Np mrd loader

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Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-08-15 04:56:48 UTC
NP-MRD IDNP0000048
Secondary Accession NumbersNone
Natural Product Identification
Common NameTetradecanedioic acid
DescriptionTetradecanedioic acid, also known as 1,14-tetradecanedioate or NSC 9504, 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. Tetradecanedioic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
Structure
Thumb
Synonyms
ValueSource
1,12-Dodecanedicarboxylic acidChEBI
1,14-Tetradecanedioic acidChEBI
Dodecamethylenedicarboxylic acidChEBI
NSC 9504ChEBI
Tetradecane-1,14-dioic acidChEBI
1,12-DodecanedicarboxylateGenerator
1,14-TetradecanedioateGenerator
DodecamethylenedicarboxylateGenerator
Tetradecane-1,14-dioateGenerator
TetradecanedioateGenerator
TetradecanedicarboxylateHMDB
Tetradecanedicarboxylic acidHMDB
Chemical FormulaC14H26O4
Average Mass258.3538 Da
Monoisotopic Mass258.18311 Da
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 KeyHQHCYKULIHKCEB-UHFFFAOYSA-N
Spectra
Spectrum TypeDescriptionDepositor IDDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart Lab2021-06-20View Spectrum
2D NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, simulated)Varshavi.d262021-07-20View Spectrum
Species
Species of Origin
Species NameSourceReference
Annona squamosaKNApSAcK Database
Triticum aestivumKNApSAcK Database
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
  • 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
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point127 °Chttps://pubchem.ncbi.nlm.nih.gov/compound/Tetradecanedioic-acid#section=Melting-Point
Boiling PointNot AvailableNot Available
Water Solubility0.2 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.036 g/LALOGPS
logP3.63ALOGPS
logP4.05ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)4.65ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity69.55 m³·mol⁻¹ChemAxon
Polarizability31.11 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
External Links
HMDB IDHMDB0000872
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022293
KNApSAcK IDC00053820
Chemspider ID12630
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5833
PubChem Compound13185
PDB IDNot Available
ChEBI ID76308
Good Scents IDNot Available
References
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. [PubMed: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. [PubMed:6952953 ]
  3. Tonsgard JH, Mendelson SA, Meredith SC: Binding of straight-chain saturated dicarboxylic acids to albumin. J Clin Invest. 1988 Nov;82(5):1567-73. doi: 10.1172/JCI113767. [PubMed:3183053 ]
  4. Samartsev VN, Semenova AA, Dubinin MV: A Comparative Study of the Action of Protonophore Uncouplers and Decoupling Agents as Inducers of Free Respiration in Mitochondria in States 3 and 4: Theoretical and Experimental Approaches. Cell Biochem Biophys. 2020 Jun;78(2):203-216. doi: 10.1007/s12013-020-00914-5. Epub 2020 May 5. [PubMed:32367259 ]
  5. Chae TU, Ahn JH, Ko YS, Kim JW, Lee JA, Lee EH, Lee SY: Metabolic engineering for the production of dicarboxylic acids and diamines. Metab Eng. 2020 Mar;58:2-16. doi: 10.1016/j.ymben.2019.03.005. Epub 2019 Mar 21. [PubMed:30905694 ]