Structure Database (LMSD)

Common Name
oscr#3
Systematic Name
9-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-nonenoic acid
Synonyms
  • 9-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-nonenoic acid
LM ID
LMFA13040097
Formula
C15H26O6
Exact Mass
Calculate m/z
302.17294
Status
Curated
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)
CYRZSEWKKCHVSI-XHDDSBKUSA-N
InChi (Click to copy)
InChI=1S/C15H26O6/c1-11-12(16)10-13(17)15(21-11)20-9-7-5-3-2-4-6-8-14(18)19/h6,8,11-13,15-17H,2-5,7,9-10H2,1H3,(H,18,19)/b8-6+/t11-,12+,13+,15+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCC/C=C/C(=O)O

Other Databases

CHEBI ID
79131
PubChem CID
86289769
SMID ID
oscr#3

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 303.16
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 2.88
Molar Refractivity 79.32

Admin

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