1.0 2020-03-10 16:59:25 UTC 2020-04-22 18:55:22 UTC BMDB0095991 BMDB95991 Lipoyllysine DL-Lipoyl-L-lysine Lipoyl-N-epsilon-lysine mono-1,2-Dithiolane-3-pentanoate mono-1,2-Dithiolane-3-pentanoate-L-lysine mono-1,2-Dithiolane-3-pentanoic acid (2R)-2-Amino-6-{[5-(1,2-dithiolan-3-yl)-1-hydroxypentylidene]amino}hexanoate Lipoyllysine C14H26N2O3S2 334.498 334.138484088 (2R)-2-amino-6-[5-(1,2-dithiolan-3-yl)pentanamido]hexanoic acid (2R)-2-amino-6-[5-(1,2-dithiolan-3-yl)pentanamido]hexanoic acid 20902-53-8 N[C@H](CCCCNC(=O)CCCCC1CCSS1)C(O)=O InChI=1S/C14H26N2O3S2/c15-12(14(18)19)6-3-4-9-16-13(17)7-2-1-5-11-8-10-20-21-11/h11-12H,1-10,15H2,(H,16,17)(H,18,19)/t11?,12-/m1/s1 COTIXRRJLCSLLS-PIJUOVFKSA-N belongs to the class of organic compounds known as lipoamides. Lipoamides are compounds containing a lipoamide moiety, which consists of a pentanamide attached to the C3 carbon atom of a 1,2-dithiolane ring. Organic compounds Organoheterocyclic compounds Dithiolanes Lipoamides Lipoamides 1,2-dithiolanes Amino acids Carbonyl compounds Carboxylic acids D-alpha-amino acids Heterocyclic fatty acids Hydrocarbon derivatives Medium-chain fatty acids Monoalkylamines Monocarboxylic acids and derivatives N-acyl amines Organic disulfides Organic oxides Organopnictogen compounds Secondary carboxylic acid amides 1,2-dithiolane Aliphatic heteromonocyclic compound Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative D-alpha-amino acid Fatty acid Fatty acyl Fatty amide Heterocyclic fatty acid Hydrocarbon derivative Lipoamide Medium-chain fatty acid Monocarboxylic acid or derivatives N-acyl-amine Organic disulfide Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Secondary carboxylic acid amide Aliphatic heteromonocyclic compounds logp -0.02 ALOGPS logs -3.55 ALOGPS logp -0.82 ChemAxon pka_strongest_acidic 2.24 ChemAxon pka_strongest_basic 9.53 ChemAxon iupac (2R)-2-amino-6-[5-(1,2-dithiolan-3-yl)pentanamido]hexanoic acid ChemAxon average_mass 334.498 ChemAxon mono_mass 334.138484088 ChemAxon smiles N[C@H](CCCCNC(=O)CCCCC1CCSS1)C(O)=O ChemAxon formula C14H26N2O3S2 ChemAxon inchi InChI=1S/C14H26N2O3S2/c15-12(14(18)19)6-3-4-9-16-13(17)7-2-1-5-11-8-10-20-21-11/h11-12H,1-10,15H2,(H,16,17)(H,18,19)/t11?,12-/m1/s1 ChemAxon inchikey COTIXRRJLCSLLS-PIJUOVFKSA-N ChemAxon polar_surface_area 92.42 ChemAxon refractivity 88.98 ChemAxon polarizability 36.78 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 9929 Specdb::CMs 40029 Specdb::CMs 175326 Specdb::MsMs 287962 Specdb::MsMs 287963 Specdb::MsMs 287964 Specdb::MsMs 326935 Specdb::MsMs 326936 Specdb::MsMs 326937 Specdb::MsMs 2388692 Specdb::MsMs 2388693 Specdb::MsMs 2388694 Specdb::MsMs 2574544 Specdb::MsMs 2574545 Specdb::MsMs 2574546 Specdb::NmrOneD 98378 Specdb::NmrOneD 98379 Specdb::NmrOneD 98380 Specdb::NmrOneD 98381 Specdb::NmrOneD 98382 Specdb::NmrOneD 98383 Specdb::NmrOneD 98384 Specdb::NmrOneD 98385 Specdb::NmrOneD 98386 Specdb::NmrOneD 98387 Specdb::NmrOneD 98388 Specdb::NmrOneD 98389 Specdb::NmrOneD 98390 Specdb::NmrOneD 98391 Specdb::NmrOneD 98392 Specdb::NmrOneD 98393 Specdb::NmrOneD 98394 Specdb::NmrOneD 98395 Specdb::NmrOneD 98396 Specdb::NmrOneD 98397 35032557 FDB029239 53481572 175262 Protein-6-N-lipoyl-lysine