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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:10:24 UTC

Update Date

2023-02-21 17:17:52 UTC

HMDB ID

HMDB0012948

Secondary Accession Numbers

HMDB12948

Metabolite Identification

Common Name

Formyl-5-hydroxykynurenamine

Description

Formyl-5-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. Formyl-5-hydroxykynurenamine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Formyl-5-hydroxykynurenamine can be biosynthesized from serotonin; which is mediated by the enzyme indoleamine 2,3-dioxygenase 1 [EC 1.13.11.52]. In humans, formyl-5-hydroxykynurenamine is involved in the tryptophan metabolism pathway.

Structure

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


  Mrv1652306011819402D          

 15 15  0  0  0  0            999 V2000
10000.336710000.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.051510000.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.764210000.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.476910000.2157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.336710001.4517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.910010001.4517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.196510001.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.483010001.4517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9100 9998.1563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.624510000.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.910010000.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.195510000.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1955 9999.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9100 9998.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6245 9999.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
 14  9  1  0  0  0  0
 11  6  1  0  0  0  0
  1 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012948

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
CKAXPTWYSHDIBN-UHFFFAOYSA-N

> <FORMULA>
C10H12N2O3

> <MOLECULAR_WEIGHT>
208.2139

> <EXACT_MASS>
208.08479226

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.936505435513894

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[2-(3-aminopropanoyl)-4-hydroxyphenyl]formamide

> <ALOGPS_LOGP>
-0.38

> <JCHEM_LOGP>
-0.4134555383422902

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.774892217981161

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.850793599383076

> <JCHEM_PKA_STRONGEST_BASIC>
9.614325948311238

> <JCHEM_POLAR_SURFACE_AREA>
92.42000000000002

> <JCHEM_REFRACTIVITY>
56.873300000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-(3-aminopropanoyl)-4-hydroxyphenyl]formamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-JUN-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-JUN-18         0                                  
HETATM    1  C   UNK     0    8667.2958667.838   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.6298667.069   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8669.9608667.838   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8671.2908667.069   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0    8667.2958669.377   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0    8664.6328669.377   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0    8663.3008670.145   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8661.9688669.377   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8664.6328663.225   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8665.9668667.070   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.6328667.840   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8663.2988667.070   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8663.2988665.530   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8664.6328664.760   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8665.9668665.530   0.000  0.00  0.00           C+0
CONECT    1    2    5   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    1                                                            
CONECT    6    7   11                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9   14                                                            
CONECT   10   11   15    1                                                  
CONECT   11   10   12    6                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15    9                                                  
CONECT   15   14   10                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0012948
HETATM    1  N1  UNL     1       3.597  -0.157   1.069  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.454   0.071  -0.356  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.104   0.702  -0.596  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.061  -0.272  -0.086  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.440  -1.352   0.410  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.327   0.089  -0.196  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.611   1.377  -0.711  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.901   1.804  -0.806  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.133   3.085  -1.321  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.931   1.003  -0.407  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.643  -0.246   0.091  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.345  -0.740   0.212  1.00  0.00           C  
HETATM   13  N2  UNL     1      -1.110  -2.061   0.683  1.00  0.00           N  
HETATM   14  C10 UNL     1      -2.069  -2.898   1.272  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.254  -2.662   1.493  1.00  0.00           O  
HETATM   16  H1  UNL     1       4.460   0.345   1.403  1.00  0.00           H  
HETATM   17  H2  UNL     1       2.749   0.171   1.608  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.273   0.691  -0.736  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.473  -0.909  -0.909  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.018   1.676  -0.094  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.900   0.806  -1.687  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.206   2.009  -1.026  1.00  0.00           H  
HETATM   23  H8  UNL     1      -3.083   3.405  -1.393  1.00  0.00           H  
HETATM   24  H9  UNL     1      -3.971   1.364  -0.489  1.00  0.00           H  
HETATM   25  H10 UNL     1      -3.460  -0.880   0.397  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.147  -2.502   0.579  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.752  -3.917   1.596  1.00  0.00           H  
CONECT    1    2   16   17
CONECT    2    3   18   19
CONECT    3    4   20   21
CONECT    4    5    5    6
CONECT    6    7    7   12
CONECT    7    8   22
CONECT    8    9   10   10
CONECT    9   23
CONECT   10   11   24
CONECT   11   12   12   25
CONECT   12   13
CONECT   13   14   26
CONECT   14   15   15   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-(N-Acetylaminoethyl)-6-hydroxy-5-methoxyindole	ChEBI
N-(2(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl)acetamide	ChEBI
N-(2-(6-Hydroxy-5-methoxyindol-3-yl)ethyl)-acetamide	ChEBI
N-(2-(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl)-acetamide	HMDB
N-[2-(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl]-acetamide	HMDB
N-[2-(6-Hydroxy-5-methoxyindol-3-yl)ethyl]-acetamide	HMDB

Chemical Formula

C₁₀H₁₂N₂O₃

Average Molecular Weight

208.2139

Monoisotopic Molecular Weight

208.08479226

IUPAC Name

N-[2-(3-aminopropanoyl)-4-hydroxyphenyl]formamide

Traditional Name

N-[2-(3-aminopropanoyl)-4-hydroxyphenyl]formamide

CAS Registry Number

958733-17-0

SMILES

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

InChI Identifier

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

InChI Key

CKAXPTWYSHDIBN-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
Anilide
Benzoyl
Aryl alkyl ketone
N-arylamide
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Beta-aminoketone
Benzenoid
Vinylogous amide
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Organonitrogen compound
Primary aliphatic amine
Amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroxykynurenamine (CHEBI:28736 )

Ontology

Not Available

Endogenous (HMDB: HMDB0012948)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Tryptophan Metabolism (HMDB: HMDB0012948)
Tryptophan Metabolism (HMDB: HMDB0012948)

Role

Not Available

Physical Properties

State

Solid

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	2.48 g/L	ALOGPS
logP	-0.38	ALOGPS
logP	-0.41	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	8.85	ChemAxon
pKa (Strongest Basic)	9.61	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	56.87 m³·mol⁻¹	ChemAxon
Polarizability	20.94 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
DarkChem	[M+H]+	146.752	31661259
DarkChem	[M-H]-	146.258	31661259
DeepCCS	[M+H]+	149.286	30932474
DeepCCS	[M-H]-	146.928	30932474
DeepCCS	[M-2H]-	181.03	30932474
DeepCCS	[M+Na]+	155.749	30932474
AllCCS	[M+H]+	146.1	32859911
AllCCS	[M+H-H2O]+	142.1	32859911
AllCCS	[M+NH4]+	149.8	32859911
AllCCS	[M+Na]+	150.9	32859911
AllCCS	[M-H]-	145.3	32859911
AllCCS	[M+Na-2H]-	145.8	32859911
AllCCS	[M+HCOO]-	146.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Formyl-5-hydroxykynurenamine	NCCC(=O)C1=C(NC=O)C=CC(O)=C1	3311.5	Standard polar	33892256
Formyl-5-hydroxykynurenamine	NCCC(=O)C1=C(NC=O)C=CC(O)=C1	2422.4	Standard non polar	33892256
Formyl-5-hydroxykynurenamine	NCCC(=O)C1=C(NC=O)C=CC(O)=C1	2357.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Formyl-5-hydroxykynurenamine,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CCN)=C1	2234.8	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,1TMS,isomer #2	C[Si](C)(C)NCCC(=O)C1=CC(O)=CC=C1NC=O	2325.0	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,1TMS,isomer #3	C[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CCN	2127.5	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #1	C[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC=O	2361.8	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #1	C[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC=O	2407.1	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #1	C[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC=O	2904.9	Standard polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C)C(C(=O)CCN)=C1	2142.1	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C)C(C(=O)CCN)=C1	2375.9	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C)C(C(=O)CCN)=C1	2774.6	Standard polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #3	C[Si](C)(C)N(CCC(=O)C1=CC(O)=CC=C1NC=O)[Si](C)(C)C	2498.8	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #3	C[Si](C)(C)N(CCC(=O)C1=CC(O)=CC=C1NC=O)[Si](C)(C)C	2628.5	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #3	C[Si](C)(C)N(CCC(=O)C1=CC(O)=CC=C1NC=O)[Si](C)(C)C	3134.2	Standard polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #4	C[Si](C)(C)NCCC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C	2218.8	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #4	C[Si](C)(C)NCCC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C	2537.3	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TMS,isomer #4	C[Si](C)(C)NCCC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C	2774.2	Standard polar	33892256
Formyl-5-hydroxykynurenamine,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1	2515.1	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1	2549.9	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1	2771.6	Standard polar	33892256
Formyl-5-hydroxykynurenamine,3TMS,isomer #2	C[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C	2248.9	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TMS,isomer #2	C[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C	2481.3	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TMS,isomer #2	C[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C	2538.6	Standard polar	33892256
Formyl-5-hydroxykynurenamine,3TMS,isomer #3	C[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CCN([Si](C)(C)C)[Si](C)(C)C	2370.4	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TMS,isomer #3	C[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CCN([Si](C)(C)C)[Si](C)(C)C	2701.3	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TMS,isomer #3	C[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CCN([Si](C)(C)C)[Si](C)(C)C	2662.8	Standard polar	33892256
Formyl-5-hydroxykynurenamine,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C)C(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1	2415.5	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C)C(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1	2604.8	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C)C(C(=O)CCN([Si](C)(C)C)[Si](C)(C)C)=C1	2501.3	Standard polar	33892256
Formyl-5-hydroxykynurenamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CCN)=C1	2511.7	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC(O)=CC=C1NC=O	2592.9	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CCN	2389.8	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC=O	2866.3	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC=O	2820.1	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC=O	2976.7	Standard polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C(C)(C)C)C(C(=O)CCN)=C1	2654.7	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C(C)(C)C)C(C(=O)CCN)=C1	2761.5	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C(C)(C)C)C(C(=O)CCN)=C1	2887.9	Standard polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC(=O)C1=CC(O)=CC=C1NC=O)[Si](C)(C)C(C)(C)C	2978.3	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC(=O)C1=CC(O)=CC=C1NC=O)[Si](C)(C)C(C)(C)C	3000.9	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC(=O)C1=CC(O)=CC=C1NC=O)[Si](C)(C)C(C)(C)C	3084.2	Standard polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	2710.1	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	2903.0	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	2882.3	Standard polar	33892256
Formyl-5-hydroxykynurenamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3272.1	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3113.9	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2960.6	Standard polar	33892256
Formyl-5-hydroxykynurenamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	2946.5	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	3020.5	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	2837.4	Standard polar	33892256
Formyl-5-hydroxykynurenamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3087.2	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3185.7	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2891.1	Standard polar	33892256
Formyl-5-hydroxykynurenamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C(C)(C)C)C(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3357.6	Semi standard non polar	33892256
Formyl-5-hydroxykynurenamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C(C)(C)C)C(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3280.0	Standard non polar	33892256
Formyl-5-hydroxykynurenamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C(C)(C)C)C(C(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2846.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-5-hydroxykynurenamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-8900000000-a7dfb341fd862129e334	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-5-hydroxykynurenamine GC-MS (1 TMS) - 70eV, Positive	splash10-03di-4920000000-d09c34c768fad3b989b4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-5-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 - Formyl-5-hydroxykynurenamine 10V, Positive-QTOF	splash10-06sl-0930000000-9db8e3dae4d6b087e5b4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-5-hydroxykynurenamine 20V, Positive-QTOF	splash10-03ec-1900000000-218e623c24db925a83c2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-5-hydroxykynurenamine 40V, Positive-QTOF	splash10-01p9-3900000000-36941f33d52e98b5147a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-5-hydroxykynurenamine 10V, Negative-QTOF	splash10-0a6r-0980000000-ca7dd839f42d8cd4bea9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-5-hydroxykynurenamine 20V, Negative-QTOF	splash10-004i-0900000000-6d5837bfc6681842fbb6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-5-hydroxykynurenamine 40V, Negative-QTOF	splash10-054o-6900000000-a30b799e2dc97afbd9b3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-5-hydroxykynurenamine 10V, Negative-QTOF	splash10-0bt9-2790000000-203573aa857375a3a9a6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-5-hydroxykynurenamine 20V, Negative-QTOF	splash10-01ox-8900000000-0583a5d5a5c907fc7967	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-5-hydroxykynurenamine 40V, Negative-QTOF	splash10-0006-9300000000-19262f47687e4943cc92	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-5-hydroxykynurenamine 10V, Positive-QTOF	splash10-06rx-0930000000-8d93d22f96d424c42e07	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-5-hydroxykynurenamine 20V, Positive-QTOF	splash10-08fu-0910000000-9c5660191dd689b05968	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-5-hydroxykynurenamine 40V, Positive-QTOF	splash10-05fr-1900000000-3daac020b14833b9b056	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Tryptophan metabolism	Not Available

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

FDB029224

KNApSAcK ID

Not Available

Chemspider ID

389614

KEGG Compound ID

C05647

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440743

PDB ID

Not Available

ChEBI ID

28736

Food Biomarker Ontology

Not Available

VMH ID

F5HOXKYN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Frisch H, Waldhauser F, Waldhor T, Mullner-Eidenbock A, Neupane P, Schweitzer K: Increase in 6-hydroxymelatonin excretion in humans during ascent to high altitudes. J Clin Endocrinol Metab. 2004 Sep;89(9):4388-90. [PubMed:15356035 ]

Enzymes

Enzyme Details

1. 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

Reactions

Serotonin + Oxygen → Formyl-5-hydroxykynurenamine	details

Enzyme Details

2. Indoleamine 2,3-dioxygenase 2

General function:: Involved in heme binding
Specific function:: Catalyzes the first and rate-limiting step in the kynurenine pathway of tryptophan catabolism.
Gene Name:: IDO2
Uniprot ID:: Q6ZQW0
Molecular weight:: 47074.745

Reactions

Serotonin + Oxygen → Formyl-5-hydroxykynurenamine	details

Showing metabocard for Formyl-5-hydroxykynurenamine (HMDB0012948)

MOL for HMDB0012948 (Formyl-5-hydroxykynurenamine)

3D MOL for HMDB0012948 (Formyl-5-hydroxykynurenamine)

3D SDF for HMDB0012948 (Formyl-5-hydroxykynurenamine)

3D-SDF for HMDB0012948 (Formyl-5-hydroxykynurenamine)

PDB for HMDB0012948 (Formyl-5-hydroxykynurenamine)

3D PDB for HMDB0012948 (Formyl-5-hydroxykynurenamine)

SMILES for HMDB0012948 (Formyl-5-hydroxykynurenamine)

INCHI for HMDB0012948 (Formyl-5-hydroxykynurenamine)

Structure for HMDB0012948 (Formyl-5-hydroxykynurenamine)

3D Structure for HMDB0012948 (Formyl-5-hydroxykynurenamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions

Reactions