Structure Database (LMSD)

Common Name
bhos#30
Systematic Name
3R-hydroxy-17-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-heptadecanoic acid
Synonyms
  • 3R-hydroxy-17-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-heptadecanoic acid
LM ID
LMFA13040070
Formula
C23H44O7
Exact Mass
Calculate m/z
432.308705
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)
AVROBGCULUIOHS-QBRBXANFSA-N
InChi (Click to copy)
InChI=1S/C23H44O7/c1-18-20(25)17-21(26)23(30-18)29-15-13-11-9-7-5-3-2-4-6-8-10-12-14-19(24)16-22(27)28/h18-21,23-26H,2-17H2,1H3,(H,27,28)/t18-,19+,20+,21+,23+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCCCCCCCC[C@@H](O)CC(=O)O

Other Databases

CHEBI ID
79265
PubChem CID
86289853
SMID ID
bhos#30

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 1
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 452.99
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 5.48
Molar Refractivity 118.25

Admin

Created at
12th Jun 2020
Updated at
12th Jun 2020