| Common Name |
5,8-Tetradecadienoic acid
| Description |
5,8-Tetradecadienoic acid is an intermediate of unsaturated fatty acid oxidation. An increase of 5,8-Tetradecadienoic acid in plasma is associated with acyl-CoA dehydrogenase deficiency disorders. (PMID 7586519 ).
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
(cis,cis-Delta(5),Delta(8))-Tetradecanoic acidChEBI
(cis-Delta(5),cis-Delta(8))-Tetradecanoic acidChEBI
(Z,Z)-5,8-Tetradecadienoic acidChEBI
(Z,Z)-Tetradeca-5,8-dienoic acidChEBI
(cis,cis-delta(5),delta(8))-TetradecanoateGenerator
(cis,cis-δ(5),δ(8))-tetradecanoateGenerator
(cis,cis-δ(5),δ(8))-tetradecanoic acidGenerator
5,8-TetradecadienoateGenerator
(cis-delta(5),cis-delta(8))-TetradecanoateGenerator
(cis-δ(5),cis-δ(8))-tetradecanoateGenerator
(cis-δ(5),cis-δ(8))-tetradecanoic acidGenerator
(Z,Z)-5,8-TetradecadienoateGenerator
(Z,Z)-Tetradeca-5,8-dienoateGenerator
| Chemical Formlia |
C14H24O2
| Average Molecliar Weight |
224.3392
| Monoisotopic Molecliar Weight |
224.177630012
| IUPAC Name |
(5Z,8Z)-tetradeca-5,8-dienoic acid
| Traditional Name |
(5Z,8Z)-tetradeca-5,8-dienoic acid
| CAS Registry Number |
10390-16-6
| SMILES |
CCCCCC=C/CC=C/CCCC(O)=O
| InChI Identifier |
InChI=1S/C14H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h6-7,9-10H,2-5,8,11-13H2,1H3,(H,15,16)/b7-6-,10-9-
| InChI Key |
HXHZGHRLVRFQDR-HZJYTTRNSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Lipids and lipid-like moleclies
| Sub Class |
Fatty Acyls
| Direct Parent |
Long-chain fatty acids
| Alternative Parents |
Unsaturated fatty acids
Straight chain fatty acids
Monocarboxylic acids and derivatives
Carboxylic acids
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
| 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
| Molecliar Framework |
Aliphatic acyclic compounds
| External Descriptors |
long-chain fatty acid (CHEBI:70719 )
polyunsaturated fatty acid (CHEBI:70719 )
Unsaturated fatty acids (LMFA01030257 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Cell signaling
Fuel and energy storage
Fuel or energy source
Membrane integrity/stability
| Application |
Nutrients
Stabilizers
Surfactants and Emlisifiers
| Cellliar locations |
Cytoplasm
Extracellliar
Membrane
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.0042 mg/mLALOGPS
logP5.35ALOGPS
logP4.64ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)4.82ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity70.11 m3·mol-1ChemAxon
Polarizability27.53 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
Membrane
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB022120
| KNApSAcK ID |
Not Available
| Chemspider ID |
4471834
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB00560
| Metagene Link |
HMDB00560
| METLIN ID |
5544
| PubChem Compound |
5312409
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Norisoboldine
References |
| Synthesis Reference |
Guex, Waldemar; Rueegg, Rudolf; Schwieter, Ulrich. Unsaturated alcohols and their esters. (1960), DE 1111615 19600129 CAN 56:31075 AN 1962:31075 |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Onkenhout W, Venizelos V, van der Poel PF, van den Heuvel MP, Poorthuis BJ: Identification and quantification of intermediates of unsaturated fatty acid metabolism in plasma of patients with fatty acid oxidation disorders. Clin Chem. 1995 Oct;41(10):1467-74. [PubMed:7586519 ]
|
PMID: 15509733