Showing metabocard for Tetracosapentaenoic acid (24:5n-3) (BMDB0006323)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:40:51 UTC
Update Date2020-06-04 20:33:22 UTC
MCDB ID BMDB0006323
Secondary Accession Numbers
  • BMDB06323
Metabolite Identification
Common NameTetracosapentaenoic acid (24:5n-3)
DescriptionTetracosapentaenoic acid (24:5N-3), also known as 9Z,12Z,15Z,18Z,21Z-tetracosapentaenoate or 24:5 (N-3), 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. Tetracosapentaenoic acid (24:5N-3) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Tetracosapentaenoic acid (24:5N-3) participates in a number of enzymatic reactions, within cattle. In particular, Tetracosapentaenoic acid (24:5N-3) can be biosynthesized from docosapentaenoic acid (22N-3) through the action of the enzyme elongation OF very long chain fatty acids protein 4. In addition, Tetracosapentaenoic acid (24:5N-3) can be converted into tetracosahexaenoic acid; which is catalyzed by the enzyme fatty acid desaturase 2. In cattle, tetracosapentaenoic acid (24:5N-3) is involved in the metabolic pathway called the Alpha linolenic Acid and linoleic Acid metabolism pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
24:5 (N-3)ChEBI
24:5 (Omega-3)ChEBI
9Z,12Z,15Z,18Z,21Z-Tetracosapentaenoic acidChEBI
all-cis-Tetracosa-9,12,15,18,21-pentaenoic acidChEBI
9Z,12Z,15Z,18Z,21Z-TetracosapentaenoateGenerator
all-cis-Tetracosa-9,12,15,18,21-pentaenoateGenerator
Tetracosapentaenoate (24:5N-3)Generator
(9Z,12Z,15Z,18Z,21Z)-TetracosapentaenateHMDB
(9Z,12Z,15Z,18Z,21Z)-TetracosapentaenoateHMDB
(9Z,12Z,15Z,18Z,21Z)-Tetracosapentaenoic acidHMDB
TetracosapentaenateHMDB
Chemical FormulaC24H38O2
Average Molecular Weight358.5573
Monoisotopic Molecular Weight358.28718046
IUPAC Name(9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid
Traditional Name(9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid
CAS Registry NumberNot Available
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C24H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-23H2,1H3,(H,25,26)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChI KeyNPTIBOCVSPURCS-JLNKQSITSA-N
Chemical Taxonomy
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
  • Unsaturated 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
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP7.59ALOGPS
logP8ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity119.47 m³·mol⁻¹ChemAxon
Polarizability44.67 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0573-4291000000-6ea1ffbff016c500f8812017-09-01View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00bi-8592200000-44739218ec66d2cd0c9e2017-10-06View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0009000000-4db308c9cea35a6a71452017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dm-4449000000-f4b29814b97a0684aa6b2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01p5-9772000000-4427f74dace33638a7c12017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-9983909c1bd7f6f6f6392017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bti-0009000000-68af15c6bf0d9194cf352017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9122000000-d4f99830ed97426002da2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4l-1219000000-7b5894b3e76c4df8a6b72021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-7935000000-24270d7686c4efb93ee92021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9700000000-31fdde5bd12aea13cb7d2021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-d0130aa56928ec01bd252021-09-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-1009000000-a678f269cce71f692f492021-09-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000f-9112000000-dedeae256c4d74390dfb2021-09-25View Spectrum
Concentrations
StatusValueReferenceDetails
Detected and Quantified2203 +/- 529 uMTotal fatty acid
  • M. Ferrand et al....
 details
Detected and Quantified948 +/- 390 uMTotal fatty acid
  • M. Ferrand et al....
 details
Detected and Quantified2091 +/- 446 uMTotal fatty acid
  • M. Ferrand et al....
 details
HMDB IDHMDB0006323
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023890
KNApSAcK IDNot Available
Chemspider ID30776540
KEGG Compound IDNot Available
BioCyc IDCPD-7421
BiGG ID2219655
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52921801
PDB IDNot Available
ChEBI ID77360
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. M. Ferrand, B. Huquet. S. Barbey, F. Barillet, F. Faucon, H. Larroque, O. Leray, J.M. Trommenschlager, M. Brochard (2011). M. Ferrand et al. Determination of fatty acid profile in cow's milk using mid-infrared spectrometry: Interest of applying a variable selection by genetic algorithms before a PLS regression. Chemometrics and Intelligent Laboratory Systems 106 (2011) 183?189. Chemometrics and Intelligent Laboratory Systems.