Molecule

D-kynurenine

AlkaPlorer ID: AK003549

Synonym: 'KYNURENINE', '13441-51-5', '', '3-Anthraniloyl-L-alanine', '16055-80-4', 'Kynurenine', 'L-Kynurenine', '(2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid', 'kynurenine', '2922-83-0', 'L-kynurenine', '343-65-7'

IUPAC Name: (2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid

Structure

SMILES: NC1=CC=CC=C1C(=O)C[C@H](N)C(=O)O

InChI: InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1

InChIKey: YGPSJZOEDVAXAB-QMMMGPOBSA-N

Reference

Der Gehalt an Tryptophan, Kynurenin, 3-Hydroxy-kynurenin und Ommochromen bei den überwinternden Eiern des Seidenspinners<i>Bombyx mori</i>während der Entwicklung

PubChem CID: 6971029

CAS: 2922-83-0

LOTUS: LTS0100823

SuperNatural Ⅲ: SN0449879-02

NPASS: NPC307437

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Homo sapiens	Homo	Hominidae	Primates	Mammalia	Chordata	Metazoa	Eukaryota
Saccharomyces cerevisiae	Saccharomyces	Saccharomycetaceae	Saccharomycetales	Saccharomycetes	Ascomycota	Fungi	Eukaryota
Apis cerana	Apis	Apidae	Hymenoptera	Insecta	Arthropoda	Metazoa	Eukaryota
Mus musculus	Mus	Muridae	Rodentia	Mammalia	Chordata	Metazoa	Eukaryota

Properties Information

Molecule Weight: 208.217

TPSA？: 106.41

MolLogP？: 0.2535000000000001

Number of H-Donors: 3

Number of H-Acceptors: 4

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus subtilis	4'-phosphopantetheinyl transferase ffp	Potency	70794.6	nM	None
Bacillus subtilis	Bacillus subtilis	MIC	5000000.0	nM	10.1038/nchembio842
Homo sapiens	Aryl hydrocarbon receptor	Ki	21600.0	nM	10.1016/j.ejmech.2019.111842
Homo sapiens	Indoleamine 2,3-dioxygenase	Retention_time	4.5	min	10.1021/ml500385d
Homo sapiens	Kynureninase	Kcat	0.007	/s	10.1021/jm8010806
Homo sapiens	Kynureninase	Kcat	0.017	/s	10.1021/jm8010806
Homo sapiens	Kynureninase	Kcat	0.018	/s	10.1021/jm8010806
Homo sapiens	Kynureninase	Kcat	0.026	/s	10.1021/jm8010806
Homo sapiens	Kynureninase	Kcat	0.23	/s	10.1021/jm8010806
Homo sapiens	Kynureninase	Kcat/Km	21.4	/M/s	10.1021/jm8010806
Homo sapiens	Kynureninase	Kcat/Km	31.4	/M/s	10.1021/jm8010806
Homo sapiens	Kynureninase	Kcat/Km	52.1	/M/s	10.1021/jm8010806
Homo sapiens	Kynureninase	Kcat/Km	125.6	/M/s	10.1021/jm8010806
Homo sapiens	Kynureninase	Kcat/Km	465.0	/M/s	10.1021/jm8010806
Homo sapiens	Kynureninase	Ki	4280.0	nM	10.1016/S0960-894X(96)00483-0
Homo sapiens	Kynureninase	Km	25600.0	nM	10.1016/S0960-894X(96)00483-0
Homo sapiens	Kynureninase	Km	143000.0	nM	10.1021/jm8010806
Homo sapiens	Kynureninase	Km	327000.0	nM	10.1021/jm8010806
Homo sapiens	Kynureninase	Km	495000.0	nM	10.1021/jm8010806
Homo sapiens	Kynureninase	Km	499000.0	nM	10.1021/jm8010806
Homo sapiens	Kynureninase	Km	540000.0	nM	10.1021/jm8010806
Homo sapiens	Regulator of G-protein signaling 4	Potency	150.0	nM	None
Rattus norvegicus	Amino acid transporter	Inhibition	25.0	%	None
None	Nucleic Acid	INH	90.0	Miller_unit	10.1038/nchembio842
None	Nucleic Acid	Kd	1000000.0	nM	10.1038/nchembio842
None	Unchecked	Kcat	2.0	/s	10.1016/j.bmcl.2017.02.080
None	Unchecked	Kcat/Km	5.3	10'4/M/s	10.1016/j.bmcl.2017.02.080
None	Unchecked	Km	67000.0	nM	10.1016/j.bmcl.2017.02.080

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT002158	CC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>C[C@H](N)C(=O)O	65916
AKRT002159	CC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>Nc1ccccc1C(=O)CC(=O)C(=O)O	65920
AKRT002160	CC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>O=C(O)c1cc(O)c2ccccc2n1	65916
AKRT005447	CC(C)CC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>CC(C)C[C@H](N)C(=O)O	66068
AKRT005448	CC(C)CC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>Nc1ccccc1C(=O)CC(=O)C(=O)O	66072
AKRT005449	CC(C)CC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>O=C(O)c1cc(O)c2ccccc2n1	66068
AKRT007110	CCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>CC[C@H](N)C(=O)O	66044
AKRT007111	CCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>Nc1ccccc1C(=O)CC(=O)C(=O)O	66048
AKRT007112	CCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>O=C(O)c1cc(O)c2ccccc2n1	66044
AKRT007358	CCCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>CCC[C@H](N)C(=O)O	66076
AKRT007359	CCCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>Nc1ccccc1C(=O)CC(=O)C(=O)O	66080
AKRT007360	CCCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>O=C(O)c1cc(O)c2ccccc2n1	66076
AKRT007507	CCCCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>CCCC[C@H](N)C(=O)O	66060
AKRT007508	CCCCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>Nc1ccccc1C(=O)CC(=O)C(=O)O	66064
AKRT007509	CCCCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>O=C(O)c1cc(O)c2ccccc2n1	66060
AKRT012079	CSCCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>CSCC[C@H](N)C(=O)O	69096
AKRT012080	CSCCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>Nc1ccccc1C(=O)CC(=O)C(=O)O	69100
AKRT012081	CSCCC(=O)C(=O)O.Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>O=C(O)c1cc(O)c2ccccc2n1	69096
AKRT013588	C[C@H](N)C(=O)O.Nc1ccccc1C(=O)CC(=O)C(=O)O>>Nc1ccccc1C(=O)C[C@H](N)C(=O)O	enzymemap_42646
AKRT013623	C[C@H](N)C(=O)O.O=C(O)c1cc(O)c2ccccc2n1>>Nc1ccccc1C(=O)C[C@H](N)C(=O)O	MNXR132503
AKRT018740	N[C@@H](CC(=O)c1ccccc1NC=O)C(=O)O>>Nc1ccccc1C(=O)C[C@H](N)C(=O)O	ARYLFORMAMIDASE-RXN
AKRT018741	N[C@@H](CC(=O)c1ccccc1NC=O)C(=O)O>>Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=CO	None
AKRT019204	N[C@@H](CCC(=O)O)C(=O)O.O=C(O)c1cc(O)c2ccccc2n1>>Nc1ccccc1C(=O)C[C@H](N)C(=O)O	MNXR172446
AKRT020695	Nc1ccccc1C(=O)CC(=O)C(=O)O>>Nc1ccccc1C(=O)C[C@H](N)C(=O)O	MNXR132497
AKRT020704	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)CS>>N[C@@H](CS)C(=O)O	69104
AKRT020705	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)CS>>Nc1ccccc1C(=O)CC(=O)C(=O)O	69108
AKRT020706	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)CS>>O=C(O)c1cc(O)c2ccccc2n1	69104
AKRT020707	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)Cc1c[nH]c2ccccc12>>N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O	66052
AKRT020708	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)Cc1c[nH]c2ccccc12>>Nc1ccccc1C(=O)CC(=O)C(=O)O	66056
AKRT020709	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)Cc1c[nH]c2ccccc12>>O=C(O)c1cc(O)c2ccccc2n1	66052
AKRT020710	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)Cc1ccc(O)cc1>>N[C@@H](Cc1ccc(O)cc1)C(=O)O	66100
AKRT020711	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)Cc1ccc(O)cc1>>Nc1ccccc1C(=O)CC(=O)C(=O)O	66104
AKRT020712	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)Cc1ccc(O)cc1>>O=C(O)c1cc(O)c2ccccc2n1	66100
AKRT020713	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)Cc1ccccc1>>N[C@@H](Cc1ccccc1)C(=O)O	66092
AKRT020714	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)Cc1ccccc1>>Nc1ccccc1C(=O)CC(=O)C(=O)O	66096
AKRT020715	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)C(=O)Cc1ccccc1>>O=C(O)c1cc(O)c2ccccc2n1	66092
AKRT020716	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)CC(=O)C(=O)O>>N[C@@H](CC(=O)O)C(=O)O	66084
AKRT020717	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)CC(=O)C(=O)O>>Nc1ccccc1C(=O)CC(=O)C(=O)O	66088
AKRT020718	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)CC(=O)C(=O)O>>O=C(O)c1cc(O)c2ccccc2n1	66084
AKRT020719	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)CCC(=O)C(=O)O>>N[C@@H](CCC(=O)O)C(=O)O	2.6.1.7-RXN
AKRT020720	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)CCC(=O)C(=O)O>>Nc1ccccc1C(=O)CC(=O)C(=O)O	2.6.1.7-RXN
AKRT020721	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)CCC(=O)C(=O)O>>O=C(O)c1cc(O)c2ccccc2n1	RXN-21858
AKRT020722	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)CCCC(=O)C(=O)O>>N[C@@H](CCCC(=O)O)C(=O)O	70047
AKRT020723	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)CCCC(=O)C(=O)O>>Nc1ccccc1C(=O)CC(=O)C(=O)O	70051
AKRT020724	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)CCCC(=O)C(=O)O>>O=C(O)c1cc(O)c2ccccc2n1	70047
AKRT020725	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=CC(=O)O>>Nc1ccccc1C(=O)CC(=O)C(=O)O	enzymemap_42310
AKRT020726	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=CO>>NC(CC(=O)c1ccccc1NC=O)C(=O)O	MNXR153574
AKRT020727	Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>C[C@H](N)C(=O)O	KYNURENINASE-RXN
AKRT020728	Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>C[C@H](N)C(=O)O.Nc1ccccc1C(=O)O	None
AKRT020729	Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>NCC(=O)O	enzymemap_42310
AKRT020730	Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>NCCC(=O)c1ccccc1N	enzymemap_81644
AKRT020731	Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>Nc1c(O)cccc1C(=O)C[C@H](N)C(=O)O	KYNURENINE-3-MONOOXYGENASE-RXN
AKRT020732	Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>Nc1ccccc1C(=O)CC(=O)C(=O)O	2.6.1.63-RXN
AKRT020733	Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>Nc1ccccc1C(=O)O	KYNURENINASE-RXN
AKRT020734	Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>O=C(O)c1cc(O)c2ccccc2n1	65896
AKRT020735	Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>O=C=O	enzymemap_81644
AKRT020736	Nc1ccccc1C(=O)C[C@H](NC=O)C(=O)O>>Nc1ccccc1C(=O)C[C@H](N)C(=O)O	enzymemap_78151