Structure Database (LMSD)

O O O O O
Common Name
15R-PGA2 methyl ester, 15-acetate
Systematic Name
methyl 9-oxo-11R-hydroxy-15R-acetoxy-5Z,10,13E-prostatrienoate
Synonyms
  • 15R-Prostaglandin A2 methyl ester, 15-acetate
LM ID
LMFA03010202
Formula
C23H34O5
Exact Mass
Calculate m/z
390.240625
Sum Composition
FA 23:6;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Prostaglandins [FA0301]

String Representations

InChiKey (Click to copy)
KURMKPDMINCWHJ-QPBHISEGSA-N
InChi (Click to copy)
InChI=1S/C23H34O5/c1-4-5-8-11-20(28-18(2)24)16-14-19-15-17-22(25)21(19)12-9-6-7-10-13-23(26)27-3/h6,9,14-17,19-21H,4-5,7-8,10-13H2,1-3H3/b9-6-,16-14+/t19-,20+,21+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@H](OC(=O)C)CCCCC)C=CC(=O)[C@@H]1C/C=C\CCCC(=O)OC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Plexaura homomalla (#47982)
Anthozoa (#6101)
The occurrence of two new prostaglandin derivatives (15-epi-PGA2 and its acetate, methyl ester) in the gorgonian Plexaura homomalla chemistry of coelenterates. XV.,
Tetrahedron Lett, 1969
Pubmed ID: 4391762

Other Databases

CHEBI ID
168746
PubChem CID
42607302

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 422.21
Topological Polar Surface Area 69.67
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 5
logP 5.00
Molar Refractivity 110.10

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Updated at
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