Structure Database (LMSD)

Common Name
hbas#9
Systematic Name
4R-(3,6-dideoxy-(4-O-hydroxybenzoyl)α-L-arabino-hexopyranosyloxy)-pentanoic acid
Synonyms
  • 4R-(3'R-hydroxy-5'R-O-(4-hydroxybenzoyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-pentanoic acid
LM ID
LMFA13040149
Status
Active
Exact Mass
Calculate m/z
368.14712
Formula


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
GOULJBFAJHFZIY-WJOFSXDMSA-N
InChi (Click to copy)
InChI=1S/C18H24O8/c1-10(3-8-16(21)22)24-18-14(20)9-15(11(2)25-18)26-17(23)12-4-6-13(19)7-5-12/h4-7,10-11,14-15,18-20H,3,8-9H2,1-2H3,(H,21,22)/t10-,11+,14-,15-,18-/m1/s1
SMILES (Click to copy)
O([C@@H](CCC(=O)O)C)[C@H]1[C@H](O)C[C@@H](OC(=O)C2=CC=C(O)C=C2)[C@H](C)O1

References

Reference
Comparative Metabolomics Reveals Biogenesis of Ascarosides, a Modular Library of Small-Molecule Signals in C. elegans
J Am Chem Soc. 2012
DOI: 10.1021/ja210202y
PMID: 22239548

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

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 2
Aromatic Rings 1
Rotatable Bonds 8
Van der Waals Molecular Volume 341.46
Topological Polar Surface Area 124.59
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 3.12
Molar Refractivity 92.25

Admin

Created at
15th Jun 2020
Updated at
15th Jun 2020