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
Acyl chain unsaturation in PEs modulates phase separation from lipid raft molecules.	2003 Nov 21	14623343
A chemical sensor for the liquid-ordered phase.	2005 Jun 22	15954788
Atomic force microscopy studies of ganglioside GM1alpha in dioleoylphosphatidylcholine/dipalmitoylphosphatidylcholine mixed monolayers and hybrid bilayers.	2005 Mar 25	15737535
Effects of lipid chain unsaturation and headgroup type on molecular interactions between paclitaxel and phospholipid within model biomembrane.	2005 May 1	15797430
Effect of low amounts of cholesterol on the swelling behavior of floating bilayers.	2005 Sep 27	16171350
Rapid phase change of lipid microdomains in giant vesicles induced by conversion of sphingomyelin to ceramide.	2006 Feb	16580624
Immobilizing single lipid and channel molecules in artificial lipid bilayers with annexin A5.	2006 Jul 4	16800690
Molecular simulation study of structural and dynamic properties of mixed DPPC/DPPE bilayers.	2006 Jun 1	16533838
A Langmuir film approach to elucidating interactions in lipid membranes: 1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine/cholesterol/metal cation systems.	2006 Nov-Dec	17027949
An investigation of secondary ion yield enhancement using Bin2+ (n=1,3,5) primary ions.	2008 Jan	18293484
Interfacial approach to polyaromatic hydrocarbon toxicity: phosphoglyceride and cholesterol monolayer response to phenantrene, anthracene, pyrene, chrysene, and benzo[a]pyrene.	2008 Oct 30	18834169
A raft-associated species of phosphatidylethanolamine interacts with cholesterol comparably to sphingomyelin. A Langmuir-Blodgett monolayer study.	2009	19330037
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 Apr	19418089
Reduced sterol-phospholipid recognition in curved fluid bilayers.	2009 Apr 21	19301879
The influence of size, lipid composition and bilayer fluidity of cationic liposomes on the transfection efficiency of nanolipoplexes.	2009 Aug 1	19395245
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 Feb 3	19123793
Matrix-enhanced secondary ion mass spectrometry (ME SIMS) using room temperature ionic liquid matrices.	2010 Jun 1	20462181
Differentiating oxicam nonsteroidal anti-inflammatory drugs in phosphoglyceride monolayers.	2010 Mar 2	20030324

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:11:30 GMT 2023` Edited by `admin` on `Fri Dec 15 15:11:30 GMT 2023`
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

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

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

Common Name

English

DPPE, L-

Common Name

English

Code System Code Type Description

FDA UNII

4FWH120Z1Z