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Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2016-02-11 01:03:26 UTC
HMDB IDHMDB00872
Secondary Accession NumbersNone
Metabolite Identification
Common NameTetradecanedioic acid
DescriptionTetradecanedioic acid is a C14 dicarboxylic acid.
Structure
Thumb
Synonyms
ValueSource
1,12-Dodecanedicarboxylic acidChEBI
1,14-Tetradecanedioic acidChEBI
Dodecamethylenedicarboxylic acidChEBI
NSC 9504ChEBI
Tetradecane-1,14-dioic acidChEBI
1,12-DodecanedicarboxylateGenerator
TetradecanedioateGenerator
1,14-TetradecanedioateGenerator
DodecamethylenedicarboxylateGenerator
Tetradecane-1,14-dioateGenerator
TetradecanedicarboxylateHMDB
Tetradecanedicarboxylic acidHMDB
Chemical FormulaC14H26O4
Average Molecular Weight258.3538
Monoisotopic Molecular Weight258.18310932
IUPAC Nametetradecanedioic acid
Traditional Nametetradecanedioic acid
CAS Registry Number821-38-5
SMILES
OC(=O)CCCCCCCCCCCCC(O)=O
InChI Identifier
InChI=1S/C14H26O4/c15-13(16)11-9-7-5-3-1-2-4-6-8-10-12-14(17)18/h1-12H2,(H,15,16)(H,17,18)
InChI KeyInChIKey=HQHCYKULIHKCEB-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Dicarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.2 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.036 mg/mLALOGPS
logP3.63ALOGPS
logP4.05ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)4.65ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 Å2ChemAxon
Rotatable Bond Count13ChemAxon
Refractivity69.55 m3·mol-1ChemAxon
Polarizability31.11 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-0gea-5931000000-7d708613c692157ca720View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-0a4i-0090000000-68cf7f448aa88f51f1fdView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-000j-1590000000-617ed9d896a7b93f24b2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-0a4r-7090000000-b1a301623bc52c836e52View in MoNA
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
Biological Properties
Cellular Locations
  • Membrane
Biofluid Locations
  • Blood
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot ApplicableNot AvailableNot Available
Normal
  • Not Applicable
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB022293
KNApSAcK IDNot Available
Chemspider ID12630
KEGG Compound IDC11002
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB00872
Metagene LinkHMDB00872
METLIN ID5833
PubChem Compound13185
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceChen, Yuandong; Hao, Xiuzhen. Method for producing tetradecanedioic acid by bioconversion of n-tetradecane. Faming Zhuanli Shenqing Gongkai Shuomingshu (2002), 10 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [12829005 ]
  2. Ziegler I, Fink M, Wilmanns W: Biopterin level in peripheral blood cells as a marker for hemopoietic cell proliferation during leukemia and polycythemia vera. Blut. 1982 Apr;44(4):231-40. [6952953 ]