Structure Database (LMSD)

Common Name
oscr#23
Systematic Name
14-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-tetradecenoic acid
Synonyms
  • 14-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-tetradecenoic acid
LM ID
LMFA13040079
Formula
C20H36O6
Exact Mass
Calculate m/z
372.25119
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Ascarosides [FA1304]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
Comparative Metabolomics Reveals Biogenesis of Ascarosides, a Modular Library of Small-Molecule Signals in C. elegans,
J Am Chem Soc, 2012
Pubmed ID: 22239548

String Representations

InChiKey (Click to copy)
DIYWZICECWKTIT-XKCSVMQCSA-N
InChi (Click to copy)
InChI=1S/C20H36O6/c1-16-17(21)15-18(22)20(26-16)25-14-12-10-8-6-4-2-3-5-7-9-11-13-19(23)24/h11,13,16-18,20-22H,2-10,12,14-15H2,1H3,(H,23,24)/b13-11+/t16-,17+,18+,20+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCCCCC/C=C/C(=O)O

Other Databases

CHEBI ID
79145
PubChem CID
86289783
SMID ID
oscr#23

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 389.66
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 4.83
Molar Refractivity 102.40

Admin

Created at
13th Jun 2020
Updated at
13th Jun 2020