1.0 2011-09-21 01:51:55 UTC 2017-03-11 23:00:54 UTC FDB029211 Dopachrome o-semiquinone dopachrome o-semiquinone is the semiquinone derivative of dopachrome. The non-decarboxylative tautomerization of L-dopachrome to 5,6-dihydroxyindole-2-carboxylic acid in the melanin biosynthetic pathway is catalyzed by Tyrosinase-related protein-2, a melanocyte-specific enzyme. [HMDB] DcSq leukodopachrome O-semiquinone radical C9H8NO4 194.1641 194.045332749 [(2R)-2-carboxy-6-hydroxy-2,3-dihydro-1H-indol-5-yl]oxidanyl (2R)-2-carboxy-6-hydroxy-2,3-dihydro-1H-indol-5-yloxidanyl 18766-67-1 [O]C1=C(O)C=C2N[C@H](CC2=C1)C(O)=O InChI=1S/C9H8NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h2-3,6,10,12H,1H2,(H,13,14)/t6-/m1/s1 YHAPBGUGQAHLME-ZCFIWIBFSA-N belongs to the class of organic compounds known as indolecarboxylic acids. Indolecarboxylic acids are compounds containing a carboxylic acid group linked to an indole. Indolecarboxylic acids Organic compounds Organoheterocyclic compounds Indoles and derivatives Indolecarboxylic acids and derivatives Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids Amino acids Aralkylamines Azacyclic compounds Carbonyl compounds Carboxylic acids D-alpha-amino acids Hydrocarbon derivatives Indolines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Secondary alkylarylamines 1-hydroxy-2-unsubstituted benzenoid Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative D-alpha-amino acid Dihydroindole Hydrocarbon derivative Indolecarboxylic acid Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Secondary aliphatic/aromatic amine Secondary amine Solid logp 1.10 ALOGPS logs -1.23 ALOGPS solubility 1.14e+01 g/l ALOGPS logp 0.61 ChemAxon pka_strongest_acidic 3.08 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac [(2R)-2-carboxy-6-hydroxy-2,3-dihydro-1H-indol-5-yl]oxidanyl ChemAxon average_mass 194.1641 ChemAxon mono_mass 194.045332749 ChemAxon smiles [O]C1=C(O)C=C2N[C@H](CC2=C1)C(O)=O ChemAxon formula C9H8NO4 ChemAxon inchi InChI=1S/C9H8NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h2-3,6,10,12H,1H2,(H,13,14)/t6-/m1/s1 ChemAxon inchikey YHAPBGUGQAHLME-ZCFIWIBFSA-N ChemAxon polar_surface_area 69.56 ChemAxon refractivity 59.9 ChemAxon polarizability 18.11 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 299035 Specdb::MsMs 299036 Specdb::MsMs 299037 Specdb::MsMs 2438764 Specdb::MsMs 2438765 Specdb::MsMs 2438766 Specdb::MsMs 2523867 Specdb::MsMs 2523868 Specdb::MsMs 2523869 Specdb::NmrOneD 98078 Specdb::NmrOneD 98079 Specdb::NmrOneD 98080 Specdb::NmrOneD 98081 Specdb::NmrOneD 98082 Specdb::NmrOneD 98083 Specdb::NmrOneD 98084 Specdb::NmrOneD 98085 Specdb::NmrOneD 98086 Specdb::NmrOneD 98087 Specdb::NmrOneD 98088 Specdb::NmrOneD 98089 Specdb::NmrOneD 98090 Specdb::NmrOneD 98091 Specdb::NmrOneD 98092 Specdb::NmrOneD 98093 Specdb::NmrOneD 98094 Specdb::NmrOneD 98095 Specdb::NmrOneD 98096 Specdb::NmrOneD 98097 Specdb::CMs 14921 Specdb::CMs 40017 Specdb::CMs 158033 HMDB12931