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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2010-02-22 10:59:03 UTC
Update Date2020-02-27 16:52:07 UTC
HMDB IDHMDB0013330
Secondary Accession Numbers
  • HMDB13330
Metabolite Identification
Common Name3-Hydroxy-cis-5-tetradecenoylcarnitine
Description3-Hydroxy-cis-5-tetradecenoylcarnitine is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1582753109
SynonymsNot Available
Chemical FormulaC21H39NO5
Average Molecular Weight385.545
Monoisotopic Molecular Weight385.28282336
IUPAC Name(3R)-3-{[(5Z)-3-hydroxytetradec-5-enoyl]oxy}-4-(trimethylazaniumyl)butanoate
Traditional Name(3R)-3-{[(5Z)-3-hydroxytetradec-5-enoyl]oxy}-4-(trimethylammonio)butanoate
CAS Registry NumberNot Available
SMILES
CCCCCCCC\C=C/CC(O)CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C
InChI Identifier
InChI=1S/C21H39NO5/c1-5-6-7-8-9-10-11-12-13-14-18(23)15-21(26)27-19(16-20(24)25)17-22(2,3)4/h12-13,18-19,23H,5-11,14-17H2,1-4H3/b13-12-/t18?,19-/m1/s1
InChI KeyCJMUXNONVZSQIX-ZDOLJLSUSA-N
Chemical Taxonomy
ClassificationNot classified
Ontology
Disposition

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00044 g/LALOGPS
logP-0.82ALOGPS
logP-0.45ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)4.12ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area86.66 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity130.51 m³·mol⁻¹ChemAxon
Polarizability45.37 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014u-0629000000-abe77ab30cd3e90176abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-1911000000-2b29a3dd9ddd520395c6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6x-3900000000-bc36329763899fe4960eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-1029000000-0766a471c544e04064d5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-1779000000-38bc6372224504f869d8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006y-6960000000-514d0ad9154c9f54c2dfSpectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.015-0.030 uMAdult (>18 years old)Both
Normal
details
BloodExpected but not Quantified Not AvailableNot Available
Normal
    details
    FecesDetected and Quantified0.21 +/- 0.17 nmol/g wet fecesAdult (>18 years old)Both
    Normal
    details
    FecesDetected and Quantified0.3 +/- 0.13 nmol/g wet fecesAdult (>18 years old)Both
    Normal
    details
    UrineDetected and Quantified0.0-0.01 umol/mmol creatinineNewborn (0-30 days old)BothNormal
      • López Hernández Y...
    details
    UrineDetected and Quantified0.01 +/- 0.0 umol/mmol creatinineNewborn (0-30 days old)FemaleNormal
      • López Hernández Y...
    details
    UrineDetected and Quantified0.01 +/- 0.0 umol/mmol creatinineNewborn (0-30 days old)MaleNormal
      • López Hernández Y...
    details
    UrineDetected and Quantified0.0020 (0.0008-0.0040) umol/mmol creatinineAdult (>18 years old)Both
    Normal
    details
    UrineDetected and Quantified2.89 +/- 0.10 umol/mmol creatinineAdolescent (13-18 years old)Both
    Normal
    details
    Abnormal Concentrations
    BiospecimenStatusValueAgeSexConditionReferenceDetails
    BloodDetected and Quantified0.013 +/- 0.004 uMChildren (1-13 years old)Both
    Obesity
      • Metabolomics reve...
    details
    BloodDetected and Quantified0.013 +/- 0.004 uMChildren (1-13 years old)Both
    Obesity
      • Metabolomics reve...
    details
    UrineDetected and Quantified2.52 +/- 0.08 umol/mmol creatinineAdolescent (13-18 years old)Both
    Obese
    details
    Associated Disorders and Diseases
    Disease References
    Obesity
    1. Cho K, Moon JS, Kang JH, Jang HB, Lee HJ, Park SI, Yu KS, Cho JY: Combined untargeted and targeted metabolomic profiling reveals urinary biomarkers for discriminating obese from normal-weight adolescents. Pediatr Obes. 2017 Apr;12(2):93-101. doi: 10.1111/ijpo.12114. Epub 2016 Feb 22. [PubMed:26910390 ]
    2. Simone Wahl, Christina Holzapfel, Zhonghao Yu, Michaela Breier, Ivan Kondofersky, Christiane Fuchs, Paula Singmann, Cornelia Prehn, Jerzy Adamski, Harald Grallert, Thomas Illig, Rui Wang-Sattler, Thomas Reinehr (2013). Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children. Metabolomics.
    Associated OMIM IDs
    DrugBank IDNot Available
    Phenol Explorer Compound IDNot Available
    FooDB IDFDB029400
    KNApSAcK IDNot Available
    Chemspider IDNot Available
    KEGG Compound IDNot Available
    BioCyc IDNot Available
    BiGG IDNot Available
    Wikipedia LinkNot Available
    METLIN IDNot Available
    PubChem Compound53481699
    PDB IDNot Available
    ChEBI IDNot Available
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    References
    Synthesis ReferenceNot Available
    Material Safety Data Sheet (MSDS)Not Available
    General ReferencesNot Available