Structure Database (LMSD)

Common Name
oscr#12
Systematic Name
6-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-hexanoic acid
Synonyms
  • 6-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-hexanoic acid
LM ID
LMFA13040093
Formula
C12H22O6
Exact Mass
Calculate m/z
262.14164
Status
Curated
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)
OEQPWGGFCAQFGJ-BTQIBKBOSA-N
InChi (Click to copy)
InChI=1S/C12H22O6/c1-8-9(13)7-10(14)12(18-8)17-6-4-2-3-5-11(15)16/h8-10,12-14H,2-7H2,1H3,(H,15,16)/t8-,9+,10+,12+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCC(=O)O

Other Databases

CHEBI ID
79135
PubChem CID
86289773
SMID ID
oscr#12

Calculated Physicochemical Properties

Heavy Atoms 18
Rings 1
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 253.90
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 1.94
Molar Refractivity 65.56

Admin

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