Structure Database (LMSD)

Common Name
11-deoxyprostaglandin E2 methyl ester
Systematic Name
Methyl 15S-hydroxy-5Z,13E-prostadienoate
Synonyms
LM ID
LMFA03010233
Formula
C21H34O4
Exact Mass
Calculate m/z
350.24571
Sum Composition
FA 21:4;O2
Status
Active
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
Gracilariopsis longissima (#172976)
Florideophyceae (#2806)
Anti-inflammatory constituents of the red alga Gracilaria verrucosa and their synthetic analogues.,
J Nat Prod, 2008
Pubmed ID: 18220352

String Representations

InChiKey (Click to copy)
TWECVLQAVWUYGO-PMPHTVEESA-N
InChi (Click to copy)
InChI=1S/C21H34O4/c1-3-4-7-10-18(22)15-13-17-14-16-20(23)19(17)11-8-5-6-9-12-21(24)25-2/h5,8,13,15,17-19,22H,3-4,6-7,9-12,14,16H2,1-2H3/b8-5-,15-13+/t17-,18-,19+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCC)CCC(=O)[C@@H]1C/C=C\CCCC(=O)OC

Other Databases

PubChem CID
15659534

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 384.10
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 4.66
Molar Refractivity 100.65

Admin

Created at
13th Jan 2021
Updated at
13th Jan 2021