Structure Database (LMSD)

Common Name
glas#24
Systematic Name
1-O-(13R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-tetradecanoyl)-β-D-glucopyranose
Synonyms
  • beta-D-glucos-1''-yl-13R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tetradecanoate
LM ID
LMFA13040099
Formula
C26H48O11
Exact Mass
Calculate m/z
536.319665
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)
ZZMOUVIMWCRXAF-UXOPZYHUSA-N
InChi (Click to copy)
InChI=1S/C26H48O11/c1-16(34-25-19(29)14-18(28)17(2)35-25)12-10-8-6-4-3-5-7-9-11-13-21(30)37-26-24(33)23(32)22(31)20(15-27)36-26/h16-20,22-29,31-33H,3-15H2,1-2H3/t16-,17+,18-,19-,20-,22-,23+,24-,25-,26+/m1/s1
SMILES (Click to copy)
O([C@H](C)CCCCCCCCCCCC(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
79306
PubChem CID
86289881
SMID ID
glas#24

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 2
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 527.69
Topological Polar Surface Area 179.51
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 4.03
Molar Refractivity 137.77

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