Structure Database (LMSD)

Common Name
15-methyl-15S-PGE2
Systematic Name
9-oxo-11R,15S-dihydroxy-15-methyl-5Z,13E-prostadienoic acid
Synonyms
  • 15-methyl-15S-Prostaglandin E2
LM ID
LMFA03010064
Formula
C21H34O5
Exact Mass
Calculate m/z
366.240625
Sum Composition
FA 21:4;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Total synthesis of 15-methylprostaglandins,
J Am Chem Soc, 1974

String Representations

InChiKey (Click to copy)
XSGQFHNPNWBVPT-DSFPJDRCSA-N
InChi (Click to copy)
InChI=1S/C21H34O5/c1-3-4-9-13-21(2,26)14-12-17-16(18(22)15-19(17)23)10-7-5-6-8-11-20(24)25/h5,7,12,14,16-17,19,23,26H,3-4,6,8-11,13,15H2,1-2H3,(H,24,25)/b7-5-,14-12+/t16-,17-,19-,21+/m1/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@](C)(O)CCCCC)[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O

Other Databases

CHEBI ID
165305
LIPIDBANK ID
XPR1746
PubChem CID
5283065
Cayman ID
14730

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 392.89
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 4.21
Molar Refractivity 102.78

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Updated at
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