Structure Database (LMSD)

Common Name
6(B)-epi-F1t-PhytoP
Systematic Name
8-((1S,2S,3R,5R)-3,5-dihydroxy-2-(pentan-1-yl)cyclopentyl)-6R-hydroxy-7E-octenoic acid
Synonyms
LM ID
LMFA02030083
Formula
C18H32O5
Exact Mass
Calculate m/z
328.224976
Sum Composition
FA 18:2;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View spectra on LIPID MAPS Standard Spectra DB

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Phytoprostanes [FA0203]
Fatty Acids and Conjugates [FA01]
Carbocyclic fatty acids [FA0114]
Hydroxy fatty acids [FA0105]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Straightforward Syntheses of Phytoprostanes and Dihomophytoprostanes-Non-enzymatic Metabolites of γ-Linolenic, Dihomo-γ-linolenic and Stearidonic Acids,
Eur JOC, 2022

String Representations

InChiKey (Click to copy)
ZUCQQDWMKLKHRF-DDGADJJWSA-N
InChi (Click to copy)
InChI=1S/C18H32O5/c1-2-3-4-8-14-15(17(21)12-16(14)20)11-10-13(19)7-5-6-9-18(22)23/h10-11,13-17,19-21H,2-9,12H2,1H3,(H,22,23)/b11-10+/t13-,14-,15+,16-,17+/m1/s1
SMILES (Click to copy)
C(/[C@H](O)CCCCC(=O)O)=C\[C@@H]1[C@@H](O)C[C@@H](O)[C@@H]1CCCCC

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 346.27
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 3.35
Molar Refractivity 90.54

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Created at
14th May 2025
Updated at
14th May 2025