Structure Database (LMSD)

Common Name
bhas#20
Systematic Name
3R-hydroxy-11R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-dodecanoic acid
Synonyms
  • 3R-hydroxy-11R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-dodecanoic acid
LM ID
LMFA13040050
Formula
C18H34O7
Exact Mass
Calculate m/z
362.230455
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)
LOQQYUUEPVHUQQ-RDEONCLASA-N
InChi (Click to copy)
InChI=1S/C18H34O7/c1-12(24-18-16(21)11-15(20)13(2)25-18)8-6-4-3-5-7-9-14(19)10-17(22)23/h12-16,18-21H,3-11H2,1-2H3,(H,22,23)/t12-,13+,14-,15-,16-,18-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCCC[C@@H](O)CC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
79230
PubChem CID
86289819
SMID ID
bhas#20

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
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
12th Jun 2020
Updated at
12th Jun 2020