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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 21:15:41 UTC

Update Date

2023-02-21 17:29:49 UTC

HMDB ID

HMDB0060281

Secondary Accession Numbers

HMDB60281

Metabolite Identification

Common Name

3-Hydroxykynurenamine

Description

3-Hydroxykynurenamine 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. 3-Hydroxykynurenamine is a very strong basic compound (based on its pKa). 3-Hydroxykynurenamine exists in all living organisms, ranging from bacteria to humans. These are compounds containing a phenylpropylamine moiety, which consists of a phenyl group substituted at the third carbon by an propan-1-amine.

Structure

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

HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   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   1.540   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -1.334   6.930   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    8                                                       
CONECT    4    5    7                                                       
CONECT    5    4   10                                                       
CONECT    6    2    7    9                                                  
CONECT    7    4    6   12                                                  
CONECT    8    3    9   13                                                  
CONECT    9    6    8   11                                                  
CONECT   10    5                                                            
CONECT   11    9                                                            
CONECT   12    7                                                            
CONECT   13    8                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₉H₁₂N₂O₂

Average Molecular Weight

180.2038

Monoisotopic Molecular Weight

180.089877638

IUPAC Name

3-amino-1-(2-amino-3-hydroxyphenyl)propan-1-one

Traditional Name

3-hydroxykynurenamine

CAS Registry Number

Not Available

SMILES

NCCC(=O)C1=C(N)C(O)=CC=C1

InChI Identifier

InChI=1S/C9H12N2O2/c10-5-4-7(12)6-2-1-3-8(13)9(6)11/h1-3,13H,4-5,10-11H2

InChI Key

ODOPEICAGBYCFH-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
Aminophenol
O-aminophenol
Benzoyl
Aryl alkyl ketone
Aniline or substituted anilines
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Beta-aminoketone
Benzenoid
Vinylogous amide
Primary amine
Organic oxide
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroxykynurenamine (CHEBI:27421 )

Ontology

Not Available

Not Available

Not Available

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
Water Solubility	2.68 g/L	ALOGPS
logP	-0.42	ALOGPS
logP	-0.15	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	9.98	ChemAxon
pKa (Strongest Basic)	9.33	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	89.34 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	51.2 m³·mol⁻¹	ChemAxon
Polarizability	18.69 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DarkChem	[M+H]+	140.072	31661259
DarkChem	[M-H]-	137.482	31661259
DeepCCS	[M+H]+	142.263	30932474
DeepCCS	[M-H]-	139.541	30932474
DeepCCS	[M-2H]-	175.633	30932474
DeepCCS	[M+Na]+	151.171	30932474
AllCCS	[M+H]+	140.3	32859911
AllCCS	[M+H-H2O]+	136.1	32859911
AllCCS	[M+NH4]+	144.3	32859911
AllCCS	[M+Na]+	145.4	32859911
AllCCS	[M-H]-	138.7	32859911
AllCCS	[M+Na-2H]-	139.6	32859911
AllCCS	[M+HCOO]-	140.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxykynurenamine	NCCC(=O)C1=C(N)C(O)=CC=C1	2901.9	Standard polar	33892256
3-Hydroxykynurenamine	NCCC(=O)C1=C(N)C(O)=CC=C1	1969.9	Standard non polar	33892256
3-Hydroxykynurenamine	NCCC(=O)C1=C(N)C(O)=CC=C1	1986.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxykynurenamine,1TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(C(=O)CCN)=C1N	1965.7	Semi standard non polar	33892256
3-Hydroxykynurenamine,1TMS,isomer #2	C[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N	2058.0	Semi standard non polar	33892256
3-Hydroxykynurenamine,1TMS,isomer #3	C[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CCN	1985.9	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #1	C[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N	2049.0	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #1	C[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N	2094.2	Standard non polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #1	C[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N	2661.6	Standard polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #2	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)CCN	2034.8	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #2	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)CCN	2083.3	Standard non polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #2	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)CCN	2521.3	Standard polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #3	C[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N[Si](C)(C)C	2111.4	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #3	C[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N[Si](C)(C)C	2166.3	Standard non polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #3	C[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N[Si](C)(C)C	2636.2	Standard polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #4	C[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N)[Si](C)(C)C	2224.9	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #4	C[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N)[Si](C)(C)C	2259.4	Standard non polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #4	C[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N)[Si](C)(C)C	3067.3	Standard polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #5	C[Si](C)(C)N(C1=C(O)C=CC=C1C(=O)CCN)[Si](C)(C)C	1988.2	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #5	C[Si](C)(C)N(C1=C(O)C=CC=C1C(=O)CCN)[Si](C)(C)C	2144.1	Standard non polar	33892256
3-Hydroxykynurenamine,2TMS,isomer #5	C[Si](C)(C)N(C1=C(O)C=CC=C1C(=O)CCN)[Si](C)(C)C	2661.2	Standard polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #1	C[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N[Si](C)(C)C	2167.8	Semi standard non polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #1	C[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N[Si](C)(C)C	2164.7	Standard non polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #1	C[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N[Si](C)(C)C	2328.1	Standard polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1N	2234.4	Semi standard non polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1N	2281.9	Standard non polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1N	2633.4	Standard polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=CC(C(=O)CCN)=C1N([Si](C)(C)C)[Si](C)(C)C	2026.3	Semi standard non polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=CC(C(=O)CCN)=C1N([Si](C)(C)C)[Si](C)(C)C	2168.8	Standard non polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=CC(C(=O)CCN)=C1N([Si](C)(C)C)[Si](C)(C)C	2337.5	Standard polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #4	C[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CCN([Si](C)(C)C)[Si](C)(C)C	2276.8	Semi standard non polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #4	C[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CCN([Si](C)(C)C)[Si](C)(C)C	2349.8	Standard non polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #4	C[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CCN([Si](C)(C)C)[Si](C)(C)C	2523.1	Standard polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #5	C[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C	2066.4	Semi standard non polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #5	C[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C	2233.1	Standard non polar	33892256
3-Hydroxykynurenamine,3TMS,isomer #5	C[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C	2358.5	Standard polar	33892256
3-Hydroxykynurenamine,4TMS,isomer #1	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)CCN([Si](C)(C)C)[Si](C)(C)C	2338.3	Semi standard non polar	33892256
3-Hydroxykynurenamine,4TMS,isomer #1	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)CCN([Si](C)(C)C)[Si](C)(C)C	2310.3	Standard non polar	33892256
3-Hydroxykynurenamine,4TMS,isomer #1	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)CCN([Si](C)(C)C)[Si](C)(C)C	2321.9	Standard polar	33892256
3-Hydroxykynurenamine,4TMS,isomer #2	C[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C	2152.4	Semi standard non polar	33892256
3-Hydroxykynurenamine,4TMS,isomer #2	C[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C	2247.6	Standard non polar	33892256
3-Hydroxykynurenamine,4TMS,isomer #2	C[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C	2164.8	Standard polar	33892256
3-Hydroxykynurenamine,4TMS,isomer #3	C[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2271.9	Semi standard non polar	33892256
3-Hydroxykynurenamine,4TMS,isomer #3	C[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2396.5	Standard non polar	33892256
3-Hydroxykynurenamine,4TMS,isomer #3	C[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2306.0	Standard polar	33892256
3-Hydroxykynurenamine,5TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C	2379.1	Semi standard non polar	33892256
3-Hydroxykynurenamine,5TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C	2381.3	Standard non polar	33892256
3-Hydroxykynurenamine,5TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C	2150.5	Standard polar	33892256
3-Hydroxykynurenamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CCN)=C1N	2225.6	Semi standard non polar	33892256
3-Hydroxykynurenamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N	2322.5	Semi standard non polar	33892256
3-Hydroxykynurenamine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CCN	2263.6	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N	2551.4	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N	2545.1	Standard non polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N	2788.6	Standard polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)CCN	2526.0	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)CCN	2544.3	Standard non polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)CCN	2660.9	Standard polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N[Si](C)(C)C(C)(C)C	2607.0	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N[Si](C)(C)C(C)(C)C	2597.1	Standard non polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N[Si](C)(C)C(C)(C)C	2730.8	Standard polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N)[Si](C)(C)C(C)(C)C	2676.1	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N)[Si](C)(C)C(C)(C)C	2637.9	Standard non polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N)[Si](C)(C)C(C)(C)C	2997.0	Standard polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C1=C(O)C=CC=C1C(=O)CCN)[Si](C)(C)C(C)(C)C	2486.3	Semi standard non polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C1=C(O)C=CC=C1C(=O)CCN)[Si](C)(C)C(C)(C)C	2546.9	Standard non polar	33892256
3-Hydroxykynurenamine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C1=C(O)C=CC=C1C(=O)CCN)[Si](C)(C)C(C)(C)C	2699.7	Standard polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N[Si](C)(C)C(C)(C)C	2834.5	Semi standard non polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N[Si](C)(C)C(C)(C)C	2806.2	Standard non polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N[Si](C)(C)C(C)(C)C	2666.0	Standard polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N	2930.1	Semi standard non polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N	2883.4	Standard non polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N	2825.5	Standard polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CCN)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2732.6	Semi standard non polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CCN)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2751.9	Standard non polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CCN)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2607.3	Standard polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2978.7	Semi standard non polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2905.6	Standard non polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2757.2	Standard polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2790.6	Semi standard non polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2826.1	Standard non polar	33892256
3-Hydroxykynurenamine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2650.5	Standard polar	33892256
3-Hydroxykynurenamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3233.0	Semi standard non polar	33892256
3-Hydroxykynurenamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3045.0	Standard non polar	33892256
3-Hydroxykynurenamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2728.0	Standard polar	33892256
3-Hydroxykynurenamine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3011.8	Semi standard non polar	33892256
3-Hydroxykynurenamine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2997.0	Standard non polar	33892256
3-Hydroxykynurenamine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2614.8	Standard polar	33892256
3-Hydroxykynurenamine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3155.4	Semi standard non polar	33892256
3-Hydroxykynurenamine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3127.1	Standard non polar	33892256
3-Hydroxykynurenamine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2669.7	Standard polar	33892256
3-Hydroxykynurenamine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3393.4	Semi standard non polar	33892256
3-Hydroxykynurenamine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3226.5	Standard non polar	33892256
3-Hydroxykynurenamine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2656.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxykynurenamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9800000000-ef65eacee7157e3a3caf	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxykynurenamine GC-MS (1 TMS) - 70eV, Positive	splash10-0089-9630000000-609f7fbf86046507b633	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxykynurenamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 10V, Positive-QTOF	splash10-03e9-0900000000-94ce26eefd001f66f234	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 20V, Positive-QTOF	splash10-03ei-1900000000-e45d69a2833cf9565a10	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 40V, Positive-QTOF	splash10-0a4r-8900000000-eca335818a22a0c92cd6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 10V, Negative-QTOF	splash10-004i-0900000000-8401f7f22138c6ee84df	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 20V, Negative-QTOF	splash10-0fb9-0900000000-29cf61bc20fc42a2d5a4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 40V, Negative-QTOF	splash10-0a4i-3900000000-2b78a3d071634e04e25f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 10V, Positive-QTOF	splash10-01q9-0900000000-8d5053eacddda38da228	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 20V, Positive-QTOF	splash10-03di-0900000000-dcef2a3e022f3cd853e0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 40V, Positive-QTOF	splash10-0a4i-9700000000-366587149d0e2d3e9422	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 10V, Negative-QTOF	splash10-004i-0900000000-5a59753ca41d94c8a82a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 20V, Negative-QTOF	splash10-0a6r-2900000000-4d0d72910013582e3032	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxykynurenamine 40V, Negative-QTOF	splash10-0pbc-9500000000-c5bf5305c37cf8fd2e65	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05636

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440736

PDB ID

Not Available

ChEBI ID

Not Available

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

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]

Enzymes

Enzyme Details

1. Amine oxidase [flavin-containing] B

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOB preferentially degrades benzylamine and phenylethylamine.
Gene Name:: MAOB
Uniprot ID:: P27338
Molecular weight:: 58762.475

Reactions

3-Hydroxykynurenamine + Oxygen → Quinoline-4,8-diol + Ammonia + Hydrogen peroxide	details

Enzyme Details

2. Amine oxidase [flavin-containing] A

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOA preferentially oxidizes biogenic amines such as 5-hydroxytryptamine (5-HT), norepinephrine and epinephrine.
Gene Name:: MAOA
Uniprot ID:: P21397
Molecular weight:: 59681.27

Reactions

3-Hydroxykynurenamine + Oxygen → Quinoline-4,8-diol + Ammonia + Hydrogen peroxide	details

Showing metabocard for 3-Hydroxykynurenamine (HMDB0060281)

MOL for HMDB0060281 (3-Hydroxykynurenamine)

3D MOL for HMDB0060281 (3-Hydroxykynurenamine)

3D SDF for HMDB0060281 (3-Hydroxykynurenamine)

3D-SDF for HMDB0060281 (3-Hydroxykynurenamine)

PDB for HMDB0060281 (3-Hydroxykynurenamine)

3D PDB for HMDB0060281 (3-Hydroxykynurenamine)

SMILES for HMDB0060281 (3-Hydroxykynurenamine)

INCHI for HMDB0060281 (3-Hydroxykynurenamine)

Structure for HMDB0060281 (3-Hydroxykynurenamine)

3D Structure for HMDB0060281 (3-Hydroxykynurenamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions

Reactions