Structure Database (LMSD)

O OH HO O OH O
Common Name
ascr#11
Systematic Name
3R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-butanoic acid
Synonyms
  • 3R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-butanoic acid
LM ID
LMFA13040039
Formula
C10H18O6
Exact Mass
Calculate m/z
234.11034
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
VQZVOFZWXBQLCG-MGPZHUSASA-N
InChi (Click to copy)
InChI=1S/C10H18O6/c1-5(3-9(13)14)15-10-8(12)4-7(11)6(2)16-10/h5-8,10-12H,3-4H2,1-2H3,(H,13,14)/t5-,6+,7-,8-,10-/m1/s1
SMILES (Click to copy)
O([C@@H](CC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

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

Other Databases

CHEBI ID
78743
PubChem CID
86289642
SMID ID
ascr#11

Calculated Physicochemical Properties

Heavy Atoms 16
Rings 1
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 219.30
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 1.15
Molar Refractivity 56.33

Admin

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