Showing metabocard for 5-Hydroxykynurenamine (MMDBc0047944)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-23 23:17:51 UTC
Update Date2024-04-30 20:33:17 UTC
Metabolite IDMMDBc0047944
Metabolite Identification
Common Name5-Hydroxykynurenamine
Description5-Hydroxykynurenamine is an intermediate in the tryptophan metabolic pathway [Kegg: C05638]. It is generated from 5-hydroxykynurenine via the enzyme DOPA decarboxylase.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f922fc9a0b8>


  Mrv0541 02231219522D          

 13 13  0  0  0  0            999 V2000
   14.1054   -6.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9620   -3.3597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1054   -2.1222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2475   -4.5972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -2.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -3.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6765   -3.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -5.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9620   -5.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6765   -4.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -5.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6765   -6.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9620   -5.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  7  2  0  0  0  0
  3  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 10  2  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f922fc9a0b8>

HMDB0004076
     RDKit          3D
5-Hydroxykynurenamine
 25 25  0  0  0  0  0  0  0  0999 V2000
    3.9450    1.2776   -0.0613 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327    0.1238    0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6996    0.4936    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663   -0.6030    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1561   -1.7024    0.8848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6742   -0.3261    0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1011    0.8816   -0.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4410    1.1191   -0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8619    2.3599   -0.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4070    0.1790   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9404   -1.0237    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6088   -1.2859    0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1212   -2.5299    1.0426 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5353    1.6152   -0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9133    0.8842   -0.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2903   -0.1702    1.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3779   -0.7442   -0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3858    1.3989    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5426    0.7133   -0.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3623    1.6597   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2034    3.0888   -1.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672    0.3728   -0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6775   -1.7988    0.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2263   -2.7530    2.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527   -3.2306    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12  6  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 11 23  1  0
 13 24  1  0
 13 25  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f922fc9a0b8>


  Mrv0541 02231219522D          

 13 13  0  0  0  0            999 V2000
   14.1054   -6.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9620   -3.3597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1054   -2.1222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2475   -4.5972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -2.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -3.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6765   -3.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -5.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9620   -5.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6765   -4.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -5.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6765   -6.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9620   -5.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  7  2  0  0  0  0
  3  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 10  2  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047944

> <DATABASE_NAME>
MIME

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

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

> <INCHI_KEY>
JANBBPTXDKFOQR-UHFFFAOYSA-N

> <FORMULA>
C9H12N2O2

> <MOLECULAR_WEIGHT>
180.2038

> <EXACT_MASS>
180.089877638

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
18.706091112749903

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-amino-1-(2-amino-5-hydroxyphenyl)propan-1-one

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
-0.1288034406485573

> <ALOGPS_LOGS>
-1.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.051389441500568

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.006293322763456

> <JCHEM_PKA_STRONGEST_BASIC>
9.33633714415987

> <JCHEM_POLAR_SURFACE_AREA>
89.33999999999999

> <JCHEM_REFRACTIVITY>
51.201200000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.59e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxykynurenamine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f922fc9a0b8>

HMDB0004076
     RDKit          3D
5-Hydroxykynurenamine
 25 25  0  0  0  0  0  0  0  0999 V2000
    3.9450    1.2776   -0.0613 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327    0.1238    0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6996    0.4936    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663   -0.6030    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1561   -1.7024    0.8848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6742   -0.3261    0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1011    0.8816   -0.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4410    1.1191   -0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8619    2.3599   -0.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4070    0.1790   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9404   -1.0237    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6088   -1.2859    0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1212   -2.5299    1.0426 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5353    1.6152   -0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9133    0.8842   -0.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2903   -0.1702    1.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3779   -0.7442   -0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3858    1.3989    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5426    0.7133   -0.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3623    1.6597   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2034    3.0888   -1.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672    0.3728   -0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6775   -1.7988    0.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2263   -2.7530    2.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527   -3.2306    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12  6  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 11 23  1  0
 13 24  1  0
 13 25  1  0
M  END
Download

PDB for #<Metabolite:0x00007f922fc9a0b8>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      26.330 -11.661   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      22.329  -6.271   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      26.330  -3.961   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      20.995  -8.581   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      24.997  -4.731   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.997  -6.271   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.663  -7.041   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.997 -10.891   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.329  -9.351   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.663  -8.581   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.997  -9.351   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.663 -11.661   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.329 -10.891   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    7                                                            
CONECT    3    5                                                            
CONECT    4    9                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    2    6   10                                                  
CONECT    8    1   11   12                                                  
CONECT    9    4   10   13                                                  
CONECT   10    7    9   11                                                  
CONECT   11    8   10                                                       
CONECT   12    8   13                                                       
CONECT   13    9   12                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for #<Metabolite:0x00007f922fc9a0b8>

COMPND    HMDB0004076
HETATM    1  N1  UNL     1       3.945   1.278  -0.061  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.133   0.124   0.324  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.700   0.494   0.082  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.766  -0.603   0.436  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.156  -1.702   0.885  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.674  -0.326   0.229  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.101   0.882  -0.263  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.441   1.119  -0.448  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.862   2.360  -0.953  1.00  0.00           O  
HETATM   10  C7  UNL     1      -3.407   0.179  -0.156  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.940  -1.024   0.338  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.609  -1.286   0.532  1.00  0.00           C  
HETATM   13  N2  UNL     1      -1.121  -2.530   1.043  1.00  0.00           N  
HETATM   14  H1  UNL     1       3.535   1.615  -0.969  1.00  0.00           H  
HETATM   15  H2  UNL     1       4.913   0.884  -0.262  1.00  0.00           H  
HETATM   16  H3  UNL     1       3.290  -0.170   1.372  1.00  0.00           H  
HETATM   17  H4  UNL     1       3.378  -0.744  -0.313  1.00  0.00           H  
HETATM   18  H5  UNL     1       1.386   1.399   0.638  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.543   0.713  -0.999  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.362   1.660  -0.510  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.203   3.089  -1.186  1.00  0.00           H  
HETATM   22  H9  UNL     1      -4.467   0.373  -0.304  1.00  0.00           H  
HETATM   23  H10 UNL     1      -3.677  -1.799   0.583  1.00  0.00           H  
HETATM   24  H11 UNL     1      -1.226  -2.753   2.062  1.00  0.00           H  
HETATM   25  H12 UNL     1      -0.653  -3.231   0.397  1.00  0.00           H  
CONECT    1    2   14   15
CONECT    2    3   16   17
CONECT    3    4   18   19
CONECT    4    5    5    6
CONECT    6    7    7   12
CONECT    7    8   20
CONECT    8    9   10   10
CONECT    9   21
CONECT   10   11   22
CONECT   11   12   12   23
CONECT   12   13
CONECT   13   24   25
END
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SMILES for #<Metabolite:0x00007f922fc9a0b8>

NCCC(=O)C1=C(N)C=CC(O)=C1
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INCHI for #<Metabolite:0x00007f922fc9a0b8>

InChI=1S/C9H12N2O2/c10-4-3-9(13)7-5-6(12)1-2-8(7)11/h1-2,5,12H,3-4,10-11H2
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Synonyms
ValueSource
3-Amino-1-(2-amino-5-hydroxyphenyl)-1-propanoneChEBI
MausamineChEBI
MousamineChEBI
5-HydroxykynuramineHMDB
5-Hydroxykynuramine monohydrobromideHMDB
5-Hydroxykynuramine dihydrochlorideHMDB
5-Hydroxykynuramine dihydrobromideHMDB
Molecular FormulaC9H12N2O2
Average Mass180.2038
Monoisotopic Mass180.089877638
IUPAC Name3-amino-1-(2-amino-5-hydroxyphenyl)propan-1-one
Traditional Name5-hydroxykynurenamine
CAS Registry Number708-23-6
SMILES
NCCC(=O)C1=C(N)C=CC(O)=C1
InChI Identifier
InChI=1S/C9H12N2O2/c10-4-3-9(13)7-5-6(12)1-2-8(7)11/h1-2,5,12H,3-4,10-11H2
InChI KeyJANBBPTXDKFOQR-UHFFFAOYSA-N