Compounds > 1-myristoyl-2-palmitoyl-sn-glycero-3-phosphocholine
Page last updated: 2024-12-07

1-myristoyl-2-palmitoyl-sn-glycero-3-phosphocholine

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

Description

## 1-Myristoyl-2-Palmitoyl-sn-glycero-3-Phosphocholine (MPPC): A Key Player in Membrane Research

1-Myristoyl-2-Palmitoyl-sn-glycero-3-Phosphocholine (MPPC) is a **phospholipid** that plays a crucial role in biological membranes.

**Here's a breakdown:**

* **Phospholipid:** A type of lipid (fat) molecule that forms the basic building blocks of cell membranes. These molecules are amphipathic, meaning they have both a hydrophilic (water-loving) head and a hydrophobic (water-repelling) tail.
* **1-Myristoyl-2-Palmitoyl:** This part refers to the fatty acid chains attached to the glycerol backbone of the molecule. Myristoyl indicates a saturated fatty acid with 14 carbons, while Palmitoyl indicates a saturated fatty acid with 16 carbons.
* **sn-glycero-3-phosphocholine:** This part specifies the glycerol backbone and the phosphate group attached to the third carbon of the glycerol molecule. The choline head group is attached to the phosphate.

**Why is MPPC important for research?**

MPPC is a key component of **cell membranes**, which are essential for maintaining cell structure, controlling the passage of molecules, and facilitating cellular processes. This makes it a crucial focus for research in various areas:

* **Membrane Dynamics:** MPPC plays a role in membrane fluidity, permeability, and the formation of lipid rafts - specialized domains within cell membranes. Understanding these aspects is essential for studying cellular signaling, protein trafficking, and disease development.
* **Drug Delivery:** The unique properties of MPPC make it a promising candidate for developing drug delivery systems. For instance, its amphipathic nature allows it to encapsulate drugs and transport them across cell membranes, enhancing drug efficacy and reducing side effects.
* **Biomaterial Development:** MPPC is used to develop biocompatible materials, like liposomes, which are used in various applications, including gene therapy, vaccine delivery, and targeted drug delivery.
* **Model Systems:** MPPC is often used as a model membrane system in laboratory settings to study the behavior of proteins and lipids. This helps researchers gain insights into the fundamental mechanisms of membrane function.

**In summary, MPPC is a vital component of cell membranes with significant implications for research in various fields, including cell biology, drug development, and biomaterial engineering.**

1-myristoyl-2-palmitoyl-sn-glycero-3-phosphocholine : A phosphatidylcholine 30:0 in which the phosphatidyl acyl groups at positions 1 and 2 are myristoyl (tetradecanoyl) and palmitoyl (hexadecanoyl) respectively. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID129657
CHEBI ID75062
SCHEMBL ID233979
MeSH IDM0228102

Synonyms (31)

Synonym
LMGP01010481
1-tetradecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine
pc(14:0/16:0)
mppc
69525-80-0
[(2r)-2-hexadecanoyloxy-3-tetradecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
1-tetradecanoyl-2-hexadecanoylphosphatidylcholine
CHEBI:75062
1-myristoyl-2-palmitoyl-gpc (14:0/16:0)
1-myristoyl-2-palmitoyl-gpc
(2r)-2-(hexadecanoyloxy)-3-(tetradecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
phosphatidylcholine(14:0/16:0)
gpc(14:0/16:0)
3,5,8-trioxa-4-phosphatetracosan-1-aminium, 4-hydroxy-n,n,n-trimethyl-9-oxo-7-(((1-oxotetradecyl)oxy)methyl)-, hydroxide, inner salt, 4-oxide, (r)-
1-myristoyl-2-palmitoyl-sn-glycero-3-phosphocholine
unii-7fzr5fu8wu
1-myristoyl-2-palmitoylphosphatidylcholine
7fzr5fu8wu ,
pc 30:0
phosphatidylcholine(30:0)
SCHEMBL233979
RFVFQQWKPSOBED-PSXMRANNSA-N
14:0-16:0 pc
3,5,8-trioxa-4-phosphatetracosan-1-aminium, 4-hydroxy-n,n,n-trimethyl-9-oxo-7-[[(1-oxotetradecyl)oxy]methyl]-, inner salt, 4-oxide, (r)-
14:0-16:0 pc, 1-myristoyl-2-palmitoyl-sn-glycero-3-phosphocholine, powder
Q27145102
DTXSID10989493
(7r)-3,5,8-trioxa-4-phosphatetracosan-1-aminium, 4-hydroxy-n,n,n-trimethyl-9-oxo-7-[[(1-oxotetradecyl)oxy]methyl]-, inner salt, 4-oxide
(r)-2-(palmitoyloxy)-3-(tetradecanoyloxy)propyl(2-(trimethylammonio)ethyl)phosphate
3,5,8-trioxa-4-phosphatetracosan-1-aminium, 4-hydroxy-n,n,n-trimethyl-9-oxo-7-(((1-oxotetradecyl)oxy)methyl)-, inner salt, 4-oxide, (7r)-
BP-26325
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (3)

ClassDescription
phosphatidylcholine 30:0A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 30 carbons in total with 0 double bonds.
tetradecanoate esterA fatty acid ester obtained by condensation of the carboxy group of tetradecanoic acid (also known as myristic acid) with a hydroxy group of an alcohol or phenol.
1-acyl-2-hexadecanoyl-sn-glycero-3-phosphocholineA 1,2-diacyl-sn-glycero-3-phosphocholine where the acyl group at position 1 is unspecified while the acyl group at position 2 is palmitoyl.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (3)

PathwayProteinsCompounds
Phosphatidylcholine biosynthesis PC(14:0/16:0)27
Phosphatidylcholine Biosynthesis PC(14:0/16:0)620
Phosphatidylethanolamine Biosynthesis PE(14:0/16:0)516
Phosphatidylcholine/Phosphatidylethanolamine Biosynthesis PC(14:0/16:0) | PE(14:0/16:0)617

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (36.36)18.2507
2000's2 (18.18)29.6817
2010's5 (45.45)24.3611
2020's0 (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: 12.28

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.

MetricThis Compound (vs All)
Research Demand Index12.28 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.77 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.28)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other11 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
methanol
Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.		210alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite
palmitic acid
Palmitic Acid: A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids.. hexadecanoic acid : A straight-chain, sixteen-carbon, saturated long-chain fatty acid.		210long-chain fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor;
plant metabolite
dithionite
Dithionite: Dithionite. The dithionous acid ion and its salts.		2.0210sulfur oxide;
sulfur oxoanion
1-anilino-8-naphthalenesulfonate
1-anilino-8-naphthalenesulfonate: RN given refers to parent cpd. 8-anilinonaphthalene-1-sulfonic acid : A naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8.		1.9810aminonaphthalene;
naphthalenesulfonic acid		fluorescent probe
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.		2.9340
2-naphthylamine
2-Naphthylamine: A naphthalene derivative with carcinogenic action.. 2-naphthylamine : A naphthylamine carrying the amino group at position 2.		2.0710naphthylaminecarcinogenic agent
myristic acid
Myristic Acid: A saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. It is used to synthesize flavor and as an ingredient in soaps and cosmetics. (From Dorland, 28th ed). tetradecanoic acid : A straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat.. tetradecanoate : A long-chain fatty acid anion that is the conjugate base of myristic acid; major species at pH 7.3.		2.0610long-chain fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
human metabolite
arsenic trioxide
Arsenic Trioxide: An inorganic compound with the chemical formula As2O3 that is used for the treatment of ACUTE PROMYELOCYTIC LEUKEMIA in patients who have relapsed from, or are resistant to, conventional drug therapy.		2.0610
we 201
We 201: synthetic lysolecithin analog; RN given refers to hydroxide inner salt; structure		1.9810
prodan
prodan: do not confuse with prodan in Chemline, RN 16893-85-9 which is disodium hexafluorosilicate		2.07102-acyl-6-dimethylaminonaphthalene
13,16-docosadienoic acid
13,16-docosadienoic acid: RN refers to (Z,Z)-isomer		1.9810very long-chain fatty acid
lysophosphatidylcholines
lysophosphatidylcholine : An acylglycerophosphocholine resulting from partial hydrolysis of a phosphatidylcholine, which removes one of the fatty acyl groups. The structure is depicted in the image where R1 = acyl, R2 = H or where R1 = H, R2 = acyl.		1.98101-O-acyl-sn-glycero-3-phosphocholine
arsenic
Arsenic: A shiny gray element with atomic symbol As, atomic number 33, and atomic weight 75. It occurs throughout the universe, mostly in the form of metallic arsenides. Most forms are toxic. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), arsenic and certain arsenic compounds have been listed as known carcinogens. (From Merck Index, 11th ed)		2.0610metalloid atom;
pnictogen		micronutrient
dimyristoylphosphatidylcholine
1,2-di-O-myristoyl-sn-glycero-3-phosphocholine : A 1,2-diacyl-sn-glycero-3-phosphocholine where the two phosphatidyl acyl groups are specified as tetradecanoyl (myristoyl).. dimyristoyl phosphatidylcholine : A phosphatidylcholine where the phosphatidyl acyl groups are specified as tetradecanoyl (myristoyl).		2101,2-diacyl-sn-glycero-3-phosphocholine;
phosphatidylcholine 28:0;
tetradecanoate ester		antigen;
mouse metabolite
carbocyanines
Carbocyanines: Compounds that contain three methine groups. They are frequently used as cationic dyes used for differential staining of biological materials.		2.0810cyanine dye;
organic iodide salt		fluorochrome
1-palmitoyl-2-oleoylphosphatidylcholine
1-palmitoyl-2-oleoylphosphatidylcholine: RN given refers to (Z)-isomer		2.6930
phosphatidylcholines
Phosphatidylcholines: Derivatives of PHOSPHATIDIC ACIDS in which the phosphoric acid is bound in ester linkage to a CHOLINE moiety.		3.811101,2-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.		1.98101-acyl-2-oleoyl-sn-glycero-3-phosphocholine betaine;
1-octadecanoyl-2-octadecenoyl-sn-glycero-3-phosphocholine
glycolipids
[no description available]		210
ConditionIndicatedRelationship StrengthStudiesTrials
Benign Neoplasms
[description not available]		02.0610
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.0610