Structure Database (LMSD)

Common Name
oscr#25
Systematic Name
15-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-pentadecenoic acid
Synonyms
  • 15-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-pentadecenoic acid
LM ID
LMFA13040074
Formula
C21H38O6
Exact Mass
Calculate m/z
386.26684
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)
FOEYOFVRRORADU-KMIVUYPQSA-N
InChi (Click to copy)
InChI=1S/C21H38O6/c1-17-18(22)16-19(23)21(27-17)26-15-13-11-9-7-5-3-2-4-6-8-10-12-14-20(24)25/h12,14,17-19,21-23H,2-11,13,15-16H2,1H3,(H,24,25)/b14-12+/t17-,18+,19+,21+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCCCCCC/C=C/C(=O)O

Other Databases

CHEBI ID
79147
PubChem CID
86289785
SMID ID
oscr#25

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 406.96
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 5.22
Molar Refractivity 107.02

Admin

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