Structure Database (LMSD)

Common Name
oscr#29
Systematic Name
17-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-heptadecenoic acid
Synonyms
  • 17-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-heptadecenoic acid
LM ID
LMFA13040068
Formula
C23H42O6
Exact Mass
Calculate m/z
414.29814
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)
HJPCXYKWUOGDSW-KRSIWRBNSA-N
InChi (Click to copy)
InChI=1S/C23H42O6/c1-19-20(24)18-21(25)23(29-19)28-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-22(26)27/h14,16,19-21,23-25H,2-13,15,17-18H2,1H3,(H,26,27)/b16-14+/t19-,20+,21+,23+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCCCCCCCC/C=C/C(=O)O

Other Databases

CHEBI ID
79151
PubChem CID
86289789
SMID ID
oscr#29

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 1
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 441.56
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 6.00
Molar Refractivity 116.25

Admin

Created at
12th Jun 2020
Updated at
12th Jun 2020