tetronothiodin   Click here for help

GtoPdb Ligand ID: 910

Comment: Isolated from a culture broth of Streptomyces sp. NR0489 [1].
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 8
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 163.5
Molecular weight 570.23
XLogP 3.84
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OC1CC=CCC(C)C2C(SCC2C(=O)C2=C(OC3(C(CC=CC=CC1)C=C(C)C(C3)C)C2=O)O)C(=O)C(=O)O
Isomeric SMILES OC1C/C=C/CC(C)C2C(SCC2C(=O)C2=C(OC3(C(C/C=C/C=C/C1)C=C(C)C(C3)C)C2=O)O)C(=O)C(=O)O
InChI InChI=1S/C31H38O8S/c1-17-10-8-9-13-21(32)12-7-5-4-6-11-20-14-18(2)19(3)15-31(20)28(35)24(30(38)39-31)25(33)22-16-40-27(23(17)22)26(34)29(36)37/h4-9,14,17,19-23,27,32,38H,10-13,15-16H2,1-3H3,(H,36,37)/b6-4+,7-5+,9-8+
1. Kuwahara T, Kudoh T, Nagase H, Takamiya M, Nakano A, Ohtsuka T, Yoshizaki H, Arisawa M. (1992)
Tetronothiodin, a novel CCKB receptor ligand, antagonizes cholecystokinin-induced Ca2+ mobilization in a pituitary cell line.
Eur J Pharmacol, 221 (1): 99-105. [PMID:1459194]
2. Kuwahara T, Kudoh T, Nakano A, Yoshizaki H, Takamiya M, Nagase H, Arisawa M. (1993)
Species specificity of pharmacological characteristics of CCK-B receptors.
Neurosci Lett, 158 (1): 1-4. [PMID:8233061]