Record Information
Version1.0
Creation date2010-04-08 22:05:38 UTC
Update date2018-01-23 18:56:32 UTC
Primary IDFDB003049
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameHexadecanedioic acid
DescriptionHexadecanedioic acid is activated by mitochondrial and microsomal fractions in liver (PMID 4372285). It has an antitumor activity (PMID 14987827). Hexadecanedioic acid is found in sweet cherry and potato.
CAS Number505-54-4
Structure
Thumb
Synonyms
SynonymSource
1,14-Tetradecanedicarboxylic acidChEBI
1,16-Hexadecanedioic acidChEBI
Thapsic acidChEBI
1,14-TetradecanedicarboxylateGenerator
1,16-HexadecanedioateGenerator
ThapsateGenerator
HexadecanedioateGenerator
a,W-TetradecanedicarboxylateHMDB
a,W-Tetradecanedicarboxylic acidHMDB
N-Tetradecane-W,w'-dicarboxylateHMDB
N-Tetradecane-W,w'-dicarboxylic acidHMDB
Hexadecanedioic acidMeSH
1, 14-Tetradecanedicarboxylic acidbiospider
A,w-tetradecanedicarboxylatebiospider
A,w-tetradecanedicarboxylic acidbiospider
Hexadecane-1, 16-dioic acidbiospider
Hexadecane-1,16-dioic acidbiospider
Hexadecanedioicbiospider
N-tetradecane-.omega.,.omega.'-dicarboxylic acidbiospider
N-tetradecane-omega,omega'-dicarboxylic acidbiospider
N-tetradecane-w,w'-dicarboxylatebiospider
N-tetradecane-w,w'-dicarboxylic acidbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.0057 g/LALOGPS
logP4.68ALOGPS
logP4.94ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)4.65ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity78.75 m³·mol⁻¹ChemAxon
Polarizability35.37 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC16H30O4
IUPAC namehexadecanedioic acid
InChI IdentifierInChI=1S/C16H30O4/c17-15(18)13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(19)20/h1-14H2,(H,17,18)(H,19,20)
InChI KeyQQHJDPROMQRDLA-UHFFFAOYSA-N
Isomeric SMILESOC(=O)CCCCCCCCCCCCCCC(O)=O
Average Molecular Weight286.407
Monoisotopic Molecular Weight286.214409448
Classification
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
  • Dicarboxylic 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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 67.10%; H 10.56%; O 22.34%DFC
Melting PointMp 126°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-07do-2940000000-8c28631b1022d3318936View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0109-7691100000-587f0a395c2991f76096View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-000i-0090000000-2311edb5a21bc7c11854View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-01b9-0090000000-29b1e4612ce1b89fe132View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-0a4i-9000000000-cb4b2bb791cf66c26ad1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-0090000000-21fd3982c0181bc06670View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014u-0390000000-67df6952912c86a0cd98View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001j-5900000000-ff60e3a81da2e330db67View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-6c700a9c0357a7d235a8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-0090000000-fb79a4abfe50390ddb88View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9140000000-7aba6aa5bd7692dcc532View in MoNA
MSMass Spectrum (Electron Ionization)splash10-01ow-9210000000-ae9c39d4b07c3e8cb742View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID10027
ChEMBL IDNot Available
KEGG Compound IDC19615
Pubchem Compound ID10459
Pubchem Substance IDNot Available
ChEBI ID200634
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00672
CRC / DFC (Dictionary of Food Compounds) IDCQD34-D:CQD34-D
EAFUS IDNot Available
Dr. Duke IDHEXADECANEDIOIC-ACID
BIGG IDNot Available
KNApSAcK IDC00007429
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).