Structure Database (LMSD)

Common Name
Collimonin A
Systematic Name
6S,7S-epoxy-5R,8R-dihydroxy-9Z-hexadeca-11,13,15-triyn-4S-olide
Synonyms
LM ID
LMFA07040148
Formula
C16H14O5
Exact Mass
Calculate m/z
286.084125
Sum Composition
FA 16:9;O3
Status
Active
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]
Epoxy fatty acids [FA0107]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Collimonas fungivorans Ter331 (#1005048)
Betaproteobacteria (#28216)
Collimonins A-D, Unstable Polyynes with Antifungal or Pigmentation Activities from the Fungus-Feeding Bacterium Collimonas fungivorans Ter331.,
Org Lett, 2018
Pubmed ID: 29792438

String Representations

InChiKey (Click to copy)
WXWUUBHVPFQANA-HVBFKWMQSA-N
InChi (Click to copy)
InChI=1S/C16H14O5/c1-2-3-4-5-6-7-8-11(17)15-16(21-15)14(19)12-9-10-13(18)20-12/h1,7-8,11-12,14-17,19H,9-10H2/b8-7-/t11-,12+,14-,15+,16+/m1/s1
SMILES (Click to copy)
[C@@H]1(OC(=O)CC1)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)/C=C\C#CC#CC#C

Other Databases

PubChem CID
139591150

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 2
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 283.47
Topological Polar Surface Area 81.36
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 0.81
Molar Refractivity 75.87

Admin

Created at
28th May 2021
Updated at
28th May 2021