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Mescaline

AlkaPlorer ID: AK015341

Synonym: 3,4,5-Trimethoxybenzeneethanamine, 3,4,5-Trimethoxyphenethylamine, Mezcaline, Hallucinex, TMPEA

IUPAC Name: 2-(3,4,5-trimethoxyphenyl)ethanamine

Structure

SMILES: COC1=CC(CCN)=CC(OC)=C1OC

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InChI: InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3

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InChIKey: RHCSKNNOAZULRK-UHFFFAOYSA-N

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Reference

β-Phenethylamines from the cactus genus Opuntia

PubChem CID: 4076

CAS: 54-04-6

LOTUS: LTS0076396

SuperNatural Ⅲ: SN0325201

NPASS: NPC105513

COCONUT: CNP0133870

data_source: manually

Properties Information

Molecule Weight: 211.261

TPSA？: 53.71000000000001

MolLogP？: 1.2136000000000002

Number of H-Donors: 1

Number of H-Acceptors: 4

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Monoamine oxidase MAO deamination 1.0 % 10.1021/jm00143a017
Bos taurus Monoamine oxidase MAO deamination 21.0 % 10.1021/jm00143a017
Homo sapiens Homo sapiens Activity 1.0 MU 10.1021/jm00164a036
Homo sapiens Homo sapiens Activity 1.0 None 10.1021/jm980144c
Homo sapiens Homo sapiens Human potency 1.0 MU 10.1021/jm00143a017
Homo sapiens Homo sapiens Log activity 0.0 None 10.1021/jm00164a036
Homo sapiens Homo sapiens Relative activity 1.0 None 10.1021/jm00373a013
Homo sapiens Serotonin 2a (5-HT2a) receptor Ki 551.0 nM 10.1021/jm970219x
Homo sapiens Serotonin 2a (5-HT2a) receptor Ki nan nM 10.1021/jm970219x
Homo sapiens Serotonin 2b (5-HT2b) receptor Ki 795.1 nM 10.1021/jm970219x
Homo sapiens Serotonin 2b (5-HT2b) receptor Ki nan nM 10.1021/jm970219x
Homo sapiens Serotonin 2c (5-HT2c) receptor Ki 302.8 nM 10.1021/jm970219x
Homo sapiens Serotonin 2c (5-HT2c) receptor Ki nan nM 10.1021/jm970219x
Homo sapiens Whole blood Retention_time 2.77 min 10.1007/s00044-012-9977-1
Oryctolagus cuniculus Oryctolagus cuniculus FC 0.0006 None 10.1021/jm00220a001
Rattus norvegicus Rattus norvegicus ED50 14.64 mg.kg-1 10.1021/jm00164a036
Rattus norvegicus Rattus norvegicus ED50 33.5 umol.kg-1 10.1021/jm970219x
Rattus norvegicus Rattus norvegicus ED50 34.0 umol.kg-1 10.1021/jm060272y
Rattus norvegicus Rattus norvegicus IC50 10000.0 nM 10.1021/jm970219x
Rattus norvegicus Rattus norvegicus Max 92.0 % 10.1021/jm030064v
Rattus norvegicus Serotonin 1a (5-HT1a) receptor Ki 6900.0 nM 10.1021/jm970219x
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Activity 86.0 % 10.1021/jm060272y
Rattus norvegicus Serotonin 2a (5-HT2a) receptor EC50 2600.0 nM 10.1021/jm030064v
Rattus norvegicus Serotonin 2a (5-HT2a) receptor EC50 4000.0 nM 10.1021/jm970219x
Rattus norvegicus Serotonin 2a (5-HT2a) receptor EC50 11300.0 nM 10.1021/jm060272y
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Efficacy nan None 10.1016/j.bmc.2008.02.033
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 360.0 nM 10.1021/jm060272y
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 5500.0 nM 10.1016/j.bmc.2008.02.033
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 5500.0 nM 10.1021/jm970219x
Rattus norvegicus Serotonin 2c (5-HT2c) receptor EC50 24000.0 nM 10.1021/jm970219x
Rattus norvegicus Serotonin 2c (5-HT2c) receptor Ki 380.0 nM 10.1021/jm060272y
Rattus norvegicus Serotonin (5-HT) receptor Kd 2238.72 nM 10.1021/jm00177a017
Rattus norvegicus Serotonin (5-HT) receptor Kd 2238.72 nM 10.1021/jm00206a022
None ADMET Binding energy 7.1 kCal mol-1 10.1021/jm00378a021
None No relevant target LogP 0.048 None 10.1016/j.bmc.2008.02.033
None No relevant target LogP 0.78 None 10.1021/jm00212a022
None No relevant target LogP 3.15 None 10.1021/jm970219x
None Unchecked ED50 1.4 10'-6M 10.1021/jm00212a022

Metabolism Information