Structure Database (LMSD)

Common Name
bhos#24
Systematic Name
3R-hydroxy-14-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-tetradecanoic acid
Synonyms
  • 3R-hydroxy-14-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tetradecanoic acid
LM ID
LMFA13040077
Formula
C20H38O7
Exact Mass
Calculate m/z
390.261755
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)
OEUPNEHVNNGMKN-VAVNGKDRSA-N
InChi (Click to copy)
InChI=1S/C20H38O7/c1-15-17(22)14-18(23)20(27-15)26-12-10-8-6-4-2-3-5-7-9-11-16(21)13-19(24)25/h15-18,20-23H,2-14H2,1H3,(H,24,25)/t15-,16+,17+,18+,20+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCCCCC[C@@H](O)CC(=O)O

Other Databases

CHEBI ID
79262
PubChem CID
86289850
SMID ID
bhos#24

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 401.09
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 4.31
Molar Refractivity 104.40

Admin

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