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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:18:51 UTC

Update Date

2021-09-26 22:53:33 UTC

HMDB ID

HMDB0245222

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Methyl-5-hydroxytryptamine

Description

2-Methyl-5-hydroxytryptamine, also known as 2-me 5-HT or 2-methyl-5-HT, belongs to the class of organic compounds known as serotonins. Serotonins are compounds containing a serotonin moiety, which consists of an indole that bears an aminoethyl a position 2 and a hydroxyl group at position 5. Based on a literature review a significant number of articles have been published on 2-Methyl-5-hydroxytryptamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-methyl-5-hydroxytryptamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Methyl-5-hydroxytryptamine 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

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

HMDB0245222
     RDKit          3D
2-Methyl-5-hydroxytryptamine
 28 29  0  0  0  0  0  0  0  0999 V2000
    1.8699    2.1083   -0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6437    1.3149   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5091    1.3864   -1.3731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    0.5539   -0.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7415    0.2565   -1.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357   -0.6578   -0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9110   -1.3266    0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6917   -2.2312    1.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6149   -1.0247    0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -0.1067    0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4097    0.3930    0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973   -0.0195    1.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109   -0.9959    0.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1789   -0.4993   -0.2994 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976    1.6965   -1.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6046    3.1622   -1.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292    2.2082   -0.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574    2.0079   -2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1683    0.7756   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4732   -0.8801   -0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2901   -2.0171    2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1480   -1.5062    1.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9356    0.8664    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711   -0.5229    2.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822   -1.3038    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8963   -1.9245    0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588   -1.0599   -0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6756   -0.6536   -1.2078 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11  2  2  0
 10  4  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
  9 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
M  END

  Mrv1652309112100192D          

 14 15  0  0  0  0            999 V2000
   -1.4534   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    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
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -3.1062    0.0000 N   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
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245222

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(CCN)C2=C(N1)C=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C11H14N2O/c1-7-9(4-5-12)10-6-8(14)2-3-11(10)13-7/h2-3,6,13-14H,4-5,12H2,1H3

> <INCHI_KEY>
WYWNEDARFVJQSG-UHFFFAOYSA-N

> <FORMULA>
C11H14N2O

> <MOLECULAR_WEIGHT>
190.246

> <EXACT_MASS>
190.110613079

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
21.54143106821187

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2-aminoethyl)-2-methyl-1H-indol-5-ol

> <ALOGPS_LOGP>
0.86

> <JCHEM_LOGP>
0.678731436841624

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.32990128629338

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.317656528129648

> <JCHEM_PKA_STRONGEST_BASIC>
10.011079439485014

> <JCHEM_POLAR_SURFACE_AREA>
62.03999999999999

> <JCHEM_REFRACTIVITY>
57.5035

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-5-HT

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245222
     RDKit          3D
2-Methyl-5-hydroxytryptamine
 28 29  0  0  0  0  0  0  0  0999 V2000
    1.8699    2.1083   -0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6437    1.3149   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5091    1.3864   -1.3731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    0.5539   -0.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7415    0.2565   -1.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357   -0.6578   -0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9110   -1.3266    0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6917   -2.2312    1.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6149   -1.0247    0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -0.1067    0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4097    0.3930    0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973   -0.0195    1.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109   -0.9959    0.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1789   -0.4993   -0.2994 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976    1.6965   -1.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6046    3.1622   -1.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292    2.2082   -0.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574    2.0079   -2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1683    0.7756   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4732   -0.8801   -0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2901   -2.0171    2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1480   -1.5062    1.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9356    0.8664    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711   -0.5229    2.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822   -1.3038    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8963   -1.9245    0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588   -1.0599   -0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6756   -0.6536   -1.2078 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11  2  2  0
 10  4  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
  9 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -2.713  -1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.198  -2.843   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.250  -4.334   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -2.726  -5.798   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    2                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9                                                            
CONECT   12    3   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0245222
HETATM    1  C1  UNL     1       1.870   2.108  -0.968  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.644   1.315  -0.668  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.509   1.386  -1.373  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.425   0.554  -0.850  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.741   0.256  -1.195  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.436  -0.658  -0.454  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.911  -1.327   0.643  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.692  -2.231   1.326  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.615  -1.025   0.971  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.896  -0.107   0.239  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.410   0.393   0.330  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.397  -0.020   1.347  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.411  -0.996   0.795  1.00  0.00           C  
HETATM   14  N2  UNL     1       3.179  -0.499  -0.299  1.00  0.00           N  
HETATM   15  H1  UNL     1       2.398   1.697  -1.844  1.00  0.00           H  
HETATM   16  H2  UNL     1       1.605   3.162  -1.269  1.00  0.00           H  
HETATM   17  H3  UNL     1       2.529   2.208  -0.089  1.00  0.00           H  
HETATM   18  H4  UNL     1      -0.657   2.008  -2.210  1.00  0.00           H  
HETATM   19  H5  UNL     1      -3.168   0.776  -2.055  1.00  0.00           H  
HETATM   20  H6  UNL     1      -4.473  -0.880  -0.741  1.00  0.00           H  
HETATM   21  H7  UNL     1      -4.290  -2.017   2.110  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.148  -1.506   1.811  1.00  0.00           H  
HETATM   23  H9  UNL     1       1.936   0.866   1.743  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.871  -0.523   2.169  1.00  0.00           H  
HETATM   25  H11 UNL     1       3.082  -1.304   1.623  1.00  0.00           H  
HETATM   26  H12 UNL     1       1.896  -1.924   0.469  1.00  0.00           H  
HETATM   27  H13 UNL     1       4.059  -1.060  -0.351  1.00  0.00           H  
HETATM   28  H14 UNL     1       2.676  -0.654  -1.208  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   11   11
CONECT    3    4   18
CONECT    4    5    5   10
CONECT    5    6   19
CONECT    6    7    7   20
CONECT    7    8    9
CONECT    8   21
CONECT    9   10   10   22
CONECT   10   11
CONECT   11   12
CONECT   12   13   23   24
CONECT   13   14   25   26
CONECT   14   27   28
END

HMDB0245222
     RDKit          3D
2-Methyl-5-hydroxytryptamine
 28 29  0  0  0  0  0  0  0  0999 V2000
    1.8699    2.1083   -0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6437    1.3149   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5091    1.3864   -1.3731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    0.5539   -0.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7415    0.2565   -1.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357   -0.6578   -0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9110   -1.3266    0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6917   -2.2312    1.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6149   -1.0247    0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -0.1067    0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4097    0.3930    0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973   -0.0195    1.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109   -0.9959    0.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1789   -0.4993   -0.2994 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3976    1.6965   -1.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6046    3.1622   -1.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292    2.2082   -0.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574    2.0079   -2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1683    0.7756   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4732   -0.8801   -0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2901   -2.0171    2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1480   -1.5062    1.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9356    0.8664    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711   -0.5229    2.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822   -1.3038    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8963   -1.9245    0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588   -1.0599   -0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6756   -0.6536   -1.2078 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11  2  2  0
 10  4  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
  9 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Me 5-HT	ChEBI
2-Methyl-5-HT	ChEBI
2-Methylserotonin	HMDB

Chemical Formula

C₁₁H₁₄N₂O

Average Molecular Weight

190.246

Monoisotopic Molecular Weight

190.110613079

IUPAC Name

3-(2-aminoethyl)-2-methyl-1H-indol-5-ol

Traditional Name

2-methyl-5-HT

CAS Registry Number

Not Available

SMILES

CC1=C(CCN)C2=C(N1)C=CC(O)=C2

InChI Identifier

InChI=1S/C11H14N2O/c1-7-9(4-5-12)10-6-8(14)2-3-11(10)13-7/h2-3,6,13-14H,4-5,12H2,1H3

InChI Key

WYWNEDARFVJQSG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as serotonins. Serotonins are compounds containing a serotonin moiety, which consists of an indole that bears an aminoethyl a position 2 and a hydroxyl group at position 5.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Tryptamines and derivatives

Direct Parent

Serotonins

Alternative Parents

Substituents

Serotonin
3-alkylindole
Hydroxyindole
Indole
2-arylethylamine
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tryptamines (CHEBI:31085 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.86	ALOGPS
logP	0.68	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	9.32	ChemAxon
pKa (Strongest Basic)	10.01	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	62.04 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	57.5 m³·mol⁻¹	ChemAxon
Polarizability	21.54 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	143.432	30932474
DeepCCS	[M-H]-	141.074	30932474
DeepCCS	[M-2H]-	176.345	30932474
DeepCCS	[M+Na]+	151.416	30932474
AllCCS	[M+H]+	142.1	32859911
AllCCS	[M+H-H2O]+	137.9	32859911
AllCCS	[M+NH4]+	146.1	32859911
AllCCS	[M+Na]+	147.2	32859911
AllCCS	[M-H]-	144.7	32859911
AllCCS	[M+Na-2H]-	145.1	32859911
AllCCS	[M+HCOO]-	145.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Methyl-5-hydroxytryptamine	CC1=C(CCN)C2=C(N1)C=CC(O)=C2	3224.0	Standard polar	33892256
2-Methyl-5-hydroxytryptamine	CC1=C(CCN)C2=C(N1)C=CC(O)=C2	2147.9	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine	CC1=C(CCN)C2=C(N1)C=CC(O)=C2	2300.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Methyl-5-hydroxytryptamine,2TMS,isomer #1	CC1=C(CCN[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2[NH]1	2172.8	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TMS,isomer #1	CC1=C(CCN[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2[NH]1	2220.7	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TMS,isomer #1	CC1=C(CCN[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2[NH]1	2414.9	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,2TMS,isomer #2	CC1=C(CCN)C2=CC(O[Si](C)(C)C)=CC=C2N1[Si](C)(C)C	2174.9	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TMS,isomer #2	CC1=C(CCN)C2=CC(O[Si](C)(C)C)=CC=C2N1[Si](C)(C)C	2144.8	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TMS,isomer #2	CC1=C(CCN)C2=CC(O[Si](C)(C)C)=CC=C2N1[Si](C)(C)C	2408.9	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,2TMS,isomer #3	CC1=C(CCN[Si](C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C	2269.1	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TMS,isomer #3	CC1=C(CCN[Si](C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C	2291.6	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TMS,isomer #3	CC1=C(CCN[Si](C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C	2440.6	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,2TMS,isomer #4	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O)=CC=C2[NH]1	2432.6	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TMS,isomer #4	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O)=CC=C2[NH]1	2406.6	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TMS,isomer #4	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O)=CC=C2[NH]1	2610.3	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,3TMS,isomer #1	CC1=C(CCN[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2N1[Si](C)(C)C	2244.3	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TMS,isomer #1	CC1=C(CCN[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2N1[Si](C)(C)C	2256.2	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TMS,isomer #1	CC1=C(CCN[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2N1[Si](C)(C)C	2235.9	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,3TMS,isomer #2	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2[NH]1	2389.2	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TMS,isomer #2	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2[NH]1	2374.2	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TMS,isomer #2	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2[NH]1	2371.2	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,3TMS,isomer #3	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C	2453.9	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TMS,isomer #3	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C	2484.2	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TMS,isomer #3	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C	2367.9	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,4TMS,isomer #1	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2N1[Si](C)(C)C	2446.5	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,4TMS,isomer #1	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2N1[Si](C)(C)C	2400.4	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,4TMS,isomer #1	CC1=C(CCN([Si](C)(C)C)[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=CC=C2N1[Si](C)(C)C	2204.2	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #1	CC1=C(CCN[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2[NH]1	2655.4	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #1	CC1=C(CCN[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2[NH]1	2636.9	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #1	CC1=C(CCN[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2[NH]1	2617.0	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #2	CC1=C(CCN)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2N1[Si](C)(C)C(C)(C)C	2574.2	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #2	CC1=C(CCN)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2N1[Si](C)(C)C(C)(C)C	2548.3	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #2	CC1=C(CCN)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2N1[Si](C)(C)C(C)(C)C	2558.4	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #3	CC1=C(CCN[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C(C)(C)C	2679.0	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #3	CC1=C(CCN[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C(C)(C)C	2718.1	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #3	CC1=C(CCN[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C(C)(C)C	2590.3	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #4	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2[NH]1	2834.2	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #4	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2[NH]1	2796.5	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,2TBDMS,isomer #4	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2[NH]1	2710.6	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,3TBDMS,isomer #1	CC1=C(CCN[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2N1[Si](C)(C)C(C)(C)C	2868.1	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TBDMS,isomer #1	CC1=C(CCN[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2N1[Si](C)(C)C(C)(C)C	2852.2	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TBDMS,isomer #1	CC1=C(CCN[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2N1[Si](C)(C)C(C)(C)C	2585.4	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,3TBDMS,isomer #2	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2[NH]1	3046.9	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TBDMS,isomer #2	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2[NH]1	2952.6	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TBDMS,isomer #2	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2[NH]1	2668.2	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,3TBDMS,isomer #3	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C(C)(C)C	3030.7	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TBDMS,isomer #3	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C(C)(C)C	3040.6	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,3TBDMS,isomer #3	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O)=CC=C2N1[Si](C)(C)C(C)(C)C	2637.2	Standard polar	33892256
2-Methyl-5-hydroxytryptamine,4TBDMS,isomer #1	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2N1[Si](C)(C)C(C)(C)C	3301.5	Semi standard non polar	33892256
2-Methyl-5-hydroxytryptamine,4TBDMS,isomer #1	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2N1[Si](C)(C)C(C)(C)C	3123.5	Standard non polar	33892256
2-Methyl-5-hydroxytryptamine,4TBDMS,isomer #1	CC1=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2N1[Si](C)(C)C(C)(C)C	2621.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-5-hydroxytryptamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-7900000000-8a3d9a42c8b16e0dcf40	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-5-hydroxytryptamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-5-hydroxytryptamine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-5-hydroxytryptamine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-5-hydroxytryptamine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-5-hydroxytryptamine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-5-hydroxytryptamine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-5-hydroxytryptamine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-5-hydroxytryptamine 10V, Positive-QTOF	splash10-00dl-0900000000-2a145ae1dcd96f2a7c73	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-5-hydroxytryptamine 20V, Positive-QTOF	splash10-00di-0900000000-2edfd73c86ba15564ec4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-5-hydroxytryptamine 40V, Positive-QTOF	splash10-001l-0900000000-ce1cb20b1103543ae9d0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-5-hydroxytryptamine 10V, Negative-QTOF	splash10-000i-0900000000-8c652206d1309766efa8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-5-hydroxytryptamine 20V, Negative-QTOF	splash10-000b-0900000000-bd1789a71e67a3fb9efa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-5-hydroxytryptamine 40V, Negative-QTOF	splash10-052f-0900000000-1f6ecf50b26ebbbe7094	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

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

1518

KEGG Compound ID

C13665

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

2-Methyl-5-hydroxytryptamine

METLIN ID

Not Available

PubChem Compound

1574

PDB ID

Not Available

ChEBI ID

31085

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2-Methyl-5-hydroxytryptamine (HMDB0245222)

MOL for HMDB0245222 (2-Methyl-5-hydroxytryptamine)

3D MOL for HMDB0245222 (2-Methyl-5-hydroxytryptamine)

3D SDF for HMDB0245222 (2-Methyl-5-hydroxytryptamine)

3D-SDF for HMDB0245222 (2-Methyl-5-hydroxytryptamine)

PDB for HMDB0245222 (2-Methyl-5-hydroxytryptamine)

3D PDB for HMDB0245222 (2-Methyl-5-hydroxytryptamine)

SMILES for HMDB0245222 (2-Methyl-5-hydroxytryptamine)

INCHI for HMDB0245222 (2-Methyl-5-hydroxytryptamine)

Structure for HMDB0245222 (2-Methyl-5-hydroxytryptamine)

3D Structure for HMDB0245222 (2-Methyl-5-hydroxytryptamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra