Structure Database (LMSD)
Common Name
ibha#26
Systematic Name
3R-hydroxy-14R-((1H-indol-3-ylcarbonyl)3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-pentadecanoic acid
Synonyms
- 3R-hydroxy-14R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-pentadecanoic acid
3D model of ibha#26
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
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
J Am Chem Soc, 2012
Pubmed ID:
22239548
DOI:
10.1021/ja210202y
String Representations
InChiKey (Click to copy)
UWTXRGDQDGZEBX-KVBMFJTJSA-N
InChi (Click to copy)
InChI=1S/C30H45NO8/c1-20(13-9-7-5-3-4-6-8-10-14-22(32)17-28(34)35)37-30-26(33)18-27(21(2)38-30)39-29(36)24-19-31-25-16-12-11-15-23(24)25/h11-12,15-16,19-22,26-27,30-33H,3-10,13-14,17-18H2,1-2H3,(H,34,35)/t20-,21+,22+,26-,27-,30-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCCCCCC[C@H](O)CC(=O)O)C)[C@H]1[C@H](O)C[C@@H](OC(=O)C2=CNC3C=CC=CC=32)[C@H](C)O1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
39
Rings
3
Aromatic Rings
2
Rotatable Bonds
18
Van der Waals Molecular Volume
534.16
Topological Polar Surface Area
140.38
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
9
logP
6.89
Molar Refractivity
150.44
Admin
Created at
14th Jun 2020
Updated at
14th Jun 2020