(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid (CHEM035169)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:32:42 UTC
Update Date2016-11-09 01:21:15 UTC
Accession NumberCHEM035169
Identification
Common Name(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoateChEBI
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoateGenerator
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoic acidGenerator
(13E)-11Α-hydroxy-9,15-dioxoprost-13-enoateGenerator
(13E)-11Α-hydroxy-9,15-dioxoprost-13-enoic acidGenerator
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-en-1-Oic acidHMDB
(13E)-11a-Hydroxy-9,15-dioxoprost-13-en-1-OateHMDB
(13E)-11a-Hydroxy-9,15-dioxoprost-13-en-1-Oic acidHMDB
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-en-1-OateHMDB
(13E)-11Α-hydroxy-9,15-dioxoprost-13-en-1-OateHMDB
(13E)-11Α-hydroxy-9,15-dioxoprost-13-en-1-Oic acidHMDB
(11a,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-OateHMDB
(11a,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oic acidHMDB
(11alpha,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-OateHMDB
(11alpha,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oic acidHMDB
(13E)-11-alpha-Hydroxy-9,15-dioxoprost-13-enoateHMDB
(13E)-11-alpha-Hydroxy-9,15-dioxoprost-13-enoic acidHMDB
1-Hydroxy-9,15-dioxo-(11a,13E)-prost-13-en-1-OateHMDB
1-Hydroxy-9,15-dioxo-(11a,13E)-prost-13-en-1-Oic acidHMDB
15-Keto pge1HMDB
15-Keto-pgeHMDB
15-Keto-pge1HMDB
15-Keto-pge1-alphaHMDB
15-Keto-prostaglandin e1HMDB
15-Ketoprostaglandin eHMDB
15-Ketoprostaglandin e1HMDB
15-oxo-PGE1HMDB
15-Oxoprostaglandin e1HMDB
3-Hydroxy-5-oxo-2-(3-oxo-1-octenyl)-cyclopentaneheptanoateHMDB
3-Hydroxy-5-oxo-2-(3-oxo-1-octenyl)-cyclopentaneheptanoic acidHMDB
9,15-Dioxo-11R-hydroxy-13E-prostaenoateHMDB
9,15-Dioxo-11R-hydroxy-13E-prostaenoic acidHMDB
15-Ketoprostaglandin e, (11alpha,13E)-(+-)-isomerHMDB
15-Ketoprostaglandin e, (5Z,11alpha)-isomer, 2H-labeledHMDB
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acidGenerator
Chemical FormulaC20H32O5
Average Molecular Mass352.465 g/mol
Monoisotopic Mass352.225 g/mol
CAS Registry Number22973-19-9
IUPAC Name7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]heptanoic acid
Traditional Name15-keto-PGE1
SMILESCCCCCC(=O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O
InChI IdentifierInChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,16-17,19,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t16-,17-,19-/m1/s1
InChI KeyVXPBDCBTMSKCKZ-XQHNHVHJSA-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
  • Cyclopentanol
  • Acryloyl-group
  • Cyclic alcohol
  • Alpha,beta-unsaturated ketone
  • Enone
  • Cyclic ketone
  • Secondary alcohol
  • Ketone
  • Carboxylic acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organooxygen compound
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.051 g/LALOGPS
logP3.37ALOGPS
logP4ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)4.35ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area91.67 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity97.42 m³·mol⁻¹ChemAxon
Polarizability40.82 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a73-4493000000-7afaed84554e2aae2cf3Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0006-9232500000-829cb1416e261a7ba8c9Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kr-0029000000-f2f450b9685be184ed1dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-3195000000-c23605f4f8d2643eb82dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-9210000000-5074a22ffbd739e04ae0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0019000000-752588d05f0e2fdd0067Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0kar-3179000000-3b28a2981bea2ee1e003Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9541000000-f6b425d6e7c9b00d2904Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f89-0019000000-e0f31367a5bbff89dc21Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00m0-0096000000-a9f7a1c74265de9388d6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000e-9440000000-5c468dddf050f13380e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-0009000000-625cac5f8b03cab5ca64Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014r-6459000000-a9a8193066f0828df6afSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05mo-9300000000-ac7ad302bae51f1c2269Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0001320
FooDB IDFDB022553
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG ID44269
BioCyc IDNot Available
METLIN ID6157
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID4444295
ChEBI ID15548
PubChem Compound ID5280710
Kegg Compound IDC04654
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available