Structure Database (LMSD)

Common Name
oscr#7
Systematic Name
7-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-heptenoic acid
Synonyms
  • 7-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-heptenoic acid
LM ID
LMFA13040095
Formula
C13H22O6
Exact Mass
Calculate m/z
274.14164
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)
PECXANWMSPKDGB-XROMHLQASA-N
InChi (Click to copy)
InChI=1S/C13H22O6/c1-9-10(14)8-11(15)13(19-9)18-7-5-3-2-4-6-12(16)17/h4,6,9-11,13-15H,2-3,5,7-8H2,1H3,(H,16,17)/b6-4+/t9-,10+,11+,13+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCC/C=C/C(=O)O

Other Databases

CHEBI ID
79132
PubChem CID
86289770
SMID ID
oscr#7

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 1
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 268.56
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 2.10
Molar Refractivity 70.08

Admin

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