2.0 2012-05-31 13:49:01 -0600 2015-09-13 15:15:22 -0600 ECMDB01276 M2MDB000322 N1-Acetylspermidine N1-acetylspermidine is a member of the chemical class known as Secondary Carboxylic Acid Amides. These are compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl). Acetylspermidine is an osmoprotectant. Heat shock, cold shock, ethanol, and alkaline shift stimulate the accumulation of Acetylspermidine in Escherichia coli. This compound is generated by Spermidine acetyltransferase (SAT) which is a tetramer of 4 identical subunits that catlyzes the reaction of acetyl-CoA with spermidine. 1-N-Acetylspermidine An <i>N</i>-acetylspermidine An N-acetylspermidine N(1)-Acetylspermidine N-(3-((4-Aminobutyl)amino)propyl)-Acetamide N-(3-((4-Aminobutyl)amino)propyl)acetamide N-Acetylspermidine N1-Acetylspermidine N1AcSpermidine C9H21N3O 187.2825 187.168462309 N-{3-[(4-aminobutyl)amino]propyl}acetamide N1-acetylspermidine 14278-49-0 CC(=O)NCCCNCCCCN InChI=1S/C9H21N3O/c1-9(13)12-8-4-7-11-6-3-2-5-10/h11H,2-8,10H2,1H3,(H,12,13) MQTAVJHICJWXBR-UHFFFAOYSA-N Solid Cytosol logp -0.47 ALOGPS logs -1.60 ALOGPS solubility 4.72e+00 g/l ALOGPS logp -1.3 ChemAxon pka_strongest_acidic 16.53 ChemAxon pka_strongest_basic 10.67 ChemAxon iupac N-{3-[(4-aminobutyl)amino]propyl}acetamide ChemAxon average_mass 187.2825 ChemAxon mono_mass 187.168462309 ChemAxon smiles CC(=O)NCCCNCCCCN ChemAxon formula C9H21N3O ChemAxon inchi InChI=1S/C9H21N3O/c1-9(13)12-8-4-7-11-6-3-2-5-10/h11H,2-8,10H2,1H3,(H,12,13) ChemAxon inchikey MQTAVJHICJWXBR-UHFFFAOYSA-N ChemAxon polar_surface_area 67.15 ChemAxon refractivity 54.41 ChemAxon polarizability 23.11 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 2484 Specdb::CMs 164497 Specdb::NmrOneD 87712 Specdb::NmrOneD 87713 Specdb::NmrOneD 87714 Specdb::NmrOneD 87715 Specdb::NmrOneD 87716 Specdb::NmrOneD 87717 Specdb::NmrOneD 87718 Specdb::NmrOneD 87719 Specdb::NmrOneD 87720 Specdb::NmrOneD 87721 Specdb::NmrOneD 87722 Specdb::NmrOneD 87723 Specdb::NmrOneD 87724 Specdb::NmrOneD 87725 Specdb::NmrOneD 87726 Specdb::NmrOneD 87727 Specdb::NmrOneD 87728 Specdb::NmrOneD 87729 Specdb::NmrOneD 87730 Specdb::NmrOneD 87731 Specdb::MsMs 27296 Specdb::MsMs 27297 Specdb::MsMs 27298 Specdb::MsMs 33854 Specdb::MsMs 33855 Specdb::MsMs 33856 Specdb::MsMs 2726195 Specdb::MsMs 2726196 Specdb::MsMs 2726197 Specdb::MsMs 2978780 Specdb::MsMs 2978781 Specdb::MsMs 2978782 HMDB01276 482 C00612 17927 CPD-568 Keseler, I. 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Epub 2004 Oct 15. 15490259 Lurdes M; Almeida S; Grehn L; Ragnarsson U Facile synthesis of monoacetylated spermidines, illustrating selective deacetylation and application of a common precursor. Acta chemica Scandinavica (Copenhagen, Denmark : 1989) (1989), 43(10), 990-4. Spermidine N(1)-acetyltransferase P0A951 ATDA_ECOLI speG http://ecmdb.ca/proteins/P0A951.xml Acetyl-CoA + Spermidine > N1-Acetylspermidine + Coenzyme A + Hydrogen ion SPERMACTRAN-RXN Acetyl-CoA + Spermidine <> N1-Acetylspermidine + Hydrogen ion + Coenzyme A SPERMACTRAN-RXN 199 Medium with Earle’s salts –which contains 21 amino acids, 17 vitamins, 10 components of nucleic acids, sodium acetate, glucose, NaC1, KCl, CaC12, MgS04, Na2HP04, and Fe(N03)3 Shake flask 430.0 uM 0.0 37 oC K12 HB101 Mid Log Phase 1720000 0 Hamana, K. (1996). "Distribution of diaminopropane and acetylspermidine in Enterobacteriaceae." Can J Microbiol 42:107-114. 8742354 199 Medium with Earle’s salts –which contains 21 amino acids, 17 vitamins, 10 components of nucleic acids, sodium acetate, glucose, NaC1, KCl, CaC12, MgS04, Na2HP04, and Fe(N03)3 Shake flask 30.0 uM 0.0 37 oC K12 HB101 Stationary Phase 120000 0 Hamana, K. (1996). "Distribution of diaminopropane and acetylspermidine in Enterobacteriaceae." Can J Microbiol 42:107-114. 8742354