Structure Database (LMSD)

Common Name
5-F3t-IsoP
Systematic Name
(E,5S)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-[(2Z,5Z)-octa-2,5-dienyl]cyclopentyl]-5-hydroxyhept-6-enoic acid
Synonyms
LM ID
LMFA03110352
Formula
C20H32O5
Exact Mass
Calculate m/z
352.224975
Sum Composition
FA 20:4;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Isoprostanes [FA0311]
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)
Formation of F-ring isoprostane-like compounds (F3-isoprostanes) in vivo from eicosapentaenoic acid.,
J Biol Chem, 2006
Pubmed ID: 16569632

String Representations

InChiKey (Click to copy)
HWROLEQXRBQBTL-TYTGPVANSA-N
InChi (Click to copy)
InChI=1S/C20H32O5/c1-2-3-4-5-6-7-10-16-17(19(23)14-18(16)22)13-12-15(21)9-8-11-20(24)25/h3-4,6-7,12-13,15-19,21-23H,2,5,8-11,14H2,1H3,(H,24,25)/b4-3-,7-6-,13-12+/t15-,16+,17-,18+,19-/m0/s1
SMILES (Click to copy)
CC/C=C\C/C=C\C[C@@H]1[C@H](/C=C/[C@@H](O)CCCC(=O)O)[C@@H](O)C[C@H]1O

Other Databases

PubChem CID
101398004

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 375.59
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 3.68
Molar Refractivity 99.59

Admin

Created at
25th Nov 2024
Updated at
25th Nov 2024