Structure Database (LMSD)

OH O O O
Common Name
Avenolide
Systematic Name
(4S,10R)-hydroxy-10-methyl-9-oxo-dodec-2-en-1,4-olide
Synonyms
LM ID
LMFA07040176
Formula
C13H20O4
Exact Mass
Calculate m/z
240.13616
Sum Composition
FA 13:3;O2
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)
UOBYXVHBYDUQMN-GXFFZTMASA-N
InChi (Click to copy)
InChI=1S/C13H20O4/c1-3-13(2,16)11(14)7-5-4-6-10-8-9-12(15)17-10/h8-10,16H,3-7H2,1-2H3/t10-,13+/m0/s1
SMILES (Click to copy)
C([C@H]1C=CC(=O)O1)CCCC(=O)[C@](C)(O)CC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Streptomyces avermitilis (#33903)
Actinomycetia (#1760)
Avenolide, a Streptomyces hormone controlling antibiotic production in Streptomyces avermitilis.,
Proc Natl Acad Sci U S A, 2011
Pubmed ID: 21930904

Other Databases

PubChem CID
56833588
PDB ID
XVR

Calculated Physicochemical Properties

Heavy Atoms 17
Rings 1
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 248.34
Topological Polar Surface Area 65.67
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 2.33
Molar Refractivity 64.43

Admin

Created at
10th Mar 2022
Updated at
10th Mar 2022