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Showing metabocard for Harmol (HMDB0034217)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 19:01:11 UTC
Update Date2023-02-21 17:24:01 UTC
HMDB IDHMDB0034217
Secondary Accession Numbers
  • HMDB34217
Metabolite Identification
Common NameHarmol
DescriptionHarmol belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Harmol has been detected, but not quantified in, a few different foods, such as fruits, herbs and spices, and sea-buckthornberries (Hippophae rhamnoides). This could make harmol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Harmol.
Structure
Data?1677000241
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0034217 (Harmol)


  Mrv0541 05061307392D          

 15 17  0  0  0  0            999 V2000
    0.2046   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  2  0  0  0  0
 10  9  1  0  0  0  0
 11  6  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  2  0  0  0  0
 12 10  1  0  0  0  0
 13  5  2  0  0  0  0
 13  7  1  0  0  0  0
 14 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
M  END
Download

3D MOL for HMDB0034217 (Harmol)

HMDB0034217
     RDKit          3D
Harmol
 25 27  0  0  0  0  0  0  0  0999 V2000
   -3.1520   -1.8526   -0.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5734   -0.4864   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3082    0.6307    0.0280 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7581    1.8698    0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855    2.0270    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6293    0.8768   -0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936   -0.3818   -0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2190   -1.3225   -0.2439 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -0.6608   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2576   -1.1591   -0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910   -0.2487   -0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5933   -0.7682   -0.4606 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0704    1.1117   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892    1.6127   -0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417    0.7046   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7589   -2.4164    0.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -2.3418   -1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2440   -1.8601   -0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3955    2.7463    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9643    3.0220    0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3688   -2.3538   -0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4240   -2.2370   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0513   -0.9841    0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9019    1.7960   -0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5685    2.6758   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
  7  2  1  0
 15  9  1  0
 15  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  8 21  1  0
 10 22  1  0
 12 23  1  0
 13 24  1  0
 14 25  1  0
M  END
Download

3D SDF for HMDB0034217 (Harmol)


  Mrv0541 05061307392D          

 15 17  0  0  0  0            999 V2000
    0.2046   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  2  0  0  0  0
 10  9  1  0  0  0  0
 11  6  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  2  0  0  0  0
 12 10  1  0  0  0  0
 13  5  2  0  0  0  0
 13  7  1  0  0  0  0
 14 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034217

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C2NC3=C(C=CC(O)=C3)C2=CC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C12H10N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-6,14-15H,1H3

> <INCHI_KEY>
SATMZMMKDDTOSQ-UHFFFAOYSA-N

> <FORMULA>
C12H10N2O

> <MOLECULAR_WEIGHT>
198.2206

> <EXACT_MASS>
198.079312952

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
21.33972583914516

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-9H-pyrido[3,4-b]indol-7-ol

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
1.7010181096666666

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.399318766105313

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.396424960267632

> <JCHEM_PKA_STRONGEST_BASIC>
6.160459989370712

> <JCHEM_POLAR_SURFACE_AREA>
48.91

> <JCHEM_REFRACTIVITY>
57.887699999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
harmol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0034217 (Harmol)

HMDB0034217
     RDKit          3D
Harmol
 25 27  0  0  0  0  0  0  0  0999 V2000
   -3.1520   -1.8526   -0.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5734   -0.4864   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3082    0.6307    0.0280 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7581    1.8698    0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855    2.0270    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6293    0.8768   -0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936   -0.3818   -0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2190   -1.3225   -0.2439 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -0.6608   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2576   -1.1591   -0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910   -0.2487   -0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5933   -0.7682   -0.4606 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0704    1.1117   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892    1.6127   -0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417    0.7046   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7589   -2.4164    0.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -2.3418   -1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2440   -1.8601   -0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3955    2.7463    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9643    3.0220    0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3688   -2.3538   -0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4240   -2.2370   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0513   -0.9841    0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9019    1.7960   -0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5685    2.6758   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
  7  2  1  0
 15  9  1  0
 15  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  8 21  1  0
 10 22  1  0
 12 23  1  0
 13 24  1  0
 14 25  1  0
M  END
Download

PDB for HMDB0034217 (Harmol)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.382  -2.159   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.411   2.235   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -0.173   0.450   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       8.899   0.130   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    3    8                                                       
CONECT    3    2    9                                                       
CONECT    4    5   10                                                       
CONECT    5    4   13                                                       
CONECT    6    8   11                                                       
CONECT    7    1   12   13                                                  
CONECT    8    2    6   15                                                  
CONECT    9    3   10   11                                                  
CONECT   10    4    9   12                                                  
CONECT   11    6    9   14                                                  
CONECT   12    7   10   14                                                  
CONECT   13    5    7                                                       
CONECT   14   11   12                                                       
CONECT   15    8                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END
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3D PDB for HMDB0034217 (Harmol)

COMPND    HMDB0034217
HETATM    1  C1  UNL     1      -3.152  -1.853  -0.123  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.573  -0.486  -0.074  1.00  0.00           C  
HETATM    3  N1  UNL     1      -3.308   0.631   0.028  1.00  0.00           N  
HETATM    4  C3  UNL     1      -2.758   1.870   0.071  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.385   2.027   0.009  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.629   0.877  -0.096  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.194  -0.382  -0.139  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.219  -1.323  -0.244  1.00  0.00           N  
HETATM    9  C7  UNL     1       0.956  -0.661  -0.267  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.258  -1.159  -0.362  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.291  -0.249  -0.363  1.00  0.00           C  
HETATM   12  O1  UNL     1       4.593  -0.768  -0.461  1.00  0.00           O  
HETATM   13  C10 UNL     1       3.070   1.112  -0.274  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.789   1.613  -0.179  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.742   0.705  -0.177  1.00  0.00           C  
HETATM   16  H1  UNL     1      -2.759  -2.416   0.761  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.694  -2.342  -1.030  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.244  -1.860  -0.195  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.396   2.746   0.154  1.00  0.00           H  
HETATM   20  H5  UNL     1      -0.964   3.022   0.045  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.369  -2.354  -0.296  1.00  0.00           H  
HETATM   22  H7  UNL     1       2.424  -2.237  -0.433  1.00  0.00           H  
HETATM   23  H8  UNL     1       5.051  -0.984   0.407  1.00  0.00           H  
HETATM   24  H9  UNL     1       3.902   1.796  -0.277  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.569   2.676  -0.106  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   19
CONECT    5    6   20
CONECT    6    7    7   15
CONECT    7    8
CONECT    8    9   21
CONECT    9   10   10   15
CONECT   10   11   22
CONECT   11   12   13   13
CONECT   12   23
CONECT   13   14   24
CONECT   14   15   15   25
END
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SMILES for HMDB0034217 (Harmol)

CC1=C2NC3=C(C=CC(O)=C3)C2=CC=N1
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INCHI for HMDB0034217 (Harmol)

InChI=1S/C12H10N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-6,14-15H,1H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1-Methyl-9H-beta-carbolin-7-olHMDB
1-Methyl-9H-pyrido(3,4-b)indol-7-olHMDB
1-Methyl-9H-pyrido[3,4-b]indol-7-olHMDB
1-Methyl-9H-pyrido[3,4-b]indol-7-ol, 9ciHMDB
7-HydroxyharmanHMDB
9H-pyrido(3,4-b)indol-7-Ol, 1-methyl- (8ci)(9ci)HMDB
beta 7-Hydroxy-1-methyl--carbolineHMDB
Chemical FormulaC12H10N2O
Average Molecular Weight198.2206
Monoisotopic Molecular Weight198.079312952
IUPAC Name1-methyl-9H-pyrido[3,4-b]indol-7-ol
Traditional Nameharmol
CAS Registry Number487-03-6
SMILES
CC1=C2NC3=C(C=CC(O)=C3)C2=CC=N1
InChI Identifier
InChI=1S/C12H10N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-6,14-15H,1H3
InChI KeySATMZMMKDDTOSQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassHarmala alkaloids
Sub ClassNot Available
Direct ParentHarmala alkaloids
Alternative Parents
Substituents
  • Harman
  • Beta-carboline
  • Pyridoindole
  • Hydroxyindole
  • Indole
  • Indole or derivatives
  • 1-hydroxy-2-unsubstituted benzenoid
  • Methylpyridine
  • Pyridine
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Azacycle
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point304 - 307 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility878100 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.84Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.17 g/LALOGPS
logP2.07ALOGPS
logP1.7ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)9.4ChemAxon
pKa (Strongest Basic)6.16ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area48.91 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity57.89 m³·mol⁻¹ChemAxon
Polarizability21.34 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+143.95931661259
DarkChem[M-H]-145.6131661259
DeepCCS[M+H]+141.12230932474
DeepCCS[M-H]-138.72630932474
DeepCCS[M-2H]-173.14430932474
DeepCCS[M+Na]+147.66530932474
AllCCS[M+H]+142.232859911
AllCCS[M+H-H2O]+137.832859911
AllCCS[M+NH4]+146.332859911
AllCCS[M+Na]+147.532859911
AllCCS[M-H]-145.332859911
AllCCS[M+Na-2H]-144.932859911
AllCCS[M+HCOO]-144.632859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.3.49 minutes32390414
Predicted by Siyang on May 30, 20229.6127 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.49 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid88.8 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1289.3 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid306.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid71.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid178.6 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid145.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid343.4 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 Acid257.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)77.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid541.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid72.1 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid890.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid194.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid222.3 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate789.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA290.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water215.4 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
HarmolCC1=C2NC3=C(C=CC(O)=C3)C2=CC=N13057.7Standard polar33892256
HarmolCC1=C2NC3=C(C=CC(O)=C3)C2=CC=N12250.4Standard non polar33892256
HarmolCC1=C2NC3=C(C=CC(O)=C3)C2=CC=N12469.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Harmol,1TMS,isomer #1CC1=NC=CC2=C1[NH]C1=CC(O[Si](C)(C)C)=CC=C122464.9Semi standard non polar33892256
Harmol,1TMS,isomer #2CC1=NC=CC2=C1N([Si](C)(C)C)C1=CC(O)=CC=C212404.0Semi standard non polar33892256
Harmol,2TMS,isomer #1CC1=NC=CC2=C1N([Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC=C212475.1Semi standard non polar33892256
Harmol,2TMS,isomer #1CC1=NC=CC2=C1N([Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC=C212183.3Standard non polar33892256
Harmol,1TBDMS,isomer #1CC1=NC=CC2=C1[NH]C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C122643.0Semi standard non polar33892256
Harmol,1TBDMS,isomer #2CC1=NC=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CC(O)=CC=C212660.4Semi standard non polar33892256
Harmol,2TBDMS,isomer #1CC1=NC=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C212793.8Semi standard non polar33892256
Harmol,2TBDMS,isomer #1CC1=NC=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C212594.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Harmol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-0900000000-b59bea685cca31080e7b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Harmol GC-MS (1 TMS) - 70eV, Positivesplash10-0600-3960000000-1033d38ae570f8042b472017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Harmol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Harmol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 10V, Negative-QTOFsplash10-0002-0900000000-2793a2b636cbae800fe72021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 30V, Negative-QTOFsplash10-0fr2-0900000000-840d74da55c5722090152021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 50V, Negative-QTOFsplash10-014i-0900000000-6c60e0c1febf864c45862021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 30V, Negative-QTOFsplash10-0002-0900000000-3433739210a9a989db842021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 6V, Positive-QTOFsplash10-0fr2-0900000000-2272c64e070c4d983c322021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 50V, Negative-QTOFsplash10-001i-0900000000-f7be6e87d0c6b12b1bbd2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 10V, Negative-QTOFsplash10-0002-0900000000-e57107b8427991235ec12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 10V, Negative-QTOFsplash10-0002-0900000000-5eaac99880950e42843a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 6V, Positive-QTOFsplash10-00ea-0900000000-0c5cdea376cf0026e6562021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 6V, Positive-QTOFsplash10-0002-0900000000-6164c97f088c584e13ec2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 10V, Positive-QTOFsplash10-0002-0900000000-cf4644350d7b35b7e9882021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 6V, Positive-QTOFsplash10-0002-0900000000-0b0caa4f33c55d5a79d82021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 10V, Positive-QTOFsplash10-0002-0900000000-f84acd3ea336cd158db92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 30V, Positive-QTOFsplash10-007k-0900000000-1bed203e72867106ec0b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 6V, Positive-QTOFsplash10-0002-0900000000-25de019838d10fec47322021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 50V, Positive-QTOFsplash10-0zpi-1900000000-940f781afeb268c17ce42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 10V, Positive-QTOFsplash10-0002-0900000000-f936c3c05b1041e50bb62021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 10V, Positive-QTOFsplash10-0002-0900000000-d4dbc6f248c9a78d00082021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Harmol 10V, Positive-QTOFsplash10-0002-0900000000-6670a1adbaf27df444302021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Harmol 10V, Positive-QTOFsplash10-0002-0900000000-8a48c9cd1607d2b939c52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Harmol 20V, Positive-QTOFsplash10-0002-0900000000-6ef4c1498197971d61f12016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Harmol 40V, Positive-QTOFsplash10-0a59-0900000000-4fd7df78d5e694121c2c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Harmol 10V, Negative-QTOFsplash10-0002-0900000000-b2ecd9a4e9ca629512552016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Harmol 20V, Negative-QTOFsplash10-0002-0900000000-8c2c6a9af6d70906a5b12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Harmol 40V, Negative-QTOFsplash10-00sj-0900000000-fc47830e60c4afeefe9f2016-08-03Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012520
KNApSAcK IDC00042574
Chemspider ID10296888
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHarmol
METLIN IDNot Available
PubChem Compound5280952
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1841261
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .