Structure Database (LMSD)

Common Name
bhas#42
Systematic Name
3R-hydroxy-22R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-tricosanoic acid
Synonyms
  • 3R-hydroxy-22R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tricosanoic acid
LM ID
LMFA13040040
Formula
C29H56O7
Exact Mass
Calculate m/z
516.402605
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)
WJTVYQIDWKKLFI-HDVHYMLASA-N
InChi (Click to copy)
InChI=1S/C29H56O7/c1-23(35-29-27(32)22-26(31)24(2)36-29)19-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20-25(30)21-28(33)34/h23-27,29-32H,3-22H2,1-2H3,(H,33,34)/t23-,24+,25-,26-,27-,29-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCCCCCCCCCCCCCC[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
79241
PubChem CID
86289830
SMID ID
bhas#42

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 1
Aromatic Rings 0
Rotatable Bonds 23
Van der Waals Molecular Volume 556.79
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 7.82
Molar Refractivity 145.95

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