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Details

Stereochemistry ACHIRAL
Molecular Formula C22H44O2.C6H15NO3
Molecular Weight 489.7718
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Docosanoic acid, compd. with 2,2′,2′′-nitrilotris[ethanol]

SMILES

OCCN(CCO)CCO.CCCCCCCCCCCCCCCCCCCCCC(O)=O

InChI

InChIKey=GCACVWDCQDRJLA-UHFFFAOYSA-N
InChI=1S/C22H44O2.C6H15NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24;8-4-1-7(2-5-9)3-6-10/h2-21H2,1H3,(H,23,24);8-10H,1-6H2

HIDE SMILES / InChI
Behenic acid is a saturated fatty acid that is derived from the oil extracts of plants and used as a component of conditioning agents. Behenic acid is also a part of a novel complex of lipophilic ingredients developed for the treatment of dry skin. The properties of behenic acid were studied in comparison to others fatty acids and it was found that behenic acid does not inhibit the UDP-glucuronosyltransferase (UGT) 1A1 enzyme. The high levels of behenic acid in patients with low-grade glial tumors is an important indicator of the persistence of tissue integrity and tissue resistance. Therefore, behenic acid levels can be a prognostic factor in glial tumors.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Diagnostic patterns of very-long-chain fatty acids in plasma of patients with X-linked adrenoleukodystrophy.
2001 Aug 25
Effect of phenol on lipid and fatty acid profile of Xanthomonas oryzae pv. oryzae.
2001 Oct
Polycations increase the permeability of Mycobacterium vaccae cell envelopes to hydrophobic compounds.
2001 Oct
Measurements of electron beam damage for organic crystals in a high voltage electron microscope with image plates.
2002
Transient amidolytic activity changes of plasmin adsorbed onto carbons.
2002 Aug
Chemical and enzymatic transacylation of amide-linked FA of buttermilk gangliosides.
2003 Aug
Pentacyclic triterpenoids from the aerial parts of Lantana camara.
2003 Feb
Selected nutritional biomarkers predict diet quality.
2003 Oct
Calcification of intraocular implant lens surfaces.
2004 Feb 17
A novel, noninvasive method for the measurement of intestinal fat absorption.
2004 Jul
Partial phase behavior and micellar properties of tetrabutylammonium salts of fatty acids: unusual solubility in water and formation of unexpectedly small micelles.
2004 Jul 6
Peroxisomal fatty acid oxidation is a substantial source of the acetyl moiety of malonyl-CoA in rat heart.
2004 May 7
Observation of a two-step mechanism in the formation of a superstructure of cadmium-behenic acid Langmuir monolayer: evidence of an intermediate structure.
2004 Nov
Very long chain fatty acid synthesis in sunflower kernels.
2005 Apr 6
The structure of ultrathin Langmuir-Blodgett films of cadmium behenate.
2005 Dec 1
Negative dipole potentials of uncharged langmuir monolayers due to fluorination of the hydrophilic heads.
2005 Jul 28
Peroxisomal and mitochondrial oxidation of fatty acids in the heart, assessed from the 13C labeling of malonyl-CoA and the acetyl moiety of citrate.
2005 Mar 11
Proton sponge and fatty acid interactions at the air-water interface. Thermodynamic, spectroscopic, and microscopic study.
2005 Mar 29
Potato phosphorylase catalyzed synthesis of amylose-lipid complexes.
2005 Sep-Oct
[Determination of fatty acids and organic acids in Ranunculus ternatus Thunb using GC-MS].
2006 Aug
Amylose-lipid complexes as controlled lipid release agents during starch gelatinization and pasting.
2006 Feb 22
ELOVL3 is an important component for early onset of lipid recruitment in brown adipose tissue.
2006 Feb 24
Solid lipid nanoparticles (SLN)--effects of lipid composition on in vitro degradation and in vivo toxicity.
2006 Jun
SLN as a topical delivery system for Artemisia arborescens essential oil: in vitro antiviral activity and skin permeation study.
2007
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
Stearic acid-rich interesterified fat and trans-rich fat raise the LDL/HDL ratio and plasma glucose relative to palm olein in humans.
2007 Jan 15
[Determination of underivatized long-chain fatty acids in edible oils by fast gas chromatography].
2007 Mar
Localization of the pre-squalene segment of the isoprenoid biosynthetic pathway in mammalian peroxisomes.
2007 Mar
Refraction and scattering of X-rays in analyzer-based imaging.
2007 Nov
Simultaneous lipidomic analysis of three families of bioactive lipid mediators leukotrienes, resolvins, protectins and related hydroxy-fatty acids by liquid chromatography/electrospray ionisation tandem mass spectrometry.
2008
Bilayer and trilayer crystalline formation by collapsing behenic acid monolayers at gas/aqueous interfaces.
2008 Jan 15
Formation of amyloid fibrils in vitro by human gammaD-crystallin and its isolated domains.
2008 Jan 16
Crystal structure of human XLF/Cernunnos reveals unexpected differences from XRCC4 with implications for NHEJ.
2008 Jan 9
Intra- and intermonomer interactions are required to synergistically facilitate ATP hydrolysis in Hsp90.
2008 Jul 25
Enhanced production of nitric oxide, reactive oxygen species, and pro-inflammatory cytokines in very long chain saturated fatty acid-accumulated macrophages.
2008 Nov 28
Lipid mediators in the neural cell nucleus: their metabolism, signaling, and association with neurological disorders.
2009 Aug
Root suberin forms an extracellular barrier that affects water relations and mineral nutrition in Arabidopsis.
2009 May
Composition of diethyl ether flower extracts of Lonicera fragrantissima Lindl. & Paxton (caprifoliaceae).
2009 Nov
Fat malabsorption in cystic fibrosis: comparison of quantitative fat assay and a novel assay using fecal lauric/behenic acid.
2010 Apr
Serum fatty acids and cardiovascular risk factors in sudden sensorineural hearing loss: a case-control study.
2010 Feb
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
Maturation stress generation in poplar tension wood studied by synchrotron radiation microdiffraction.
2010 Mar
Patents

Sample Use Guides

Behenic acid is a part of conditioning agent
Route of Administration: Topical
In Vitro Use Guide
Unknown
Name Type Language
Docosanoic acid, compd. with 2,2′,2′′-nitrilotris[ethanol]
Systematic Name English
Docosanoic acid, compd. with 2,2′,2′′-nitrilotris[ethanol] (1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
YUF2L4N2BY
Created by admin on Sat Dec 16 12:21:17 GMT 2023 , Edited by admin on Sat Dec 16 12:21:17 GMT 2023
PRIMARY
PUBCHEM
161471
Created by admin on Sat Dec 16 12:21:17 GMT 2023 , Edited by admin on Sat Dec 16 12:21:17 GMT 2023
PRIMARY
ECHA (EC/EINECS)
246-462-9
Created by admin on Sat Dec 16 12:21:17 GMT 2023 , Edited by admin on Sat Dec 16 12:21:17 GMT 2023
PRIMARY
CAS
24794-57-8
Created by admin on Sat Dec 16 12:21:17 GMT 2023 , Edited by admin on Sat Dec 16 12:21:17 GMT 2023
PRIMARY
EPA CompTox
DTXSID3067023
Created by admin on Sat Dec 16 12:21:17 GMT 2023 , Edited by admin on Sat Dec 16 12:21:17 GMT 2023
PRIMARY