Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-05-22 14:17:46 UTC
Update Date2022-03-07 02:49:14 UTC
HMDB IDHMDB0002288
Secondary Accession Numbers
  • HMDB02288
Metabolite Identification
Common Name5-cis-8-cis-Tetradecadienoyl-CoA
Description5-cis-8-cis-Tetradecadienoyl-CoA, also known as S-(5Z,8Z)-5,8-tetradecadienoate or 5Z,8Z-tetradecadienoyl-CoA, belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Based on a literature review very few articles have been published on 5-cis-8-cis-Tetradecadienoyl-CoA.
Structure
Data?1582752241
Synonyms
ValueSource
5Z,8Z-Tetradecadienoyl-CoAHMDB
5Z,8Z-Tetradecadienoyl-coenzyme AHMDB
cis,cis-5,8-Tetradecadienoyl-CoAHMDB
cis,cis-5,8-Tetradecadienoyl-coenzime aHMDB
cis,cis-5,8-Tetradecadienoyl-coenzyme AHMDB
cis,cis-Myristo-5,8-dienoyl-CoAHMDB
cis,cis-Myristo-5,8-dienoyl-coenzyme AHMDB
cis,cis-Tetradeca-5,8-dienoyl-CoAHMDB
cis,cis-Tetradeca-5,8-dienoyl-coenzyme AHMDB
S-(5Z,8Z)-5,8-TetradecadienoateHMDB
S-(5Z,8Z)-5,8-Tetradecadienoate CoAHMDB
S-(5Z,8Z)-5,8-Tetradecadienoate coenzyme AHMDB
S-(5Z,8Z)-5,8-Tetradecadienoic acidHMDB
S-(5Z,8Z)-Tetradecadienoyl-CoAHMDB
S-(5Z,8Z)-Tetradecadienoyl-coenzyme AHMDB
Tetradeca-5Z,8Z-dienoyl-CoAHMDB
Tetradeca-5Z,8Z-dienoyl-coenzyme AHMDB
Chemical FormulaC35H58N7O17P3S
Average Molecular Weight973.858
Monoisotopic Molecular Weight973.282273691
IUPAC Name{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(5Z,8Z)-tetradeca-5,8-dienoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Name[5-(6-aminopurin-9-yl)-4-hydroxy-2-[({hydroxy[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(5Z,8Z)-tetradeca-5,8-dienoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid
CAS Registry Number68134-76-9
SMILES
CCCCC\C=C/C\C=C/CCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
InChI Identifier
InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h8-9,11-12,22-24,28-30,34,45-46H,4-7,10,13-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b9-8-,12-11-
InChI KeyMJBZUCVXTFUVFY-MURFETPASA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • O-glycosyl compound
  • Monosaccharide
  • Oxane
  • Acetamide
  • Carboxamide group
  • Secondary alcohol
  • Secondary carboxylic acid amide
  • Acetal
  • Carboxylic acid derivative
  • Polyol
  • Oxacycle
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Primary alcohol
  • Carbonyl group
  • Organic nitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.54 g/LALOGPS
logP1.91ALOGPS
logP-2.1ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)0.83ChemAxon
pKa (Strongest Basic)4.95ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area363.63 ŲChemAxon
Rotatable Bond Count30ChemAxon
Refractivity229.68 m³·mol⁻¹ChemAxon
Polarizability93.35 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+243.86630932474
DeepCCS[M-H]-241.9730932474
DeepCCS[M-2H]-275.62230932474
DeepCCS[M+Na]+249.49730932474
AllCCS[M+H]+285.432859911
AllCCS[M+H-H2O]+286.032859911
AllCCS[M+NH4]+284.832859911
AllCCS[M+Na]+284.732859911
AllCCS[M-H]-289.432859911
AllCCS[M+Na-2H]-295.432859911
AllCCS[M+HCOO]-301.932859911

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 10V, Negative-QTOFsplash10-0a7i-4971342506-dfc9c09f1e7d641baae12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 20V, Negative-QTOFsplash10-003r-3921201000-9d0697988048aaa34f2d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 40V, Negative-QTOFsplash10-0a7i-5900000000-b28b86ae4f97629b79c52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 10V, Negative-QTOFsplash10-00di-0000000009-936e4cb32a126dc2b3192021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 20V, Negative-QTOFsplash10-00di-4120302409-220ae53cf120b98a39d82021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 40V, Negative-QTOFsplash10-00pr-3202502309-0793bec29569feb8b19c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 10V, Positive-QTOFsplash10-000i-1911100102-2ef5bf41dcef1182877f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 20V, Positive-QTOFsplash10-000i-0941400000-9ca673e8db35b65fd4492017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 40V, Positive-QTOFsplash10-000i-1900100000-8a8513e43eedb81d2aac2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 10V, Positive-QTOFsplash10-00di-0000000009-447f6be5e98e8f721d9c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 20V, Positive-QTOFsplash10-000i-0901000487-fdc990cd54b0e8c2c39a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-cis-8-cis-Tetradecadienoyl-CoA 40V, Positive-QTOFsplash10-014i-0101900000-8e3424640fa02b3e1fe22021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022950
KNApSAcK IDNot Available
Chemspider ID17216184
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6595
PubChem Compound21252281
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Chen Q, Luthria DL, Sprecher H: Analysis of the acyl-CoAs that accumulate during the peroxisomal beta-oxidation of arachidonic acid and 6,9,12-octadecatrienoic acid. Arch Biochem Biophys. 1998 Jan 15;349(2):371-5. [PubMed:9448727 ]