Showing metabocard for Delta-12-Prostaglandin J2 (BMDB0004238)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:08:43 UTC
Update Date2020-04-22 15:13:34 UTC
BMDB IDBMDB0004238
Secondary Accession Numbers
  • BMDB04238
Metabolite Identification
Common NameDelta-12-Prostaglandin J2
DescriptionDelta-12-Prostaglandin J2, also known as DDDD-PGD2 or delta(12)-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, Delta-12-prostaglandin J2 is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on Delta-12-Prostaglandin J2.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
9-Deoxy-9,10-didehydro-12,13-didehydro-13,14-dihydroprostaglandin D2ChEBI
9-Deoxy-delta(9), delta(12)-13,14-dihydroprostaglandin D2ChEBI
9-Deoxy-delta(9,12)-13,14-dihydro PGD2ChEBI
D12-PGJ2ChEBI
DDDD-PGD2ChEBI
delta(12)-PGJ2ChEBI
delta-12-PGJ2ChEBI
9-Deoxy-δ(9), δ(12)-13,14-dihydroprostaglandin D2Generator
9-Deoxy-δ(9,12)-13,14-dihydro PGD2Generator
Δ(12)-PGJ2Generator
Δ-12-PGJ2Generator
Δ-12-prostaglandin J2Generator
Prostaglandin J2HMDB
(5Z,12E,15S)-15-Hydroxy-11-oxo-prosta-5,9,12-trien-1-Oic acidMeSH
Chemical FormulaC20H30O4
Average Molecular Weight334.4498
Monoisotopic Molecular Weight334.214409448
IUPAC Name(5Z)-7-[(1S,5E)-5-[(3S)-3-hydroxyoctylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid
Traditional Namedelta-12-prostaglandin J2
CAS Registry Number87893-54-7
SMILES
CCCCC[C@H](O)C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O
InChI Identifier
InChI=1S/C20H30O4/c1-2-3-6-10-17(21)13-14-18-16(12-15-19(18)22)9-7-4-5-8-11-20(23)24/h4,7,12,14-17,21H,2-3,5-6,8-11,13H2,1H3,(H,23,24)/b7-4-,18-14+/t16-,17-/m0/s1
InChI KeyTUXFWOHFPFBNEJ-GJGHEGAFSA-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
  • Hydroxy fatty acid
  • Fatty acid
  • Unsaturated fatty acid
  • Ketone
  • Cyclic ketone
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organooxygen compound
  • 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
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.28ALOGPS
logP4.43ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)4.66ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity99 m³·mol⁻¹ChemAxon
Polarizability38.04 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, Positivesplash10-07d3-7492000000-84e4a524519c7194d3f8View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00g0-9213200000-08bfe6bfadbf91ad015cView 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, Positivesplash10-014r-0159000000-53464c9859e74445f91dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-060a-2392000000-33943794bd1acfe51f7aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0l0f-9510000000-1a7d8c281e9a8cb4ffbdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0029000000-c451d3694f1a7a9b2e26View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00lr-2279000000-d22b689b69a5a517f619View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9320000000-ff9d06a5ad9737c57055View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-0197000000-f182b500732a4e3e956dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kk-6982000000-88a3e1b2014e2ec05234View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-9700000000-354f185276245dda1f97View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00lr-0009000000-d47e7da9e96521e61516View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00o0-0497000000-11a36dd325ff00d18ecfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9630000000-4a75d9847f3fc40011edView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0004238
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023343
KNApSAcK IDNot Available
Chemspider ID4444408
KEGG Compound IDC05958
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID7034
PubChem Compound5280885
PDB IDNot Available
ChEBI ID28130
References
Synthesis ReferenceKobayashi, Yuichi. Preparation of prostaglandin derivatives, especially D12-PGJ2 derivatives, and their intermediates, and pharmaceuticals containing them. Jpn. Kokai Tokkyo Koho (2005), 40 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available