Structure Database (LMSD)

Common Name
PsiAalpha
Systematic Name
8R-hydroxy-9Z,12Z-octadecadien-5S-olide
Synonyms
LM ID
LMFA07040139
Formula
C18H30O3
Exact Mass
Calculate m/z
294.219495
Sum Composition
FA 18:3;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Lactones [FA0704]

String Representations

InChiKey (Click to copy)
VLPHJTSSBQZBFD-JFKQHRMJSA-N
InChi (Click to copy)
InChI=1S/C18H30O3/c1-2-3-4-5-6-7-8-9-11-16(19)14-15-17-12-10-13-18(20)21-17/h6-7,9,11,16-17,19H,2-5,8,10,12-15H2,1H3/b7-6-,11-9-/t16-,17-/m0/s1
SMILES (Click to copy)
[C@H]1(CCCC(=O)O1)CC[C@@H](O)/C=C\C/C=C\CCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Aspergillus nidulans (#162425)
Eurotiomycetes (#147545)
Structural elucidation of sporogenic fatty acid metabolites from Aspergillus nidulans,
Tetrahedron Letts, 1990

Other Databases

PubChem CID
14754245

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 326.05
Topological Polar Surface Area 48.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 4.88
Molar Refractivity 87.03

Admin

Created at
22nd Oct 2020
Updated at
1st Feb 2021