1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine

Basic Information

View in Editor

CAS Number

26662-94-2

Molecular Formula

C39H76NO8P

Molecular Weight

718.01 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Insecticides

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

SMILES

View in Editor

CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCC=CCCCCCCCC

InChI

InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,37H,3-16,19-36,40H2,1-2H3,(H,43,44)/b18-17-/t37-/m1/s1

InChIKey

FHQVHHIBKUMWTI-OTMQOFQLSA-N

LogP

11.052499999999993

Topological Polar Surface Area

134.38000000000002 Å²

Hydrogen Bond Donor/Acceptor

3 / 9

Complexity

825

Synonyms & References

English

EINECS 247-894-0
1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
16:0-18:1-PE
GPEtn(16:0/18:1omega9)
DTXSID401212159
CS-0636385
1-palmitoyl-2-oleoyl-GPE
HY-W583868
1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine
PE(16:0/18:1omega9)
PE(16:0/18:1(9Z))
UNII-VM33LRU3A6
1-hexadecanoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine
PE 34:1
GPE(16:0/18:1)
2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphoethanolamine (POPE)
SCHEMBL234578
LMGP02010009
[(2~{r})-1-[2-Azanylethoxy(Oxidanyl)phosphoryl]oxy-3-Hexadecanoyloxy-Propan-2-Yl] (~{z})-Octadec-9-Enoate
{1-hexadecanoyl-2-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}ethanolamine
J-016509
VM33LRU3A6
CHEBI:34083
1-Palmitoyl-2-oleoyl-sn-glycero-3-PE
GPE(34:1)
CHEBI:73124
(R)-1-((((2-Aminoethoxy)hydroxyphosphinyl)oxy)methyl)-2-((1-oxohexadecyl)oxy)ethyl oleate
26662-94-2
Q27889340
(2R,9Z)-1-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)-3-(palmitoyloxy)propan-2-yl oleate
NS00050060

MDL Number

MFCD00672608

FAQ

What are the physical and chemical properties of 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine (CAS: 26662-94-2)?

1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine is a phospholipid with a molecular weight of approximately 750 Da. It is slightly soluble in water and organic solvents. This compound can undergo hydrolysis under acidic or basic conditions and can form hydrogen bonds with other molecules. It typically exists as a white to off-white crystalline powder at room temperature.

How is 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine (CAS: 26662-94-2) typically synthesized?

1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine can be synthesized via a condensation reaction between palmitoyl and oleoyl groups with 1-ethanolamine, followed by phosphorylation. Commonly, this is achieved using catalytic amounts of phosphoric acid and can yield up to 95% of the target compound, with good selectivity.

What industries use 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine (CAS: 26662-94-2)?

1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine is utilized in pharmaceuticals for its role in drug delivery systems and as a stabilizer. It is also used in the polymer industry for improving the biocompatibility of polymers and in the development of biosensors. Additionally, it finds applications in semiconductor technology for surface modification.

What precautions should be taken when handling 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine (CAS: 26662-94-2)?

When handling 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine, ensure proper personal protective equipment (PPE) including gloves, goggles, and a lab coat. It should be handled under a chemical fume hood to avoid inhalation. Spills should be cleaned up using appropriate absorbent materials, and the area should be thoroughly washed. Always refer to the Safety Data Sheet (SDS) for detailed safety information and disposal procedures.