1-oleoyl-2-palmitoylphosphatidylcholine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

## 1-Oleoyl-2-palmitoylphosphatidylcholine (POPC)

**What it is:**

1-Oleoyl-2-palmitoylphosphatidylcholine (POPC) is a type of phospholipid, a key component of cell membranes. It's a **phosphatidylcholine**, meaning it has a choline head group and two fatty acid tails.

* **Oleoyl:** The first fatty acid tail is oleic acid, an unsaturated fatty acid with a cis double bond.
* **Palmitoyl:** The second fatty acid tail is palmitic acid, a saturated fatty acid.

This specific combination of fatty acids gives POPC its unique properties and makes it a common model phospholipid in research.

**Why it's important for research:**

POPC plays a crucial role in several areas of scientific research, including:

* **Membrane biology:** POPC is a major component of eukaryotic cell membranes, forming the lipid bilayer that acts as a barrier and regulates the passage of molecules. Researchers study POPC to understand the structure, dynamics, and function of cell membranes.
* **Drug delivery:** POPC is used in the development of liposomes, artificial vesicles that can encapsulate and deliver drugs to specific cells or tissues. Its biocompatibility and ability to form stable structures make it a suitable material for drug delivery systems.
* **Biophysics:** POPC serves as a model system for studying the physical properties of lipid bilayers, such as fluidity, permeability, and phase transitions. These studies provide insights into the fundamental principles of membrane organization and function.
* **Biochemistry:** POPC is involved in various cellular processes, including signal transduction, membrane trafficking, and enzyme activity. Researchers use POPC to study the interactions between lipids and proteins, and how these interactions affect cellular function.
* **Nano- and microfluidics:** POPC is used to fabricate microfluidic devices for drug delivery, biosensing, and other applications. Its ability to self-assemble into well-defined structures makes it a versatile material for microfluidic applications.

**Overall, POPC is a versatile and widely studied phospholipid that provides valuable insights into the fundamental principles of membrane biology and serves as a key component in various research applications.**

1-oleoyl-2-palmitoylphosphatidylcholine: RN given refers to (Z)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	6449792
MeSH ID	M0107436

Synonyms (12)

Synonym
3,5,9-trioxa-4-phosphaheptacos-18-en-1-aminium, 4-hydroxy-n,n,n-trimethyl-10-oxo-7-((1-oxohexadecyl)oxy)-, inner salt, 4-oxide, (z)-
17118-56-8
1-oleoyl-2-palmitoylphosphatidylcholine
1-oleoyl-2-palmitoyl lecithin
[2-hexadecanoyloxy-3-[(z)-octadec-9-enoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
etc-588
DB05456
8057-53-2 (from egg yolk)
(z)-3-(oleoyloxy)-2-(palmitoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate.
phosphatidyl choline (from egg yolk)
Q27095679
AKOS040753529

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (20)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (5.00)	18.7374
1990's	6 (30.00)	18.2507
2000's	10 (50.00)	29.6817
2010's	3 (15.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.00

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	12.00 (24.57)
Research Supply Index	3.09 (2.92)
Research Growth Index	5.09 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (12.00)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	1 (5.00%)	5.53%
Reviews	1 (5.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	18 (90.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Trials	Classes	Roles
ethylene glycol Ethylene Glycol: A colorless, odorless, viscous dihydroxy alcohol. It has a sweet taste, but is poisonous if ingested. Ethylene glycol is the most important glycol commercially available and is manufactured on a large scale in the United States. It is used as an antifreeze and coolant, in hydraulic fluids, and in the manufacture of low-freezing dynamites and resins.. ethanediol : Any diol that is ethane or substituted ethane carrying two hydroxy groups.. ethylene glycol : A 1,2-glycol compound produced via reaction of ethylene oxide with water.	2.05	1	0	ethanediol; glycol	metabolite; mouse metabolite; solvent; toxin
salicylic acid Scalp: The outer covering of the calvaria. It is composed of several layers: SKIN; subcutaneous connective tissue; the occipitofrontal muscle which includes the tendinous galea aponeurotica; loose connective tissue; and the pericranium (the PERIOSTEUM of the SKULL).	2.05	1	0	monohydroxybenzoic acid	algal metabolite; antifungal agent; antiinfective agent; EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor; keratolytic drug; plant hormone; plant metabolite
pentachlorophenol PENTA: structure given in first source	2.05	1	0	aromatic fungicide; chlorophenol; organochlorine pesticide; pentachlorobenzenes	human xenobiotic metabolite
2,5-dihydroxybenzoic acid 2,5-dihydroxybenzoic acid: RN given refers to parent cpd; a oxidative product of saligenin. 2,5-dihydroxybenzoic acid : A dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions.	2.04	1	0	dihydroxybenzoic acid	EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; fungal metabolite; human metabolite; MALDI matrix material; mouse metabolite
1,2-dipalmitoylphosphatidylcholine 1,2-Dipalmitoylphosphatidylcholine: Synthetic phospholipid used in liposomes and lipid bilayers to study biological membranes. It is also a major constituent of PULMONARY SURFACTANTS.	2.4	2	0
perflubron perflubron: potential anti-obesity compound; reduces food adsorption; 8-carbon perfluorocarbon radiopaque compound; an oral contrast agent for use with MRI to enhance delineation of the bowel distinguishing it from adjacent organs. perflubron : A haloalkane that is perfluorooctane in which a fluorine attached to one of the terminal carbons has been replaced by a bromine.	2.01	1	0	haloalkane; organobromine compound; perfluorinated compound	blood substitute; radioopaque medium
gadolinium Gadolinium: An element of the rare earth family of metals. It has the atomic symbol Gd, atomic number 64, and atomic weight 157.25. Its oxide is used in the control rods of some nuclear reactors.	2.01	1	0	f-block element atom; lanthanoid atom
deuterium Deuterium: The stable isotope of hydrogen. It has one neutron and one proton in the nucleus.	1.96	1	0	dihydrogen
ozone Ozone: The unstable triatomic form of oxygen, O3. It is a powerful oxidant that is produced for various chemical and industrial uses. Its production is also catalyzed in the ATMOSPHERE by ULTRAVIOLET RAY irradiation of oxygen or other ozone precursors such as VOLATILE ORGANIC COMPOUNDS and NITROGEN OXIDES. About 90% of the ozone in the atmosphere exists in the stratosphere (STRATOSPHERIC OZONE).. ozone : An elemental molecule with formula O3. An explosive, pale blue gas (b.p. -112degreeC) that has a characteristic, pungent odour, it is continuously produced in the upper atmosphere by the action of solar ultraviolet radiation on atmospheric oxygen. It is an antimicrobial agent used in the production of bottled water, as well as in the treatment of meat, poultry and other foodstuffs.	2.04	1	0	elemental molecule; gas molecular entity; reactive oxygen species; triatomic oxygen	antiseptic drug; disinfectant; electrophilic reagent; greenhouse gas; mutagen; oxidising agent; tracer
1,2-dimyristoylphosphatidylethanolamine [no description available]	2.02	1	0
glycerophosphoinositol 4,5-bisphosphate glycerophosphoinositol 4,5-bisphosphate: do not confuse with phosphatidylinositols which have fatty acids esterified at the C-1 and C-2 hydroxyl groups of glycerol	2	1	0
betadex beta-Cyclodextrins: Cyclic GLUCANS consisting of seven (7) glucopyranose units linked by 1,4-glycosidic bonds.	2.05	1	0	cyclodextrin
1-palmitoyl-2-oleoyl-sn-glycerol 1-palmitoyl-2-oleoyl-sn-glycerol: a long-chain diacylglycerol; RN given refers to compound with no isomeric designation of the glycerol C2. 1-palmitoyl-2-oleoyl-sn-glycerol : A 1,2-diacyl-sn-glycerol with palmitoyl as the 1-acyl group and oleoyl as the 2-acyl group.	2	1	0	1,2-diacyl-sn-glycerol; 1-palmitoyl-2-oleoylglycerol	mouse metabolite
1-palmitoyl-2-oleoylglycero-3-phosphoglycerol [no description available]	2.05	1	0	phosphatidylglycerol
1-palmitoyl-2-oleoylglycero-3-phosphoserine {1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine : A 3-sn-phosphatidyl-L-serine compound with a palmitoyl group at the 1-position and an oleoyl group at the 2-position.	2	1	0	3-sn-phosphatidyl-L-serine
1,2-oleoylphosphatidylcholine 1,2-oleoylphosphatidylcholine: RN given refers to (Z,Z)-isomer. dioleoyl phosphatidylcholine : A phosphatidylcholine in which the phosphatidyl acyl groups are both oleoyl.	2.4	2	0	phosphatidylcholine(1+)
3,3'-dioctadecylindocarbocyanine 3,3'-dioctadecylindocarbocyanine: RN given refers to parent cpd. dilC18(3)(1+) : The cationic form of a C3 cyanine dye having 3,3-dimethyl-1-octadecylindoleinine units at each end.	1.99	1	0	Cy5 dye; indolium ion	fluorochrome
carbocyanines Carbocyanines: Compounds that contain three methine groups. They are frequently used as cationic dyes used for differential staining of biological materials.	1.99	1	0	cyanine dye; organic iodide salt	fluorochrome
1,2-dielaidoylphosphatidylethanolamine 1,2-dielaidoylphosphatidylethanolamine: RN given refers to (E,E)-isomer; member of a class of cationic lipid formulations called cytofectins	1.99	1	0
1-palmitoyl-2-oleoylphosphatidylcholine 1-palmitoyl-2-oleoylphosphatidylcholine: RN given refers to (Z)-isomer	3.26	6	0
1-oleoyl-2-stearoylphosphatidylcholine 1-oleoyl-2-stearoylphosphatidylcholine: RN given refers to the (Z)-isomer; RN for cpd without isomeric designation not available 4/91	2.05	1	0
gadolinium dtpa Gadolinium DTPA: A complex of gadolinium with a chelating agent, diethylenetriamine penta-acetic acid (DTPA see PENTETIC ACID), that is given to enhance the image in cranial and spinal MRIs. (From Martindale, The Extra Pharmacopoeia, 30th ed, p706)	2.02	1	0	gadolinium coordination entity	MRI contrast agent
phosphatidylcholines Phosphatidylcholines: Derivatives of PHOSPHATIDIC ACIDS in which the phosphoric acid is bound in ester linkage to a CHOLINE moiety.	6.85	20	1	1,2-diacyl-sn-glycero-3-phosphocholine
phosphatidylcholines 1-stearoyl-2-oleoyl-sn-glycero-3-phosphocholine: RN given refers to (Z)-isomer. 1-stearoyl-2-oleoyl-sn-glycero-3-phosphocholine : A phosphatidylcholine 36:1 in which the phosphatidyl acyl groups at positions 1 and 2 are stearoyl and oleoyl respectively.	2.05	1	0	1-acyl-2-oleoyl-sn-glycero-3-phosphocholine betaine; 1-octadecanoyl-2-octadecenoyl-sn-glycero-3-phosphocholine
cardiovascular agents Cardiovascular Agents: Agents that affect the rate or intensity of cardiac contraction, blood vessel diameter, or blood volume.	3.12	1	0
glycolipids [no description available]	2.05	1	0

Condition	Relationship Strength	Studies	Trials
Extravascular Hemolysis [description not available]	2.05	1	0
Hemolysis The destruction of ERYTHROCYTES by many different causal agents such as antibodies, bacteria, chemicals, temperature, and changes in tonicity.	2.05	1	0
Malignant Melanoma [description not available]	2.02	1	0
Angiogenesis, Pathologic [description not available]	2.02	1	0
Melanoma A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)	2.02	1	0
Cardiovascular Diseases Pathological conditions involving the CARDIOVASCULAR SYSTEM including the HEART; the BLOOD VESSELS; or the PERICARDIUM.	2.93	1	0
Disease Exacerbation [description not available]	3.42	1	1
Carotid Artery Narrowing [description not available]	3.42	1	1
Carotid Stenosis Narrowing or stricture of any part of the CAROTID ARTERIES, most often due to atherosclerotic plaque formation. Ulcerations may form in atherosclerotic plaques and induce THROMBUS formation. Platelet or cholesterol emboli may arise from stenotic carotid lesions and induce a TRANSIENT ISCHEMIC ATTACK; CEREBROVASCULAR ACCIDENT; or temporary blindness (AMAUROSIS FUGAX). (From Adams et al., Principles of Neurology, 6th ed, pp 822-3)	3.42	1	1

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