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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-10-20 09:59:43 UTC
Update Date2022-03-07 02:49:25 UTC
HMDB IDHMDB0005051
Secondary Accession Numbers
  • HMDB05051
Metabolite Identification
Common NameTsuzuic acid
DescriptionTsuzuic acid, also known as tsuzuate or 4-tetradecenoate, 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. Based on a literature review a small amount of articles have been published on Tsuzuic acid.
Structure
Data?1582752343
Synonyms
ValueSource
TsuzuateGenerator
4-TetradecenoateHMDB
4-Tetradecenoic acidHMDB
Tuduic acidHMDB
Chemical FormulaC14H26O2
Average Molecular Weight226.355
Monoisotopic Molecular Weight226.193280076
IUPAC Name(4Z)-tetradec-4-enoic acid
Traditional Name(4Z)-tetradec-4-enoic acid
CAS Registry Number544-65-0
SMILES
CCCCCCCCC\C=C/CCC(O)=O
InChI Identifier
InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h10-11H,2-9,12-13H2,1H3,(H,15,16)/b11-10-
InChI KeyCUVLOCDGQCUQSI-KHPPLWFESA-N
Chemical Taxonomy
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
  • 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
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.94 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0017 g/LALOGPS
logP5.84ALOGPS
logP5.01ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)4.88ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity69 m³·mol⁻¹ChemAxon
Polarizability28.77 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+161.25231661259
DarkChem[M-H]-159.04131661259
DeepCCS[M+H]+160.32330932474
DeepCCS[M-H]-156.30130932474
DeepCCS[M-2H]-193.87230932474
DeepCCS[M+Na]+169.53730932474
AllCCS[M+H]+160.732859911
AllCCS[M+H-H2O]+157.332859911
AllCCS[M+NH4]+163.932859911
AllCCS[M+Na]+164.832859911
AllCCS[M-H]-163.132859911
AllCCS[M+Na-2H]-164.432859911
AllCCS[M+HCOO]-165.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Tsuzuic acidCCCCCCCCC\C=C/CCC(O)=O2690.9Standard polar33892256
Tsuzuic acidCCCCCCCCC\C=C/CCC(O)=O1701.5Standard non polar33892256
Tsuzuic acidCCCCCCCCC\C=C/CCC(O)=O1760.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Tsuzuic acid,1TMS,isomer #1CCCCCCCCC/C=C\CCC(=O)O[Si](C)(C)C1828.1Semi standard non polar33892256
Tsuzuic acid,1TBDMS,isomer #1CCCCCCCCC/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C2059.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tsuzuic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9600000000-8c1c530b309e0cb3f5282017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tsuzuic acid GC-MS (1 TMS) - 70eV, Positivesplash10-05j0-9330000000-0bdf5c8ba6d39ca7d9102017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tsuzuic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tsuzuic acid 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 - Tsuzuic acid 10V, Positive-QTOFsplash10-0a4i-0290000000-b90344f9ead6cb286b6f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tsuzuic acid 20V, Positive-QTOFsplash10-0a59-5930000000-94c824298df13d84757a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tsuzuic acid 40V, Positive-QTOFsplash10-052f-9400000000-562aa72961ee7920319d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tsuzuic acid 10V, Negative-QTOFsplash10-004i-0190000000-7f930e0e03b1fa3a9fd42017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tsuzuic acid 20V, Negative-QTOFsplash10-057i-1390000000-353787f26fcfb5c6dd0b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tsuzuic acid 40V, Negative-QTOFsplash10-0a4l-9400000000-e574c0c699e2f204cfc82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tsuzuic acid 10V, Negative-QTOFsplash10-004i-0090000000-6c6d923a7644bf907b732021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tsuzuic acid 20V, Negative-QTOFsplash10-056r-1090000000-bf11e3752102a15c7ddf2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tsuzuic acid 40V, Negative-QTOFsplash10-052f-9300000000-465826a4c5f460e30f0c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tsuzuic acid 10V, Positive-QTOFsplash10-0a7j-9320000000-d13fedc34a33daa8831c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tsuzuic acid 20V, Positive-QTOFsplash10-05o1-9000000000-c580626f4c12cdb7ee912021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tsuzuic acid 40V, Positive-QTOFsplash10-05nf-9000000000-527de36f08f5df3ec7d12021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • 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 IDFDB023613
KNApSAcK IDNot Available
Chemspider ID4471824
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5312399
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1076791
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Schatowitz B, Gercken G: Simultaneous determination of C2-C22 non-esterified fatty acids and other metabolically relevant carboxylic acids in biological material by gas chromatography of their benzyl esters. J Chromatogr. 1988 Mar 18;425(2):257-68. [PubMed:3372640 ]
  2. Kimura M, Yoon HR, Wasant P, Takahashi Y, Yamaguchi S: A sensitive and simplified method to analyze free fatty acids in children with mitochondrial beta oxidation disorders using gas chromatography/mass spectrometry and dried blood spots. Clin Chim Acta. 2002 Feb;316(1-2):117-21. [PubMed:11750281 ]
  3. Hopkins CY, Chisholm MJ, Prince L: Fatty acids ofLindera umbellata and other Lauraceae seed oils. Lipids. 1966 Mar;1(2):118-22. [PubMed:17805664 ]