1,2-Dihexanoyl-sn-glycero-3-phosphocholine

Base Information

Chemical Name:1,2-Dihexanoyl-sn-glycero-3-phosphocholine
CAS No.:34506-67-7
Molecular Formula:C₂₀H₄₀NO₈P
Molecular Weight:453.513
Hs Code.:2923900090
European Community (EC) Number:630-947-0
Metabolomics Workbench ID:13693
Mol file:34506-67-7.mol

Synonyms:1,2-dihexanoyl-sn-glycero-3-phosphocholine;34506-67-7;Dihexanoyllecithin;L-alpha-Dihexanoyllecithin;Dicaproyl-L-alpha-lecithin;L-1,2-Dihexanoyllecithin;PC(6:0/6:0);L-alpha-Dihexanoylphosphatidylcholine;1,2-Dihexanoyl-sn-3-glycerophosphocholine;1,2-Dihexanoyl-sn-glycerol-3-phosphocholine;1,2-Dihexanoyl-L-alpha-glycerophosphorylcholine;(R)-2,3-Bis(hexanoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate;[(2R)-2,3-di(hexanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate;Choline, hydroxide, dihydrogen phosphate, inner salt, ester with 1,2-dihexanoin, L-;starbld0018461;SCHEMBL417649;phosphatidylcholine (6:0/6:0);CHEBI:138194;1,2-Dihexanoyl-sn-glycero-3-PC;LMGP01011229;HY-W127457;AS-65392;BP-29611;PD085598;CS-0185687;J-019628;(2R)-2,3-bis(hexanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate;06:0 PC (DHPC), 1,2-dihexanoyl-sn-glycero-3-phosphocholine, powder;(2-{[(2R)-2,3-bis(hexanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium;3,5,9-Trioxa-4-phosphapentadecan-1-aminium, 4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexyl)oxy]-, inner salt, 4-oxide, (R)-

Suppliers and Price of 1,2-Dihexanoyl-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

Sigma-Aldrich
1,2-Dihexanoyl-sn-glycero-3-phosphocholine solution, 20mg/mL in chloroform, ≥99%
100mg
$ 201.00

Cayman Chemical
1,2-Dihexanoyl-sn-glycero-3-PC ≥95%
100mg
$ 126.00

Cayman Chemical
1,2-Dihexanoyl-sn-glycero-3-PC ≥95%
50mg
$ 86.00

Cayman Chemical
1,2-Dihexanoyl-sn-glycero-3-PC ≥95%
25mg
$ 45.00

Cayman Chemical
1,2-Dihexanoyl-sn-glycero-3-PC ≥95%
250mg
$ 293.00

American Custom Chemicals Corporation
1,2-DIHEXANOYL-SN-GLYCERO-3-PHOSPHOCHOLINE 95.00%
100MG
$ 726.44

AK Scientific
1,2-Dihexanoyl-sn-glycero-3-phosphocholine
50mg
$ 216.00

Total 11 raw suppliers

Chemical Property of 1,2-Dihexanoyl-sn-glycero-3-phosphocholine

Chemical Property:

PSA：121.00000
LogP:3.88000
Storage Temp.:−20°C
XLogP3:2.6
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:20
Exact Mass:453.24915423
Heavy Atom Count:30
Complexity:527

Purity/Quality:

98% ^*data from raw suppliers

1,2-Dihexanoyl-sn-glycero-3-phosphocholine solution, 20mg/mL in chloroform, ≥99% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xn
Statements: 22-38-40-48/20/22-36/38-20/22-63
Safety Statements: 36/37-26

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCC
Isomeric SMILES:CCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCC
Description 1,2-Dihexanoyl-sn-glycero-3-PC (DHPC-C6) is a synthetic phospholipid containing the short-chain (6:0) caproic acid inserted at the sn-1 and sn-2 positions. It is a substrate for phospholipase C isolated from B. cereus as well as phospholipase A2 isolated from A. halys blomhoffi and N. naja atra snake venom. DHPC is commonly used in the generation of micelles, liposomes, and other types of artificial membranes.
Uses L-α-Dihexanoyllecithin is used in the targeted delivery of adamantylated peptidoglycan immunomodulators in lipid nanocarriers.

Technology Process of 1,2-Dihexanoyl-sn-glycero-3-phosphocholine

There total 7 articles about 1,2-Dihexanoyl-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: 83.0%

: 160531-61-3
O-(2-bromoethyl) O-(1',2'-O-di-n-hexanoyl-sn-3'-glyceryl) O-methyl phosphate

: 75-50-3
trimethylamine

: 34506-67-7
1,2-dihexanoyl-sn-phosphatidylcholine

Guidance literature:: In toluene; at 40 - 60 ℃; for 24h;
DOI:10.1021/jo00096a023

Reference yield:

: 108609-67-2
benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether

: 34506-67-7
1,2-dihexanoyl-sn-phosphatidylcholine

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / H₂ / 10percent Pd/C / ethanol; acetic acid / Ambient temperature

2: N,N-diisopropylethylamine / tetrahydrofuran / 0.75 h / -78 °C

3: N,N-diisopropylethylamine / tetrahydrofuran / -78 °C / -78 deg C, 2 h; r.t., 1 h

4: 30percent H₂O₂ / CH₂Cl₂ / 1 h / 0 °C

5: 83 percent / toluene / 24 h / 40 - 60 °C

With hydrogen; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; toluene;
DOI:10.1021/jo00096a023

Reference yield:

: 142-62-1
hexanoic acid

: 34506-67-7
1,2-dihexanoyl-sn-phosphatidylcholine

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / DCC, DMAP / CH₂Cl₂ / 10 h / Ambient temperature

2: 87 percent / H₂ / 10percent Pd/C / ethanol; acetic acid / Ambient temperature

3: N,N-diisopropylethylamine / tetrahydrofuran / 0.75 h / -78 °C

4: N,N-diisopropylethylamine / tetrahydrofuran / -78 °C / -78 deg C, 2 h; r.t., 1 h

5: 30percent H₂O₂ / CH₂Cl₂ / 1 h / 0 °C

6: 83 percent / toluene / 24 h / 40 - 60 °C

With dmap; hydrogen; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; toluene;
DOI:10.1021/jo00096a023