Structure Database (LMSD)

Common Name
bhos#20
Systematic Name
3R-hydroxy-12-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-dodecanoic acid
Synonyms
  • 3R-hydroxy-12-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-dodecanoic acid
LM ID
LMFA13040083
Formula
C18H34O7
Exact Mass
Calculate m/z
362.230455
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)
SOTOQKINJMPSIE-CWIFOLKKSA-N
InChi (Click to copy)
InChI=1S/C18H34O7/c1-13-15(20)12-16(21)18(25-13)24-10-8-6-4-2-3-5-7-9-14(19)11-17(22)23/h13-16,18-21H,2-12H2,1H3,(H,22,23)/t13-,14+,15+,16+,18+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCCC[C@@H](O)CC(=O)O

Other Databases

CHEBI ID
79260
PubChem CID
86289848
SMID ID
bhos#20

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 366.49
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 3.53
Molar Refractivity 95.16

Admin

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