Structure Database (LMSD)

Common Name
preclavulone lactone II
Systematic Name
9-oxo-5E,10Z,14Z-prostatrienoic acid-1,4R-lactone-cyclo[8S,12R]
Synonyms
LM ID
LMFA03120022
Formula
C20H28O3
Exact Mass
Calculate m/z
316.203845
Sum Composition
FA 20:6;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Clavulones [FA0312]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Oxo fatty acids [FA0106]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Clavularia viridis (#153213)
Anthozoa (#6101)
New marine prostanoids, preclavulone lactones, from the Okinawan soft coral Clavularia viridis,
Tetrahedron Letts, 1997

String Representations

InChiKey (Click to copy)
IOEBLBXUQYAOAK-BYPXHCDTSA-N
InChi (Click to copy)
InChI=1S/C20H28O3/c1-2-3-4-5-6-7-9-16-12-14-19(21)18(16)11-8-10-17-13-15-20(22)23-17/h6-8,10,12,14,16-18H,2-5,9,11,13,15H2,1H3/b7-6-,10-8+/t16-,17+,18+/m1/s1
SMILES (Click to copy)
[C@@H]1(C/C=C\CCCCC)C=CC(=O)[C@H]1C/C=C/[C@H]1CCC(=O)O1

Other Databases

LIPIDBANK ID
XPR8041
PubChem CID
5283238

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 2
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 343.01
Topological Polar Surface Area 45.44
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 3
logP 4.82
Molar Refractivity 92.41

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Created at
-
Updated at
2nd Feb 2024