LIPID MAPS

Structure Database (LMSD)

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Common Name

15-methyl-15S-PGE1

Systematic Name

9-oxo-11R,15S-dihydroxy-15-methyl-13E-prostaenoic acid

Synonyms

15-methyl-15S-Prostaglandin E1

LM ID

LMFA03010056

Formula

C₂₁H₃₆O₅

Exact Mass

Calculate m/z

368.256276

Sum Composition

FA 21:3;O3

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

15(S)-15-methyl Prostaglandin E1 (15(S)-15-methyl PGE1) is a metabolically stable synthetic analog of PGE1 . In sharp contrast to the bronchodilatory effects of PGE1, 15(S)-15-methyl PGE1 is a weak constrictor of human respiratory tract smooth muscle.¹

This information has been provided by Cayman Chemical

References

1. Karim, S.M.M., Adaikan, P.G., and Kottegoda, S.R. Prostaglandins and human respiratory tract smooth muscle: Structure activity relationship. Adv. Prostaglandin Thromboxane Res. 7, 969-980 (1980).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Prostaglandins and human respiratory tract smooth muscle: structure activity relationship.,
Adv Prostaglandin Thromboxane Res, 1980

Pubmed ID: 7369062

String Representations

InChiKey (Click to copy)

OMNFCPCBKCERJP-XBZFKEOQSA-N

InChi (Click to copy)

InChI=1S/C21H36O5/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/h12,14,16-17,19,23,26H,3-11,13,15H2,1-2H3,(H,24,25)/b14-12+/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]1CCCCCCC(=O)O