1.0 2016-09-30 22:27:12 UTC 2020-05-21 16:27:12 UTC BMDB0000238 BMDB00238 Sepiapterin (S)-2-Amino-7,8-dihydro-6-(2-hydroxy-1-oxopropyl)-4(1H)-pteridinone 1-(2-Amino-7,8-dihydro-4-hydroxy-6-pteridinyl)-2-hydroxy-1-propanone 2-Amino-6-(S)-lactoyl-7,8-dihydro-4(3H)-pteridinone 2-Amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-4(1H)pteridinone L-Sepiapterin Lopac-S-154 Sepiapterine Sepiapterin-C 2-Amino-6-(S)-lactoyl-7,8-dihydro-4(3H)- pteridinone Sepia-pterin 2-Amino-7,8-dihydro-6-((2S)-2-hydroxy-1-oxopropyl)-4(3H)-pteridinone acid C9H11N5O3 237.2153 237.086189243 2-amino-6-[(2S)-2-hydroxypropanoyl]-1,4,7,8-tetrahydropteridin-4-one sepiapterin 17094-01-8 C[C@H](O)C(=O)C1=NC2=C(NC1)NC(N)=NC2=O InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,15H,2H2,1H3,(H4,10,11,13,14,17)/t3-/m0/s1 VPVOXUSPXFPWBN-VKHMYHEASA-N belongs to the class of organic compounds known as pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one. Organic compounds Organoheterocyclic compounds Pteridines and derivatives Pterins and derivatives Pterins and derivatives Acyloins Alpha-hydroxy ketones Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Ketimines Organic oxides Organopnictogen compounds Primary amines Propargyl-type 1,3-dipolar organic compounds Pyrimidones Secondary alcohols Secondary alkylarylamines Vinylogous amides Acyloin Alcohol Alpha-hydroxy ketone Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Carbonyl group Heteroaromatic compound Hydrocarbon derivative Imine Ketimine Ketone Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary amine Propargyl-type 1,3-dipolar organic compound Pterin Pyrimidine Pyrimidone Secondary alcohol Secondary aliphatic/aromatic amine Secondary amine Vinylogous amide Aromatic heteropolycyclic compounds Solid logp -1.09 ALOGPS logs -2.30 ALOGPS logp -1.4 ChemAxon pka_strongest_acidic 9.18 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac 2-amino-6-[(2S)-2-hydroxypropanoyl]-1,4,7,8-tetrahydropteridin-4-one ChemAxon average_mass 237.2153 ChemAxon mono_mass 237.086189243 ChemAxon smiles C[C@H](O)C(=O)C1=NC2=C(NC1)NC(N)=NC2=O ChemAxon formula C9H11N5O3 ChemAxon inchi InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,15H,2H2,1H3,(H4,10,11,13,14,17)/t3-/m0/s1 ChemAxon inchikey VPVOXUSPXFPWBN-VKHMYHEASA-N ChemAxon polar_surface_area 129.17 ChemAxon refractivity 67.5 ChemAxon polarizability 22.44 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Pterine Biosynthesis SMP0087250 Specdb::NmrTwoD 1230 Specdb::CMs 15286 Specdb::CMs 37379 Specdb::CMs 137338 Specdb::CMs 145072 Specdb::CMs 1055135 Specdb::CMs 1055137 Specdb::CMs 1055139 Specdb::CMs 1055141 Specdb::CMs 1055143 Specdb::CMs 1055145 Specdb::CMs 1055147 Specdb::CMs 1055149 Specdb::CMs 1055151 Specdb::MsMs 400 Specdb::MsMs 401 Specdb::MsMs 402 Specdb::MsMs 299917 Specdb::MsMs 299918 Specdb::MsMs 299919 Specdb::MsMs 342058 Specdb::MsMs 342059 Specdb::MsMs 342060 Specdb::MsMs 2276784 Specdb::MsMs 2276785 Specdb::MsMs 2276786 Specdb::MsMs 3092590 Specdb::MsMs 3092591 Specdb::MsMs 3092592 Specdb::NmrOneD 1259 Specdb::NmrOneD 6212 Specdb::NmrOneD 6213 Specdb::NmrOneD 6214 Specdb::NmrOneD 6215 Specdb::NmrOneD 6216 Specdb::NmrOneD 6217 Specdb::NmrOneD 6218 Specdb::NmrOneD 6219 Specdb::NmrOneD 6220 Specdb::NmrOneD 6221 Specdb::NmrOneD 6222 Specdb::NmrOneD 6223 Specdb::NmrOneD 6224 Specdb::NmrOneD 6225 Specdb::NmrOneD 6226 Specdb::NmrOneD 6227 Specdb::NmrOneD 6228 Specdb::NmrOneD 6229 Specdb::NmrOneD 6230 Specdb::NmrOneD 6231 Specdb::NmrOneD 166385 Specdb::NmrOneD 166645 FDB021914 C00835 58746 65253 804632 Sepiapterin 5244 Pfleiderer, Wolfgang. Synthesis and absolute configuration of sepiapterin. Chem. Biol. Pteridines, Proc. Int. Symp., 5th (1975), 941-9. BMDBP00379 Sepiapterin reductase Q17QK8 SPR Enzyme BMDBP00602 Carbonyl reductase [NADPH] 1 Q3SZD7 CBR1 Enzyme