Record Information
Version1.0
Creation date2010-04-08 22:06:52 UTC
Update date2020-09-17 15:42:30 UTC
Primary IDFDB005830
Secondary Accession Numbers
  • FDB021815
Chemical Information
FooDB NameBehnic acid
DescriptionBehenic acid, also known as docosanoate, C22:0 or 1-docosanoic acid, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Behenic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. In appearance, it consists of white to cream color crystals or powder with a melting point of 80 °C and boiling point of 306 °C. It is a major component of Ben oil (or behen oil), which is extracted from the seeds of the Ben-oil tree (Moringa oleifera). Behenic acid is also found in canola oil and peanut oil. As a dietary oil, behenic acid is poorly absorbed. In spite of its low bioavailability compared with oleic acid, behenic acid is a cholesterol-raising (LDL) saturated fatty acid in humans and is therefore not a suitable substitute for palmitic acid in manufactured triacylglycerols (PMID: 11124748). Behenic acid is often used to give hair conditioners and moisturizers their smoothing properties. It is also used in lubricating oils, and as a solvent evaporation retarder in paint removers. Behenic acid amide is used as an anti-foaming agent in detergents, floor polishes and dripless candles.
CAS Number112-85-6
Structure
Thumb
Synonyms
SynonymSource
1-Docosanoic acidChEBI
BehensaeureChEBI
CH3-[CH2]20-COOHChEBI
Docosanic acidChEBI
DocosanoateChEBI
DocosansaeureChEBI
Docosoic acidChEBI
DokosansaeureChEBI
N-Docosanoic acidChEBI
1-DocosanoateGenerator
DocosanateGenerator
Docosanoic acidGenerator
DocosoateGenerator
N-DocosanoateGenerator
BehenateGenerator
FA(22:0)HMDB
Behenic acidHMDB
Predicted Properties
PropertyValueSource
Water Solubility3.0e-05 g/LALOGPS
logP9.19ALOGPS
logP8.92ChemAxon
logS-7ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count20ChemAxon
Refractivity104.69 m³·mol⁻¹ChemAxon
Polarizability47.25 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC22H44O2
IUPAC namedocosanoic acid
InChI IdentifierInChI=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)
InChI KeyUKMSUNONTOPOIO-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCCCCCCCCCCCC(O)=O
Average Molecular Weight340.5836
Monoisotopic Molecular Weight340.334130652
Classification
Description Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentVery long-chain fatty acids
Alternative Parents
Substituents
  • Very long-chain fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0596-9422000000-4799a4c5794b59792050Spectrum
GC-MSBehnic acid, non-derivatized, GC-MS Spectrumsplash10-0159-0900000000-3bbb6d3ae586b9b33415Spectrum
GC-MSBehnic acid, 1 TMS, GC-MS Spectrumsplash10-0159-2900000000-348efcfc8f1d67f7b5b2Spectrum
GC-MSBehnic acid, non-derivatized, GC-MS Spectrumsplash10-0596-9100000000-eb78c2ccaf4cc9882ed1Spectrum
GC-MSBehnic acid, non-derivatized, GC-MS Spectrumsplash10-0159-0900000000-3bbb6d3ae586b9b33415Spectrum
GC-MSBehnic acid, non-derivatized, GC-MS Spectrumsplash10-0159-2900000000-348efcfc8f1d67f7b5b2Spectrum
GC-MSBehnic acid, non-derivatized, GC-MS Spectrumsplash10-0159-1900000000-118efeed433fc3141bc9Spectrum
Predicted GC-MSBehnic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-7690000000-97da3fdb0e98064049b6Spectrum
Predicted GC-MSBehnic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00g1-9551000000-fd9768208a1797291a14Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-0006-0109000000-bda321e754dd42fb8bb8Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-0a4j-5900000000-809bb3193f37942db909Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-0a4i-7900000000-22ebd8fe304be08b915eSpectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positivesplash10-0596-9100000000-eb78c2ccaf4cc9882ed1Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-000i-0900000000-d09512035285f332d56cSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-000i-0900000000-d09512035285f332d56cSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-000i-0900000000-d09512035285f332d56cSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-000i-0009000000-3a6826d318c7e1634120Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-000i-0009000000-3a6826d318c7e1634120Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-000i-0009000000-b29cc64ce52ea552b8d1Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-000i-0009000000-9f560a0c6bac7043337fSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-000i-0009000000-3cdf1b17a2391c889f5bSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-000i-0009000000-3a6826d318c7e1634120Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-000i-0009000000-183662ae4ac2ef63046eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-000i-0009000000-b29cc64ce52ea552b8d1Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-000i-0009000000-9f560a0c6bac7043337fSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-000i-0009000000-3cdf1b17a2391c889f5bSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-000i-0009000000-183662ae4ac2ef63046eSpectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-0009000000-59e981660d097942b2b8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0019000000-7a5055e53e55c3579d34Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ed-2494000000-d58d52e3d2392ca04047Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0536-6980000000-36eb30e33ef7e33830d6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0019000000-2e1668571d77736f2b5eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-007a-1039000000-9420d9704691f31b35ddSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9130000000-68de74e83f8a8e6cadbaSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDBEHNIC ACID
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).