2.0 2012-05-31 14:28:00 -0600 2015-06-03 17:19:20 -0600 ECMDB20110 M2MDB000958 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene 7,8-dihydro-7-hydroxy-8-s-glutathionyl-benzo[a]pyrene belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure) (2S)-2-amino-5-(2R)-1-(carboxymethylamino)-3-(7-Hydroxy-7,8-dihydrobenzoapyren-8-yl)sulfanyl-1-oxopropan-2-ylamino-5-oxopentanoate (2S)-2-amino-5-(2R)-1-(carboxymethylamino)-3-(7-hydroxy-7,8-dihydrobenzoapyren-8-yl)sulfanyl-1-oxopropan-2-ylamino-5-oxopentanoic acid (2S)-2-amino-5-(2R)-1-(carboxymethylamino)-3-(7-Hydroxy-7,8-dihydrobenzoapyren-8-yl)sulphanyl-1-oxopropan-2-ylamino-5-oxopentanoate (2S)-2-amino-5-(2R)-1-(carboxymethylamino)-3-(7-Hydroxy-7,8-dihydrobenzoapyren-8-yl)sulphanyl-1-oxopropan-2-ylamino-5-oxopentanoic acid 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzoapyrene C30H29N3O7S 575.632 575.172620987 (2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({6-hydroxypentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1,3,7,9(19),10,12(20),13,15,17-nonaen-5-yl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}butanoic acid (2S)-2-amino-4-{[(1R)-1-(carboxymethyl-C-hydroxycarbonimidoyl)-2-({6-hydroxypentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1,3,7,9(19),10,12(20),13,15,17-nonaen-5-yl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}butanoic acid [H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1([H])O)C(O)=NCC(O)=O)C(O)=O InChI=1S/C30H29N3O7S/c31-21(30(39)40)9-11-24(34)33-22(29(38)32-13-25(35)36)14-41-23-10-8-18-19-7-6-16-3-1-2-15-4-5-17(27(19)26(15)16)12-20(18)28(23)37/h1-8,10,12,21-23,28,37H,9,11,13-14,31H2,(H,32,38)(H,33,34)(H,35,36)(H,39,40)/t21-,22-,23?,28?/m0/s1 GODDWIDSELPRPA-QMIJOYDGSA-N Outer membrane Inner membrane logp 0.06 ALOGPS logs -5.41 ALOGPS solubility 2.23e-03 g/l ALOGPS logp 0.65 ChemAxon pka_strongest_acidic 2 ChemAxon pka_strongest_basic 9.54 ChemAxon iupac (2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-({6-hydroxypentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1,3,7,9(19),10,12(20),13,15,17-nonaen-5-yl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}butanoic acid ChemAxon average_mass 575.632 ChemAxon mono_mass 575.172620987 ChemAxon smiles [H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1([H])O)C(O)=NCC(O)=O)C(O)=O ChemAxon formula C30H29N3O7S ChemAxon inchi InChI=1S/C30H29N3O7S/c31-21(30(39)40)9-11-24(34)33-22(29(38)32-13-25(35)36)14-41-23-10-8-18-19-7-6-16-3-1-2-15-4-5-17(27(19)26(15)16)12-20(18)28(23)37/h1-8,10,12,21-23,28,37H,9,11,13-14,31H2,(H,32,38)(H,33,34)(H,35,36)(H,39,40)/t21-,22-,23?,28?/m0/s1 ChemAxon inchikey GODDWIDSELPRPA-QMIJOYDGSA-N ChemAxon polar_surface_area 186.03 ChemAxon refractivity 154.77 ChemAxon polarizability 59.38 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 34342 Specdb::CMs 48199 Specdb::CMs 282430 Specdb::CMs 374212 Specdb::CMs 374213 Specdb::CMs 374214 Specdb::CMs 374215 Specdb::CMs 374216 Specdb::CMs 374217 Specdb::CMs 374218 Specdb::CMs 374219 Specdb::CMs 374220 Specdb::CMs 374221 Specdb::CMs 374222 Specdb::CMs 374223 Specdb::CMs 374224 Specdb::CMs 374225 Specdb::CMs 374226 Specdb::CMs 374227 Specdb::CMs 374228 Specdb::CMs 374229 Specdb::CMs 374230 Specdb::CMs 374231 Specdb::CMs 374232 Specdb::CMs 374233 Specdb::NmrOneD 246248 Specdb::NmrOneD 246249 Specdb::NmrOneD 246250 Specdb::NmrOneD 246251 Specdb::NmrOneD 246252 Specdb::NmrOneD 246253 Specdb::NmrOneD 246254 Specdb::NmrOneD 246255 Specdb::NmrOneD 246256 Specdb::NmrOneD 246257 Specdb::NmrOneD 246258 Specdb::NmrOneD 246259 Specdb::NmrOneD 246260 Specdb::NmrOneD 246261 Specdb::NmrOneD 246262 Specdb::NmrOneD 246263 Specdb::NmrOneD 246264 Specdb::NmrOneD 246265 Specdb::NmrOneD 246266 Specdb::NmrOneD 246267 Specdb::MsMs 28169 Specdb::MsMs 28170 Specdb::MsMs 28171 Specdb::MsMs 34727 Specdb::MsMs 34728 Specdb::MsMs 34729 11954069 10128364 C14856 Kanehisa, 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. 22080510 Glutathione S-transferase P0A9D2 GST_ECOLI gst http://ecmdb.ca/proteins/P0A9D2.xml GSH-dependent disulfide bond oxidoreductase P77526 yfcG http://ecmdb.ca/proteins/P77526.xml Benzo[a]pyrene-7,8-diol + Glutathione <> 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Water R07084