Structure Database (LMSD)

Common Name
bhas#16
Systematic Name
3R-hydroxy-9R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-decanoic acid
Synonyms
  • 3R-hydroxy-9R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-decanoic acid
LM ID
LMFA13040052
Formula
C16H30O7
Exact Mass
Calculate m/z
334.199155
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)
XLKCBPRCWUMKHY-NVWMEEMDSA-N
InChi (Click to copy)
InChI=1S/C16H30O7/c1-10(6-4-3-5-7-12(17)8-15(20)21)22-16-14(19)9-13(18)11(2)23-16/h10-14,16-19H,3-9H2,1-2H3,(H,20,21)/t10-,11+,12-,13-,14-,16-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCC[C@@H](O)CC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
79227
PubChem CID
86289816
SMID ID
bhas#16

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 331.89
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 2.75
Molar Refractivity 85.93

Admin

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