Structure Database (LMSD)

Common Name
glas#16
Systematic Name
1-O-(9R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-decanoyl)-β-D-glucopyranose
Synonyms
  • beta-D-glucos-1''-yl-9R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-decanoate
LM ID
LMFA13040102
Formula
C22H40O11
Exact Mass
Calculate m/z
480.257065
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)
YGECYZAESCGRDN-XXPWOUKKSA-N
InChi (Click to copy)
InChI=1S/C22H40O11/c1-12(30-21-15(25)10-14(24)13(2)31-21)8-6-4-3-5-7-9-17(26)33-22-20(29)19(28)18(27)16(11-23)32-22/h12-16,18-25,27-29H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19+,20-,21-,22+/m1/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1O[C@@H](CCCCCCCC(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)C

Other Databases

CHEBI ID
79302
PubChem CID
86289877
SMID ID
glas#16

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 2
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 458.49
Topological Polar Surface Area 179.51
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 2.47
Molar Refractivity 119.30

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