Structure Database (LMSD)
Common Name
ibha#22
Systematic Name
3R-hydroxy-12R-((1H-indol-3-ylcarbonyl)3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-tridecanoic acid
Synonyms
- 3R-hydroxy-12R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tridecanoic acid
3D model of ibha#22
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)
SUECAIROUVPYHD-PWAWAHSOSA-N
InChi (Click to copy)
InChI=1S/C28H41NO8/c1-18(11-7-5-3-4-6-8-12-20(30)15-26(32)33)35-28-24(31)16-25(19(2)36-28)37-27(34)22-17-29-23-14-10-9-13-21(22)23/h9-10,13-14,17-20,24-25,28-31H,3-8,11-12,15-16H2,1-2H3,(H,32,33)/t18-,19+,20+,24-,25-,28-/m1/s1
SMILES (Click to copy)
O([C@H](C)CCCCCCCC[C@H](O)CC(=O)O)[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
37
Rings
3
Aromatic Rings
2
Rotatable Bonds
16
Van der Waals Molecular Volume
499.56
Topological Polar Surface Area
140.38
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
9
logP
6.11
Molar Refractivity
141.21
Admin
Created at
14th Jun 2020
Updated at
14th Jun 2020