Structure Database (LMSD)

Common Name
hbas#10
Systematic Name
8R-(3,6-dideoxy-(4-O-hydroxybenzoyl)α-L-arabino-hexopyranosyloxy)-nonanoic acid
Synonyms
  • 8R-(3'R-hydroxy-5'R-O-(4-hydroxybenzoyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonanoic acid
LM ID
LMFA13040148
Formula
C22H32O8
Exact Mass
Calculate m/z
424.20972
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)
QPIALCPOHJUWED-PVIPAOTJSA-N
InChi (Click to copy)
InChI=1S/C22H32O8/c1-14(7-5-3-4-6-8-20(25)26)28-22-18(24)13-19(15(2)29-22)30-21(27)16-9-11-17(23)12-10-16/h9-12,14-15,18-19,22-24H,3-8,13H2,1-2H3,(H,25,26)/t14-,15+,18-,19-,22-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCCC(=O)O)C)[C@H]1[C@H](O)C[C@@H](OC(=O)C2=CC=C(O)C=C2)[C@H](C)O1

Other Databases

CHEBI ID
79330
PubChem CID
86289886
SMID ID
hbas#10

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 2
Aromatic Rings 1
Rotatable Bonds 12
Van der Waals Molecular Volume 410.66
Topological Polar Surface Area 124.59
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 4.68
Molar Refractivity 110.71

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Created at
15th Jun 2020
Updated at
15th Jun 2020