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

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

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
Final report on the safety assessment of Corylus Avellana (Hazel) Seed Oil, Corylus Americana (Hazel) Seed Oil, Corylus Avellana (Hazel) Seed Extract, Corylus Americana (Hazel) Seed Extract, Corylus Avellana (Hazel) Leaf Extract, Corylus Americana (Hazel) Leaf Extract, and Corylus Rostrata (Hazel) Leaf Extract.
2001
Stable ordering in Langmuir-Blodgett films.
2001 Aug 17
Polyphenols of cocoa: inhibition of mammalian 15-lipoxygenase.
2001 Dec
A new method for the generation of patterned protein films by encapsulation in arrays of thermally evaporated lipids.
2001 Jul 20
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
Molecular recognition of agonist ligands by RXRs.
2002 May
Surface-enhanced resonance raman scattering: single-molecule detection in a Langmuir-Blodgett monolayer.
2003 Jun
Characterizing the effects of saturated fatty acids on insulin signaling and ceramide and diacylglycerol accumulation in 3T3-L1 adipocytes and C2C12 myotubes.
2003 Nov 15
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
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
Acyl chain-based molecular selectivity for HL60 cellular phosphatidylinositol and of phosphatidylcholine by phosphatidylinositol transfer protein alpha.
2004 Nov 8
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
Cyanolipid-rich seed oils from Allophylus natalensis and A. dregeanus.
2005 Oct
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
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
Cyclooxygenase inhibitors not inhibit resting lung cancer A549 cell proliferation.
2006 May
Modulation of ATP-induced inward currents by docosahexaenoic acid and other fatty acids in rat nodose ganglion neurons.
2006 Nov
DNA microarray data integration by ortholog gene analysis reveals potential molecular mechanisms of estrogen-dependent growth of human uterine fibroids.
2007 Apr 2
Fasting nonesterified fatty acid profiles in childhood and their relationship with adiposity, insulin sensitivity, and lipid levels.
2007 Dec
Thermodynamic and spectroscopic studies on the nickel arachidate-RNA polymerase Langmuir-Blodgett monolayer.
2007 Feb 13
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
Two-component hydrogels comprising fatty acids and amines: structure, properties, and application as a template for the synthesis of metal nanoparticles.
2008
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
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 Fri Dec 15 15:17:51 GMT 2023
Edited
by admin
on Fri Dec 15 15:17:51 GMT 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 Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
NCI_THESAURUS C68439
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
LOINC 75108-1
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
NCI_THESAURUS C68421
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
LOINC 16811-2
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
CFR 21 CFR 357.210
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
Code System Code Type Description
WIKIPEDIA
ARACHIDIC ACID
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
PUBCHEM
10467
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
ECHA (EC/EINECS)
208-031-3
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
SMS_ID
100000164879
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
CHEBI
32360
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
RXCUI
1716331
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY RxNorm
NCI_THESAURUS
C68321
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
MESH
C094477
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID1060134
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
CAS
506-30-9
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
NSC
93983
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
RXCUI
1716332
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
ALTERNATIVE
EVMPD
SUB179492
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
MERCK INDEX
m2023
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY Merck Index
FDA UNII
PQB8MJD4RB
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
CHEBI
28822
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
DAILYMED
PQB8MJD4RB
Created by admin on Fri Dec 15 15:17:51 GMT 2023 , Edited by admin on Fri Dec 15 15:17:51 GMT 2023
PRIMARY
Related Record Type Details
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TUNISIAN SOURCE
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LIPID -> FATTY ACID
Trace value only.
LIPID -> FATTY ACID
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