U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C18H34O
Molecular Weight 266.462
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 9-OCTADECENAL, (9E)-

SMILES

CCCCCCCC\C=C\CCCCCCCC=O

InChI

InChIKey=ZENZJGDPWWLORF-MDZDMXLPSA-N
InChI=1S/C18H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10,18H,2-8,11-17H2,1H3/b10-9+

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Reaction of a phospholipid monolayer with gas-phase ozone at the air-water interface: measurement of surface excess and surface pressure in real time.
2010-11-16
Triglyceride blisters in lipid bilayers: implications for lipid droplet biogenesis and the mobile lipid signal in cancer cell membranes.
2010-09-22
Acyl modified chitosan derivatives for oral delivery of insulin and curcumin.
2010-07
Lysophosphatidylcholine as an adjuvant for lentiviral vector mediated gene transfer to airway epithelium: effect of acyl chain length.
2010-06-23
Dietary docosahexaenoic acid supplementation alters select physiological endocannabinoid-system metabolites in brain and plasma.
2010-06
Feruloyl dioleoylglycerol antioxidant capacity in phospholipid vesicles.
2010-05-12
Cancer cell expression of autotaxin controls bone metastasis formation in mouse through lysophosphatidic acid-dependent activation of osteoclasts.
2010-03-17
Comparison of five endogenous reference genes for specific PCR detection and quantification of Brassica napus.
2010-03-10
Dynamic regulation of the endocannabinoid system: implications for analgesia.
2009-10-08
A critical cysteine residue in monoacylglycerol lipase is targeted by a new class of isothiazolinone-based enzyme inhibitors.
2009-07
Characterization of Saskatoon berry ( Amelanchier alnifolia Nutt.) seed oil.
2009-06-24
Conformationally constrained fatty acid ethanolamides as cannabinoid and vanilloid receptor probes.
2009-05-14
Modeling kinetics of subcellular disposition of chemicals.
2009-05
Fibrinolytic compounds isolated from a brown alga, Sargassum fulvellum.
2009-04-09
Human neural progenitors express functional lysophospholipid receptors that regulate cell growth and morphology.
2008-12-11
Structures of mono-unsaturated triacylglycerols. V. The beta'(1)-2, beta'-3 and beta(2)-3 polymorphs of 1,3-dilauroyl-2-oleoylglycerol (LaOLa) from synchrotron and laboratory powder diffraction data.
2008-12
Product inhibition of secreted phospholipase A2 may explain lysophosphatidylcholines' unexpected therapeutic properties.
2008-10-22
Modulation of a membrane lipid lamellar-nonlamellar phase transition by cationic lipids: a measure for transfection efficiency.
2008-10
Effect of CLA and other C18 unsaturated fatty acids on DGAT in bovine milk fat biosynthetic systems.
2008-10
Antibacterial mechanism of chitosan microspheres in a solid dispersing system against E. coli.
2008-09-01
Novel isolation procedure for short-, medium-, and long-chain acyl-coenzyme A esters from tissue.
2008-05-15
Molecular species-specific differences in composition of triacylglycerols of mouse adipose tissue and diet.
2008-04
Structures of mono-unsaturated triacylglycerols. IV. The highest melting beta'-2 polymorphs of trans-mono-unsaturated triacylglycerols and related saturated TAGs and their polymorphic stability.
2008-04
Structures of mono-unsaturated triacylglycerols. III. The beta-2 polymorphs of trans-mono-unsaturated triacylglycerols and related fully saturated triacylglycerols.
2008-04
Synthesis, pharmacology, and cell biology of sn-2-aminooxy analogues of lysophosphatidic acid.
2008-03-20
Design, synthesis and in vitro evaluation of a novel "stealth" polymeric gene vector.
2008-02-28
Overview of the chemical families of fatty acid amide hydrolase and monoacylglycerol lipase inhibitors.
2008
Fatty acid, triacylglycerol, phytosterol, and tocopherol variations in kernel oil of Malatya apricots from Turkey.
2007-12-26
Characterization and cloning of a stearoyl/oleoyl specific fatty acyl-acyl carrier protein thioesterase from the seeds of Madhuca longifolia (latifolia).
2007-12
Lysophosphatidic acid induction of urokinase plasminogen activator secretion requires activation of the p38MAPK pathway.
2007-08
Phosphatidylcholine and sphingomyelin containing an elaidoyl fatty acid can form cholesterol-rich lateral domains in bilayer membranes.
2007-07
Peptides coupled to the surface of a kind of liposome protect infection of influenza viruses.
2007-06-21
Fibrinolysis in a lipid environment: modulation through release of free fatty acids.
2007-06
PPAR-alpha agonism improves whole body and muscle mitochondrial fat oxidation, but does not alter intracellular fat concentrations in burn trauma children in a randomized controlled trial.
2007-04-23
Conformational study of the protegrin-1 (PG-1) dimer interaction with lipid bilayers and its effect.
2007-04-02
In rats, oral oleoyl-DHEA is rapidly hydrolysed and converted to DHEA-sulphate.
2007-03-09
Evaluation of lipid oxidation and oxidative products as affected by pork meat cut, packaging method, and storage time during frozen storage (-10 degrees C).
2007-03
Albumin inhibits cytotoxic activity of lysophosphatidylcholine by direct binding.
2007-02
Analytical approaches to characterising fish tainting potential of oil sands process waters.
2007
Acyl-CoA-binding and self-associating properties of a recombinant 13.3 kDa N-terminal fragment of diacylglycerol acyltransferase-1 from oilseed rape.
2006-12-27
Functional lipid characteristics of Turkish Tombul hazelnut (Corylus avellana L.).
2006-12-27
The enzymatic function of tafazzin.
2006-12-22
Phospholipid dependence and liposome reconstitution of purified hyaluronan synthase.
2006-12-01
The liganding of glycolipid transfer protein is controlled by glycolipid acyl structure.
2006-11
Autoinsertion of soluble oligomers of Alzheimer's Abeta(1-42) peptide into cholesterol-containing membranes is accompanied by relocation of the sterol towards the bilayer surface.
2006-10-19
Properties of HPMA copolymer-doxorubicin conjugates with pH-controlled activation: effect of polymer chain modification.
2006-09-28
Structure-based design of a FAAH variant that discriminates between the N-acyl ethanolamine and taurine families of signaling lipids.
2006-08-01
Fatty acyl-CoA as an endogenous activator of UDP-glucuronosyltransferases.
2006-07-14
Diacylglycerol acyltransferases from Vernonia and Stokesia prefer substrates with vernolic acid.
2006-06
Molecular features of phospholipids that affect glycolipid transfer protein-mediated galactosylceramide transfer between vesicles.
2006-06
Patents

Patents

Name Type Language
FEMA NO. 4059, E-
Preferred Name English
9-OCTADECENAL, (9E)-
Systematic Name English
E-9-OCTADECENAL
Systematic Name English
9-OCTADECENAL, (E)-
Systematic Name English
Code System Code Type Description
FDA UNII
979G27P46D
Created by admin on Mon Mar 31 20:19:37 GMT 2025 , Edited by admin on Mon Mar 31 20:19:37 GMT 2025
PRIMARY
PUBCHEM
5283381
Created by admin on Mon Mar 31 20:19:37 GMT 2025 , Edited by admin on Mon Mar 31 20:19:37 GMT 2025
PRIMARY
CAS
10009-79-7
Created by admin on Mon Mar 31 20:19:37 GMT 2025 , Edited by admin on Mon Mar 31 20:19:37 GMT 2025
PRIMARY