1.0 2016-09-30 22:39:29 UTC 2020-05-21 16:28:44 UTC BMDB0000985 BMDB00985 Dihydrolipoamide Dihydrolipoamide belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine. Thus, dihydrolipoamide is considered to be a fatty amide lipid molecule. Dihydrolipoamide is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Dihydrolipoamide exists in all living species, ranging from bacteria to humans. Dihydrolipoamide participates in a number of enzymatic reactions, within cattle. In particular, Dihydrolipoamide can be converted into lipoamide; which is catalyzed by the enzyme dihydrolipoyl dehydrogenase E3. In addition, Dihydrolipoamide can be biosynthesized from S-(3-methylbutanoyl)-dihydrolipoamide-e; which is mediated by the enzyme lipoamide acyltransferase component OF branched-chain alpha-keto acid dehydrogenase complex, mitochondrial. In cattle, dihydrolipoamide is involved in the metabolic pathway called the valine, leucine, and isoleucine degradation pathway. 6,8-Dimercaptooctanamide Dihydrothioctamide 6,8-Bis-sulfanyloctanamide 6,8-Dimercapto-octanamide 6,8-Disulfanyloctanamide Dihydrolipoamide, (+-)-isomer C8H17NOS2 207.357 207.075155551 6,8-disulfanyloctanimidic acid dihydrothioctamide 3884-47-7 OC(=N)CCCCC(S)CCS InChI=1S/C8H17NOS2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H2,9,10) VLYUGYAKYZETRF-UHFFFAOYSA-N belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty amides Fatty amides Alkylthiols Carbonyl compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Primary carboxylic acid amides Aliphatic acyclic compound Alkylthiol Carbonyl group Carboxamide group Carboxylic acid derivative Fatty amide Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Primary carboxylic acid amide Aliphatic acyclic compounds a small molecule dithiol monocarboxylic acid amide Solid logp 2.22 ALOGPS logs -3.32 ALOGPS logp 1.44 ChemAxon pka_strongest_acidic 6.68 ChemAxon pka_strongest_basic 8.78 ChemAxon iupac 6,8-disulfanyloctanimidic acid ChemAxon average_mass 207.357 ChemAxon mono_mass 207.075155551 ChemAxon smiles OC(=N)CCCCC(S)CCS ChemAxon formula C8H17NOS2 ChemAxon inchi InChI=1S/C8H17NOS2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H2,9,10) ChemAxon inchikey VLYUGYAKYZETRF-UHFFFAOYSA-N ChemAxon polar_surface_area 44.08 ChemAxon refractivity 68.7 ChemAxon polarizability 23.77 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 2 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Pyruvate Metabolism SMP0087231 Valine, Leucine, and Isoleucine Degradation SMP0087234 Specdb::MsIr 1014 Specdb::MsIr 1015 Specdb::MsIr 1016 Specdb::MsMs 23009 Specdb::MsMs 23010 Specdb::MsMs 23011 Specdb::MsMs 29807 Specdb::MsMs 29808 Specdb::MsMs 29809 Specdb::MsMs 2712296 Specdb::MsMs 2712297 Specdb::MsMs 2712298 Specdb::MsMs 2996966 Specdb::MsMs 2996967 Specdb::MsMs 2996968 Specdb::CMs 3275 Specdb::CMs 37877 Specdb::CMs 157098 Specdb::CMs 1083092 Specdb::CMs 1083093 Specdb::CMs 1083094 Specdb::CMs 1083095 Specdb::CMs 1083096 Specdb::CMs 1083097 Specdb::CMs 1083098 Specdb::NmrOneD 293955 Specdb::NmrOneD 293956 Specdb::NmrOneD 293957 Specdb::NmrOneD 293958 Specdb::NmrOneD 293959 Specdb::NmrOneD 293960 Specdb::NmrOneD 293961 Specdb::NmrOneD 293962 Specdb::NmrOneD 293963 Specdb::NmrOneD 293964 Specdb::NmrOneD 293965 Specdb::NmrOneD 293966 Specdb::NmrOneD 293967 Specdb::NmrOneD 293968 Specdb::NmrOneD 293969 Specdb::NmrOneD 293970 Specdb::NmrOneD 293971 Specdb::NmrOneD 293972 Specdb::NmrOneD 293973 Specdb::NmrOneD 293974 FDB022352 C00579 643 663 17694 35406 Dihydrolipoamide 5920 Weitzman, P. D. J.; Hewson, Janet K.; Parker, M. G. Preparation of dihydrolipoamide by electrolytic reduction. FEBS Letters (1974), 43(1), 101-3. BMDBP00785 Pyruvate dehydrogenase protein X component P22439 PDHX Enzyme BMDBP00786 Lipoamide acyltransferase component of branched-chain alpha-keto acid dehydrogenase complex, mitochondrial P11181 DBT Enzyme