Structure Database (LMSD)

Common Name
glas#1
Systematic Name
1-O-(6R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-heptanoyl)-β-D-glucopyranose
Synonyms
  • beta-D-glucos-1''-yl-6R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-heptanoate
LM ID
LMFA13040106
Formula
C19H34O11
Exact Mass
Calculate m/z
438.210115
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)
MVQVASRYTUDSCI-POLQEPQQSA-N
InChi (Click to copy)
InChI=1S/C19H34O11/c1-9(27-18-12(22)7-11(21)10(2)28-18)5-3-4-6-14(23)30-19-17(26)16(25)15(24)13(8-20)29-19/h9-13,15-22,24-26H,3-8H2,1-2H3/t9-,10+,11-,12-,13-,15-,16+,17-,18-,19+/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCC(=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
79197
PubChem CID
86289812
SMID ID
glas#1

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 2
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 406.59
Topological Polar Surface Area 179.51
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 1.30
Molar Refractivity 105.45

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