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Showing metabocard for N-Hydroxyl-tryptamine (HMDB0255154)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 14:43:47 UTC
Update Date2022-11-23 22:29:17 UTC
HMDB IDHMDB0255154
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-Hydroxyl-tryptamine
DescriptionN-hydroxyl-tryptamine belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. N-hydroxyl-tryptamine has been detected, but not quantified in, several different foods, such as pak choys (Brassica rapa var. chinensis), eggplants (Solanum melongena), limes (Citrus aurantiifolia), oval-leaf huckleberries (Vaccinium ovalifolium), and chinese cinnamons (Cinnamomum aromaticum). This could make N-hydroxyl-tryptamine a potential biomarker for the consumption of these foods. N-hydroxyl-tryptamine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on N-hydroxyl-tryptamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-hydroxyl-tryptamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Hydroxyl-tryptamine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0255154 (N-Hydroxyl-tryptamine)


  Mrv1533005141513012D          

 13 14  0  0  0  0            999 V2000
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -1.3268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -1.9399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  1  9  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
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3D MOL for HMDB0255154 (N-Hydroxyl-tryptamine)

HMDB0255154
     RDKit          3D
N-hydroxyl-tryptamine
 25 26  0  0  0  0  0  0  0  0999 V2000
   -4.2977    1.3971   -0.1315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686    0.2346    0.1182 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3743    0.2937    0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6280   -0.4625   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2501   -0.7910   -0.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2373   -2.1170   -0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5773   -2.1070   -0.1325 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0176   -0.8461   -0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3244   -0.3282   -0.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5174    1.0067   -0.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4252    1.8607   -0.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1562    1.3504   -0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9214   -0.0294   -0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449    1.7224   -1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0728   -0.6309   -0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2346   -0.1469    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1061    1.3748    0.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7023    0.2112   -1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2252   -1.3700   -0.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460   -2.9430   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2214   -2.9462   -0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1228   -1.0575   -0.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5322    1.4169   -0.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5974    2.9420   -0.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3000    1.9649   -0.7048 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  5  1  0
 13  8  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
M  END
Download

3D SDF for HMDB0255154 (N-Hydroxyl-tryptamine)


  Mrv1533005141513012D          

 13 14  0  0  0  0            999 V2000
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -1.3268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -1.9399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  1  9  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255154

> <DATABASE_NAME>
hmdb

> <SMILES>
ONCCC1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N2O/c13-12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-13H,5-6H2

> <INCHI_KEY>
SNIXRMIHFOIVBB-UHFFFAOYSA-N

> <FORMULA>
C10H12N2O

> <MOLECULAR_WEIGHT>
176.219

> <EXACT_MASS>
176.094963014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
19.358879384491225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(1H-indol-3-yl)ethyl]hydroxylamine

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
1.5950760013333332

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.32441110086779

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.066734362507926

> <JCHEM_PKA_STRONGEST_BASIC>
4.828833772666121

> <JCHEM_POLAR_SURFACE_AREA>
48.05

> <JCHEM_REFRACTIVITY>
62.630300000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hydroxytryptamine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0255154 (N-Hydroxyl-tryptamine)

HMDB0255154
     RDKit          3D
N-hydroxyl-tryptamine
 25 26  0  0  0  0  0  0  0  0999 V2000
   -4.2977    1.3971   -0.1315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686    0.2346    0.1182 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3743    0.2937    0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6280   -0.4625   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2501   -0.7910   -0.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2373   -2.1170   -0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5773   -2.1070   -0.1325 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0176   -0.8461   -0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3244   -0.3282   -0.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5174    1.0067   -0.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4252    1.8607   -0.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1562    1.3504   -0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9214   -0.0294   -0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449    1.7224   -1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0728   -0.6309   -0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2346   -0.1469    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1061    1.3748    0.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7023    0.2112   -1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2252   -1.3700   -0.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460   -2.9430   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2214   -2.9462   -0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1228   -1.0575   -0.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5322    1.4169   -0.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5974    2.9420   -0.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3000    1.9649   -0.7048 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  5  1  0
 13  8  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
M  END
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PDB for HMDB0255154 (N-Hydroxyl-tryptamine)

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -0.268   4.089   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.744   0.132   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.287  -1.012   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.189  -2.477   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       0.841  -3.621   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    3    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8    1                                                       
CONECT   10    4   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
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3D PDB for HMDB0255154 (N-Hydroxyl-tryptamine)

COMPND    HMDB0255154
HETATM    1  O1  UNL     1      -4.298   1.397  -0.132  1.00  0.00           O  
HETATM    2  N1  UNL     1      -3.769   0.235   0.118  1.00  0.00           N  
HETATM    3  C1  UNL     1      -2.374   0.294   0.552  1.00  0.00           C  
HETATM    4  C2  UNL     1      -1.628  -0.462  -0.506  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.250  -0.791  -0.363  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.237  -2.117  -0.171  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.577  -2.107  -0.132  1.00  0.00           N  
HETATM    8  C5  UNL     1       2.018  -0.846  -0.290  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.324  -0.328  -0.308  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.517   1.007  -0.471  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.425   1.861  -0.613  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.156   1.350  -0.597  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.921  -0.029  -0.434  1.00  0.00           C  
HETATM   14  H1  UNL     1      -3.845   1.722  -1.034  1.00  0.00           H  
HETATM   15  H2  UNL     1      -4.073  -0.631  -0.236  1.00  0.00           H  
HETATM   16  H3  UNL     1      -2.235  -0.147   1.544  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.106   1.375   0.481  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.702   0.211  -1.485  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.225  -1.370  -0.779  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.446  -2.943  -0.071  1.00  0.00           H  
HETATM   21  H8  UNL     1       2.221  -2.946  -0.000  1.00  0.00           H  
HETATM   22  H9  UNL     1       4.123  -1.057  -0.200  1.00  0.00           H  
HETATM   23  H10 UNL     1       4.532   1.417  -0.504  1.00  0.00           H  
HETATM   24  H11 UNL     1       2.597   2.942  -0.755  1.00  0.00           H  
HETATM   25  H12 UNL     1       0.300   1.965  -0.705  1.00  0.00           H  
CONECT    1    2   14
CONECT    2    3   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6    6   13
CONECT    6    7   20
CONECT    7    8   21
CONECT    8    9    9   13
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   12   24
CONECT   12   13   13   25
END
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SMILES for HMDB0255154 (N-Hydroxyl-tryptamine)

ONCCC1=CNC2=CC=CC=C12
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INCHI for HMDB0255154 (N-Hydroxyl-tryptamine)

InChI=1S/C10H12N2O/c13-12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-13H,5-6H2
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC10H12N2O
Average Molecular Weight176.219
Monoisotopic Molecular Weight176.094963014
IUPAC NameN-[2-(1H-indol-3-yl)ethyl]hydroxylamine
Traditional Namehydroxytryptamine
CAS Registry NumberNot Available
SMILES
ONCCC1=CNC2=CC=CC=C12
InChI Identifier
InChI=1S/C10H12N2O/c13-12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-13H,5-6H2
InChI KeySNIXRMIHFOIVBB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct Parent3-alkylindoles
Alternative Parents
Substituents
  • 3-alkylindole
  • Benzenoid
  • Substituted pyrrole
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • N-organohydroxylamine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.38ALOGPS
logP1.6ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)16.07ChemAxon
pKa (Strongest Basic)4.83ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area48.05 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity62.63 m³·mol⁻¹ChemAxon
Polarizability19.36 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-168.76130932474
DeepCCS[M+Na]+144.10230932474
AllCCS[M+H]+139.332859911
AllCCS[M+H-H2O]+135.032859911
AllCCS[M+NH4]+143.432859911
AllCCS[M+Na]+144.632859911
AllCCS[M-H]-140.932859911
AllCCS[M+Na-2H]-141.432859911
AllCCS[M+HCOO]-142.032859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202211.0237 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.02 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1301.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid356.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid131.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid199.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid244.4 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid375.1 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid341.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)97.9 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid854.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid364.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1137.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid317.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid296.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate404.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA227.0 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water68.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-hydroxyl-tryptamineONCCC1=CNC2=CC=CC=C123152.0Standard polar33892256
N-hydroxyl-tryptamineONCCC1=CNC2=CC=CC=C121970.8Standard non polar33892256
N-hydroxyl-tryptamineONCCC1=CNC2=CC=CC=C122012.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-hydroxyl-tryptamine,1TMS,isomer #1C[Si](C)(C)N(O)CCC1=C[NH]C2=CC=CC=C122046.6Semi standard non polar33892256
N-hydroxyl-tryptamine,1TMS,isomer #1C[Si](C)(C)N(O)CCC1=C[NH]C2=CC=CC=C122023.5Standard non polar33892256
N-hydroxyl-tryptamine,1TMS,isomer #1C[Si](C)(C)N(O)CCC1=C[NH]C2=CC=CC=C122739.5Standard polar33892256
N-hydroxyl-tryptamine,1TMS,isomer #2C[Si](C)(C)N1C=C(CCNO)C2=CC=CC=C211955.5Semi standard non polar33892256
N-hydroxyl-tryptamine,1TMS,isomer #2C[Si](C)(C)N1C=C(CCNO)C2=CC=CC=C211951.2Standard non polar33892256
N-hydroxyl-tryptamine,1TMS,isomer #2C[Si](C)(C)N1C=C(CCNO)C2=CC=CC=C212559.9Standard polar33892256
N-hydroxyl-tryptamine,2TMS,isomer #1C[Si](C)(C)N(O)CCC1=CN([Si](C)(C)C)C2=CC=CC=C122115.3Semi standard non polar33892256
N-hydroxyl-tryptamine,2TMS,isomer #1C[Si](C)(C)N(O)CCC1=CN([Si](C)(C)C)C2=CC=CC=C122126.5Standard non polar33892256
N-hydroxyl-tryptamine,2TMS,isomer #1C[Si](C)(C)N(O)CCC1=CN([Si](C)(C)C)C2=CC=CC=C122470.2Standard polar33892256
N-hydroxyl-tryptamine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(O)CCC1=C[NH]C2=CC=CC=C122295.9Semi standard non polar33892256
N-hydroxyl-tryptamine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(O)CCC1=C[NH]C2=CC=CC=C122224.9Standard non polar33892256
N-hydroxyl-tryptamine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(O)CCC1=C[NH]C2=CC=CC=C122766.7Standard polar33892256
N-hydroxyl-tryptamine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C=C(CCNO)C2=CC=CC=C212217.9Semi standard non polar33892256
N-hydroxyl-tryptamine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C=C(CCNO)C2=CC=CC=C212159.5Standard non polar33892256
N-hydroxyl-tryptamine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C=C(CCNO)C2=CC=CC=C212624.2Standard polar33892256
N-hydroxyl-tryptamine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(O)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C122549.9Semi standard non polar33892256
N-hydroxyl-tryptamine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(O)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C122530.0Standard non polar33892256
N-hydroxyl-tryptamine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(O)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C122625.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-Hydroxyl-tryptamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-000t-5900000000-8b86dbda5a1295e2ed3d2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Hydroxyl-tryptamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxyl-tryptamine 10V, Positive-QTOFsplash10-004l-0900000000-b33b854fc96cc844044b2019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxyl-tryptamine 20V, Positive-QTOFsplash10-0006-0900000000-387b600bd3db91b2eea02019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxyl-tryptamine 40V, Positive-QTOFsplash10-0f89-1900000000-019e27e4dc395f9069392019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxyl-tryptamine 10V, Negative-QTOFsplash10-004i-0900000000-154d5948ad00c4c9fcc22019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxyl-tryptamine 20V, Negative-QTOFsplash10-004i-1900000000-816dc7a8cee923fcb84f2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxyl-tryptamine 40V, Negative-QTOFsplash10-00o3-3900000000-2ecb47e94c43f74f81302019-02-23Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB031039
KNApSAcK IDC00007418
Chemspider ID10391819
KEGG Compound IDC17203
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound13571630
PDB IDNot Available
ChEBI ID80959
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]