Phenethylamine
PubChem CID: 1001
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| Compound Synonyms | Phenethylamine, 2-phenylethylamine, 2-Phenylethanamine, 64-04-0, Benzeneethanamine, 2-Phenethylamine, phenylethylamine, beta-phenylethylamine, beta-Phenethylamine, 1-Amino-2-phenylethane, beta-Aminoethylbenzene, (2-Aminoethyl)benzene, 1-Phenyl-2-aminoethane, 2-Amino-1-phenylethane, Ethanamine, 2-phenyl-, Ethylamine, 2-phenyl-, 2-Phenylethan-1-Amine, 1-Phenyl-2-amino-athan, 2-Fenylethylamin, 2-Amino-fenylethan, PHENETHYLAMINE, BETA, b-phenylethylamine, 2-Fenylethylamin [Czech], beta-Phenylaethylamin, 2-Amino-fenylethan [Czech], .beta.-Phenylethylamine, beta-Phenylaethylamin [German], FEMA No. 3220, 2-Aminoethylbenzene, 1-Phenyl-2-amino-athan [German], .beta.-Phenethylamine, NSC 10811, phenethyl-amine, .beta.-Aminoethylbenzene, HSDB 3526, 1tnj, 1utm, 1uto, b-aminoethylbenzene, EINECS 200-574-4, UNII-327C7L2BXQ, MFCD00008184, BRN 0507488, 327C7L2BXQ, omega-Phenylethylamine, CHEBI:18397, AI3-03117, .beta.-Phenylaethylamin, .omega.-Phenylethylamine, NSC-10811, CHEMBL610, DTXSID5058773, EC 200-574-4, PHENETHYLAMINE, HYDROCHLORIDE, benzene, (2-aminoethyl)-, beta-phenylaethylamin (german), phenethyl amine, 1-Phenyl-2-amino-athan (GERMAN), .beta.-Phenylathylaminhydrochlorid, SMR000471837, PHEA, phenethylamin, phenethylarnine, b-phenethylamine, N-phenethylamine, Phenylethyl amine, b-phenylaethylamin, benzene-ethanamine, 2-penylethylamine, beta Phenethylamine, 2-phenylethaneamine, 2-phenylethariamine, 2-phenyl-ethylamine, 2-phenyl-Ethanamine, 2-Phenylethyl amine, N-Benzylmethyl-amine, 14C-phenylethylamine, (2-phenylethyl)amine, 2-(phenyl)ethylamine, 2-Phenylethanamine #, 2-(aminoethyl)benzene, Phenethylamine, 99%, Phenethylamine, .beta., 2-Phenethylamine, liquid, Phenethylamine, >=99%, 1-Phenyl-2-amino-aethan, SCHEMBL968, bmse000377, PHENETHYLAMINE [MI], b-phenylaethylamin (german), WLN: Z2R, PHENETHYLAMINE [FHFI], MLS001066395, MLS001075768, SCHEMBL330324, GTPL2144, PHENETHYLAMINE [WHO-DD], DTXCID3044172, BDBM10758, 2-PHENYLETHYLAMINE [HSDB], HMS2267J14, HMS3886K21, NSC10811, STR01455, s5347, STL264196, 2-Phenethylamine, analytical standard, 2-phenylethanamine (ACD/Name 4.0), 2-phenylethylamine (ACD/Name 4.0), AKOS000119084, CCG-266078, CS-W011199, DB04325, HY-W010483, NCGC00163366-01, NCGC00163366-04, DB-002852, NS00010853, P0085, C05332, D78532, Q407411, Phenethylamine, purified by redistillation, >=99.5%, 60BC7032-7CEC-4B97-B365-EA6E475E6E3C, InChI=1/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H, 200-574-4 |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 26.0 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCCCC1 |
| Np Classifier Class | Phenylethylamines |
| Deep Smiles | NCCcccccc6 |
| Heavy Atom Count | 9.0 |
| Classyfire Class | Benzene and substituted derivatives |
| Description | Present in cooked cabbage, cheeses, sherry, wine, processed lean fish, cocoa, raw cauliflower, raw beetroot and raw radish. Flavouring ingredient D-Phenylalanine increases the brain content of phenylethylamine. Phenylethylamine has been shown at least indirectly to satisfy the four main criteria required to demonstrate that a neuroamine sustains mood and that its deficit can be responsible for depression. Antidepressant drug therapy is an indirect (pharmacological) "replacement" of brain phenylethylamine. Phenethylamine is an aromatic amine, which is a colorless liquid at room temperature. It is soluble in water, ethanol, and ether. Similar to other low-molecular-weight amines, it has a fishy odor. Upon exposure to air, it forms a solid carbonate salt with carbon dioxide. Phenethylamine is strongly basic and forms a stable crystalline hydrochloride salt with a melting point of 217 oC. Phenethylamine is also a skin irritant and possible sensitizer., Phenethylamine (PEA) is a natural monoamine alkaloid, trace amine, and psychoactive drug with stimulant effects. In the mammalian central nervous system, phenethylamine is believed to function as a neuromodulator or neurotransmitter. It is biosynthesized from the amino acid phenylalanine by enzymatic decarboxylation. Besides mammals, phenethylamine is found in many other organisms and foods such as chocolate, especially after microbial fermentation. It is sold as a dietary supplement for purported mood and weight loss-related therapeutic benefits, however, orally ingested phenethylamine is usually inactive on account of extensive first-pass metabolism by monoamine oxidase (MAO) into phenylacetic acid, preventing significant concentrations from reaching the brain., Phenethylamine is an aromatic amine, which is a colorless liquid at room temperature. It is soluble in water, ethanol, and ether. Similar to other low-molecular-weight amines, it has a fishy odor. Upon exposure to air, it forms a solid carbonate salt with carbon dioxide. Phenethylamine is strongly basic and forms a stable crystalline hydrochloride salt with a melting point of 217 °C. Phenethylamine is also a skin irritant and possible sensitizer., Phenethylamine, or 2-phenylethylamine, is an alkaloid and monoamine. Phenethylamine also has a constitutional isomer (+)-phenylethylamine (1-phenylethylamine), which has two stereoisomers: (R)-(+)-1-phenylethylamine and (S)-(-)-1-phenylethylamine. In the human brain, 2-phenethylamine is believed to function as a neuromodulator or neurotransmitter (trace amine). Phenethylamine is a natural compound biosynthesized from the amino acid phenylalanine by enzymatic decarboxylation. It is also found in many foods such as chocolate, especially after microbial fermentation. However trace amounts from food are quickly metabolized by the enzyme MAO-B, preventing significant concentrations from reaching the brain., Phenylethylamine is a precursor to the neurotransmitter phenylethanolamine. |
| Scaffold Graph Node Level | C1CCCCC1 |
| Classyfire Subclass | Phenethylamines |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 65.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Enzyme Uniprot Id | Q16613, P20711 |
| Uniprot Id | Q16613, P27338, P21397, P20711, Q16853, O75106, Q96RJ0, P28223, P15101, P21398, P28565, P10938, P14842, P00760, P07477, P11509, P20852, O70423, Q9R1M7, Q16637, P83916, Q923Y9, Q923Y8, P05181, Q9Y4K0, O25776, P0DTD1, n.a. |
| Iupac Name | 2-phenylethanamine |
| Prediction Hob | 1.0 |
| Class | Benzene and substituted derivatives |
| Veber Rule | True |
| Classyfire Superclass | Benzenoids |
| Target Id | NPT290, NPT240, NPT976, NPT93 |
| Xlogp | 1.4 |
| Superclass | Benzenoids |
| Subclass | Phenethylamines |
| Gsk 4 400 Rule | True |
| Molecular Formula | C8H11N |
| Scaffold Graph Node Bond Level | c1ccccc1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | BHHGXPLMPWCGHP-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.25 |
| Logs | 0.232 |
| Rotatable Bond Count | 2.0 |
| State | Solid |
| Logd | 0.97 |
| Synonyms | .omega.-phenylethylamine, (2-Aminoethyl)benzene, (2-Aminoethyl)polystyrene, &beta, , &beta, -aminoethylbenzene, &beta, -phenethylamine, &beta, -phenylaethylamin, &beta, -phenylaethylamin (german), &beta, -phenylethylamine, «, omega», -phenylethylamine, 1-Amino-2-phenylethane, 1-Phenethylamine, 1-Phenyl-2-amino-athan, 1-Phenyl-2-amino-athan (GERMAN), 1-Phenyl-2-aminoethane, 1-Phenyl-2-aminoethane hydrochloride, 1tnj, 1utm, 1uto, 2-Amino-1-phenylethane, 2-Amino-fenylethan, 2-Fenylethylamin, 2-Phenethylamine, 2-phenyl-Ethanamine, 2-Phenylethanamine, 2-Phenylethanamine (acd/name 4.0), 2-Phenylethylamine (acd/name 4.0), 2-Phenylethylamine hydrochloride, 3-Methylbutanoic acid, b-Aminoethylbenzene, B-phenethylamine, B-phenylaethylamin, B-phenylaethylamin (german), B-phenylethylamine, Benzeneethanamine, Benzeneethanamine hydrochloride, Benzeneethanamine, 9CI, Benzeneethanamine, hydrochloride, Beta phenethylamine, Beta-aminoethylbenzene, Beta-phenethylamine, Beta-phenylaethylamin, Beta-phenylethylamine, Ethanamine, 2-phenyl-, Ethylamine, 2-phenyl-, FEMA 3220, Omega-phenylethylamine, Phenethylamine, Phenethylamine hydrochloride, Phenethylamine, &beta, , Phenethylamine, 8CI, Phenethylamine, beta, Phenethylamine, hydrochloride, Phenethylammonium chloride, Phenylethylamine, Polystyrene A-NH2, Polystyrene A-NH2, , β-aminoethylbenzene, β-phenethylamine, β-phenylethylamine, beta-Aminoethylbenzene, beta-Phenethylamine, beta-Phenylethylamine, 2-Phenylethylamine, Β-aminoethylbenzene, b-Phenethylamine, Β-phenethylamine, b-Phenylethylamine, Β-phenylethylamine, 1-amino-2-Phenylethane, 1TNJ, 1Utm, 1Uto, 2-amino-1-Phenylethane, 2-amino-Fenylethan, 2-Phenyl-ethanamine, b-Phenylaethylamin, beta Phenethylamine, beta-Phenylaethylamin, PEA, Polystyrene a-NH2, Phenethylamine hydrobromide, Phenethylamine tosylate, Phenethylamine conjugate acid, Phenethylamine sulfate, Phenethylamine, monolithium salt, 2-Phenylethylammonium chloride, Phenethylamine sulfate (2:1), Phenethylamine, 15N-labeled CPD, Phenethylamine mesylate, Phenethylamine perchlorate, Phenethylamine, beta-(14)C-labeled CPD, Diphenethylamine sulfate, beta-phenethylamine, phenethylamine, β-phenylethylamine |
| Substituent Name | Phenethylamine, Aralkylamine, Hydrocarbon derivative, Primary amine, Organonitrogen compound, Primary aliphatic amine, Amine, Aromatic homomonocyclic compound |
| Esol Class | Very soluble |
| Functional Groups | CN |
| Compound Name | Phenethylamine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 121.089 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 121.089 |
| Hydrogen Bond Acceptor Count | 1.0 |
| Molecular Weight | 121.18 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -1.8409679333333329 |
| Inchi | InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2 |
| Smiles | C1=CC=C(C=C1)CCN |
| Nring | 1.0 |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Phenethylamines |
| Np Classifier Superclass | Tyrosine alkaloids |
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