Structure Database (LMSD)

Common Name
bhos#18
Systematic Name
3R-hydroxy-11-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-undecanoic acid
Synonyms
  • 3R-hydroxy-11-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-undecanoic acid
LM ID
LMFA13040088
Formula
C17H32O7
Exact Mass
Calculate m/z
348.214805
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)
GGYMGUAMSXCZMJ-ZAPJKBGESA-N
InChi (Click to copy)
InChI=1S/C17H32O7/c1-12-14(19)11-15(20)17(24-12)23-9-7-5-3-2-4-6-8-13(18)10-16(21)22/h12-15,17-20H,2-11H2,1H3,(H,21,22)/t12-,13+,14+,15+,17+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCC[C@@H](O)CC(=O)O

Other Databases

CHEBI ID
79259
PubChem CID
86289847
SMID ID
bhos#18

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 349.19
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 3.14
Molar Refractivity 90.55

Admin

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