Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2006-08-13 10:54:05 UTC |
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Update Date | 2023-02-21 17:16:55 UTC |
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HMDB ID | HMDB0004101 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Beta-Aminopropionitrile |
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Description | beta-Aminopropionitrile is a toxic amino-acid derivative. On an unusual case of the Cantrell-sequence in a premature infant with associated dysmelia, aplasia of the right kidney, cerebellar hypoplasia and circumscribed aplasia of the cutis, maternal history suggested an occupational exposure to aminopropionitriles prior to pregnancy. The characteristic features of the Cantrell-sequence--anterior thoraco-abdominal wall defect with ectopia cordis and diaphragm, sternum, pericardium, and heart defects--have been observed in animals following maternal administration of beta-aminopropionitrile. Some species of lathyrus (chickling pea, Lathyrus sativus- related), notably Lathyrus odoratus, are unable to induce human lathyrism but contain beta-aminopropionitrile, that induces pathological changes in bone ("osteolathyrism") and blood vessels ("angiolathyrism") of experimental animals without damaging the nervous system. The administration of beta-aminopropionitrile has been proposed for pharmacological control of unwanted scar tissue in human beings. beta-Aminopropionitrile is a reagent used as an intermediate in the manufacture of beta-alanine and pantothenic acid. (PMID:367235 , 6422318 , 9394169 , Am J Perinatol. 1997 Oct;14(9):567-71.). |
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Structure | InChI=1S/C3H6N2/c4-2-1-3-5/h1-2,4H2 |
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Synonyms | Value | Source |
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2-Cyanoethylamine | ChEBI | 3-Aminopropionitrile | ChEBI | 3-Aminopropiononitrile | ChEBI | Aminopropionitrile | ChEBI | BAPN | ChEBI | beta-Alaninenitrile | ChEBI | beta-Aminoethyl cyanide | ChEBI | beta-Cyanoethylamine | ChEBI | H2NCH2CH2CN | ChEBI | b-Alaninenitrile | Generator | Β-alaninenitrile | Generator | b-Aminoethyl cyanide | Generator | Β-aminoethyl cyanide | Generator | b-Cyanoethylamine | Generator | Β-cyanoethylamine | Generator | b-Aminopropionitrile | Generator | Β-aminopropionitrile | Generator | 3-Aminopropanenitrile | HMDB | b-Alaminenitrile | HMDB | beta-Alaminenitrile | HMDB | beta Aminopropionitrile | HMDB | beta-Aminopropionitrile | KEGG |
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Chemical Formula | C3H6N2 |
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Average Molecular Weight | 70.0931 |
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Monoisotopic Molecular Weight | 70.053098202 |
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IUPAC Name | 3-aminopropanenitrile |
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Traditional Name | β aminopropionitrile |
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CAS Registry Number | 151-18-8 |
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SMILES | NCCC#N |
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InChI Identifier | InChI=1S/C3H6N2/c4-2-1-3-5/h1-2,4H2 |
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InChI Key | AGSPXMVUFBBBMO-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as nitriles. Nitriles are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N. |
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Kingdom | Organic compounds |
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Super Class | Organic nitrogen compounds |
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Class | Organonitrogen compounds |
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Sub Class | Organic cyanides |
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Direct Parent | Nitriles |
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Alternative Parents | |
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Substituents | - Nitrile
- Carbonitrile
- Organopnictogen compound
- Hydrocarbon derivative
- Primary amine
- Primary aliphatic amine
- Amine
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic 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 | Not Available |
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Role | |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | < 25 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedMetabolite | SMILES | Kovats RI Value | Column Type | Reference |
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Beta-Aminopropionitrile | NCCC#N | 1292.2 | Standard polar | 33892256 | Beta-Aminopropionitrile | NCCC#N | 744.6 | Standard non polar | 33892256 | Beta-Aminopropionitrile | NCCC#N | 799.7 | Semi standard non polar | 33892256 |
DerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Beta-Aminopropionitrile,1TMS,isomer #1 | C[Si](C)(C)NCCC#N | 1043.5 | Semi standard non polar | 33892256 | Beta-Aminopropionitrile,1TMS,isomer #1 | C[Si](C)(C)NCCC#N | 1028.1 | Standard non polar | 33892256 | Beta-Aminopropionitrile,1TMS,isomer #1 | C[Si](C)(C)NCCC#N | 1640.5 | Standard polar | 33892256 | Beta-Aminopropionitrile,2TMS,isomer #1 | C[Si](C)(C)N(CCC#N)[Si](C)(C)C | 1244.4 | Semi standard non polar | 33892256 | Beta-Aminopropionitrile,2TMS,isomer #1 | C[Si](C)(C)N(CCC#N)[Si](C)(C)C | 1277.4 | Standard non polar | 33892256 | Beta-Aminopropionitrile,2TMS,isomer #1 | C[Si](C)(C)N(CCC#N)[Si](C)(C)C | 1570.3 | Standard polar | 33892256 | Beta-Aminopropionitrile,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NCCC#N | 1257.1 | Semi standard non polar | 33892256 | Beta-Aminopropionitrile,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NCCC#N | 1270.7 | Standard non polar | 33892256 | Beta-Aminopropionitrile,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)NCCC#N | 1733.8 | Standard polar | 33892256 | Beta-Aminopropionitrile,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N(CCC#N)[Si](C)(C)C(C)(C)C | 1623.8 | Semi standard non polar | 33892256 | Beta-Aminopropionitrile,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N(CCC#N)[Si](C)(C)C(C)(C)C | 1680.6 | Standard non polar | 33892256 | Beta-Aminopropionitrile,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N(CCC#N)[Si](C)(C)C(C)(C)C | 1674.3 | 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 - Beta-Aminopropionitrile EI-B (Non-derivatized) | splash10-001i-9000000000-f05f2291dfe77fc789cb | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Beta-Aminopropionitrile GC-EI-TOF (Non-derivatized) | splash10-00di-3900000000-75972f9c9d6ba1c09de2 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Beta-Aminopropionitrile GC-EI-TOF (Non-derivatized) | splash10-00di-9800000000-a9d53e8af368cf281f3c | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Beta-Aminopropionitrile GC-EI-TOF (Non-derivatized) | splash10-006t-9640000000-2a51789533a4a0d4beed | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Beta-Aminopropionitrile GC-EI-TOF (Non-derivatized) | splash10-0f79-2690000000-e7505ee33092ac028fb9 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Beta-Aminopropionitrile GC-EI-TOF (Non-derivatized) | splash10-0002-7900000000-1aa082aac45073e0b837 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Beta-Aminopropionitrile EI-B (Non-derivatized) | splash10-001i-9000000000-f05f2291dfe77fc789cb | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Beta-Aminopropionitrile GC-EI-TOF (Non-derivatized) | splash10-00di-3900000000-75972f9c9d6ba1c09de2 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Beta-Aminopropionitrile GC-EI-TOF (Non-derivatized) | splash10-00di-9800000000-a9d53e8af368cf281f3c | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Beta-Aminopropionitrile GC-EI-TOF (Non-derivatized) | splash10-006t-9640000000-2a51789533a4a0d4beed | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Beta-Aminopropionitrile GC-EI-TOF (Non-derivatized) | splash10-0f79-2690000000-e7505ee33092ac028fb9 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Beta-Aminopropionitrile GC-EI-TOF (Non-derivatized) | splash10-0002-7900000000-1aa082aac45073e0b837 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Beta-Aminopropionitrile GC-MS (Non-derivatized) - 70eV, Positive | splash10-001i-9000000000-3fe507f31005b95d4d19 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Beta-Aminopropionitrile GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Beta-Aminopropionitrile GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-001i-9000000000-e5c8c009efa6f2441041 | 2014-09-20 | 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 - Beta-Aminopropionitrile LC-ESI-QQ , positive-QTOF | splash10-00di-9000000000-6a162c90ff7c10fa232c | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Beta-Aminopropionitrile LC-ESI-QQ , positive-QTOF | splash10-0udi-9000000000-d2707111f575b74b6f7d | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Beta-Aminopropionitrile LC-ESI-QQ , positive-QTOF | splash10-0006-9000000000-f8447d5497483c729855 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Beta-Aminopropionitrile LC-ESI-QQ , positive-QTOF | splash10-0udi-9000000000-bc2e9976335d260923dd | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Beta-Aminopropionitrile LC-ESI-QQ , positive-QTOF | splash10-001i-9000000000-044e599cd4faa32caadb | 2017-09-14 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 10V, Positive-QTOF | splash10-0fk9-9000000000-7dfadb8fdf3477540781 | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 20V, Positive-QTOF | splash10-0udi-9000000000-ca5db6c876b46ee9a1cf | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 40V, Positive-QTOF | splash10-0udi-9000000000-39a4d5ba1e275b87d47b | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 10V, Negative-QTOF | splash10-014i-9000000000-d13e9e176f608de3e76b | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 20V, Negative-QTOF | splash10-014i-9000000000-3b795596647194f89ae6 | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 40V, Negative-QTOF | splash10-0udl-9000000000-062a72ed70b3ea0ab27c | 2015-09-15 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 10V, Positive-QTOF | splash10-0uk9-9000000000-2fff615cd0ee0cefe387 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 20V, Positive-QTOF | splash10-0udl-9000000000-68c0881f62968c46bae3 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 40V, Positive-QTOF | splash10-0udi-9000000000-adccf0ec306a306afdde | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 10V, Negative-QTOF | splash10-014i-9000000000-a14492dbdacb5919bd26 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 20V, Negative-QTOF | splash10-014i-9000000000-5a010be4a6fec74e8afd | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Beta-Aminopropionitrile 40V, Negative-QTOF | splash10-0fr6-9000000000-0fbbefce04b1773be5c6 | 2021-09-22 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-29 | 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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