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Details

Stereochemistry ACHIRAL
Molecular Formula C20H40O2
Molecular Weight 312.5304
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 312.5304
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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

2013
530
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Comparative quantitative fatty acid analysis of triacylglycerols using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry and gas chromatography.
2001
[Effect of various substrate nutrient on the spore germination and infective germ tube inducing of Pandora delphacis].
2001 Apr
Structural elucidation of twelve novel esters composed of five fatty acids and three new branched alcohols together with four monoterpenoids from Sancassania shanghaiensis (Acari: Acaridae).
2001 Apr
Polyphenols of cocoa: inhibition of mammalian 15-lipoxygenase.
2001 Dec
The effect of temperature on the fatty acids and isozymes of a psychrotrophic and two mesophilic species of Xenorhabdus, a bacterial symbiont of entomopathogenic nematodes.
2001 May
Evaluation of phagocytosis and arachidonate metabolism by alveolar macrophages and recruited neutrophils from F344xBN rats of different ages.
2001 Oct
Saturated triglycerides and fatty acids activate neutrophils depending on carbon chain-length.
2002 Apr
Single molecular detection of a perylene dye dispersed in a Langmuir-Blodgett fatty acid monolayer using surface-enhanced resonance Raman scattering.
2002 Feb
Molecular recognition of agonist ligands by RXRs.
2002 May
Inflammatory mediators induced by coarse (PM2.5-10) and fine (PM2.5) urban air particles in RAW 264.7 cells.
2003 Feb 1
Two mammalian longevity assurance gene (LAG1) family members, trh1 and trh4, regulate dihydroceramide synthesis using different fatty acyl-CoA donors.
2003 Oct 31
Inhibition by arachidonic acid and other fatty acids of dopamine uptake at the human dopamine transporter.
2003 Oct 8
Use of nutritional supplements to increase the efficacy of fluoxetine in the treatment of anorexia nervosa.
2004 Jan
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
Morphological investigation of hybrid Langmuir-Blodgett films of arachidic acid with a hydrotalcite/dendrimer nanocomposite.
2004 Sep 28
Triacylglycerol molecular species are depleted to different extents in the myocardium of spontaneously hypertensive rats fed two oleic acid-rich oils.
2005 Jan
Transcription of T7 DNA immobilised on latex beads and Langmuir-Blodgett film.
2005 Jan 31
Cyanolipid-rich seed oils from Allophylus natalensis and A. dregeanus.
2005 Oct
[Determination of fatty acids and organic acids in Ranunculus ternatus Thunb using GC-MS].
2006 Aug
Polymer-surfactant layered heterostructures by electropolymerization of phenosafranine in Langmuir-Blodgett films.
2006 Dec 7
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
Maximum withdrawal speed for Langmuir-Blodgett film deposition of arachidic acid.
2006 Jun 1
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
Modulation of ATP-induced inward currents by docosahexaenoic acid and other fatty acids in rat nodose ganglion neurons.
2006 Nov
Organosilicon-containing thiazole derivatives as potential lipoxygenase inhibitors and anti-inflammatory agents.
2007
Lipophilic components of different therapeutic mud species.
2007 Dec
Fasting nonesterified fatty acid profiles in childhood and their relationship with adiposity, insulin sensitivity, and lipid levels.
2007 Dec
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
Two-component hydrogels comprising fatty acids and amines: structure, properties, and application as a template for the synthesis of metal nanoparticles.
2008
[Spectrum properties of Thulium bisphthalocyanine Langmuir-Blodgett films].
2008 Feb
Characterization of Langmuir-Blodgett film using differential charging in X-ray photoelectron spectroscopy.
2008 Jul 24
Habitual fish consumption does not prevent a decrease in LCPUFA status in pregnant women (the Seychelles Child Development Nutrition Study).
2008 Jun
Characterization of domain growth kinetics in a mixed perfluorocarbon-hydrocarbon Langmuir-Blodgett monolayer.
2008 Sep 1
Patents

Patents

06197379
4
06383729
4
06548232
2
06699653
2
07157217
2
07291448
2
07455960
2
JP2000119688A
4
JP2002068961A
2
JP2002536075A
14
JP2010502769A
10
JPH01149715A
2
JPH01206950A
2
JPH0559392A
2
JPH11122A
2
JPS5941364A
2
JPS6063244A
2
JPS62134043A
2
JPS62178515A
2
JPS626635A
2
JPS6383178A
2

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
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 Wed Jul 05 22:48:58 UTC 2023
Edited
by admin
on Wed Jul 05 22:48:58 UTC 2023
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 Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
NCI_THESAURUS C68439
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
LOINC 75108-1
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
NCI_THESAURUS C68421
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
LOINC 16811-2
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
CFR 21 CFR 357.210
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
Code System Code Type Description
WIKIPEDIA
ARACHIDIC ACID
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
PUBCHEM
10467
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
ECHA (EC/EINECS)
208-031-3
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
SMS_ID
100000164879
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
CHEBI
32360
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
RXCUI
1716331
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY RxNorm
NCI_THESAURUS
C68321
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
MESH
C094477
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
EPA CompTox
DTXSID1060134
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
CAS
506-30-9
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
NSC
93983
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
RXCUI
1716332
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
ALTERNATIVE
EVMPD
SUB179492
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
MERCK INDEX
M2023
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY Merck Index
FDA UNII
PQB8MJD4RB
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
CHEBI
28822
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
DAILYMED
PQB8MJD4RB
Created by admin on Wed Jul 05 22:48:58 UTC 2023 , Edited by admin on Wed Jul 05 22:48:58 UTC 2023
PRIMARY
Related Record Type Details
OLIVE OIL
LIPID -> FATTY ACID
TUNISIAN SOURCE
Structure of SODIUM ARACHIDATE
SALT/SOLVATE -> PARENT
PEANUT OIL
LIPID -> FATTY ACID
Trace value only.
Structure of CALCIUM ARACHINATE
SALT/SOLVATE -> PARENT
COTTONSEED OIL
LIPID -> FATTY ACID
Range values as of FAO/WHO Codex Alimentarius Committee on commercial fats and oils.(unspecified percent)
PALM OIL
LIPID -> FATTY ACID
Values are % of total.
Coconut oil
LIPID -> FATTY ACID
JB Rossell and co-workers; JAOCS62(2), 221-230(1985). Range weight is a mean. Low is a trace amount.
CANOLA OIL
LIPID -> FATTY ACID
SUNFLOWER OIL
LIPID -> FATTY ACID
Values given are in undefined precent. Average is typical for U.S. Sunflower oil.
SOYBEAN OIL
LIPID -> FATTY ACID
Values are % of weight of fatty acid composition. O?Connor, RT, Herb, SF; J Am Oil Chem Soc 47, 186A, 195A, 197A(1970)(range) Brignoli, CA et al: J Am Diet Assoc 68, 224(1976)(average)
BORAGE SEED OIL
PARENT -> CONSTITUENT ALWAYS PRESENT
SESAME OIL
LIPID -> FATTY ACID
Value is % of total fatty acids. Maiti, S, et al; Handbook of Annual Oilseed Crops, OIBH, New Delhi, India(1988), pp.1987-90
NIH
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