2.0 2012-05-31 14:54:07 -0600 2015-09-13 12:56:14 -0600 ECMDB21004 M2MDB001424 beta-Aminopropionitrile Beta-Aminopropionitrile is a toxic amino-acid derivative. It is an metabolite in beta-alanine metabolism and converted to beta-alanine. It is also an intermediate in cyanoamino acid metablism. (KEGG) &beta;-alaminenitrile &beta;-alaninenitrile &beta;-cyanoethylamine 2-Cyanoethylamine 3-amino-propatenitrile 3-amino-propionitrile, 3-Aminopropanenitrile 3-Aminopropionitrile 3-Aminopropiononitrile Aminopropionitrile B-Alaminenitrile B-Alaninenitrile B-Aminoethyl cyanide B-Aminopropionitrile B-Cyanoethylamine BAPN Beta-Alaminenitrile Beta-Alaninenitrile Beta-Aminoethyl cyanide Beta-Aminopropionitrile Beta-Cyanoethylamine β-Alaminenitrile β-Alaninenitrile β-Aminoethyl cyanide β-Aminopropionitrile β-Cyanoethylamine C3H6N2 70.0931 70.053098202 3-aminopropanenitrile β aminopropionitrile 151-18-8 NCCC#N InChI=1S/C3H6N2/c4-2-1-3-5/h1-2,4H2 AGSPXMVUFBBBMO-UHFFFAOYSA-N Solid Cytoplasm Periplasm logp -1.08 ALOGPS logs -0.28 ALOGPS solubility 3.70e+01 g/l ALOGPS melting_point < 25 oC logp -0.85 ChemAxon pka_strongest_basic 7.85 ChemAxon iupac 3-aminopropanenitrile ChemAxon average_mass 70.0931 ChemAxon mono_mass 70.053098202 ChemAxon smiles NCCC#N ChemAxon formula C3H6N2 ChemAxon inchi InChI=1S/C3H6N2/c4-2-1-3-5/h1-2,4H2 ChemAxon inchikey AGSPXMVUFBBBMO-UHFFFAOYSA-N ChemAxon polar_surface_area 49.81 ChemAxon refractivity 19.68 ChemAxon polarizability 7.53 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Cyanoamino acid metabolism ec00460 beta-Alanine metabolism The Beta-Alanine Metabolism starts with a product of Aspartate metabolism. Aspartate is decarboxylated by aspartate 1-decarboxylase, releasing carbon dioxide and Beta-alanine. Beta alanine is then metabolized through a pantothenate synthetase resulting in Pantothenic acid undergoes phosphorylation through a ATP driven pantothenate kinase, resulting in D-4-phosphopantothenate. Pantothenate (vitamin B5) is the universal precursor for the synthesis of the 4'-phosphopantetheine moiety of coenzyme A and acyl carrier protein. Only plants and microorganismscan synthesize pantothenate de novo - animals require a dietary supplement. The enzymes of this pathway are therefore considered to be antimicrobial drug targets. PW000896 ec00410 Metabolic Specdb::CMs 26493 Specdb::CMs 29042 Specdb::CMs 30326 Specdb::CMs 30848 Specdb::CMs 30849 Specdb::CMs 31757 Specdb::CMs 31758 Specdb::CMs 99836 Specdb::CMs 99837 Specdb::CMs 99838 Specdb::CMs 99839 Specdb::CMs 99840 Specdb::CMs 99841 Specdb::CMs 136801 Specdb::CMs 144535 Specdb::EiMs 181 Specdb::NmrOneD 2252 Specdb::NmrOneD 2950 Specdb::NmrOneD 149800 Specdb::NmrOneD 149801 Specdb::NmrOneD 149802 Specdb::NmrOneD 149803 Specdb::NmrOneD 149804 Specdb::NmrOneD 149805 Specdb::NmrOneD 149806 Specdb::NmrOneD 149807 Specdb::NmrOneD 149808 Specdb::NmrOneD 149809 Specdb::NmrOneD 149810 Specdb::NmrOneD 149811 Specdb::NmrOneD 149812 Specdb::NmrOneD 149813 Specdb::NmrOneD 149814 Specdb::NmrOneD 149815 Specdb::NmrOneD 149816 Specdb::NmrOneD 149817 Specdb::NmrOneD 149818 Specdb::NmrOneD 149819 Specdb::MsMs 24437 Specdb::MsMs 24438 Specdb::MsMs 24439 Specdb::MsMs 30995 Specdb::MsMs 30996 Specdb::MsMs 30997 Specdb::MsMs 445576 Specdb::MsMs 445577 Specdb::MsMs 445578 Specdb::MsMs 445579 Specdb::MsMs 445580 Specdb::MsMs 2452897 Specdb::MsMs 2452898 Specdb::MsMs 2452899 Specdb::MsMs 2482411 Specdb::MsMs 2482412 Specdb::MsMs 2482413 HMDB04101 1647 21241485 C05670 BETA-AMINOPROPIONITRILE Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 Harrison CA, Gossiel F, Bullock AJ, Sun T, Blumsohn A, Mac Neil S: Investigation of keratinocyte regulation of collagen I synthesis by dermal fibroblasts in a simple in vitro model. Br J Dermatol. 2006 Mar;154(3):401-10. 16445767 Fleisher JH, Peacock EE Jr, Chvapil M: Urinary excretion of beta-aminopropionitrile and cyanoacetic acid. Clin Pharmacol Ther. 1978 May;23(5):520-4. 639425 Peacock EE Jr: Pharmacological control of surgical scar tissue. Am Surg. 1978 Nov;44(11):693-8. 367235 Spencer PS, Schaumburg HH: Lathyrism: a neurotoxic disease. Neurobehav Toxicol Teratol. 1983 Nov-Dec;5(6):625-9. 6422318 Dembinski J, Heyl W, Steidel K, Hermanns B, Hornchen H, Schroder W: The Cantrell-sequence: a result of maternal exposure to aminopropionitriles? Am J Perinatol. 1997 Oct;14(9):567-71. 9394169 Smolin, Edwin M.; Beegle, L. Clair. Continuous high-pressure synthesis of 3-aminopropionitrile. Journal of Industrial and Engineering Chemistry (Washington, D. C.) (1958), 50 1115-18. http://hmdb.ca/system/metabolites/msds/000/003/682/original/HMDB04101.pdf?1358462167 Gamma-glutamyltranspeptidase P18956 GGT_ECOLI ggt http://ecmdb.ca/proteins/P18956.xml beta-Aminopropionitrile + L-Glutamate <> gamma-Glutamyl-beta-aminopropiononitrile + Water R03971