z-octadecenyl)-2-acetyl-sn-glycero-3-phosphocholine 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: 97.3%

: 108-24-7
acetic anhydride

: 87907-67-3
3-O-<(Z)-9-Octadecenyl>-sn-glyceryl-1-phosphorylcholin

: 85966-90-1
2-O-Acetyl-3-O-<(Z)-9-octadecenyl>-sn-glyceryl-1-phosphorylcholin

Guidance literature:: With dmap; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1002/hlca.19830660423

Reference yield: 94.1%

: 108-24-7
acetic anhydride

: 87907-66-2
1-O-<(Z)-9-Octadecenyl>-sn-glyceryl-3-phosphorylcholin

: 85966-90-1
2-O-Acetyl-1-O-<(Z)-9-octadecenyl>-sn-glyceryl-3-phosphorylcholin

Guidance literature:: With dmap; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1002/hlca.19830660423

Reference yield:

: 143-28-2,593-47-5,84286-21-5
oleoyl alcohol

: 85966-90-1
2-O-Acetyl-1-O-<(Z)-9-octadecenyl>-sn-glyceryl-3-phosphorylcholin

Guidance literature:: Multi-step reaction with 9 steps

1: 92.8 percent / CHCl₃; pyridine / 3 h / Ambient temperature

2: 1.) 80percent NaH / 1.) DMF, 30 min, 50 deg C; 2.) 1 h, 80 deg C

3: 86.3 percent / 1 N HCl / H₂O; dioxane / 0.08 h / 90 °C

4: 85.6 percent / pyridine / Ambient temperature

5: 5.8 g / CH₂Cl₂; pyridine / 2 h / Ambient temperature

6: 91.2 percent / 1 N HCl / dioxane; H₂O / 0.03 h / 80 °C

7: 1.) Et₃N, POCl₃; 3.) NaHCO₃ / 1.) CHCl₃, 1 h, r.t.; 2.) pyridine, r.t., 18 h; 3.) water

8: 89 percent / 25percent tetrabutylammonium hydroxide / methanol / 1.5 h / Ambient temperature

9: 94.1 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogenchloride; dmap; tetra(n-butyl)ammonium hydroxide; sodium hydride; sodium hydrogencarbonate; triethylamine; trichlorophosphate; In 1,4-dioxane; pyridine; methanol; dichloromethane; chloroform; water;
DOI:10.1002/hlca.19830660423