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Human Metabolome Database Version 3.5

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Showing metabocard for (5Z)-(15S)-11alpha-Hydroxy-9,15-dioxoprostanoate (HMDB12481)

Record Information
Version 3.5
Creation Date 2009-07-24 18:01:25 -0600
Update Date 2013-02-08 17:29:14 -0700
HMDB ID HMDB12481
Secondary Accession Numbers None
Metabolite Identification
Common Name (5Z)-(15S)-11alpha-Hydroxy-9,15-dioxoprostanoate
Description (5Z)-(15S)-11alpha-Hydroxy-9,15-dioxoprostanoate is a precursor in producing (5Z)-(15S)-11-a-hydroxy-9,15-dioxoprosta-13-enoate in the presence of NADP+, in this reaction (5Z)-(15S)-11alpha-Hydroxy-9,15-dioxoprostanoate is oxidized.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (5Z)-11alpha-hydroxy-9,15-dioxoprost-5-enoate
  2. (5Z)-11alpha-hydroxy-9,15-dioxoprost-5-enoic acid
  3. alpha-Hydroxy-9,15-dioxoprostanoate
  4. alpha-Hydroxy-9,15-dioxoprostanoic acid
Chemical Formula C20H32O5
Average Molecular Weight 352.4651
Monoisotopic Molecular Weight 352.224974134
IUPAC Name (5Z)-7-[(1S,2S,3S)-3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid
Traditional IUPAC Name (5Z)-7-[(1S,2S,3S)-3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid
CAS Registry Number Not Available
SMILES CCCCCC(=O)CC[C@@H]1[C@@H](O)CC(=O)[C@H]1C\C=C/CCCC(O)=O
InChI Identifier InChI=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/h4,7,16-17,19,23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t16-,17-,19-/m0/s1
InChI Key CUJMXIQZWPZMNQ-PRDMLAEISA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Eicosanoids
Sub Class Prostaglandins and related compounds
Other Descriptors
  • Aliphatic Homomonocyclic Compounds
  • Carbocyclic Fatty Acids
  • Keto Fatty Acids
  • Organic Compounds
  • Unsaturated Fatty Acids
Substituents
  • Carboxylic Acid
  • Cyclic Alcohol
  • Ketone
  • Secondary Alcohol
Direct Parent Prostaglandins and related compounds
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.072 g/L ALOGPS
LogP 3.55 ALOGPS
LogP 3.64 ChemAxon
LogS -3.69 ALOGPS
pKa (strongest acidic) 4.25 ChemAxon
pKa (strongest basic) -2.9 ChemAxon
Hydrogen Acceptor Count 5 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 91.67 A2 ChemAxon
Rotatable Bond Count 13 ChemAxon
Refractivity 97.44 ChemAxon
Polarizability 40.44 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB029090
KNApSAcK ID Not Available
Chemspider ID Not Available
KEGG Compound ID C04671 Link_out
BioCyc ID HYDROXY-915-DIOXOPROSTA-13-ENOATE Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB12481 Link_out
Metagene Link HMDB12481 Link_out
METLIN ID Not Available
PubChem Compound 53481436 Link_out
PDB ID Not Available
ChEBI ID 15550 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available