Record Information |
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Version | 5.0 |
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Status | Detected and Quantified |
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Creation Date | 2009-04-06 16:22:10 UTC |
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Update Date | 2023-02-21 17:17:47 UTC |
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HMDB ID | HMDB0012275 |
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Secondary Accession Numbers | - HMDB0060276
- HMDB12275
- HMDB60276
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Metabolite Identification |
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Common Name | Phenylethylamine |
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Description | Phenylethylamine (PEA) 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 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 (a trace amine). Phenethylamine can be 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 (into phenylacetic acid), preventing significant concentrations from reaching the brain. Phenylethylamine is a precursor to the neurotransmitter phenylethanolamine. High levels of PEA have been found in the urine of schizophrenics but it is not significantly elevated in the serum or CSF of schizophrenics (PMID:7906896 , PMID:7360842 ).¬† Urinary levels of PEA are significantly lower in children with attention deficit hyperactivity disorder (ADHD) (PMID:12205654 ).¬† It has been found that PEA is the primary compound found in carnivore (especially cat) urine that leads to rodent (mouse and rat) avoidance. In other words, phenylethylamine is useful for scaring off rodent pests.¬† Quantitative HPLC analysis across 38 mammalian species has shown that PEA production in urine is especially enhanced in carnivores, with some producing >3,000-fold more than herbivores (PMID:21690383 ). Phenethylamine has been found to be a metabolite of Bacillus, Enterococcus and Lactobacillus (PMID:22953951 ; PMID:17307265 ; PMID:16630269 ). |
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Structure | InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2 |
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Synonyms | Value | Source |
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Benzeneethanamine | ChEBI | beta-Aminoethylbenzene | ChEBI | beta-Phenethylamine | ChEBI | beta-Phenylethylamine | ChEBI | Phenethylamine | ChEBI | 2-Phenylethylamine | Kegg | b-Aminoethylbenzene | Generator | Β-aminoethylbenzene | Generator | b-Phenethylamine | Generator | Β-phenethylamine | Generator | b-Phenylethylamine | Generator | Β-phenylethylamine | Generator | (2-Aminoethyl)benzene | HMDB | (2-Aminoethyl)polystyrene | HMDB | 1-amino-2-Phenylethane | HMDB | 1-Phenethylamine | HMDB | 1-Phenyl-2-amino-athan | HMDB | 1-Phenyl-2-aminoethane | HMDB | 1TNJ | HMDB | 1Utm | HMDB | 1Uto | HMDB | 2-amino-1-Phenylethane | HMDB | 2-amino-Fenylethan | HMDB | 2-Fenylethylamin | HMDB | 2-Phenethylamine | HMDB, MeSH | 2-Phenyl-ethanamine | HMDB | 2-Phenylethanamine | HMDB | 2-Phenylethanamine (acd/name 4.0) | HMDB | 2-Phenylethylamine (acd/name 4.0) | HMDB | b-Phenylaethylamin | HMDB | Benzeneethanamine hydrochloride | HMDB | beta Phenethylamine | HMDB | beta-Phenylaethylamin | HMDB | Omega-phenylethylamine | HMDB | PEA | HMDB | Phenethylamine hydrochloride | HMDB, MeSH | Polystyrene a-NH2 | HMDB | Phenethylamine hydrobromide | MeSH, HMDB | Phenethylamine tosylate | MeSH, HMDB | Phenethylamine conjugate acid | MeSH, HMDB | Phenethylamine sulfate | MeSH, HMDB | Phenethylamine, monolithium salt | MeSH, HMDB | 2-Phenylethylammonium chloride | MeSH, HMDB | Phenethylamine sulfate (2:1) | MeSH, HMDB | Phenethylamine, 15N-labeled CPD | MeSH, HMDB | Phenethylamine mesylate | MeSH, HMDB | Phenethylamine perchlorate | MeSH, HMDB | Phenethylamine, beta-(14)C-labeled CPD | MeSH, HMDB | Diphenethylamine sulfate | MeSH, HMDB |
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Chemical Formula | C8H11N |
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Average Molecular Weight | 121.1796 |
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Monoisotopic Molecular Weight | 121.089149357 |
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IUPAC Name | 2-phenylethan-1-amine |
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Traditional Name | 2-phenylethylamine |
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CAS Registry Number | 64-04-0 |
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SMILES | NCCC1=CC=CC=C1 |
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InChI Identifier | InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2 |
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InChI Key | BHHGXPLMPWCGHP-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Phenethylamines |
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Direct Parent | Phenethylamines |
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Alternative Parents | |
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Substituents | - Phenethylamine
- 2-arylethylamine
- Aralkylamine
- Organic nitrogen compound
- Organopnictogen compound
- Hydrocarbon derivative
- Primary amine
- Organonitrogen compound
- Primary aliphatic amine
- Amine
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | |
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Disposition | |
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Process | |
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Role | |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | |
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Experimental Chromatographic Properties | Experimental Collision Cross Sections |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Phenylethylamine,1TMS,isomer #1 | C[Si](C)(C)NCCC1=CC=CC=C1 | 1307.3 | Semi standard non polar | 33892256 | Phenylethylamine,1TMS,isomer #1 | C[Si](C)(C)NCCC1=CC=CC=C1 | 1305.7 | Standard non polar | 33892256 | Phenylethylamine,1TMS,isomer #1 | C[Si](C)(C)NCCC1=CC=CC=C1 | 1617.0 | Standard polar | 33892256 | Phenylethylamine,2TMS,isomer #1 | C[Si](C)(C)N(CCC1=CC=CC=C1)[Si](C)(C)C | 1540.8 | Semi standard non polar | 33892256 | Phenylethylamine,2TMS,isomer #1 | C[Si](C)(C)N(CCC1=CC=CC=C1)[Si](C)(C)C | 1549.7 | Standard non polar | 33892256 | Phenylethylamine,2TMS,isomer #1 | C[Si](C)(C)N(CCC1=CC=CC=C1)[Si](C)(C)C | 1635.3 | Standard polar | 33892256 | Phenylethylamine,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NCCC1=CC=CC=C1 | 1552.1 | Semi standard non polar | 33892256 | Phenylethylamine,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NCCC1=CC=CC=C1 | 1546.1 | Standard non polar | 33892256 | Phenylethylamine,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NCCC1=CC=CC=C1 | 1757.5 | Standard polar | 33892256 | Phenylethylamine,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N(CCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C | 1927.8 | Semi standard non polar | 33892256 | Phenylethylamine,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N(CCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C | 1955.0 | Standard non polar | 33892256 | Phenylethylamine,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N(CCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C | 1872.5 | Standard polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental GC-MS | GC-MS Spectrum - Phenylethylamine GC-MS (1 TMS) | splash10-0udi-3900000000-c931498c67dbf88820ee | 2014-06-16 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylethylamine GC-MS (2 TMS) | splash10-00dr-5900000000-d15a3c803d2534e366d8 | 2014-06-16 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylethylamine EI-B (Non-derivatized) | splash10-001i-9000000000-7713ab7346491f1f5f42 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylethylamine EI-B (Non-derivatized) | splash10-001i-9000000000-94774bbd6283b4a26a51 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylethylamine CI-B (Non-derivatized) | splash10-0abc-5900000000-724c680a9564ac27f7ee | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylethylamine EI-B (Non-derivatized) | splash10-001i-9000000000-5ba434a8565ec0014b6b | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylethylamine EI-B (Non-derivatized) | splash10-053r-9000000000-f312ab6fe99f8eca86e7 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylethylamine GC-MS (Non-derivatized) | splash10-0udi-3900000000-c931498c67dbf88820ee | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylethylamine GC-MS (Non-derivatized) | splash10-00dr-5900000000-d15a3c803d2534e366d8 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylethylamine GC-EI-TOF (Non-derivatized) | splash10-00dr-4900000000-4c37abb4c50d5582d87c | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Phenylethylamine GC-MS (Non-derivatized) - 70eV, Positive | splash10-001l-9100000000-3e2562db471b8bb298d2 | 2016-09-22 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Phenylethylamine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-001i-9000000000-bf5d1e8f4a14683bd0aa | 2015-03-01 | Not Available | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine LC-ESI-QTOF , positive-QTOF | splash10-00di-0900000000-95c5a1366bba1014e2aa | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine LC-ESI-QQ , positive-QTOF | splash10-0ab9-0900000000-5ad03d29c0ff6167539c | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine LC-ESI-QQ , positive-QTOF | splash10-0a4i-0900000000-1b25fe0d03af3ce715ba | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine LC-ESI-QQ , positive-QTOF | splash10-056r-7900000000-a6478bab1f5bd04c7329 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine LC-ESI-QQ , positive-QTOF | splash10-004i-9100000000-abdacae4bceb2048614f | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine LC-ESI-QQ , positive-QTOF | splash10-004i-9000000000-d61f8f9b0d593297d010 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine LC-ESI-QQ , positive-QTOF | splash10-0ab9-0900000000-e3d2be06e661bac2f739 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine LC-ESI-QQ , positive-QTOF | splash10-0a4i-0900000000-fc4c40ae6333ed1f04f6 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine LC-ESI-QQ , positive-QTOF | splash10-056r-7900000000-f25cc18055d08500ec9d | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine LC-ESI-QQ , positive-QTOF | splash10-004i-9100000000-0e8ece94eaa349e6fd21 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine LC-ESI-QQ , positive-QTOF | splash10-0uk9-2900000000-272fff4a446fcf053de8 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a4i-0900000000-e833e9ebdd0584ee9cff | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a4i-0900000000-f51c34f8fd6e67925a52 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a4i-0900000000-162188a06251a43ccc54 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a4i-0900000000-162188a06251a43ccc54 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a4i-0900000000-2a12817c62551d9dee50 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a4i-0900000000-ac8b555024a8bbc5e78b | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a4i-0900000000-926231c14695be35af04 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a4i-0900000000-c5e8005c53eaf96bc957 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a4i-0900000000-6f9e6a6eb6c2ac8f4531 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a4i-1900000000-aeb026a07351a147ae19 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a4i-3900000000-a6c6357f047322c4efe1 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-0a6r-6900000000-0a32d01e2dda19a78c83 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-056r-9600000000-be832e76b1211d35978c | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylethylamine ESI-ITFT , positive-QTOF | splash10-004i-9400000000-ab97002137a57a7802bc | 2017-09-14 | HMDB team, MONA | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
IR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-) | 2023-02-03 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-03 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-03 | FELIX lab | View Spectrum |
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Disease References | Bulimia nervosa |
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- Davis BA, Kennedy SH, D'Souza J, Durden DA, Goldbloom DS, Boulton AA: Correlations of plasma and urinary phenylacetic acid and phenylethylamine concentrations with eating behavior and mood rating scores in brofaromine-treated women with bulimia nervosa. J Psychiatry Neurosci. 1994 Jul;19(4):282-8. [PubMed:7918350 ]
| Crohn's disease |
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- Azario I, Pievani A, Del Priore F, Antolini L, Santi L, Corsi A, Cardinale L, Sawamoto K, Kubaski F, Gentner B, Bernardo ME, Valsecchi MG, Riminucci M, Tomatsu S, Aiuti A, Biondi A, Serafini M: Neonatal umbilical cord blood transplantation halts skeletal disease progression in the murine model of MPS-I. Sci Rep. 2017 Aug 25;7(1):9473. doi: 10.1038/s41598-017-09958-9. [PubMed:28842642 ]
| Ulcerative colitis |
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- Azario I, Pievani A, Del Priore F, Antolini L, Santi L, Corsi A, Cardinale L, Sawamoto K, Kubaski F, Gentner B, Bernardo ME, Valsecchi MG, Riminucci M, Tomatsu S, Aiuti A, Biondi A, Serafini M: Neonatal umbilical cord blood transplantation halts skeletal disease progression in the murine model of MPS-I. Sci Rep. 2017 Aug 25;7(1):9473. doi: 10.1038/s41598-017-09958-9. [PubMed:28842642 ]
| Minimal brain dysfunction |
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- Kusaga A, Yamashita Y, Koeda T, Hiratani M, Kaneko M, Yamada S, Matsuishi T: Increased urine phenylethylamine after methylphenidate treatment in children with ADHD. Ann Neurol. 2002 Sep;52(3):372-4. [PubMed:12205654 ]
| Autism |
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- Kusaga A, Yamashita Y, Koeda T, Hiratani M, Kaneko M, Yamada S, Matsuishi T: Increased urine phenylethylamine after methylphenidate treatment in children with ADHD. Ann Neurol. 2002 Sep;52(3):372-4. [PubMed:12205654 ]
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General References | - Kusaga A, Yamashita Y, Koeda T, Hiratani M, Kaneko M, Yamada S, Matsuishi T: Increased urine phenylethylamine after methylphenidate treatment in children with ADHD. Ann Neurol. 2002 Sep;52(3):372-4. [PubMed:12205654 ]
- Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
- O'Reilly RL, Davis BA: Phenylethylamine and schizophrenia. Prog Neuropsychopharmacol Biol Psychiatry. 1994 Jan;18(1):63-75. [PubMed:7906896 ]
- Potkin SG, Wyatt RJ, Karoum F: Phenylethylamine (PEA) and phenylacetic acid (PAA) in the urine of chronic schizophrenic patients and controls. Psychopharmacol Bull. 1980 Jan;16(1):52-4. [PubMed:7360842 ]
- Ferrero DM, Lemon JK, Fluegge D, Pashkovski SL, Korzan WJ, Datta SR, Spehr M, Fendt M, Liberles SD: Detection and avoidance of a carnivore odor by prey. Proc Natl Acad Sci U S A. 2011 Jul 5;108(27):11235-40. doi: 10.1073/pnas.1103317108. Epub 2011 Jun 20. [PubMed:21690383 ]
- Kim B, Byun BY, Mah JH: Biogenic amine formation and bacterial contribution in Natto products. Food Chem. 2012 Dec 1;135(3):2005-11. doi: 10.1016/j.foodchem.2012.06.091. Epub 2012 Jul 3. [PubMed:22953951 ]
- Landete JM, Pardo I, Ferrer S: Tyramine and phenylethylamine production among lactic acid bacteria isolated from wine. Int J Food Microbiol. 2007 Apr 20;115(3):364-8. doi: 10.1016/j.ijfoodmicro.2006.10.051. Epub 2007 Jan 18. [PubMed:17307265 ]
- Marcobal A, de las Rivas B, Munoz R: First genetic characterization of a bacterial beta-phenylethylamine biosynthetic enzyme in Enterococcus faecium RM58. FEMS Microbiol Lett. 2006 May;258(1):144-9. doi: 10.1111/j.1574-6968.2006.00206.x. [PubMed:16630269 ]
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