1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C37H74NO8P
Molecular Weight	691.9591
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE

Structure Search

SMILES

CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC

InChI

InChIKey=SLKDGVPOSSLUAI-PGUFJCEWSA-N

InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)/t35-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C37H74NO8P
Molecular Weight	691.9591
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Matrix-enhanced secondary ion mass spectrometry (ME SIMS) using room temperature ionic liquid matrices.	2010-06-01	20462181
Differentiating oxicam nonsteroidal anti-inflammatory drugs in phosphoglyceride monolayers.	2010-03-02	20030324
The influence of size, lipid composition and bilayer fluidity of cationic liposomes on the transfection efficiency of nanolipoplexes.	2009-08-01	19395245
Reduced sterol-phospholipid recognition in curved fluid bilayers.	2009-04-21	19301879
Triacontanol and jasmonic acid differentially modulate the lipid organization as evidenced by the fluorescent probe behavior and 31P nuclear magnetic resonance shifts in model membranes.	2009-04	19418089
Meloxicam and meloxicam-beta-cyclodextrin complex in model membranes: effects on the properties and enzymatic lipolysis of phospholipid monolayers in relation to anti-inflammatory activity.	2009-02-03	19123793
A raft-associated species of phosphatidylethanolamine interacts with cholesterol comparably to sphingomyelin. A Langmuir-Blodgett monolayer study.	2009	19330037
Interfacial approach to polyaromatic hydrocarbon toxicity: phosphoglyceride and cholesterol monolayer response to phenantrene, anthracene, pyrene, chrysene, and benzo[a]pyrene.	2008-10-30	18834169
An investigation of secondary ion yield enhancement using Bin2+ (n=1,3,5) primary ions.	2008-01	18293484
Immobilizing single lipid and channel molecules in artificial lipid bilayers with annexin A5.	2006-07-04	16800690
Molecular simulation study of structural and dynamic properties of mixed DPPC/DPPE bilayers.	2006-06-01	16533838
A Langmuir film approach to elucidating interactions in lipid membranes: 1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine/cholesterol/metal cation systems.	2006-02-14	17027949
Rapid phase change of lipid microdomains in giant vesicles induced by conversion of sphingomyelin to ceramide.	2006-02	16580624
Effect of low amounts of cholesterol on the swelling behavior of floating bilayers.	2005-09-27	16171350
A chemical sensor for the liquid-ordered phase.	2005-06-22	15954788
Effects of lipid chain unsaturation and headgroup type on molecular interactions between paclitaxel and phospholipid within model biomembrane.	2005-05-01	15797430
Atomic force microscopy studies of ganglioside GM1alpha in dioleoylphosphatidylcholine/dipalmitoylphosphatidylcholine mixed monolayers and hybrid bilayers.	2005-03-25	15737535
Acyl chain unsaturation in PEs modulates phase separation from lipid raft molecules.	2003-11-21	14623343

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:49:36 GMT 2025` Edited by `admin` on `Mon Mar 31 17:49:36 GMT 2025`
Record UNII	4FWH120Z1Z
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE

Common Name

English

1,2-DIHEXADECANOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE

Preferred Name

English

CEPHALIN, L-ALPHA-DIPALMITOYL

Common Name

English

HEXADECANOIC ACID, 1,1'-((1R)-1-((((3-AMINO-1-OXOPROPOXY)HYDROXYPHOSPHINYL)OXY)METHYL)-1,2-ETHANEDIYL) ESTER

Common Name

English

DPPE, R-

Common Name

English

DPPE, L-

Common Name

English

Code System Code Type Description

FDA UNII

4FWH120Z1Z