Structure Database (LMSD)

Common Name
glas#20
Systematic Name
1-O-(11R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-dodecanoyl)-β-D-glucopyranose
Synonyms
  • beta-D-glucos-1''-yl-11R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-dodecanoate
LM ID
LMFA13040101
Formula
C24H44O11
Exact Mass
Calculate m/z
508.288365
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)
VJWJXLJAPFOFKF-QENFJQAJSA-N
InChi (Click to copy)
InChI=1S/C24H44O11/c1-14(32-23-17(27)12-16(26)15(2)33-23)10-8-6-4-3-5-7-9-11-19(28)35-24-22(31)21(30)20(29)18(13-25)34-24/h14-18,20-27,29-31H,3-13H2,1-2H3/t14-,15+,16-,17-,18-,20-,21+,22-,23-,24+/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCCCCCC(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
79304
PubChem CID
86289879
SMID ID
glas#20

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 2
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 493.09
Topological Polar Surface Area 179.51
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 3.25
Molar Refractivity 128.53

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