Showing metabocard for 15-Deoxy-d-12,14-PGJ2 (BMDB0005079)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:15:14 UTC
Update Date2020-04-22 15:15:18 UTC
BMDB IDBMDB0005079
Secondary Accession Numbers
  • BMDB05079
Metabolite Identification
Common Name15-Deoxy-d-12,14-PGJ2
Description15-Deoxy-d-12,14-PGJ2, also known as 15-deoxy-PGJ2 or 15-deoxy-delta-12,14-PGJ2, belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Thus, 15-deoxy-D-12,14-PGJ2 is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on 15-Deoxy-d-12,14-PGJ2.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
15-Deoxy-delta-12,14-PGJ2ChEBI
15-Deoxy-delta-12,14-prostaglandin J2ChEBI
15-Deoxy-PGJ2ChEBI
delta-12,14-15-Deoxy-PGJ2ChEBI
15-Deoxy-Delta12,14-prostaglandin J2Kegg
15-Deoxy-δ-12,14-PGJ2Generator
15-Deoxy-δ-12,14-prostaglandin J2Generator
Δ-12,14-15-deoxy-PGJ2Generator
15-Deoxy-δ12,14-prostaglandin J2Generator
(5Z,12E,14E) 11-oxo Prosta-5,9,12,14-tetraen-1-OateHMDB
(5Z,12E,14E) 11-oxo Prosta-5,9,12,14-tetraen-1-Oic acidHMDB
(5Z,12E,14E)-11-oxo-Prosta-5,9,12,14-tetraen-1-OateHMDB
(5Z,12E,14E)-11-oxo-Prosta-5,9,12,14-tetraen-1-Oic acidHMDB
11-oxo-5Z,9,12,14-ProstatetraenoateHMDB
11-oxo-5Z,9,12,14-Prostatetraenoic acidHMDB
15-Deoxy-delta 12, 14-prostaglandin J2HMDB
15-Deoxy-delta-12, 14 PGJ-2HMDB
15-Deoxy-delta12,14-PGJ2HMDB
15-Deoxy-delta12,14-prostaglandinHMDB
15-Deoxy-prostaglandin J2HMDB
15D-PGJ2HMDB
Delta12,14-PGJ2HMDB
15-Deoxyprostaglandin J2HMDB
15-Deoxy-delta(12,14)-prostaglandin J2HMDB
15-Deoxy-12,14-prostaglandin J2HMDB
15-Deoxy-delta(12,14)PGJ2HMDB
Chemical FormulaC20H28O3
Average Molecular Weight316.4345
Monoisotopic Molecular Weight316.203844762
IUPAC Name(5Z)-7-[(1S,5E)-5-[(2E)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid
Traditional Namedelta12,14-PGJ2
CAS Registry Number87893-55-8
SMILES
CCCCC\C=C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O
InChI Identifier
InChI=1S/C20H28O3/c1-2-3-4-5-6-10-13-18-17(15-16-19(18)21)12-9-7-8-11-14-20(22)23/h6-7,9-10,13,15-17H,2-5,8,11-12,14H2,1H3,(H,22,23)/b9-7-,10-6+,18-13+/t17-/m0/s1
InChI KeyVHRUMKCAEVRUBK-GODQJPCRSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassEicosanoids
Direct ParentProstaglandins and related compounds
Alternative Parents
Substituents
  • Prostaglandin skeleton
  • Long-chain fatty acid
  • Fatty acid
  • Unsaturated fatty acid
  • Cyclic ketone
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP3.983Not Available
Predicted Properties
PropertyValueSource
logP5.39ALOGPS
logP5.46ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)4.66ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity98.45 m³·mol⁻¹ChemAxon
Polarizability37.49 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-6290000000-3dc60f4b59ef5f20d684View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-007c-9352000000-0ced364db9c5f3e628e4View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0294000000-a09703fda20ef890154eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4j-2590000000-7a0889bba7bd7ec5abd5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9410000000-6716fa5d4535af90b53bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0029000000-1568a862c2a207983dd6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01b9-1297000000-85bb29f3a42e11f9c53aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9520000000-05e5fcf470c134176904View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000t-1292000000-b96f27a7a0fb5f4a4574View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9730000000-e86765cb72eecd2feb8cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05rr-9500000000-43060ace2e2f26804b0fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0029000000-c1967ca10292a13ad947View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-066r-0294000000-ecdf0c0084d7f716f9a5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-1930000000-dd5d68b51f67954b6ba6View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0005079
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB112223
KNApSAcK IDNot Available
Chemspider ID4470730
KEGG Compound IDC14717
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5311211
PDB IDNot Available
ChEBI ID34159
References
Synthesis ReferenceBickley, Jamie F.; Jadhav, Vasudev; Roberts, Stanley M.; Santoro, M. Gabriella; Steiner, Alexander; Sutton, Peter W. Synthesis of optically active prostaglandin-J2 and 15-deoxy-D12,14-prostaglandin-J2. Synlett (2003), (8), 1170-1174.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available