L-659,699   Click here for help

GtoPdb Ligand ID: 5886

Synonyms: antibiotic 1233A | hymeglusin | L 659699
Compound class: Synthetic organic
Comment: Hymeglusin is a fungal beta-lactone. It irreversibly inhibits cytosolic 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase activity
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 83.83
Molecular weight 324.19
XLogP 3.92
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES OCC1C(=O)OC1CCCCC(CC(=CC(=CC(=O)O)C)C)C
Isomeric SMILES OC[C@H]1C(=O)O[C@@H]1CCCC[C@H](C/C(=C/C(=C/C(=O)O)/C)/C)C
InChI InChI=1S/C18H28O5/c1-12(8-13(2)9-14(3)10-17(20)21)6-4-5-7-16-15(11-19)18(22)23-16/h9-10,12,15-16,19H,4-8,11H2,1-3H3,(H,20,21)/b13-9+,14-10+/t12-,15-,16-/m1/s1
InChI Key ODCZJZWSXPVLAW-KXCGKLMDSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2E,4E,7R)-11-[(2R,3R)-3-(hydroxymethyl)-4-oxooxetan-2-yl]-3,5,7-trimethylundeca-2,4-dienoic acid
Synonyms Click here for help
antibiotic 1233A | hymeglusin | L 659699
Database Links Click here for help
CAS Registry No. 29066-42-0 (source: Scifinder)
ChEMBL Ligand CHEMBL470269
GtoPdb PubChem SID 178102510
PubChem CID 6440895
Search Google for chemical match using the InChIKey ODCZJZWSXPVLAW-KXCGKLMDSA-N
Search Google for chemicals with the same backbone ODCZJZWSXPVLAW
Search UniChem for chemical match using the InChIKey ODCZJZWSXPVLAW-KXCGKLMDSA-N
Search UniChem for chemicals with the same backbone ODCZJZWSXPVLAW