LAURDAN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H35NO
Molecular Weight	353.5408
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCCCCCC(=O)C1=CC2=C(C=C1)C=C(C=C2)N(C)C

InChI

InChIKey=JHDGGIDITFLRJY-UHFFFAOYSA-N

InChI=1S/C24H35NO/c1-4-5-6-7-8-9-10-11-12-13-24(26)22-15-14-21-19-23(25(2)3)17-16-20(21)18-22/h14-19H,4-13H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C24H35NO
Molecular Weight	353.5408
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Tamoxifen perturbs lipid bilayer order and permeability: comparison of DSC, fluorescence anisotropy, laurdan generalized polarization and carboxyfluorescein leakage studies.	2001 Apr 10	11352274
Loss of apoB-100 secondary structure and conformation in hydroperoxide rich, electronegative LDL(-).	2001 Jul 1	11425493
Segregation of saturated chain lipids in pulmonary surfactant films and bilayers.	2002 Apr	11916861
Phototoxic effect of fluoroquinolones on two human cell lines.	2002 Aug	12110285
Effect of human Apo AIV against lipid peroxidation of very low density lipoproteins.	2002 Jan	11841825
Phase transition affects energy transfer efficiency in phospholipid vesicles.	2005 Apr	15741115
Visualization and analysis of apolipoprotein A-I interaction with binary phospholipid bilayers.	2005 Apr	15654128
Hemolysis of erythrocytes and erythrocyte membrane fluidity changes by new lysosomotropic compounds.	2005 Mar	15883768
On the importance of anandamide structural features for its interactions with DPPC bilayers: effects on PLA2 activity.	2005 Sep	15961786
Binding of alpha-synuclein affects the lipid packing in bilayers of small vesicles.	2006 Apr 7	16455667
Rapid phase change of lipid microdomains in giant vesicles induced by conversion of sphingomyelin to ceramide.	2006 Feb	16580624
Correlation between thermotolerance and membrane properties in Paramecium aurelia.	2006 Sep	16943498
Fluorescence detection of signs of sterol superlattice formation in lipid membranes.	2007	17951733
A two-photon fluorescent probe for lipid raft imaging: C-laurdan.	2007 Mar 26	17300111
Critical factors for detection of biphasic changes in membrane properties at specific sterol mole fractions for maximal superlattice formation.	2007 May 17	17441759
Laurdan fluorescence spectroscopy in the thylakoid bilayer: the effect of violaxanthin to zeaxanthin conversion on the galactolipid dominated lipid environment.	2008 Jan	17980143
Properties of mixed cationic membranes studied by fluorescence solvent relaxation.	2008 Sep	18256909
Biophysical effects of the natural product euplotin C on the Paramecium membrane.	2009 Nov	19777247
Thermo-sensitive response based on the membrane fluidity adaptation in Paramecium multimicronucleatum.	2009 Sep 1	19684209
Distinct behaviour of the homeodomain derived cell penetrating peptide penetratin in interaction with different phospholipids.	2010 Dec 30	21209890

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:22:05 GMT 2023` Edited by `admin` on `Fri Dec 15 19:22:05 GMT 2023`
Record UNII	Y97FBL93VW
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LAURDAN

Common Name

English

1-DODECANONE, 1-(6-(DIMETHYLAMINO)-2-NAPHTHALENYL)-

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID80225517