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Methyllycaconitine

AlkaPlorer ID: AK018131

Synonym: None

IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9R,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate

Structure

SMILES: CCN1C[C@]2(COC(=O)C3=CC=CC=C3N3C(=O)C[C@H](C)C3=O)CC[C@H](OC)[C@@]34[C@@H]5C[C@H]6[C@H](OC)[C@@H]5[C@](O)(C[C@@H]6OC)[C@](O)([C@@H](OC)[C@H]23)[C@@H]14

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InChI: InChI=1S/C37H50N2O10/c1-7-38-17-34(18-49-32(42)20-10-8-9-11-23(20)39-26(40)14-19(2)31(39)41)13-12-25(46-4)36-22-15-21-24(45-3)16-35(43,27(22)28(21)47-5)37(44,33(36)38)30(48-6)29(34)36/h8-11,19,21-22,24-25,27-30,33,43-44H,7,12-18H2,1-6H3/t19-,21+,22+,24-,25-,27+,28-,29+,30-,33-,34-,35+,36-,37-/m0/s1

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InChIKey: XLTANAWLDBYGFU-BVFBBISOSA-N

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Reference

PubChem CID: 44575473

SuperNatural Ⅲ: SN0433668-15

NPASS: NPC35390

Properties Information

Molecule Weight: 682.8110000000004

TPSA？: 144.3

MolLogP？: 2.035100000000002

Number of H-Donors: 2

Number of H-Acceptors: 11

RingCount: 8

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Chromaffin cell neuronal nicotinic acetylcholine receptor Inhibition 95.2 % 10.1016/s0960-894x(99)00378-9
Bos taurus Neuronal acetylcholine receptor subunit alpha-3 Activity 50.1 % 10.1016/j.bmc.2008.01.050
Bos taurus Neuronal acetylcholine receptor subunit alpha-7 Activity 7.5 % 10.1016/j.bmc.2008.01.050
Homo sapiens Glycine receptor subunit alpha-1 IC50 nan None 10.1021/jm070574f
Homo sapiens Neuronal acetylcholine receptor; alpha2/beta4 IC50 1000.0 nM 10.1021/jm040219e
Homo sapiens Neuronal acetylcholine receptor; alpha3/beta2 IC50 1000.0 nM 10.1021/jm040219e
Homo sapiens Neuronal acetylcholine receptor; alpha3/beta4 IC50 1000.0 nM 10.1021/jm040219e
Homo sapiens Neuronal acetylcholine receptor; alpha3/beta4 IC50 2600.0 nM 10.1016/j.bmcl.2004.05.001
Homo sapiens Neuronal acetylcholine receptor; alpha4/beta2 Concentration 1.0 % 10.1021/jm040219e
Homo sapiens Neuronal acetylcholine receptor; alpha4/beta2 Ki 10000.0 nM 10.1016/j.bmcl.2005.02.045
Homo sapiens Neuronal acetylcholine receptor; alpha4/beta4 Concentration 1.0 uM 10.1021/jm040219e
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit Blockage 100.0 % 10.1016/j.bmcl.2004.01.004
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit IC50 8.3 nM 10.1021/jm070574f
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit IC50 8.318 nM 10.1021/jm070574f
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit IC50 1000.0 nM 10.1021/jm040219e
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit Ki 1.0 nM 10.1021/jm070574f
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit Ki 1.1 nM 10.1021/jm070574f
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit Ki 1.6 nM 10.1021/jm070574f
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit Ki 1.622 nM 10.1021/jm070574f
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit Ki 6.1 nM 10.1021/jm070574f
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit Ki 6.31 nM 10.1021/jm070574f
Homo sapiens Neuronal acetylcholine receptor protein alpha-7 subunit Ki 7.3 nM 10.1016/j.bmcl.2005.07.070
Homo sapiens Serotonin 3 (5-HT3) receptor Ki 16.5 % 10.1016/j.bmcl.2005.07.070
Homo sapiens Serotonin 3a (5-HT3a) receptor IC50 nan None 10.1021/jm070574f
Homo sapiens Serotonin 3a (5-HT3a) receptor Ki nan None 10.1021/jm070574f
Mus musculus Mus musculus Activity 15.0 % 10.1016/j.bmc.2006.10.061
Mus musculus Mus musculus AD50 2.0 mg kg-1 10.1016/j.bmc.2006.10.061
Mus musculus Mus musculus AD50 12.0 mg kg-1 10.1016/j.bmc.2006.10.061
Mus musculus Mus musculus LD50 3.0 mg.kg-1 10.1021/np960352c
Mus musculus Mus musculus LD50 7.5 mg.kg-1 10.1021/np50120a007
Mus musculus Mus musculus LD50 7.5 mg.kg-1 10.1021/np980013e
Rattus norvegicus Neuronal acetylcholine receptor; alpha3/beta2 Ki 2.3 nM 10.1016/s0960-894x(01)00193-7
Rattus norvegicus Neuronal acetylcholine receptor; alpha3/beta4 IC50 nan None 10.1021/jm070574f
Rattus norvegicus Neuronal acetylcholine receptor; alpha3/beta4 Ki nan None 10.1021/jm070574f
Rattus norvegicus Neuronal acetylcholine receptor; alpha4/beta2 Ki 400.0 nM 10.1021/np960352c
Rattus norvegicus Neuronal acetylcholine receptor; alpha4/beta2 Ki 1460.0 nM 10.1016/s0960-894x(02)00849-1
Rattus norvegicus Neuronal acetylcholine receptor; alpha4/beta2 Ki 1560.0 nM 10.1016/s0960-894x(02)00687-x
Rattus norvegicus Neuronal acetylcholine receptor; alpha4/beta2 Ki nan None 10.1021/jm070574f
Rattus norvegicus Neuronal acetylcholine receptor; alpha4/beta4 Ki nan None 10.1021/jm070574f
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-10 subunit Ki 1300.0 nM 10.1016/j.bmcl.2004.05.001
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit IC50 7.6 nM 10.1021/jm9604991
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit Ki 0.6 nM 10.1021/jm990544f
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit Ki 0.8 nM 10.1021/jm990544f
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit Ki 0.87 nM 10.1016/j.bmc.2006.10.061
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit Ki 2.3 nM 10.1016/j.bmcl.2005.02.045
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit Ki 2.3 nM 10.1016/s0960-894x(02)00687-x
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit Ki 2.91 nM 10.1021/jm401184f
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit Ki 4.0 nM 10.1021/np960352c
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit Ki 4.8 nM 10.1016/s0960-894x(02)00849-1
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit Ki 1000.0 nM 10.1021/jm990544f
Rattus norvegicus Neuronal acetylcholine receptor protein alpha-7 subunit Ki 1560.0 nM 10.1016/s0960-894x(01)00193-7
None Unchecked Activity nan None 10.1021/jm070574f
None Unchecked EC50 29512.09 nM 10.1016/j.ejmech.2010.05.042
None Unchecked IC50 89.0 nM 10.1021/jm070574f
None Unchecked IC50 320.0 nM 10.1021/jm070574f
None Unchecked IC50 323.59 nM 10.1021/jm070574f
None Unchecked IC50 1800.0 nM 10.1021/jm070574f
None Unchecked IC50 1819.7 nM 10.1021/jm070574f
None Unchecked IC50 10000.0 nM 10.1021/jm070574f
None Unchecked IC50 31622.78 nM 10.1021/jm070574f
None Unchecked IC50 nan None 10.1021/jm070574f
None Unchecked Ki 0.15 nM 10.1002/ps.3413
None Unchecked Ki 0.37 nM 10.1002/ps.3413
None Unchecked Ki 1.66 nM 10.1021/jm070574f
None Unchecked Ki 1.7 nM 10.1021/jm070574f
None Unchecked Ki 1.9 nM 10.1021/jm070574f
None Unchecked Ki 1.95 nM 10.1021/jm070574f
None Unchecked Ki 2.5 nM 10.1021/jm070574f
None Unchecked Ki 2.512 nM 10.1021/jm070574f
None Unchecked Ki 3.2 nM 10.1021/jm070574f
None Unchecked Ki 3.5 nM 10.1021/jm070574f
None Unchecked Ki 3.548 nM 10.1021/jm070574f
None Unchecked Ki 3.802 nM 10.1021/jm070574f
None Unchecked Ki 3.89 nM 10.1021/jm070574f
None Unchecked Ki 3.9 nM 10.1021/jm070574f
None Unchecked Ki 4.266 nM 10.1021/jm070574f
None Unchecked Ki 4.3 nM 10.1021/jm070574f
None Unchecked Ki 4.467 nM 10.1021/jm070574f
None Unchecked Ki 4.5 nM 10.1021/jm070574f
None Unchecked Ki 5.495 nM 10.1021/jm070574f
None Unchecked Ki 5.5 nM 10.1021/jm070574f
None Unchecked Ki 12.88 nM 10.1021/jm070574f
None Unchecked Ki 13.0 nM 10.1021/jm070574f
None Unchecked Ki 23.99 nM 10.1021/jm070574f
None Unchecked Ki 24.0 nM 10.1021/jm070574f
None Unchecked Ki 739.0 nM 10.1016/j.bmc.2006.10.061
None Unchecked Ratio 100.0 None 10.1016/j.ejmech.2010.05.042
None Unchecked Ratio 1000.0 None 10.1016/j.ejmech.2010.05.042
None Unchecked Ratio 10000.0 None 10.1016/j.ejmech.2010.05.042

Metabolism Information