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

Details

Stereochemistry ACHIRAL
Molecular Formula C16H32O3
Molecular Weight 272.4235
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 16-HYDROXYPALMITIC ACID

SMILES

OCCCCCCCCCCCCCCCC(O)=O

InChI

InChIKey=UGAGPNKCDRTDHP-UHFFFAOYSA-N
InChI=1S/C16H32O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h17H,1-15H2,(H,18,19)

HIDE SMILES / InChI

Molecular Formula C16H32O3
Molecular Weight 272.4235
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Binding of two mono-acylated lipid monomers by the barley lipid transfer protein, LTP1, as viewed by fluorescence, isothermal titration calorimetry and molecular modelling.
2001 Jan
The omega-hydroxy palmitic acid induced apoptosis in human lung carcinoma cell lines H596 and A549.
2002 Feb
Enhanced anaerobic degradation of polymeric azo compounds by Escherichia coli in the presence of low-molecular-weight redox mediators.
2002 Nov
Structure and thermal behavior of a layered silver hydroxyalkanecarboxylate.
2003 Aug 15
Aeromicrobium marinum sp. nov., an abundant pelagic bacterium isolated from the German Wadden Sea.
2003 Nov
Enhancement of carcinostatic activity of omega-hydroxy fatty acids by their esterification through increased uptake into tumor cells.
2004 Apr
The acyl-CoA synthetase encoded by LACS2 is essential for normal cuticle development in Arabidopsis.
2004 Mar
Cutin and suberin monomers are membrane perturbants.
2004 Mar 15
Growth inhibition and apoptosis induction of human melanoma cells by omega-hydroxy fatty acids.
2005 Jun
Synthesis of a glycolipid for studying mechanisms of mitochondrial uncoupling proteins.
2005 Jun 13
Biosurfactant production by Pseudomonas aeruginosa A41 using palm oil as carbon source.
2006 Aug
On the mechanism of mitochondrial uncoupling protein 1 function.
2006 Jan 27
Self-assembled monolayers of alkanoic acids on the native oxide surface of SS316L by solution deposition.
2007 Feb 27
Insights into the role of specific lipids in the formation and delivery of lipid microdomains to the plasma membrane of plant cells.
2007 Jan
Cutin monomer induces expression of the rice OsLTP5 lipid transfer protein gene.
2008
Cloning and characterization of the Thcut1 gene encoding a cutinase of Trichoderma harzianum T34.
2008 Dec
Self-assembly of fatty acids and hydroxyl derivative salts.
2008 Jan 1
Expression of glycine-rich protein genes, AtGRP5 and AtGRP23, induced by the cutin monomer 16-hydroxypalmitic acid in Arabidopsis thaliana.
2008 Nov
Burkholderia thailandensis harbors two identical rhl gene clusters responsible for the biosynthesis of rhamnolipids.
2009 Dec 17
Nonhost resistance of barley to different fungal pathogens is associated with largely distinct, quantitative transcriptional responses.
2010 Apr
Defective in cuticular ridges (DCR) of Arabidopsis thaliana, a gene associated with surface cutin formation, encodes a soluble diacylglycerol acyltransferase.
2010 Dec 3
Cytochrome P450 family member CYP704B2 catalyzes the {omega}-hydroxylation of fatty acids and is required for anther cutin biosynthesis and pollen exine formation in rice.
2010 Jan
LAP5 and LAP6 encode anther-specific proteins with similarity to chalcone synthase essential for pollen exine development in Arabidopsis.
2010 Jul
Sho1 and Msb2-related proteins regulate appressorium development in the smut fungus Ustilago maydis.
2010 Jun
Abscisic acid deficiency causes changes in cuticle permeability and pectin composition that influence tomato resistance to Botrytis cinerea.
2010 Oct
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:29:46 GMT 2023
Edited
by admin
on Fri Dec 15 18:29:46 GMT 2023
Record UNII
7IPP3U0F3I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
16-HYDROXYPALMITIC ACID
Systematic Name English
HEXADECANOIC ACID, 16-HYDROXY-
Common Name English
JUNIPERIC ACID
Common Name English
.OMEGA.-HYDROXYPALMITIC ACID
Common Name English
NSC-159292
Code English
PALMITIC ACID, 16-HYDROXY-
Common Name English
16-HYDROXYHEXADECANOIC ACID
Systematic Name English
Code System Code Type Description
CHEBI
55328
Created by admin on Fri Dec 15 18:29:46 GMT 2023 , Edited by admin on Fri Dec 15 18:29:46 GMT 2023
PRIMARY
MESH
C063407
Created by admin on Fri Dec 15 18:29:46 GMT 2023 , Edited by admin on Fri Dec 15 18:29:46 GMT 2023
PRIMARY
ECHA (EC/EINECS)
208-028-7
Created by admin on Fri Dec 15 18:29:46 GMT 2023 , Edited by admin on Fri Dec 15 18:29:46 GMT 2023
PRIMARY
NSC
159292
Created by admin on Fri Dec 15 18:29:46 GMT 2023 , Edited by admin on Fri Dec 15 18:29:46 GMT 2023
PRIMARY
CAS
506-13-8
Created by admin on Fri Dec 15 18:29:46 GMT 2023 , Edited by admin on Fri Dec 15 18:29:46 GMT 2023
PRIMARY
EPA CompTox
DTXSID6060133
Created by admin on Fri Dec 15 18:29:46 GMT 2023 , Edited by admin on Fri Dec 15 18:29:46 GMT 2023
PRIMARY
PUBCHEM
10466
Created by admin on Fri Dec 15 18:29:46 GMT 2023 , Edited by admin on Fri Dec 15 18:29:46 GMT 2023
PRIMARY
FDA UNII
7IPP3U0F3I
Created by admin on Fri Dec 15 18:29:46 GMT 2023 , Edited by admin on Fri Dec 15 18:29:46 GMT 2023
PRIMARY