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Details

Stereochemistry ACHIRAL
Molecular Formula C20H40O2
Molecular Weight 312.5312
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ARACHIDIC ACID

SMILES

CCCCCCCCCCCCCCCCCCCC(=O)O

InChI

InChIKey=VKOBVWXKNCXXDE-UHFFFAOYSA-N
InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)

HIDE SMILES / InChI

Molecular Formula C20H40O2
Molecular Weight 312.5312
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Arachidic acid, also known as eicosanoic, is a component of wild soybean. It is a saturated fatty acid, which is used for the production of detergents and lubricants, and was discovered to modulate expression of cyclooxygenase-2, an enzyme pivotal to skin inflammation and reparation.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Expression of the Arabidopsis ADS1 gene in Brassica juncea results in a decreased level of total saturated fatty acids.
2003 May
Study of molecular interaction in the mixed film of arachidic acid and metal beta-diketonate complexes by the "surface ions" method.
2003 May 15
J-aggregation and its characterization in Langmuir-Blodgett films of merocyanine dyes.
2004 Dec 13
Particle-rod hybrids: growth of arachidic acid molecular rods from capped cadmium selenide nanoparticles.
2004 Dec 22
Formation of a DNA layer on Langmuir-Blodgett films and its enzymatic digestion.
2004 Jul 6
Mineralization mechanism of calcium phosphates under three kinds of Langmuir monolayers.
2004 Mar 16
[Study on chemical constituents of the essential oil from Myristica fragrans Houtt. by supercritical fluid extraction and steam distillation].
2004 Nov
Risk stratification by the "EPA+DHA level" and the "EPA/AA ratio" focus on anti-inflammatory and antiarrhythmogenic effects of long-chain omega-3 fatty acids.
2004 Nov
Calcium signals activated by arachidonic acid in embryonic chick ciliary ganglion neurons.
2005
Very long chain fatty acid synthesis in sunflower kernels.
2005 Apr 6
Triacylglycerol molecular species are depleted to different extents in the myocardium of spontaneously hypertensive rats fed two oleic acid-rich oils.
2005 Jan
Aflatoxin production in peanut lines selected to represent a range of linoleic acid concentrations.
2005 Jan
Infrared spectroscopy analysis of the structure of multilayer Langmuir-Blodgett films: effect of deposition velocity and pH.
2005 Jan 18
Transcription of T7 DNA immobilised on latex beads and Langmuir-Blodgett film.
2005 Jan 31
Metal-substituted organic Cd-arachidate multilayers as soft-x-ray mirrors.
2005 Jun 1
Circulating adiponectin and plasma fatty acid profile.
2005 Mar
Polysaccharides as a template for silicate generated by sol-gel processes.
2005 May 15
Langmuir monolayer as a tool toward visualization of a specific DNA-protein complex.
2005 Nov 8
Fat intake and composition of fatty acids in serum phospholipids in a randomized, controlled, Mediterranean dietary intervention study on patients with rheumatoid arthritis.
2005 Oct 10
Sum frequency generation from Langmuir-Blodgett multilayer films on metal and dielectric substrates.
2005 Oct 13
ELOVL3 is an important component for early onset of lipid recruitment in brown adipose tissue.
2006 Feb 24
Sum-frequency spectroscopy of a monolayer of zinc arachidate at the solid-solid interface.
2006 Feb 9
Biochemical and morphological changes in endothelial cells in response to hypoxic interstitial edema.
2006 Jan 13
The venomous secrets of the web droplets from the viscid spiral of the orb-weaver spider Nephila clavipes (Araneae, Tetragnatidae).
2006 Jul
Simultaneous determination of saponins and fatty acids in Ziziphus jujuba (Suanzaoren) by high performance liquid chromatography-evaporative light scattering detection and pressurized liquid extraction.
2006 Mar 10
Ethane-bridged zinc porphyrin dimers in Langmuir-Shäfer thin films: structural and spectroscopic properties.
2006 Mar 16
Cyclooxygenase inhibitors not inhibit resting lung cancer A549 cell proliferation.
2006 May
Examining the collision-induced decomposition spectra of ammoniated triglycerides. III. The linoleate and arachidonate series.
2007
DNA microarray data integration by ortholog gene analysis reveals potential molecular mechanisms of estrogen-dependent growth of human uterine fibroids.
2007 Apr 2
Relationship between serum concentrations of saturated fatty acids and unsaturated fatty acids and the homeostasis model insulin resistance index in Japanese patients with type 2 diabetes mellitus.
2007 Aug
Lipophilic components of different therapeutic mud species.
2007 Dec
Docosahexaenoic acid stabilizes soluble amyloid-beta protofibrils and sustains amyloid-beta-induced neurotoxicity in vitro.
2007 Feb
Effects of polyunsaturated fatty acids on calcium response and degranulation from RBL-2H3 cells.
2007 Feb
Thermodynamic and spectroscopic studies on the nickel arachidate-RNA polymerase Langmuir-Blodgett monolayer.
2007 Feb 13
Ordering by collapse: formation of bilayer and trilayer crystals by folding Langmuir monolayers.
2007 Feb 13
Crystallization of silver carboxylates from sodium carboxylate mixtures.
2007 Jul 17
Thermal behavior of J-aggregates in mixed Langmuir-Blodgett films composed of merocyanine dye and deuterated arachidic acid investigated by UV-visible and infrared absorption spectroscopy.
2007 Jun 19
Molecular dynamic simulations of eicosanoic acid and 18-methyleicosanoic acid langmuir monolayers.
2007 Sep 20
Mechanistic insight into domain formation and growth in a phase-separated Langmuir-Blodgett monolayer.
2007 Sep 25
The roles of long-chain polyunsaturated fatty acids in pregnancy, lactation and infancy: review of current knowledge and consensus recommendations.
2008
Conversion of the aggregation state of merocyanine dye, modification of the subcell packing of arachidic acid, and removal of the majority of n-octadecane by hydrothermal treatment in the liquid phase in a mixed Langmuir-Blodgett film of the ternary system.
2008 Apr 1
Study of assembly of arachidic acid/LDHs hybrid films containing photoactive dyes.
2008 Feb 15
Chemically alternating Langmuir-Blodgett thin films as a model for molecular depth profiling by mass spectrometry.
2008 Jan
Unsaturated long-chain fatty acids induce the respiratory burst of human neutrophils and monocytes in whole blood.
2008 Jul 14
Habitual fish consumption does not prevent a decrease in LCPUFA status in pregnant women (the Seychelles Child Development Nutrition Study).
2008 Jun
Hypocholesterolemic effects of fatty acid bile acid conjugates (FABACs) in mice.
2008 Mar 1
Physico-chemical behaviour of the fish lipid from Lepidocephalus guntea (Hamilton) and variation of lipid profile with size.
2008 May 15
Depth resolution during C60+ profiling of multilayer molecular films.
2008 Oct 1
Distinct structural elements dictate the specificity of the type III pentaketide synthase from Neurospora crassa.
2008 Oct 20
Characterization of domain growth kinetics in a mixed perfluorocarbon-hydrocarbon Langmuir-Blodgett monolayer.
2008 Sep 1
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
The PLA2 activator, melittin (1 microM), enhanced the evoked tritium release by 98+/-11%, an effect prevented by the PLA2 inhibitor, arachidonyl trifluromethylketone (AACOCF3, 20 microM), and by BSA (1%). arachidonic acid (AA) (30 microM), but not arachidic acid (30 microM).
Substance Class Chemical
Created
by admin
on Sat Jun 26 01:36:27 UTC 2021
Edited
by admin
on Sat Jun 26 01:36:27 UTC 2021
Record UNII
PQB8MJD4RB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ARACHIDIC ACID
INCI   MI  
INCI  
Official Name English
NSC-93983
Code English
ICOSANOIC ACID
Systematic Name English
EICOSANOIC ACID
Systematic Name English
ARACHIDIC ACID [INCI]
Common Name English
ARACHIC ACID
Systematic Name English
ARACHIDIC ACID (CONSTITUENT OF BORAGE SEED OIL) [DSC]
Common Name English
N-EICOSANOIC ACID
Common Name English
EICOSATRIENOIC-ACID
Systematic Name English
ARACHIDIC ACID [MI]
Common Name English
ARACHIDATE
Common Name English
Classification Tree Code System Code
LOINC 35169-2
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
NCI_THESAURUS C68439
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
LOINC 75108-1
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
NCI_THESAURUS C68421
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
LOINC 16811-2
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
CFR 21 CFR 357.210
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
Code System Code Type Description
WIKIPEDIA
ARACHIDIC ACID
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
PRIMARY
PUBCHEM
10467
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
PRIMARY
ECHA (EC/EINECS)
208-031-3
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
PRIMARY
RXCUI
1716331
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
PRIMARY RxNorm
NCI_THESAURUS
C68321
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
PRIMARY
MESH
C094477
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
PRIMARY
EPA CompTox
506-30-9
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
PRIMARY
CAS
506-30-9
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
PRIMARY
RXCUI
1716332
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
ALTERNATIVE
EVMPD
SUB179492
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
PRIMARY
MERCK INDEX
M2023
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
PRIMARY Merck Index
FDA UNII
PQB8MJD4RB
Created by admin on Sat Jun 26 01:36:28 UTC 2021 , Edited by admin on Sat Jun 26 01:36:28 UTC 2021
PRIMARY
Related Record Type Details
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