Compound: Hordenine
SMILES: Oc1ccc(CCN(C)C)cc1
InChIKey: KUBCEEMXQZUPDQ-UHFFFAOYSA-N
Synonyms: Hordenine, 539-15-1, 4-[2-(Dimethylamino)ethyl]phenol, 4-(2-(Dimethylamino)ethyl)phenol, Anhaline, N,N-Dimethyltyramine, 4-(2-Dimethylaminoethyl)phenol, Peyocactine, Anhalin, Cactine, Eremursine, Ordenina, p-(2-Dimethylaminoethyl)phenol, DTXSID2046096, K3489CA082, CHEBI:5764, DTXCID0026096, N,N-Dimethyl-4-hydroxy-beta-phenethylamine, RefChem:38568, 208-710-4, Hordenin, Phenol, 4-[2-(dimethylamino)ethyl]-, Ordenine, p-Hydroxy-N,N-dimethylphenethylamine, MFCD00051462, Ordenina;Peyocactine, Hordenine (sulfate), 62493-39-4, N,N-Dimethyl-p-hydroxyphenethylamine, p-[2-(Dimethylamino)ethyl]phenol, N,N-dimethyl-4-hydroxyphenylethylamine, Phenol, p-[2-(dimethylamino)ethyl]-, NCGC00160162-02, Ordenina (sulfate); Peyocactine (sulfate), 2-(4-Hydroxyphenyl)-N,N-dimethylethylamine, N,N-Dimethyl-2-(4-hydroxyphenyl)ethylamine, N,N-Dimethyl-4-hydroxy-.beta.-phenethylamine, CAS-539-15-1, P-(2-(DIMETHYLAMINO)ETHYL)PHENOL, PHENOL, P-(2-(DIMETHYLAMINO)ETHYL)-, Eremursin, Hordetin, Desvenlafaxine Phenol Impurity, UNII-K3489CA082, EINECS 208-710-4, N-dimethyl-4-hydroxyphenylethylamine, Hordenine (Standard), HORDENINE [MI], HORDENINE [WHO-DD], SCHEMBL36798, Hordenine, analytical standard, CHEMBL505789, orb1304883, orb3139675, SCHEMBL10491917, 4-(2-dimethylaminoethyl)-phenol, HY-N0113R, HMS3656M13, Hordenine, >=97.0% (HPLC), HY-N0113, MSK40054, phenol, 4-(2-dimethylamino)ethyl-, Tox21_111748, 4-Hydroxy-N,N-dimethylphenethylamine, EBC-13340, s2385, STL565154, 4-[2-(Dimethylamino)ethyl]phenol #, AKOS000277358, Tox21_111748_1, CCG-266321, FH09413, GS-0924, NCGC00160162-01, NCGC00160162-03, NCGC00160162-04, AC-11302, AC-34131, SY053066, 2-(4-Hydroxyphenyl)-N,N-dimethylethanamine, DB-052423, CS-0007797, H1351, NS00006025, ST45026104, SW219673-1, benzene, 1-(2-dimethylamino)ethyl-4-hydroxy-, C06199, EN300-7358623, F239138, Q119915, SR-05000002241, SR-05000002241-2, BRD-K93631643-001-02-4, BRD-K93631643-001-03-2, BRD-K93631643-065-01-1
Theoretical properties:
molecular_formula: C10H15NO
molecular_weight: 165.23 g/mol
exact_mass: 165.115364102 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 12
topological_polar_surface_area: 23.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 117.5 °C
solubility: 7 mg/mL
Descriptions:
pubchem: Hordenine is a phenethylamine alkaloid. It has a role as a mouse metabolite and a human metabolite.
chembl: HORDENINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Hordenine, also known as N,N-dimethyltyramine or as 4-hydroxy-N,N-dimethylphenethylamine, is an alkaloid of the phenethylamine class that occurs naturally in a variety of plants, taking its name from one of the most common, barley (Hordeum species). Chemically, hordenine is the N-methyl derivative of N-methyltyramine, and the N,N-dimethyl derivative of the well-known biogenic amine tyramine, from which it is biosynthetically derived and with which it shares some pharmacological properties (see below). As of September 2012, hordenine is widely sold as an ingredient of nutritional supplements, with sellers claiming that it stimulates the central nervous system and promotes weight loss by enhancing metabolism. In experiments in which animals are given sufficiently large doses parenterally (by injection), hordenine produces an increase in blood pressure as well as other disturbances of the cardiovascular, respiratory, and nervous systems. These effects are generally not reproduced by oral administration of the drug in test animals, and virtually no scientific reports of the effects of hordenine in human beings have been published.