2.02012-05-31 13:55:18 -06002015-09-13 12:56:12 -0600ECMDB02064M2MDB000434N-AcetylputrescineN-Acetylputrescine is the N-acetylated form of the naturally occurring polyamine called putrescine. The N-acetylation is mediated by the enzyme diamine N-acetyltransferase. Putrescine is related to cadaverine (another polyamine). Both are produced by the breakdown of amino acids in living and dead organisms and both are toxic in large doses. Putrescine and cadaverine are largely responsible for the foul odor of putrefying flesh. Putrescine attacks s-adenosyl methionine and converts it to spermidine. Spermidine in turn attacks another s-adenosyl methionine and converts it to spermine. Putrescine is synthesized in small quantities by healthy living cells by the action of ornithine decarboxylase.AcetylputrescineMonoacetylputrescineN-(4-Aminobutyl)acetamideC6H14N2O130.1882130.11061308N-(4-aminobutyl)acetamideacetylputrescine18233-70-0CC(=O)NCCCCNInChI=1S/C6H14N2O/c1-6(9)8-5-3-2-4-7/h2-5,7H2,1H3,(H,8,9)KLZGKIDSEJWEDW-UHFFFAOYSA-NSolidCytoplasmPeriplasmlogp-0.84logs0.04solubility1.41e+02 g/llogp-1pka_strongest_acidic16.48pka_strongest_basic9.9iupacN-(4-aminobutyl)acetamideaverage_mass130.1882mono_mass130.11061308smilesCC(=O)NCCCCNformulaC6H14N2OinchiInChI=1S/C6H14N2O/c1-6(9)8-5-3-2-4-7/h2-5,7H2,1H3,(H,8,9)inchikeyKLZGKIDSEJWEDW-UHFFFAOYSA-Npolar_surface_area55.12refractivity36.82polarizability15.28rotatable_bond_count4acceptor_count2donor_count2physiological_charge1formal_charge0Arginine and proline metabolismec00330Specdb::CMs804Specdb::CMs805Specdb::CMs806Specdb::CMs1376Specdb::CMs1409Specdb::CMs2521Specdb::CMs30390Specdb::CMs30922Specdb::CMs30923Specdb::CMs31387Specdb::CMs31388Specdb::CMs31691Specdb::CMs31692Specdb::CMs136305Specdb::CMs144039Specdb::NmrOneD1844Specdb::MsMs1975Specdb::MsMs1976Specdb::MsMs1977Specdb::MsMs5694Specdb::MsMs5695Specdb::MsMs5696Specdb::MsMs5697Specdb::MsMs5698Specdb::MsMs5702Specdb::MsMs178338Specdb::MsMs178339Specdb::MsMs178340Specdb::MsMs180654Specdb::MsMs180655Specdb::MsMs180656Specdb::MsMs445591Specdb::MsMs445592Specdb::MsMs445593Specdb::MsMs445594Specdb::MsMs445595Specdb::MsMs448116Specdb::MsMs451940Specdb::MsMs2231076Specdb::MsMs2233107Specdb::MsMs2239726Specdb::NmrTwoD1784HMDB02064122356109095C0271417768CPD-569Kanehisa, 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-D114.22080510Loser C, Folsch UR, Paprotny C, Creutzfeldt W: Polyamines in colorectal cancer. Evaluation of polyamine concentrations in the colon tissue, serum, and urine of 50 patients with colorectal cancer. Cancer. 1990 Feb 15;65(4):958-66.2297664Lee SH, Suh JW, Chung BC, Kim SO: Polyamine profiles in the urine of patients with leukemia. Cancer Lett. 1998 Jan 9;122(1-2):1-8.9464484Abdel-Monem MM, Ohno K: Polyamine metabolism I: Synthesis of dansyl derivatives of N-(monoaminoalkyl)- and N-(polyaminoalkyl)acetamides and elucidation in urine of a cancer patient. J Pharm Sci. 1977 Aug;66(8):1089-94.197226Hiramatsu K, Sugimoto M, Kamei S, Hoshino M, Kinoshita K, Iwasaki K, Kawakita M: Determination of amounts of polyamines excreted in urine: demonstration of N1,N8-diacetylspermidine and N1,N12-diacetylspermine as components commonly occurring in normal human urine. J Biochem (Tokyo). 1995 Jan;117(1):107-12.7775374Hiramatsu K, Kamei S, Sugimoto M, Kinoshita K, Iwasaki K, Kawakita M: An improved method of determining free and acetylated polyamines by HPLC involving an enzyme reactor and an electrochemical detector. J Biochem (Tokyo). 1994 Mar;115(3):584-9.8056776http://hmdb.ca/system/metabolites/msds/000/001/647/original/HMDB02064.pdf?1358461912Spermidine N(1)-acetyltransferaseP0A951ATDA_ECOLIspeGhttp://ecmdb.ca/proteins/P0A951.xmlAcetyl-CoA + Putrescine <> Coenzyme A + N-AcetylputrescineR01154