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)-

HCID 129657

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Basic information

CAS: 69525-80-0
Standard SMILES: CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C
InChIKey: RFVFQQWKPSOBED-PSXMRANNSA-N
Molecular formula: C38H76NO8P
Average molar mass: 706 g/mol
Monoisotopic mass: 705.53085538

Overview

1-myristoyl-2-palmitoyl-sn-glycero-3-phosphocholine is a phosphatidylcholine 30:0 in which the phosphatidyl acyl groups at positions 1 and 2 are myristoyl (tetradecanoyl) and palmitoyl (hexadecanoyl) respectively. It has a role as a mouse metabolite. It is a phosphatidylcholine 30:0, a 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphocholine and a tetradecanoate ester.

Names & identifiers

Preferred name: 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)-
IUPAC: [(2R)-2-hexadecanoyloxy-3-tetradecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
English name: 1-myristoyl-2-palmitoyl-sn-glycero-3-phosphocholine
Molecular formula: C38H76NO8P
Molecular weight: 0

Names & synonyms

1-Myristoyl-2-palmitoyl-sn-glycero-3-phosphocholine69525-80-0MPPC7FZR5FU8WUCHEBI:750621-Myristoyl-2-palmitoylphosphatidylcholine3,5,8-TRIOXA-4-PHOSPHATETRACOSAN-1-AMINIUM, 4-HYDROXY-N,N,N-TRIMETHYL-9-OXO-7-(((1-OXOTETRADECYL)OXY)METHYL)-, INNER SALT, 4-OXIDE, (7R)-RefChem:76431Phosphatidylcholine(30:0)PC(14:0/16:0)Phosphatidylcholine(14:0/16:0)1-tetradecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine

Show more names

PC 14:0/16:01-myristoyl-2-palmitoyl-sn-glycero-3-phosphocholine (MPPC)(2R)-2-(hexadecanoyloxy)-3-(tetradecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate

PC 30:0PC(30:0)1-myristoyl-2-palmitoyl-GPC14:0-16:0 PC[(2R)-2-hexadecanoyloxy-3-tetradecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphateGPC(14:0/16:0)1-myristoyl-2-palmitoyl-GPC (14:0/16:0)1-tetradecanoyl-2-hexadecanoylphosphatidylcholine

Database identifiers

CAS: 69525-80-0
PubChem CID: 129657
DTXSID: DTXSID10989493
ChEBI: CHEBI:75062
UNII: 7FZR5FU8WU
Nikkaji: J1.978.369C

Properties

Computed structural properties

XLogP: 12.4
Topological polar surface area: 111 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 8
Rotatable bonds: 38
Heavy atoms: 48
Formal charge: 0
Complexity: 796

Experimental & physicochemical properties

Lipids · 2 items

Lipids -> Ambiguous Lipids

Lipids -> Glycerophospholipids [GP] -> Glycerophosphocholines [GP01] -> Diacylglycerophosphocholines [GP0101]

Physical DescriptionSolid

Collision Cross Section278.0 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Sample Type: Human plasma; Dataset: Ambiguous Lipids]

Physicochemical properties

storage temp.: -20 °C · -20°C
form: powder
InChIKey: RFVFQQWKPSOBED-PSXMRANNSA-N
SMILES: [P](=O)([O-])(OC[C@H](OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCC)OCC[N+](C)(C)C
FDA UNII: 7 FZR5FU8WU · 7FZR5FU8WU
UNSPSC Code: 51191904 · 51191904
NACRES: 25 · NA.25
Symbol(GHS): 6 · GHS06,GHS08
Signal word: Danger
Hazard statements: 302 · H302-H315-H319-H331-H336-H351-H361d-H372
Precautionary statements: 202 · P202-P301+P312-P302+P352-P304+P340+P311-P305+P351+P338-P308+P313
target organs: Liver,Kidney, Respiratory system
WGK Germany: 3 · WGK 3
Storage Class: 6.1 D · 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects
Hazard Classifications: 3 InhalationAcute · Acute Tox. 3 InhalationAcute Tox. 4 OralCarc. 2Eye Irrit. 2Repr. 2Skin Irrit. 2STOT RE 1 OralSTOT SE 3

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk: WGK 3
Signal word: Danger
Symbol(GHS): GHS06,GHS08
Storage Class: 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects
target organs: Liver,Kidney, Respiratory system
Hazard statements: H302-H315-H319-H331-H336-H351-H361d-H372
Hazard Classifications: Acute Tox. 3 InhalationAcute Tox. 4 OralCarc. 2Eye Irrit. 2Repr. 2Skin Irrit. 2STOT RE 1 OralSTOT SE 3
Precautionary statements: P202-P301+P312-P302+P352-P304+P340+P311-P305+P351+P338-P308+P313

Chemistry & industry

Pharmacology

Tissue LocationsAll Tissues

Cellular LocationsExtracellular

Applications · 2 items

DescriptionMPPC, also known as PC(14:0/16:0) or 1-myristoyl-2-palmitoyl-sn-glycero-3-phosphocholine, is an asymmetrical phosphatidylcholine containing a myristic acid (14:0) at the sn-1 position and a palmitic acid (16:0) at the sn-2 position. It is commonly used in the generation of micelles, liposomes, and other types of artificial membranes.

UsesMPPC is used in the preparation of a fiber with resistance to respiratory viral disease. The fiber has exogenous pulmonary surfactant which can enter the body through breathing and play an antiviral role.

Suppliers23 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

吉林中科研伸科技有限公司18143011203 · [email protected]

Additional notes

DefinitionChEBI: A phosphatidylcholine 30:0 in which the phosphatidyl acyl groups at positions 1 and 2 are myristoyl (tetradecanoyl) and palmitoyl (hexadecanoyl) respectively.

Related reactions

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Compound notes

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