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Endo-Atropine

AlkaPlorer ID: AK003831

Synonym: '', 'L-Hyoscyamine', '3(S)-endo-alpha-(hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo3.2.1oct-3-yl ester', '(+-)-atropine', '(3-endo)-8-methyl-8-azabicyclo3.2.1oct-3-yl tropate', 'dl-Hyoscyamine', 'l-hyoscyamine', '8-methyl-8-azabicyclo3.2.1oct-3-yl tropate', 'MLS002222283', 'dl-tropyltropate', '(S)-(-)-hyoscyamine', 'MLS002153877', '(+,-)-tropyl tropate', 'hyoscyamine', 'Atropine', 'Duboisine', '(-)-hyoscyamine', '8-methyl-8-azabicyclo3.2.1oct-3-yl 3-hydroxy-2-phenylpropanoate', 'Atropine sulfate monohydrate', '(S)-atropine', 'Hyoscyamine', 'atropina', 'Atropin', '(-)-Hyoscyamine', 'Daturine', '(+-)-hyoscyamine', 'tropine, (-)-tropate', 'tropan-3alpha-yl 3-hydroxy-2-phenylpropanoate', 'tropine tropate', '(-)-atropine', 'SMR001233231', '(1S,5R)-8-methyl-8-azabicyclo3.2.1oct-3-yl 3-hydroxy-2-phenyl-propanoate', 'L-Tropine tropate', 'L-Hyoscyamin'

IUPAC Name: [(1S,5R)-8-methyl-8-azoniabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate

Structure

SMILES: C[NH+]1[C@@H]2CC[C@H]1CC(OC(=O)[C@H](CO)C1=CC=CC=C1)C2

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InChI: InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/p+1/t13-,14+,15?,16-/m1/s1

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InChIKey: RKUNBYITZUJHSG-VFSICIBPSA-O

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Properties Information

Molecule Weight: 290.38300000000004

TPSA？: 50.97

MolLogP？: 0.5138000000000009

Number of H-Donors: 2

Number of H-Acceptors: 3

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bombyx mori Bombyx mori TIME 124.8 hr 10.1271/bbb.64.610
Bombyx mori Bombyx mori TIME 151.2 hr 10.1271/bbb.64.610
Cavia porcellus Ileum Activity 3.47 g 10.1016/j.bmc.2013.05.004
Cavia porcellus Ileum Activity 74.9 % 10.1016/j.bmc.2013.05.004
Homo sapiens Bloom syndrome protein Potency 1412.5 nM None
Homo sapiens Cerebroside-sulfatase Potency 2393.4 nM None
Homo sapiens Cytochrome P450 1A2 Inhibition nan % 10.1021/tx300075j
Homo sapiens Cytochrome P450 2C19 Ratio IC50 2.0 None 10.1021/tx300075j
Homo sapiens Cytochrome P450 2C9 Inhibition nan % 10.1021/tx300075j
Homo sapiens Cytochrome P450 2D6 Inhibition nan % 10.1021/tx300075j
Homo sapiens Cytochrome P450 3A4 Inhibition nan % 10.1021/tx300075j
Homo sapiens DNA-(apurinic or apyrimidinic site) lyase Potency 8912.5 nM None
Homo sapiens DNA polymerase beta Potency 5011.9 nM None
Homo sapiens HEK293 Potency 7304.8 nM None
Homo sapiens HERG Potency 12589.3 nM None
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 9.5 nM None
Homo sapiens Liver microsomes Activity nan None 10.1021/tx300075j
Homo sapiens Liver microsomes Stability nan % 10.1021/tx300075j
Homo sapiens Lysine-specific demethylase 4D-like Potency 39810.7 nM None
Homo sapiens Menin/Histone-lysine N-methyltransferase MLL Potency 19952.6 nM None
Homo sapiens Muscarinic acetylcholine receptor M1 Ki 0.2692 nM 10.1016/j.bmcl.2013.12.024
Homo sapiens Muscarinic acetylcholine receptor M1 Ki 0.27 nM 10.1016/j.bmcl.2013.12.024
Homo sapiens Muscarinic acetylcholine receptor M2 Inhibition nan % 10.1021/jm500790x
Homo sapiens Muscarinic acetylcholine receptor M2 Ki 2.818 nM 10.1021/jm500790x
Homo sapiens Muscarinic acetylcholine receptor M2 Ki 3.631 nM 10.1021/jm500790x
Homo sapiens Muscarinic acetylcholine receptor M2 Ki 4.571 nM 10.1021/jm500790x
Homo sapiens Muscarinic acetylcholine receptor M2 Ki 5.012 nM 10.1021/jm500790x
Homo sapiens Muscarinic acetylcholine receptor M2 Ki 12.88 nM 10.1021/jm500790x
Homo sapiens Muscarinic acetylcholine receptor M3 Ki 0.2692 nM 10.1016/j.bmcl.2013.12.024
Homo sapiens Muscarinic acetylcholine receptor M3 Ki 0.27 nM 10.1016/j.bmcl.2013.12.024
Homo sapiens Muscarinic acetylcholine receptor M5 Ki 0.14 nM 10.1016/j.bmcl.2013.04.082
Homo sapiens Muscarinic acetylcholine receptor M5 Ki 0.3388 nM 10.1016/j.bmcl.2013.12.024
Homo sapiens Muscarinic acetylcholine receptor M5 Ki 0.34 nM 10.1016/j.bmcl.2013.12.024
Homo sapiens Muscarinic acetylcholine receptor M5 Ki 3.02 nM 10.1021/jm500790x
Homo sapiens Prelamin-A/C Potency 35481.3 nM None
Homo sapiens Whole blood Retention_time 3.46 min 10.1007/s00044-012-9977-1
Mus musculus Mus musculus ED50 0.061 mg.kg-1 10.1021/jm00222a015
Mus musculus Mus musculus INH 2.2 mg kg-1 10.1021/jm00222a015
Mus musculus Mus musculus LD50 32.0 mg.kg-1 10.1021/jm00222a015
Oryctolagus cuniculus Stomach Activity nan None 10.1016/j.ejmech.2007.04.012
Rattus norvegicus Inositol monophosphatase 1 Potency 14125.4 nM None
Rattus norvegicus Muscarinic acetylcholine receptor M1 Ki 0.88 nM 10.1016/j.bmcl.2007.12.051
Rattus norvegicus Muscarinic acetylcholine receptor M2 Ki 2.69 nM 10.1016/j.bmcl.2007.12.051
Rattus norvegicus Muscarinic acetylcholine receptor M3 Ki 0.96 nM 10.1016/j.bmcl.2007.12.051
Rattus norvegicus Muscarinic acetylcholine receptor M4 Ki 0.56 nM 10.1016/j.bmcl.2007.12.051
Rattus norvegicus Muscarinic acetylcholine receptor M5 Ki 1.8 nM 10.1016/j.bmcl.2007.12.051
Rattus norvegicus Rattus norvegicus Inhibition 43.0 % 10.1021/jm00214a015
Rattus norvegicus Rattus norvegicus Inhibition 58.0 % 10.1021/jm00214a015
Rattus norvegicus Rattus norvegicus pH 1.5 None 10.1021/jm00214a015
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 1995.3 nM None
None NON-PROTEIN TARGET Potency 4466.8 nM None
None NON-PROTEIN TARGET Potency 15848.9 nM None
None Unchecked Potency 730.8 nM None
None Unchecked Potency 2908.1 nM None
None Unchecked Potency 6309.6 nM None
None Unchecked Potency 14125.4 nM None
None Unchecked Potency 31622.8 nM None

Metabolism Information