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Bovine Metabolome Database



Showing metabocard for (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid (BMDB01320)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-05-05 20:58:40
Accession Number BMDB01320
Common Name (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid
Description (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid is a substrate for Carbonyl reductase 1. Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways.
Synonyms
  1. (13E)-11-alpha-hydroxy-9,15-dioxoprost-13-enoate
  2. (13E)-11alpha-hydroxy-9,15-dioxoprost-13-en-1-oic acid
  3. (13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoate
  4. 15-Keto PGE1
  5. 15-Keto-PGE
  6. 15-keto-PGE1
  7. 15-Ketoprostaglandin E
  8. 15-Ketoprostaglandin E1
  9. 9,15-dioxo-11R-hydroxy-13E-prostaenoic acid
  10. (11alpha,13E)-11-hydroxy-9,15-dioxoprost-13-en-1-oic acid
  11. (11a,13E)-11-hydroxy-9,15-dioxoprost-13-en-1-oic acid
  12. 15-Oxo-PGE1
  13. 15-Oxoprostaglandin E1
  14. 15-keto-Prostaglandin E1
  15. 1-hydroxy-9,15-dioxo-(11a,13E)-Prost-13-en-1-oic acid
  16. 3-hydroxy-5-oxo-2-(3-oxo-1-octenyl)-Cyclopentaneheptanoic acid
  17. 15-keto-PGE1-alpha
  18. (13E)-11-alpha-hydroxy-9,15-dioxoprost-13-enoic acid
  19. (13E)-11alpha-hydroxy-9,15-dioxoprost-13-en-1-oate
  20. (13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoic acid
  21. 9,15-dioxo-11R-hydroxy-13E-prostaenoate
  22. (11alpha,13E)-11-hydroxy-9,15-dioxoprost-13-en-1-oate
  23. (11a,13E)-11-hydroxy-9,15-dioxoprost-13-en-1-oate
  24. 1-hydroxy-9,15-dioxo-(11a,13E)-Prost-13-en-1-oate
  25. 3-hydroxy-5-oxo-2-(3-oxo-1-octenyl)-Cyclopentaneheptanoate
Chemical IUPAC Name 7-[3-hydroxy-5-oxo-2-(3-oxooct-1-enyl)cyclopentyl]heptanoic acid
Chemical Formula C20H32O5
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Organic acids
Class
  • Prostanoids
Sub Class
  • Prostaglandins
Family
  • Mammalian_Metabolite
Species
  • ketone; secondary alcohol; carboxylic acid; alkene
Biofunction
Application
Source
  • Endogenous
Average Molecular Weight 352.465
Monoisotopic Molecular Weight 352.224976
Isomeric SMILES CCCCCC(=O)C=C[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O
Canonical SMILES CCCCCC(=O)C=CC1C(O)CC(=O)C1CCCCCCC(O)=O
KEGG Compound ID C04654 Link Image
BioCyc ID 13E-11-ALPHA-HYDROXY-915-DIOXOPROST-1 Link Image
BiGG ID 44269 Link Image
Wikipedia Link Not Available
METLIN ID 6157 Link Image
PubChem Compound 14 Link Image
PubChem Substance 4505123 Link Image
ChEBI ID 15548 Link Image
CAS Registry Number 22973-19-9
InChI Identifier InChI=1/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
Synthesis Reference Not Available
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 0.0507 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge -1
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity 3.37 [Predicted by ALOGPS]; 3 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS) Not Available
MOL File Show
SDF File Show
PDB File Show
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Show Image
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Membrane (Predicted from LogP)
  • Cytoplasm
Biofluid Location Not Available
Tissue Location Not Available
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Pathway Names Not Available
HMDB Pathways Not Available
KEGG Pathways Not Available
SimCell Pathways Not Available
General References Not Available