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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2021-09-11 07:52:29 UTC

Update Date

2022-07-18 22:34:19 UTC

HMDB ID

HMDB0250769

Secondary Accession Numbers

None

Metabolite Identification

Common Name

D-Kynurenine

Description

D-Kynurenine, which is also known as 3-Anthraniloyl-D-alanine, belongs to the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. D-Kynurenine is a metabolite of the amino acid D-tryptophan and can serve as the bioprecursor of kynurenic acid (KYNA) and 3-hydroxykynurenine (PMID: 24158577 ). D-tryptophan can be converted to L-tryptophan by the enzyme D-amino acid oxidase, and it appears that the same enzyme can also produce D-kynurenine from L-kynurenine (PMID: 26661897 ; PMID: 29326945 ). However, the levels of D-tryptophan and D-kynurenine are many times lower than those of the more abundant L-isomers. D-kynurenine has been shown to bind to the arylhydrocarbon receptor (AhR) and to promote the epithelial to mesenchymal transition in cells, which is important for carcinogenesis (PMID: 29442266 ). D-Kynurenine is also an agonist for G protein-coupled receptor, GPR109B which is also known as the hydroxycarboxylic acid receptor 3, or the niacin receptor 2 (PMID: 19237584 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 09041212592D          

 15 15  0  0  0  0            999 V2000
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 15 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250769

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC(=O)C1=CC=CC=C1N)C(O)=O

> <INCHI_IDENTIFIER>
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)

> <INCHI_KEY>
YGPSJZOEDVAXAB-UHFFFAOYSA-N

> <FORMULA>
C10H12N2O3

> <MOLECULAR_WEIGHT>
208.2139

> <EXACT_MASS>
208.08479226

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
20.591144970696817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-(2-aminophenyl)-4-oxobutanoic acid

> <ALOGPS_LOGP>
-1.93

> <JCHEM_LOGP>
-1.9081918809836254

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.06926978291992

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.193089749657625

> <JCHEM_PKA_STRONGEST_BASIC>
8.96449885088756

> <JCHEM_POLAR_SURFACE_AREA>
106.41000000000001

> <JCHEM_REFRACTIVITY>
55.050200000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+-)-kynurenine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    6                                                       
CONECT    4    2    7                                                       
CONECT    5    8    9                                                       
CONECT    6    3    7    9                                                  
CONECT    7    4    6   11                                                  
CONECT    8    5   10   12                                                  
CONECT    9    5    6   13                                                  
CONECT   10    8   14   15                                                  
CONECT   11    7                                                            
CONECT   12    8                                                            
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15   10                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0250769
HETATM    1  N1  UNL     1       1.937  -0.376  -2.346  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.261  -0.273  -0.964  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.581  -0.361  -0.525  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.838  -0.254   0.825  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.821  -0.067   1.708  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.506   0.023   1.288  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.224  -0.083  -0.077  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.150   0.008  -0.543  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.362  -0.092  -1.778  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.264   0.213   0.424  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.550   0.265  -0.344  1.00  0.00           C  
HETATM   12  N2  UNL     1      -2.725  -0.972  -1.048  1.00  0.00           N  
HETATM   13  C10 UNL     1      -3.712   0.607   0.509  1.00  0.00           C  
HETATM   14  O2  UNL     1      -4.678  -0.197   0.515  1.00  0.00           O  
HETATM   15  O3  UNL     1      -3.784   1.736   1.277  1.00  0.00           O  
HETATM   16  H1  UNL     1       1.739   0.468  -2.900  1.00  0.00           H  
HETATM   17  H2  UNL     1       1.896  -1.309  -2.817  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.363  -0.510  -1.247  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.862  -0.321   1.179  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.989   0.021   2.775  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.680   0.171   1.965  1.00  0.00           H  
HETATM   22  H7  UNL     1      -1.056   1.124   1.000  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.342  -0.646   1.134  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.446   1.071  -1.121  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.218  -1.715  -0.515  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.753  -1.206  -1.054  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.656   2.677   0.988  1.00  0.00           H  
CONECT    1    2   16   17
CONECT    2    3    3    7
CONECT    3    4   18
CONECT    4    5    5   19
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   22   23
CONECT   11   12   13   24
CONECT   12   25   26
CONECT   13   14   14   15
CONECT   15   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
D-Kynurenine	HMDB
3-(2-aminobenzoyl)-D-alanine	HMDB
DL-Kynurenine	HMDB
D-Kynurenin	HMDB
D-Quinurenine	HMDB
3-Anthraniloyl-D-alanine	HMDB
(2R)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid	HMDB
(2R)-2-Amino-4-(2-aminophenyl)-4-oxobutanoate	HMDB

Chemical Formula

C₁₀H₁₂N₂O₃

Average Molecular Weight

208.2139

Monoisotopic Molecular Weight

208.08479226

IUPAC Name

2-amino-4-(2-aminophenyl)-4-oxobutanoic acid

Traditional Name

(+-)-kynurenine

CAS Registry Number

Not Available

SMILES

NC(CC(=O)C1=CC=CC=C1N)C(O)=O

InChI Identifier

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)

InChI Key

YGPSJZOEDVAXAB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Alpha-amino acid
Alpha-amino acid or derivatives
Benzoyl
Aniline or substituted anilines
Aryl alkyl ketone
Gamma-keto acid
Monocyclic benzene moiety
Beta-aminoketone
Benzenoid
Keto acid
Vinylogous amide
Amino acid
Amino acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Primary aliphatic amine
Organonitrogen compound
Primary amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

substituted aniline (CHEBI:28683 )
non-proteinogenic alpha-amino acid (CHEBI:28683 )
aromatic ketone (CHEBI:28683 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.9	ALOGPS
logP	-1.9	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.19	ChemAxon
pKa (Strongest Basic)	8.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.41 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	55.05 m³·mol⁻¹	ChemAxon
Polarizability	20.59 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	140.973	30932474
DeepCCS	[M-H]-	138.283	30932474
DeepCCS	[M-2H]-	174.13	30932474
DeepCCS	[M+Na]+	149.668	30932474
AllCCS	[M+H]+	147.0	32859911
AllCCS	[M+H-H2O]+	143.0	32859911
AllCCS	[M+NH4]+	150.7	32859911
AllCCS	[M+Na]+	151.7	32859911
AllCCS	[M-H]-	144.9	32859911
AllCCS	[M+Na-2H]-	145.4	32859911
AllCCS	[M+HCOO]-	146.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.0126 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.4 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	570.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	262.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	67.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	62.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	265.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	279.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	657.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	622.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	102.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	765.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	184.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	199.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	472.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	387.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	294.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
D-Kynurenine	NC(CC(=O)C1=CC=CC=C1N)C(O)=O	3381.2	Standard polar	33892256
D-Kynurenine	NC(CC(=O)C1=CC=CC=C1N)C(O)=O	1868.5	Standard non polar	33892256
D-Kynurenine	NC(CC(=O)C1=CC=CC=C1N)C(O)=O	2182.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
D-Kynurenine,2TMS,isomer #1	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N)C(=O)O[Si](C)(C)C	2110.0	Semi standard non polar	33892256
D-Kynurenine,2TMS,isomer #1	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N)C(=O)O[Si](C)(C)C	2108.3	Standard non polar	33892256
D-Kynurenine,2TMS,isomer #1	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N)C(=O)O[Si](C)(C)C	2935.3	Standard polar	33892256
D-Kynurenine,2TMS,isomer #2	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N)C(=O)O[Si](C)(C)C	2147.7	Semi standard non polar	33892256
D-Kynurenine,2TMS,isomer #2	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N)C(=O)O[Si](C)(C)C	2158.2	Standard non polar	33892256
D-Kynurenine,2TMS,isomer #2	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N)C(=O)O[Si](C)(C)C	2842.4	Standard polar	33892256
D-Kynurenine,2TMS,isomer #3	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C)C(=O)O	2199.2	Semi standard non polar	33892256
D-Kynurenine,2TMS,isomer #3	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C)C(=O)O	2184.1	Standard non polar	33892256
D-Kynurenine,2TMS,isomer #3	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C)C(=O)O	2830.3	Standard polar	33892256
D-Kynurenine,2TMS,isomer #4	C[Si](C)(C)N(C(CC(=O)C1=CC=CC=C1N)C(=O)O)[Si](C)(C)C	2243.8	Semi standard non polar	33892256
D-Kynurenine,2TMS,isomer #4	C[Si](C)(C)N(C(CC(=O)C1=CC=CC=C1N)C(=O)O)[Si](C)(C)C	2249.7	Standard non polar	33892256
D-Kynurenine,2TMS,isomer #4	C[Si](C)(C)N(C(CC(=O)C1=CC=CC=C1N)C(=O)O)[Si](C)(C)C	3123.1	Standard polar	33892256
D-Kynurenine,2TMS,isomer #5	C[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(N)C(=O)O)[Si](C)(C)C	2136.5	Semi standard non polar	33892256
D-Kynurenine,2TMS,isomer #5	C[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(N)C(=O)O)[Si](C)(C)C	2248.6	Standard non polar	33892256
D-Kynurenine,2TMS,isomer #5	C[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(N)C(=O)O)[Si](C)(C)C	3111.7	Standard polar	33892256
D-Kynurenine,3TMS,isomer #1	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2193.4	Semi standard non polar	33892256
D-Kynurenine,3TMS,isomer #1	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2185.7	Standard non polar	33892256
D-Kynurenine,3TMS,isomer #1	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2549.2	Standard polar	33892256
D-Kynurenine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N)N([Si](C)(C)C)[Si](C)(C)C	2265.3	Semi standard non polar	33892256
D-Kynurenine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N)N([Si](C)(C)C)[Si](C)(C)C	2247.8	Standard non polar	33892256
D-Kynurenine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N)N([Si](C)(C)C)[Si](C)(C)C	2850.4	Standard polar	33892256
D-Kynurenine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C	2104.3	Semi standard non polar	33892256
D-Kynurenine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C	2256.0	Standard non polar	33892256
D-Kynurenine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C	2645.3	Standard polar	33892256
D-Kynurenine,3TMS,isomer #4	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2175.6	Semi standard non polar	33892256
D-Kynurenine,3TMS,isomer #4	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2285.6	Standard non polar	33892256
D-Kynurenine,3TMS,isomer #4	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2633.9	Standard polar	33892256
D-Kynurenine,3TMS,isomer #5	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2353.9	Semi standard non polar	33892256
D-Kynurenine,3TMS,isomer #5	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2318.9	Standard non polar	33892256
D-Kynurenine,3TMS,isomer #5	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2708.6	Standard polar	33892256
D-Kynurenine,4TMS,isomer #1	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2180.3	Semi standard non polar	33892256
D-Kynurenine,4TMS,isomer #1	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2272.7	Standard non polar	33892256
D-Kynurenine,4TMS,isomer #1	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2386.6	Standard polar	33892256
D-Kynurenine,4TMS,isomer #2	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2390.5	Semi standard non polar	33892256
D-Kynurenine,4TMS,isomer #2	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2304.6	Standard non polar	33892256
D-Kynurenine,4TMS,isomer #2	C[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2516.3	Standard polar	33892256
D-Kynurenine,4TMS,isomer #3	C[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2391.4	Semi standard non polar	33892256
D-Kynurenine,4TMS,isomer #3	C[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2416.1	Standard non polar	33892256
D-Kynurenine,4TMS,isomer #3	C[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2527.3	Standard polar	33892256
D-Kynurenine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2436.2	Semi standard non polar	33892256
D-Kynurenine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2402.7	Standard non polar	33892256
D-Kynurenine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2345.1	Standard polar	33892256
D-Kynurenine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N)C(=O)O[Si](C)(C)C(C)(C)C	2590.4	Semi standard non polar	33892256
D-Kynurenine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N)C(=O)O[Si](C)(C)C(C)(C)C	2566.6	Standard non polar	33892256
D-Kynurenine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N)C(=O)O[Si](C)(C)C(C)(C)C	3029.0	Standard polar	33892256
D-Kynurenine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N)C(=O)O[Si](C)(C)C(C)(C)C	2614.1	Semi standard non polar	33892256
D-Kynurenine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N)C(=O)O[Si](C)(C)C(C)(C)C	2618.7	Standard non polar	33892256
D-Kynurenine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N)C(=O)O[Si](C)(C)C(C)(C)C	2972.1	Standard polar	33892256
D-Kynurenine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O	2697.9	Semi standard non polar	33892256
D-Kynurenine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O	2632.1	Standard non polar	33892256
D-Kynurenine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O	2982.9	Standard polar	33892256
D-Kynurenine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(CC(=O)C1=CC=CC=C1N)C(=O)O)[Si](C)(C)C(C)(C)C	2738.9	Semi standard non polar	33892256
D-Kynurenine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(CC(=O)C1=CC=CC=C1N)C(=O)O)[Si](C)(C)C(C)(C)C	2658.4	Standard non polar	33892256
D-Kynurenine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(CC(=O)C1=CC=CC=C1N)C(=O)O)[Si](C)(C)C(C)(C)C	3121.4	Standard polar	33892256
D-Kynurenine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(N)C(=O)O)[Si](C)(C)C(C)(C)C	2634.0	Semi standard non polar	33892256
D-Kynurenine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(N)C(=O)O)[Si](C)(C)C(C)(C)C	2641.5	Standard non polar	33892256
D-Kynurenine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(N)C(=O)O)[Si](C)(C)C(C)(C)C	3113.0	Standard polar	33892256
D-Kynurenine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2857.9	Semi standard non polar	33892256
D-Kynurenine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2808.6	Standard non polar	33892256
D-Kynurenine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2881.7	Standard polar	33892256
D-Kynurenine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2932.9	Semi standard non polar	33892256
D-Kynurenine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2874.7	Standard non polar	33892256
D-Kynurenine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3024.1	Standard polar	33892256
D-Kynurenine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2787.7	Semi standard non polar	33892256
D-Kynurenine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2840.9	Standard non polar	33892256
D-Kynurenine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2896.1	Standard polar	33892256
D-Kynurenine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2872.7	Semi standard non polar	33892256
D-Kynurenine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2863.4	Standard non polar	33892256
D-Kynurenine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2910.1	Standard polar	33892256
D-Kynurenine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3032.0	Semi standard non polar	33892256
D-Kynurenine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2879.5	Standard non polar	33892256
D-Kynurenine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2963.2	Standard polar	33892256
D-Kynurenine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3018.8	Semi standard non polar	33892256
D-Kynurenine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3017.5	Standard non polar	33892256
D-Kynurenine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2804.9	Standard polar	33892256
D-Kynurenine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3229.9	Semi standard non polar	33892256
D-Kynurenine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3053.1	Standard non polar	33892256
D-Kynurenine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2898.7	Standard polar	33892256
D-Kynurenine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3232.5	Semi standard non polar	33892256
D-Kynurenine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3093.7	Standard non polar	33892256
D-Kynurenine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2855.2	Standard polar	33892256
D-Kynurenine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3457.3	Semi standard non polar	33892256
D-Kynurenine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3266.7	Standard non polar	33892256
D-Kynurenine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2817.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - D-Kynurenine GC-MS (4 TMS)	splash10-014l-2973000000-3087adc0730894bdeb44	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Kynurenine GC-MS (2 TMS)	splash10-0006-1920000000-872166a84699384d1c99	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Kynurenine GC-MS (3 TMS)	splash10-014l-1941000000-33e1b862d3d16760a9b0	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Kynurenine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-3900000000-11a33ffe98b2300713a0	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Kynurenine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Kynurenine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Kynurenine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Kynurenine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Kynurenine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Kynurenine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Kynurenine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 40V, Negative-QTOF	splash10-0006-2900000000-a03fda8a8210148bb92d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 20V, Positive-QTOF	splash10-00dm-5900000000-17fe9886e6ef7c0e9d02	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 40V, Positive-QTOF	splash10-00kf-9500000000-4962051dfb6623d73422	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 10V, Negative-QTOF	splash10-0007-0900000000-4a6ee7d20970ca0b1f55	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 35V, Negative-QTOF	splash10-016v-1900000000-ac118bf8d934fe35410b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 20V, Negative-QTOF	splash10-0006-0900000000-7040599a6584c105c154	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 20V, Positive-QTOF	splash10-00xv-4900000000-8193ebd0dc031b22862a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 10V, Positive-QTOF	splash10-006x-2900000000-f5df16b823ef27cc7aae	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 40V, Positive-QTOF	splash10-002f-9400000000-5b8af24b10d9a52affa5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 35V, Negative-QTOF	splash10-00kg-1900000000-21f7982de591cc365ed3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 50V, Positive-QTOF	splash10-01bd-2900000000-069fda767e994e9546a0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 20V, Positive-QTOF	splash10-00r7-5900000000-b455f52149c545bf14d8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 10V, Positive-QTOF	splash10-0006-3900000000-2e890edf4fc40f29a7c5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 40V, Positive-QTOF	splash10-01ba-1900000000-64ee050c4ce47392ea0e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 40V, Positive-QTOF	splash10-00kf-9300000000-7d2ee1cfb78a694b7e85	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 10V, Positive-QTOF	splash10-0006-3900000000-be684d844dc4b00c164d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 30V, Positive-QTOF	splash10-00r2-0900000000-275bef748b04de950909	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 10V, Positive-QTOF	splash10-0006-0920000000-607dee4a3efb718339b6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Kynurenine 10V, Positive-QTOF	splash10-0006-4900000000-08661550b04e7a2cd935	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Kynurenine 10V, Positive-QTOF	splash10-06r6-0920000000-cbc973ccbed881bff344	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Kynurenine 20V, Positive-QTOF	splash10-022a-2900000000-92a0599748f577a4e2fd	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Kynurenine 40V, Positive-QTOF	splash10-00di-9800000000-641122f52bf3cca11871	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Kynurenine 10V, Negative-QTOF	splash10-0a4i-1490000000-e7fdc51c43d5236ceda0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Kynurenine 20V, Negative-QTOF	splash10-0596-6940000000-0a29f3bd0fbe505c5540	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Kynurenine 40V, Negative-QTOF	splash10-0006-9500000000-8ab733f6afd77bed472c	2019-02-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	12.5(3.5-27) uM	Adult (>18 years old)	Both	Sepsis	26847922	details

Associated Disorders and Diseases

Disease References

Sepsis
Ferrario M, Cambiaghi A, Brunelli L, Giordano S, Caironi P, Guatteri L, Raimondi F, Gattinoni L, Latini R, Masson S, Ristagno G, Pastorelli R: Mortality prediction in patients with severe septic shock: a pilot study using a target metabolomics approach. Sci Rep. 2016 Feb 5;6:20391. doi: 10.1038/srep20391. [PubMed:26847922 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Kynurenine

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

28683

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]
Knuplez E, Marsche G: An Updated Review of Pro- and Anti-Inflammatory Properties of Plasma Lysophosphatidylcholines in the Vascular System. Int J Mol Sci. 2020 Jun 24;21(12). pii: ijms21124501. doi: 10.3390/ijms21124501. [PubMed:32599910 ]
Wang XD, Horning KJ, Notarangelo FM, Schwarcz R: A method for the determination of D-kynurenine in biological tissues. Anal Bioanal Chem. 2013 Dec;405(30):9747-54. doi: 10.1007/s00216-013-7399-7. Epub 2013 Oct 26. [PubMed:24158577 ]
Notarangelo FM, Wang XD, Horning KJ, Schwarcz R: Role of d-amino acid oxidase in the production of kynurenine pathway metabolites from d-tryptophan in mice. J Neurochem. 2016 Feb;136(4):804-814. doi: 10.1111/jnc.13455. Epub 2016 Jan 13. [PubMed:26661897 ]
Murtas G, Sacchi S, Valentino M, Pollegioni L: Biochemical Properties of Human D-Amino Acid Oxidase. Front Mol Biosci. 2017 Dec 15;4:88. doi: 10.3389/fmolb.2017.00088. eCollection 2017. [PubMed:29326945 ]
Duan Z, Li Y, Li L: Promoting epithelial-to-mesenchymal transition by D-kynurenine via activating aryl hydrocarbon receptor. Mol Cell Biochem. 2018 Nov;448(1-2):165-173. doi: 10.1007/s11010-018-3323-y. Epub 2018 Feb 13. [PubMed:29442266 ]
Irukayama-Tomobe Y, Tanaka H, Yokomizo T, Hashidate-Yoshida T, Yanagisawa M, Sakurai T: Aromatic D-amino acids act as chemoattractant factors for human leukocytes through a G protein-coupled receptor, GPR109B. Proc Natl Acad Sci U S A. 2009 Mar 10;106(10):3930-4. doi: 10.1073/pnas.0811844106. Epub 2009 Feb 23. [PubMed:19237584 ]

Enzymes

Enzyme Details

1. D-amino-acid oxidase

General function:: Involved in D-amino-acid oxidase activity
Specific function:: Regulates the level of the neuromodulator D-serine in the brain. Has high activity towards D-DOPA and contributes to dopamine synthesis. Could act as a detoxifying agent which removes D-amino acids accumulated during aging. Acts on a variety of D-amino acids with a preference for those having small hydrophobic side chains followed by those bearing polar, aromatic, and basic groups. Does not act on acidic amino acids.
Gene Name:: DAO
Uniprot ID:: P14920
Molecular weight:: 39473.75

Enzyme Details

2. Indoleamine 2,3-dioxygenase 1

General function:: Involved in heme binding
Specific function:: Catalyzes the cleavage of the pyrrol ring of tryptophan and incorporates both atoms of a molecule of oxygen.
Gene Name:: IDO1
Uniprot ID:: P14902
Molecular weight:: 45325.89

Enzyme Details

3. Aryl hydrocarbon receptor

General function:: Involved in transcription regulator activity
Specific function:: Ligand-activated transcriptional activator. Binds to the XRE promoter region of genes it activates. Activates the expression of multiple phase I and II xenobiotic chemical metabolizing enzyme genes (such as the CYP1A1 gene). Mediates biochemical and toxic effects of halogenated aromatic hydrocarbons. Involved in cell-cycle regulation. Likely to play an important role in the development and maturation of many tissues
Gene Name:: AHR
Uniprot ID:: P35869
Molecular weight:: 96146.7

Enzyme Details

4. G-protein coupled receptor 109B

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for 3-OH-octanoid acid mediates a negative feedback regulation of adipocyte lipolysis to counteract prolipolytic influences under conditions of physiological or pathological increases in beta-oxidation rates. Acts as a low affinity receptor for nicotinic acid. This pharmacological effect requires nicotinic acid doses that are much higher than those provided by a normal diet
Gene Name:: GPR109B
Uniprot ID:: P49019
Molecular weight:: 44495.0

Showing metabocard for D-Kynurenine (HMDB0250769)

MOL for HMDB0250769 (D-Kynurenine)

3D MOL for HMDB0250769 (D-Kynurenine)

3D SDF for HMDB0250769 (D-Kynurenine)

3D-SDF for HMDB0250769 (D-Kynurenine)

PDB for HMDB0250769 (D-Kynurenine)

3D PDB for HMDB0250769 (D-Kynurenine)

SMILES for HMDB0250769 (D-Kynurenine)

INCHI for HMDB0250769 (D-Kynurenine)

Structure for HMDB0250769 (D-Kynurenine)

3D Structure for HMDB0250769 (D-Kynurenine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes