Structure Database (LMSD)

Common Name
Ichthyothereol acetate
Systematic Name
(2S,3R)-3-acetoxy-2-[(E)-non-1-en-3,5,7-triynyl]oxane
Synonyms
  • Acetic acid (2S)-tetrahydro-2beta-[(E)-1-nonene-3,5,7-triynyl]-2H-pyran-3alpha-yl ester
LM ID
LMFA05000755
Formula
C16H16O3
Exact Mass
Calculate m/z
256.109945
Sum Composition
FOH 16:9;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty alcohols [FA05]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ichthyothere terminalis (#185166)
Magnoliopsida (#3398)
Ichthyothereol and its acetate, the active polyacetylene constituents of Ichthyothere terminalis (Spreng.) Malme, a fish poison from the Lower Amazon.,
J Am Chem Soc, 1965
Pubmed ID: 5844817

String Representations

InChiKey (Click to copy)
VMRYKZFDDDKPHZ-XLMABTLZSA-N
InChi (Click to copy)
InChI=1S/C16H16O3/c1-3-4-5-6-7-8-9-11-15-16(19-14(2)17)12-10-13-18-15/h9,11,15-16H,10,12-13H2,1-2H3/b11-9+/t15-,16+/m0/s1
SMILES (Click to copy)
[C@H]1(OCCC[C@H]1OC(C)=O)/C=C/C#CC#CC#CC

Other Databases

PubChem CID
11242289

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 1
Aromatic Rings
Rotatable Bonds 3
Van der Waals Molecular Volume 278.25
Topological Polar Surface Area 37.60
Hydrogen Bond Donors
Hydrogen Bond Acceptors 3
logP 2.54
Molar Refractivity 74.18

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Created at
25th Jan 2022
Updated at
25th Jan 2022