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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-22 19:16:14 UTC
Update Date2022-03-07 02:49:30 UTC
HMDB IDHMDB0006246
Secondary Accession Numbers
  • HMDB06246
Metabolite Identification
Common NameTetracosatetraenoic acid (24:4n-6)
DescriptionTetracosatetraenoic acid n-6 is metabolized to radiolabelled monohydroxylated fatty acids (predominantly the 9-hydroxy positional isomer) but not to other lipoxygenase or cyclooxygenase products by the calcium ionophore-stimulated cells. (PMID: 8049246 ). Oxidation of tetracosatetraenoic acid n-6 is relatively normal in adrenoleukodystrophy cells and in the cells from one PD,peroxisomal disease patient.
Structure
Data?1582752377
Synonyms
ValueSource
9Z,12Z,15Z,18Z-Tetracosatetraenoic acidChEBI
all-cis-Tetracosa-9,12,15,18-tetraenoic acidChEBI
C24:4N-6,9,12,15ChEBI
Tetracosatetraenoic acidChEBI
9Z,12Z,15Z,18Z-TetracosatetraenoateGenerator
all-cis-Tetracosa-9,12,15,18-tetraenoateGenerator
TetracosatetraenoateGenerator
Tetracosatetraenoate (24:4N-6)Generator
Tetracosatetraenoic acid N-6HMDB
Chemical FormulaC24H40O2
Average Molecular Weight360.5732
Monoisotopic Molecular Weight360.302830524
IUPAC Name(9Z,12Z,15Z,18Z)-tetracosa-9,12,15,18-tetraenoic acid
Traditional Name(9Z,12Z,15Z,18Z)-tetracosa-9,12,15,18-tetraenoic acid
CAS Registry NumberNot Available
SMILES
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C24H40O2/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/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-23H2,1H3,(H,25,26)/b7-6-,10-9-,13-12-,16-15-
InChI KeyMMJZTSLHOIGZPU-DOFZRALJSA-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
Ontology
Physiological effectNot Available
Disposition
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.9e-05 g/LALOGPS
logP7.93ALOGPS
logP8.37ChemAxon
logS-7.1ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count18ChemAxon
Refractivity118.36 m³·mol⁻¹ChemAxon
Polarizability45.92 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+203.10831661259
DarkChem[M-H]-204.03631661259
DeepCCS[M+H]+202.26930932474
DeepCCS[M-H]-199.91130932474
DeepCCS[M-2H]-232.79830932474
DeepCCS[M+Na]+208.36330932474
AllCCS[M+H]+200.032859911
AllCCS[M+H-H2O]+197.432859911
AllCCS[M+NH4]+202.332859911
AllCCS[M+Na]+203.032859911
AllCCS[M-H]-200.432859911
AllCCS[M+Na-2H]-203.232859911
AllCCS[M+HCOO]-206.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Tetracosatetraenoic acid (24:4n-6)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O3856.2Standard polar33892256
Tetracosatetraenoic acid (24:4n-6)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O2510.9Standard non polar33892256
Tetracosatetraenoic acid (24:4n-6)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O2721.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Tetracosatetraenoic acid (24:4n-6),1TMS,isomer #1CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C2765.9Semi standard non polar33892256
Tetracosatetraenoic acid (24:4n-6),1TBDMS,isomer #1CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C3014.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tetracosatetraenoic acid (24:4n-6) GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f96-8393000000-149af4332827492e11f92017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tetracosatetraenoic acid (24:4n-6) GC-MS (1 TMS) - 70eV, Positivesplash10-00bi-9353000000-1dcd84b325a9911b7e552017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tetracosatetraenoic acid (24:4n-6) GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 10V, Positive-QTOFsplash10-0006-0009000000-07131deb1ac86b2278702017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 20V, Positive-QTOFsplash10-0gb9-2439000000-fcab1c47b6ed0fc0ee342017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 40V, Positive-QTOFsplash10-014m-9654000000-a821bc81bc04299e07302017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 10V, Negative-QTOFsplash10-0a4i-0009000000-d3a6d67a918ed4ade4dd2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 20V, Negative-QTOFsplash10-0aou-0009000000-ac72667738c7842c5b652017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 40V, Negative-QTOFsplash10-052f-9123000000-d742e875830d0218f2222017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 10V, Negative-QTOFsplash10-0a4i-0009000000-41581841bea1c6e997362021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 20V, Negative-QTOFsplash10-0a4l-1009000000-9bb186b9ad6fe32375c62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 40V, Negative-QTOFsplash10-0006-9112000000-4de6beb190c2e77997a82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 10V, Positive-QTOFsplash10-03dl-1109000000-d1600ee9d291ccdc73692021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 20V, Positive-QTOFsplash10-053u-9737000000-72c8d782ac4555936c922021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosatetraenoic acid (24:4n-6) 40V, Positive-QTOFsplash10-05o3-9500000000-eb550218c5d56daa19482021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023858
KNApSAcK IDNot Available
Chemspider ID30776538
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG ID2219653
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52921800
PDB IDNot Available
ChEBI ID77526
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Robinson BS, Johnson DW, Ferrante A, Poulos A: Differences in the metabolism of eicosatetraenoic (20:4(n - 6)), tetracosatetraenoic (24:4(n - 6)) and triacontatetraenoic (30:4(n - 6)) acids in human neutrophils. Biochim Biophys Acta. 1994 Aug 4;1213(3):325-34. [PubMed:8049246 ]