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Showing Compound Eicosanic acid (FDB004028)

Record Information
Version1.0
Creation date2010-04-08 22:06:03 UTC
Update date2019-11-26 02:59:45 UTC
Primary IDFDB004028
Secondary Accession Numbers
  • FDB002927
  • FDB030681
Chemical Information
FooDB NameEicosanic acid
DescriptionArachidic acid, also known as eicosanoic acid or eicosanoate, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, arachidic acid is considered to be a fatty acid lipid molecule. Arachidic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Arachidic acid can be found in a number of food items such as chinese cinnamon, strawberry, winged bean, and thistle, which makes arachidic acid a potential biomarker for the consumption of these food products. Arachidic acid can be found primarily in blood and feces. Moreover, arachidic acid is found to be associated with schizophrenia.
CAS Number506-30-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility5.0e-05 g/LALOGPS
logP8.53ALOGPS
logP8.03ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count18ChemAxon
Refractivity95.49 m³·mol⁻¹ChemAxon
Polarizability42.91 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC20H40O2
IUPAC nameicosanoic acid
InChI IdentifierInChI=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)
InChI KeyVKOBVWXKNCXXDE-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCCCCCCCCCC(O)=O
Average Molecular Weight312.5304
Monoisotopic Molecular Weight312.302830524
Classification
Description Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-chain fatty acids
Alternative Parents
Substituents
  • 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
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0596-9100000000-091619221e36a7a177ff2014-09-20View Spectrum
GC-MSEicosanoic acid, non-derivatized, GC-MS Spectrumsplash10-0159-0900000000-cc7f30812c4ef45583b1Spectrum
GC-MSEicosanoic acid, 1 TMS, GC-MS Spectrumsplash10-0159-2901000000-7d146c5d993118307ce5Spectrum
GC-MSEicosanoic acid, non-derivatized, GC-MS Spectrumsplash10-0596-9100000000-53a544b7fbf2ee3b176aSpectrum
GC-MSEicosanoic acid, non-derivatized, GC-MS Spectrumsplash10-0159-0900000000-cc7f30812c4ef45583b1Spectrum
GC-MSEicosanoic acid, non-derivatized, GC-MS Spectrumsplash10-0159-2901000000-7d146c5d993118307ce5Spectrum
GC-MSEicosanoic acid, non-derivatized, GC-MS Spectrumsplash10-014i-1900000000-33733dae76fd89dc7394Spectrum
Predicted GC-MSEicosanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9450000000-ff95bd6be578f2c72ce9Spectrum
Predicted GC-MSEicosanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0109-9560000000-d2d19ad6d5ef54fdf90aSpectrum
Predicted GC-MSEicosanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-0029000000-273e657da59fa67385c22012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0a4i-9200000000-84b07a6d22109c4413362012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0a4i-9100000000-9d6e321e2bf8cd1f20e42012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-03di-0009000000-d7e3408b3b2e854229b02017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-03di-0109000000-c0ed9d28e54855b400692017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0a6r-0013493000-832a78a9cf97d74660ea2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-06vi-0012391000-e4dcf31aba99059fcf392017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4i-0193000000-031626259c4a170161652017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4i-0091000000-9389b44ea9cfe1afe40b2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-03di-0009000000-6bf31eaaa3592667dc532021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-03di-0009000000-32767cc19095158402612021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-03e9-3409000000-c86c0c5c2a80a4d1a6d62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-545adcea3fffd230d8c72021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0092000000-c40a8544a31d253f26c62015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0i01-2491000000-60bf2b9a6912f287f6f02015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfu-8970000000-fd0569abd03da6142ee22015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0092000000-c40a8544a31d253f26c62015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0i01-2491000000-60bf2b9a6912f287f6f02015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfu-8970000000-fd0569abd03da6142ee22015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0049000000-54fd1cf54bdd386d406e2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xu-1095000000-2584a862e47ea0cb88f22015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9140000000-2caaff4da05fbcb0fdf72015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0049000000-54fd1cf54bdd386d406e2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xu-1095000000-2584a862e47ea0cb88f22015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9140000000-2caaff4da05fbcb0fdf72015-05-27View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)Spectrum
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 IDEICOSANIC-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
Horseradish treeExpected but not quantifiedNot AvailableDUKE
PeanutExpected but not quantifiedNot AvailableDUKE
Showing 1 to 2 of 2 entries
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).