6-hydroxymelatonin   

GtoPdb Ligand ID: 1347

Synonyms: 6-OH-melatonin | 6-OH-MLT
Compound class: Synthetic organic
Comment: One of the metabolites of the approved drug melatonin.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 74.35
Molecular weight 248.12
XLogP 0.93
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1cc2c(CCNC(=O)C)c[nH]c2cc1O
Isomeric SMILES COc1cc2c(CCNC(=O)C)c[nH]c2cc1O
InChI InChI=1S/C13H16N2O3/c1-8(16)14-4-3-9-7-15-11-6-12(17)13(18-2)5-10(9)11/h5-7,15,17H,3-4H2,1-2H3,(H,14,16)
InChI Key OMYMRCXOJJZYKE-UHFFFAOYSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
MT1 receptor Hs Agonist Full agonist 8.9 – 9.2 pKi - 1-4
pKi 8.9 – 9.2 [1-4]
MT2 receptor Hs Agonist Full agonist 8.3 – 8.8 pKi - 2-4
pKi 8.3 – 8.8 [2-4]