Structure Database (LMSD)

Common Name
4-F3t-NeuroP
Systematic Name
(4S,E)-6-((1S,2R,3R,5S)-3,5-dihydroxy-2-((2Z,5Z)-undeca-2,5,8-dien-1-yl)cyclopentyl)-4-hydroxyhex-5-enoic acid
Synonyms
  • (4S,8S,10R)-4-F3-NeuroP[7S,11R]
LM ID
LMFA04010523
Formula
C22H36O5
Exact Mass
Calculate m/z
380.256275
Sum Composition
FA 22:4;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Docosanoids [FA04]
Neuroprostanes [FA0401]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Total synthesis of 4-F3t-neuroprostane and its 4-epimer,
Tetrahedron Letts, 2009

String Representations

InChiKey (Click to copy)
PHXISEYOLYYFEN-COTNDKPBSA-N
InChi (Click to copy)
InChI=1S/C22H36O5/c1-2-3-4-5-6-7-8-9-10-11-18-19(21(25)16-20(18)24)14-12-17(23)13-15-22(26)27/h6-7,9-10,12,14,17-21,23-25H,2-5,8,11,13,15-16H2,1H3,(H,26,27)/b7-6-,10-9-,14-12+/t17-,18-,19+,20-,21+/m1/s1
SMILES (Click to copy)
C(CC[C@H](O)/C=C/[C@@H]1[C@@H](O)C[C@@H](O)[C@@H]1C/C=C\C/C=C\CCCCC)(=O)O

Other Databases

PubChem CID
25259925

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 410.19
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 4.46
Molar Refractivity 108.82

Admin

Created at
15th Nov 2024
Updated at
15th Nov 2024