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

Details

Stereochemistry ACHIRAL
Molecular Formula C22H44O2
Molecular Weight 340.5836
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Behenic acid

SMILES

CCCCCCCCCCCCCCCCCCCCCC(O)=O

InChI

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

HIDE SMILES / InChI

Molecular Formula C22H44O2
Molecular Weight 340.5836
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Expression of the Arabidopsis ADS1 gene in Brassica juncea results in a decreased level of total saturated fatty acids.
2003 May
[Determination of fatty acids and organic acids in Ranunculus ternatus Thunb using GC-MS].
2006 Aug
The inhibitory action of long-chain fatty acids on the DNA binding activity of p53.
2006 Jun
Characterization of the chemical composition of lotus plumule oil.
2006 Oct 4
Growth-inhibiting activity of active component isolated from Terminalia chebula fruits against intestinal bacteria.
2006 Sep
SLN as a topical delivery system for Artemisia arborescens essential oil: in vitro antiviral activity and skin permeation study.
2007
Pure and mixed films of a nitrostilbene derivative at the air-water interface, Langmuir-Blodgett multilayer fabrication, and optical characterization.
2007 Apr 1
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
NMR analysis of the conformational properties of the trapped on-pathway folding intermediate of the bacterial immunity protein Im7.
2007 Feb 23
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
Byrsonic acid--the clue to floral mimicry involving oil-producing flowers and oil-collecting bees.
2007 Jul
Effects of stereospecific positioning of fatty acids in triacylglycerol structures in native and randomized fats: a review of their nutritional implications.
2007 Jul 12
Crystallization of silver carboxylates from sodium carboxylate mixtures.
2007 Jul 17
[Determination of underivatized long-chain fatty acids in edible oils by fast gas chromatography].
2007 Mar
Analysis of the products from enzymatic scouring of cotton.
2007 Mar
Localization of the pre-squalene segment of the isoprenoid biosynthetic pathway in mammalian peroxisomes.
2007 Mar
Langmuir-Blodgett films of a Mo-blue nanoring [Mo(142)O(429)H(10)(H(2)O)(49)(CH(3)CO(2))(5)(CH(3)CH(2)CO(2))](30)(-) (Mo(142)) by the semiamphiphilic method.
2007 Mar 27
Refraction and scattering of X-rays in analyzer-based imaging.
2007 Nov
Self-assembly in monoelaidin aqueous dispersions: direct vesicles to cubosomes transition.
2008
A molecular ruler for measuring quantitative distance distributions.
2008
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
Calcium triggered L alpha-H2 phase transition monitored by combined rapid mixing and time-resolved synchrotron SAXS.
2008 Apr 30
The homeodomain derived peptide Penetratin induces curvature of fluid membrane domains.
2008 Apr 9
Bilayer and trilayer crystalline formation by collapsing behenic acid monolayers at gas/aqueous interfaces.
2008 Jan 15
Crystal structure of human XLF/Cernunnos reveals unexpected differences from XRCC4 with implications for NHEJ.
2008 Jan 9
Nutritional quality evaluation of velvet bean seeds (Mucuna pruriens) exposed to gamma irradiation.
2008 Jun
Hexacosanoic and docosanoic acids plasma levels in patients with cerebral childhood and asymptomatic X-linked adrenoleukodystrophy: Lorenzo's oil effect.
2008 Mar
The influence of feeding linoleic, gamma-linolenic and docosahexaenoic acid rich oils on rat brain tumor fatty acids composition and fatty acid binding protein 7 mRNA expression.
2008 Nov 16
Enhanced production of nitric oxide, reactive oxygen species, and pro-inflammatory cytokines in very long chain saturated fatty acid-accumulated macrophages.
2008 Nov 28
On the low-temperature onset of molecular flexibility in lipid bilayers seen by Raman scattering.
2008 Oct 2
Oil and fatty acid diversity in genetically variable clones of Moringa oleifera from India.
2009
Lipid mediators in the neural cell nucleus: their metabolism, signaling, and association with neurological disorders.
2009 Aug
Fatty acid selectivity of lipases during acidolysis reaction between triolein and saturated fatty acids varying from caproic to behenic acids.
2009 Aug 26
Very long chain fatty acid levels in patients diagnosed with multiple sclerosis.
2009 Dec
Extrudate versus powder silica alumina as support for Re₂O₇ catalyst in the metathesis of seed oil-derivatives - a comparison.
2009 Jan
[Chemical constituents from tubers of Dioscorea bulbifera].
2009 Jul
Analysis of sterols and fatty acids in natural and cultured Cordyceps by one-step derivatization followed with gas chromatography-mass spectrometry.
2009 Jul 12
AFM and multiple transmission-reflection infrared spectroscopy (MTR-IR) studies on formation of air-stable supported lipid bilayers.
2009 Mar
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
Solid lipid nanoparticles produced through a coacervation method.
2010
Fat malabsorption in cystic fibrosis: comparison of quantitative fat assay and a novel assay using fecal lauric/behenic acid.
2010 Apr
Nutritional and anti-nutritional potential of three accessions of itching bean (Mucuna pruriens (L.) DC var. pruriens): an under-utilized tribal pulse.
2010 Aug
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
Evolution toward the X phase of fatty acid Langmuir monolayers on a divalent cation solution.
2010 Jan 19
Maturation stress generation in poplar tension wood studied by synchrotron radiation microdiffraction.
2010 Mar
Chlamydomonas as a "new" organism for biodiesel production.
2010 Mar
Safety and adequacy of a semi-elemental formula for children with gastro-intestinal disease.
2010 Mar
Diffraction properties of periodic lattices under free electron laser radiation.
2010 Mar 26
Patents

Sample Use Guides

Behenic acid is a part of conditioning agent
Route of Administration: Topical
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:09:43 GMT 2023
Edited
by admin
on Fri Dec 15 15:09:43 GMT 2023
Record UNII
H390488X0A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Behenic acid
INCI   MI  
INCI  
Official Name English
GLYCON B-70
Brand Name English
HYDROFOL 2022-55
Brand Name English
HYSTRENE 5522
Brand Name English
N-DOCOSANOIC ACID
Common Name English
PRIFRAC 2989
Brand Name English
HYSTRENE 9022
Brand Name English
PRIFRAC 2987
Brand Name English
1-Docosanoic acid
Systematic Name English
EDENOR C 22-85R
Brand Name English
CRODACID B
Brand Name English
Docosanoic acid [HSDB]
Common Name English
NAA 222S
Code English
Behenic acid [INCI]
Common Name English
C22:0
Common Name English
Behenic acid (constituent of borage seed oil) [DSC]
Common Name English
GLYCON B 70
Brand Name English
Behenic acid [MI]
Common Name English
EXL-5
Code English
B-95
Code English
HYDROFOL ACID 560
Brand Name English
Behenate
Common Name English
ORISTAR BA
Brand Name English
NAA 22S
Code English
Docosanoic acid
HSDB  
Systematic Name English
NSC-32364
Code English
Classification Tree Code System Code
LOINC 30198-6
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
LOINC 74582-8
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
NCI_THESAURUS C68439
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
LOINC 1773-1
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
LOINC 38538-5
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
NCI_THESAURUS C68421
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
CFR 21 CFR 357.210
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
LOINC 79707-6
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
LOINC 74583-6
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
LOINC 30196-0
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
LOINC 1774-9
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
DSLD 235 (Number of products:2)
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
Code System Code Type Description
MERCK INDEX
m2292
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
PRIMARY Merck Index
RXCUI
1368203
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
PRIMARY RxNorm
NCI_THESAURUS
C68322
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-010-8
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
PRIMARY
SMS_ID
100000164877
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
PRIMARY
RXCUI
1368204
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
ALTERNATIVE
EVMPD
SUB179490
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
PRIMARY
RXCUI
1291425
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
PRIMARY
HSDB
5578
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
PRIMARY
PUBCHEM
8215
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID3026930
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
PRIMARY
WIKIPEDIA
BEHENIC ACID
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
PRIMARY
DRUG CENTRAL
3855
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
PRIMARY
CAS
112-85-6
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
PRIMARY
CHEBI
28941
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
PRIMARY
NSC
32364
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
PRIMARY
DAILYMED
H390488X0A
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
PRIMARY
GRAS Notification (GRN No.)
69
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
PRIMARY
FDA UNII
H390488X0A
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
PRIMARY
MESH
C007547
Created by admin on Fri Dec 15 15:09:44 GMT 2023 , Edited by admin on Fri Dec 15 15:09:44 GMT 2023
PRIMARY
CHEBI
23858
Created by admin on Fri Dec 15 15:09:43 GMT 2023 , Edited by admin on Fri Dec 15 15:09:43 GMT 2023
PRIMARY
Related Record Type Details
LIPID -> FATTY ACID
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
Values are % of total.
LIPID -> FATTY ACID
TUNISIAN SOURCE
SALT/SOLVATE -> PARENT
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)
PARENT -> CONSTITUENT ALWAYS PRESENT
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
Range values as of FAO/WHO Codex Alimentarius Committee on commercial fats and oils.(unspecified percent)
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY