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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-21 06:02:17 UTC
Update Date2021-09-14 15:45:07 UTC
HMDB IDHMDB0062354
Secondary Accession Numbers
  • HMDB62354
Metabolite Identification
Common Name(8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA
Description(8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA, also known as 3-keto-eicosa-8,11,14,17-all-cis-tetraenoyl-CoA, belongs to the class of organic compounds known as long-chain 3-oxoacyl CoAs. These are organic compounds containing a coenzyme A derivative which has a 3-oxo acylated long aliphatic chain of 13 to 21 carbon atoms. (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule.
Structure
Data?1563866300
Synonyms
ValueSource
(8Z,11Z,14Z,17Z)-3-Oxoeicosatetraenoyl-CoAChEBI
(8Z,11Z,14Z,17Z)-3-Oxoeicosatetraenoyl-coenzyme AChEBI
(8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-coenzyme AChEBI
3-Oxo-all-cis-eicosa-8,11,14,17-tetraenoyl-CoAHMDB
3-Oxo-all-cis-eicosa-8,11,14,17-tetraenoyl-coenzyme AGenerator, HMDB
3-Oxo-eicosa-8,11,14,17-all-cis-tetraenoyl-CoAHMDB
3-Oxo-eicosa-8,11,14,17-all-cis-tetraenoyl-coenzyme AGenerator, HMDB
3-Keto-eicosa-8,11,14,17-all-cis-tetraenoyl-CoAHMDB
3-Keto-eicosa-8,11,14,17-all-cis-tetraenoyl-coenzyme AGenerator, HMDB
Chemical FormulaC41H64N7O18P3S
Average Molecular Weight1067.98
Monoisotopic Molecular Weight1067.324140417
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(8Z,11Z,14Z,17Z)-3-oxoicosa-8,11,14,17-tetraenoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Name[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy((3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(8Z,11Z,14Z,17Z)-3-oxoicosa-8,11,14,17-tetraenoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid
CAS Registry NumberNot Available
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/CCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
InChI Identifier
InChI=1S/C41H64N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h5-6,8-9,11-12,14-15,27-28,30,34-36,40,52-53H,4,7,10,13,16-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/b6-5-,9-8-,12-11-,15-14-/t30-,34-,35-,36+,40-/m1/s1
InChI KeyVVLBCJHQULSXJN-QWOXCLFSSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acyl thioesters
Direct ParentLong-chain fatty acyl CoAs
Alternative Parents
Substituents
  • Coenzyme a or derivatives
  • Purine ribonucleoside 3',5'-bisphosphate
  • Purine ribonucleoside bisphosphate
  • Purine ribonucleoside diphosphate
  • Diterpenoid
  • Pentose phosphate
  • Ribonucleoside 3'-phosphate
  • Pentose-5-phosphate
  • Beta amino acid or derivatives
  • Glycosyl compound
  • N-glycosyl compound
  • Pentose monosaccharide
  • 6-aminopurine
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • Imidolactam
  • Alkyl phosphate
  • Pyrimidine
  • Phosphoric acid ester
  • Monosaccharide
  • Fatty amide
  • N-substituted imidazole
  • N-acyl-amine
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Secondary alcohol
  • Secondary carboxylic acid amide
  • Thiocarboxylic acid ester
  • Amino acid or derivatives
  • Carbothioic s-ester
  • Carboxamide group
  • Azacycle
  • Organoheterocyclic compound
  • Sulfenyl compound
  • Thiocarboxylic acid or derivatives
  • Oxacycle
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic oxide
  • Carbonyl group
  • Primary amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Alcohol
  • Amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility15 g/lALOGPS
LogP-0.04ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.91ALOGPS
logP0.26ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)0.82ChemAxon
pKa (Strongest Basic)4.01ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area380.7 ŲChemAxon
Rotatable Bond Count34ChemAxon
Refractivity260.21 m³·mol⁻¹ChemAxon
Polarizability104.73 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]+272.16730932474
DeepCCS[M-H]-270.14730932474
DeepCCS[M-2H]-305.84130932474
DeepCCS[M+Na]+280.29930932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA 10V, Positive-QTOFsplash10-00di-0900000000-b85289bb063f622b0b7f2018-11-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA 20V, Positive-QTOFsplash10-0a4i-1900000000-a5281b813fb1f2e0a5e72018-11-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA 40V, Positive-QTOFsplash10-0fe1-9200000000-0d799ceb8286c28bbdf42018-11-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA 10V, Positive-QTOFsplash10-0gb9-9100000001-3b3e14b3259d01e21e862021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA 20V, Positive-QTOFsplash10-0019-9500000035-823473ee30d4468be5962021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA 40V, Positive-QTOFsplash10-03di-0100490000-fd1bd9eb11967f0918a92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA 10V, Negative-QTOFsplash10-014i-9000000000-ef93a274d4d905c0bd912021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA 20V, Negative-QTOFsplash10-016s-9100101130-f53dcdd3426ddf46f03b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA 40V, Negative-QTOFsplash10-00p1-9101201301-f94fa1618d32e3fc18ee2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound70698358
PDB IDNot Available
ChEBI ID71574
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 ReferencesNot Available