Structure Database (LMSD)

Common Name
Buibuilactone
Systematic Name
Dodec-5Z-en-4R-olide
Synonyms
  • 5R-(oct-1Z-enyl)dihydrofuran-2(3H)-one
  • 5R-(Oct-1Z-enyl)-oxacyclopentan-2-one
LM ID
LMFA07040029
Formula
C12H20O2
Exact Mass
Calculate m/z
196.14633
Sum Composition
FA 12:2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Lactones [FA0704]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Carbocyclic fatty acids [FA0114]

References

Comments
Pherobase Semiochemicals

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Anomala cuprea (#121601)
Insecta (#50557)
The scarab beetleAnomala albopilosa sakishimana utilizes the same sex pheromone blend as a closely related and geographically isolated species,Anomala cuprea.,
J Chem Ecol, 1994
Pubmed ID: 24242659
Dinoroseobacter shibae (#215813)
Alphaproteobacteria (#28211)
The chafer pheromone buibuilactone and ant pyrazines are also produced by marine bacteria.,
J Chem Ecol, 2005
Pubmed ID: 16124260

String Representations

InChiKey (Click to copy)
ADZMLQKJPQFTIS-TVRMLOFPSA-N
InChi (Click to copy)
InChI=1S/C12H20O2/c1-2-3-4-5-6-7-8-11-9-10-12(13)14-11/h7-8,11H,2-6,9-10H2,1H3/b8-7-/t11-/m0/s1
SMILES (Click to copy)
O1[C@](/C=C\CCCCCC)([H])CCC1=O

Other Databases

CHEBI ID
195913
PubChem CID
56936043

Calculated Physicochemical Properties

Heavy Atoms 14
Rings 1
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 216.10
Topological Polar Surface Area 28.37
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 3.50
Molar Refractivity 57.53

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Updated at
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