1.0 2010-04-08 22:10:13 UTC 2019-11-26 03:07:00 UTC FDB012539 Thiolutin Isolated from several strains of Streptomyces albus and Streptomyces pimprina. Antibiotic which inhibits microbiological growth in beer Some sources erroneously specify "aureothricin" as a synonym of thiolutin. Aureothricin is an antibiotic very similar to Thiolutin, and is created as a by-product during the Thiolutin fermentation.; Thiolutin is a sulfur-containing antibiotic, which is a potent inhibitor of bacterial and yeast RNA polymerases. It was found to inhibit in vitro RNA synthesis directed by all three yeast RNA polymerases (I, II, and III). Thiolutin is also an inhibitor of mannan and glucan formation in Saccharomyces cerevisiae and used for the analysis of mRNA stability. Studies have shown that thiolutin inhibits adhesion of human umbilical vein endothelial cells (HUVECs) to vitronectin and thus suppresses tumor cell-induced angiogenesis in vivo. Thiolutin is found in alcoholic beverages. Acetopyrrothine Farcinicine N-Acetylpyrrothine Thiolutin C8H8N2O2S2 228.291 228.00271889 N-{4-methyl-5-oxo-4H,5H-[1,2]dithiolo[4,3-b]pyrrol-6-yl}acetamide thiolutin 87-11-6 CN1C(=O)C(NC(C)=O)=C2SSC=C12 InChI=1S/C8H8N2O2S2/c1-4(11)9-6-7-5(3-13-14-7)10(2)8(6)12/h3H,1-2H3,(H,9,11) MHMRAFONCSQAIA-UHFFFAOYSA-N belongs to the class of organic compounds known as n-acetylarylamines. These are acetamides where one or more amide hydrogens is substituted by an aryl group. N-acetylarylamines Organic compounds Organic nitrogen compounds Organonitrogen compounds N-arylamides Aromatic heteropolycyclic compounds 1,2-dithioles Acetamides Azacyclic compounds Carbonyl compounds Heteroaromatic compounds Hydrocarbon derivatives Lactams N-methylpyrroles Organic oxides Organopnictogen compounds Secondary carboxylic acid amides 1,2-dithiole Acetamide Aromatic heteropolycyclic compound Azacycle Carbonyl group Carboxamide group Carboxylic acid derivative Dithiole Heteroaromatic compound Hydrocarbon derivative Lactam N-acetylarylamine N-methylpyrrole Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Organopnictogen compound Pyrrole Secondary carboxylic acid amide Substituted pyrrole logp 0.82 ALOGPS logs -2.12 ALOGPS solubility 1.73e+00 g/l ALOGPS melting_point Mp 273-276° dec. logp -0.53 ChemAxon pka_strongest_acidic 12.5 ChemAxon pka_strongest_basic -4.6 ChemAxon iupac N-{4-methyl-5-oxo-4H,5H-[1,2]dithiolo[4,3-b]pyrrol-6-yl}acetamide ChemAxon average_mass 228.291 ChemAxon mono_mass 228.00271889 ChemAxon smiles CN1C(=O)C(NC(C)=O)=C2SSC=C12 ChemAxon formula C8H8N2O2S2 ChemAxon inchi InChI=1S/C8H8N2O2S2/c1-4(11)9-6-7-5(3-13-14-7)10(2)8(6)12/h3H,1-2H3,(H,9,11) ChemAxon inchikey MHMRAFONCSQAIA-UHFFFAOYSA-N ChemAxon polar_surface_area 49.41 ChemAxon refractivity 60.35 ChemAxon polarizability 21.95 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20776 Specdb::CMs 170491 Specdb::MsMs 83889 Specdb::MsMs 83890 Specdb::MsMs 83891 Specdb::MsMs 145596 Specdb::MsMs 145597 Specdb::MsMs 145598 Specdb::MsMs 3036419 Specdb::MsMs 3036420 Specdb::MsMs 3036421 Specdb::MsMs 3104393 Specdb::MsMs 3104394 Specdb::MsMs 3104395 Specdb::NmrOneD 124978 Specdb::NmrOneD 124979 Specdb::NmrOneD 124980 Specdb::NmrOneD 124981 Specdb::NmrOneD 124982 Specdb::NmrOneD 124983 Specdb::NmrOneD 124984 Specdb::NmrOneD 124985 Specdb::NmrOneD 124986 Specdb::NmrOneD 124987 Specdb::NmrOneD 124988 Specdb::NmrOneD 124989 Specdb::NmrOneD 124990 Specdb::NmrOneD 124991 Specdb::NmrOneD 124992 Specdb::NmrOneD 124993 Specdb::NmrOneD 124994 Specdb::NmrOneD 124995 Specdb::NmrOneD 124996 Specdb::NmrOneD 124997 HMDB34228 #<Reference:0x000055ce2e976128> #<Reference:0x000055ce2e975ef8> Alcoholic beverages Unknown generic