Structure Database (LMSD)

Common Name
Zooxanthellactone
Systematic Name
(S)-5-((1E,3Z,6Z,12Z,15Z)octadeca-1,3,6,9,12,15-hexaen-1-yl)dihydrofuran-2-(3)-one
Synonyms
LM ID
LMFA01031131
Formula
C22H30O2
Exact Mass
Calculate m/z
326.224581
Sum Composition
FA 22:7
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum
View spectra on LIPID MAPS Standard Spectra DB

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Symbiodinium sp. (#2950)
Dinophyceae (#2864)
Zooxanthellactone, a novel gamma-lactone-type oxylipine from dinoflagellates of Symbiodinium sp.: structure, distribution, and biological activity.,
Biosci Biotechnol Biochem, 2004
Pubmed ID: 15118313

String Representations

InChiKey (Click to copy)
WCLSJZFZJIIXNP-HBUOOPIGSA-N
InChi (Click to copy)
InChI=1S/C22H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21-19-20-22(23)24-21/h3-4,6-7,9-10,12-13,15-18,21H,2,5,8,11,14,19-20H2,1H3/b4-3-,7-6-,10-9-,13-12-,16-15-,18-17+/t21-/m1/s1
SMILES (Click to copy)
C1[C@@H](/C=C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)OC(=O)C1

Other Databases

PubChem CID
21777807

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 375.90
Topological Polar Surface Area 28.37
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 6.29
Molar Refractivity 103.23

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Updated at
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