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COCONUT Compound

Prostaglandin E2

CNP0410482.1 · C20H32O5 · View on COCONUT ↗

2D Structure

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Identifiers

NameProstaglandin E2
IUPAC Name(~{Z})-7-[(1~{R},2~{R},3~{R})-3-hydroxy-2-[(~{E},3~{S})-3-hydroxyoct-1-enyl]-5-oxo-cyclopentyl]hept-5-enoic acid
COCONUT IDCNP0410482.1
CAS363-24-6, 22230-04-2
InChIKeyXEYBRNLFEZDVAW-ARSRFYASSA-N
InChIInChI=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/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
SMILESCCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O

Properties

Molecular FormulaC20H32O5
Molecular Weight352.47
Exact Mass352.22497
Log P (ALogP)3.25
TPSA94.83
H-Bond Donors / Acceptors3 / 4
Rotatable Bonds12
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.37
NP-likeness2.03

Classification

NP PathwayFatty acids
NP SuperclassEicosanoids
NP ClassIsoprostanes
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassFatty Acyls
Chemical SubclassEicosanoids

Reported in GR-MAPs Plants

Asparagus racemosus as “Asparagus racemosus” in COCONUT

References (10)

  1. 10.1007/BF00580060
  2. 10.1007/BF00598571
  3. 10.1007/BF02219253
  4. 10.1007/S11306-016-1051-4
  5. 10.1016/S0040-4039(00)73658-6
  6. 10.1016/j.foodres.2010.12.031
  7. 10.1038/NBT.2488
  8. 10.1039/np9951200223
  9. 10.1194/jlr.M009449
  10. 10.9735/0975-5276.2.1.7-9

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.