Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:36:09 UTC

Update Date

2021-09-26 22:58:32 UTC

HMDB ID

HMDB0248325

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one

Description

3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one, also known as (3H)4'-aminomethyl-4,5',8-trimethylpsoralen or aminomethyltrioxsalen hydrochloride, belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Based on a literature review very few articles have been published on 3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-(aminomethyl)-2,5,9-trimethyl-7h-furo[3,2-g]chromen-7-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one 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

HMDB0248325
     RDKit          3D
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one
 34 36  0  0  0  0  0  0  0  0999 V2000
   -4.0029    1.0300    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    0.8986    0.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6326    1.8180    0.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4868    1.2814    0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    1.7954    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9838    3.2691    0.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7985    1.0017   -0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9943    1.4520   -0.3339 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9887    0.7120   -0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1077    1.2346   -0.8891 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8440   -0.6611   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884   -1.2124   -0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4009   -2.6786   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6059   -0.3782   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3376   -0.8988   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6667   -0.0692    0.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335   -0.2968    0.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7810   -1.6037    0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849   -1.9449   -0.9922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0802    0.8699    2.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    1.9942    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5953    0.2775    0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992    3.7566   -0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2264    3.7630    0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019    3.4909    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481   -1.2747   -1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907   -3.2282   -0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7269   -2.8763   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8717   -2.9941    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770   -1.9229   -0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7077   -1.6536    0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496   -2.4247    0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5859   -1.1884   -1.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439   -1.3380   -1.3198 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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17  2  2  0
 16  4  1  0
 14  7  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 15 30  1  0
 18 31  1  0
 18 32  1  0
 19 33  1  0
 19 34  1  0
M  END

  Mrv1652309112103362D          

 19 21  0  0  0  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4189   -2.4486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   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
  4  6  1  0  0  0  0
  6  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 12  1  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 14 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248325

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(CN)C2=C(O1)C(C)=C1OC(=O)C=C(C)C1=C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H15NO3/c1-7-4-13(17)19-14-8(2)15-11(5-10(7)14)12(6-16)9(3)18-15/h4-5H,6,16H2,1-3H3

> <INCHI_KEY>
WBIICVGYYRRURR-UHFFFAOYSA-N

> <FORMULA>
C15H15NO3

> <MOLECULAR_WEIGHT>
257.289

> <EXACT_MASS>
257.105193347

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.134204417584733

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one

> <ALOGPS_LOGP>
2.30

> <JCHEM_LOGP>
2.0806287693333343

> <ALOGPS_LOGS>
-3.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.053511970682756

> <JCHEM_POLAR_SURFACE_AREA>
65.46

> <JCHEM_REFRACTIVITY>
73.33600000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(aminomethyl)-2,5,9-trimethylfuro[3,2-g]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248325
     RDKit          3D
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one
 34 36  0  0  0  0  0  0  0  0999 V2000
   -4.0029    1.0300    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    0.8986    0.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6326    1.8180    0.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4868    1.2814    0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    1.7954    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9838    3.2691    0.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7985    1.0017   -0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9943    1.4520   -0.3339 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9887    0.7120   -0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1077    1.2346   -0.8891 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8440   -0.6611   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884   -1.2124   -0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4009   -2.6786   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6059   -0.3782   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3376   -0.8988   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6667   -0.0692    0.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335   -0.2968    0.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7810   -1.6037    0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849   -1.9449   -0.9922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0802    0.8699    2.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    1.9942    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5953    0.2775    0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992    3.7566   -0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2264    3.7630    0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019    3.4909    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481   -1.2747   -1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907   -3.2282   -0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7269   -2.8763   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8717   -2.9941    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770   -1.9229   -0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7077   -1.6536    0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496   -2.4247    0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5859   -1.1884   -1.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439   -1.3380   -1.3198 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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17  2  2  0
 16  4  1  0
 14  7  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 15 30  1  0
 18 31  1  0
 18 32  1  0
 19 33  1  0
 19 34  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       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.133  -2.786   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.133  -0.294   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.578  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.609  -4.251   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      10.115  -4.571   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    2    7                                                  
CONECT   13   10   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14    9                                                       
CONECT   16   14                                                            
CONECT   17   13   18                                                       
CONECT   18   17                                                            
CONECT   19    8                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0248325
HETATM    1  C1  UNL     1      -4.003   1.030   1.344  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.554   0.899   0.936  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.633   1.818   0.865  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.487   1.281   0.467  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.790   1.795   0.248  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.984   3.269   0.391  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.799   1.002  -0.134  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.994   1.452  -0.334  1.00  0.00           O  
HETATM    9  C7  UNL     1       3.989   0.712  -0.706  1.00  0.00           C  
HETATM   10  O3  UNL     1       5.108   1.235  -0.889  1.00  0.00           O  
HETATM   11  C8  UNL     1       3.844  -0.661  -0.912  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.588  -1.212  -0.708  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.401  -2.679  -0.854  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.606  -0.378  -0.338  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.338  -0.899  -0.134  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.667  -0.069   0.256  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.034  -0.297   0.558  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.781  -1.604   0.517  1.00  0.00           C  
HETATM   19  N1  UNL     1      -2.785  -1.945  -0.992  1.00  0.00           N  
HETATM   20  H1  UNL     1      -4.080   0.870   2.431  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.477   1.994   1.088  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.595   0.278   0.735  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.899   3.757  -0.636  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.226   3.763   0.973  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.002   3.491   0.727  1.00  0.00           H  
HETATM   26  H7  UNL     1       4.648  -1.275  -1.260  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.391  -3.228  -0.916  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.727  -2.876  -1.720  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.872  -2.994   0.060  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.177  -1.923  -0.302  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.708  -1.654   0.989  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.050  -2.425   0.834  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.586  -1.188  -1.264  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.944  -1.338  -1.320  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   17   17
CONECT    3    4
CONECT    4    5    5   16
CONECT    5    6    7
CONECT    6   23   24   25
CONECT    7    8   14   14
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   26
CONECT   12   13   14
CONECT   13   27   28   29
CONECT   14   15
CONECT   15   16   16   30
CONECT   16   17
CONECT   17   18
CONECT   18   19   31   32
CONECT   19   33   34
END

HMDB0248325
     RDKit          3D
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one
 34 36  0  0  0  0  0  0  0  0999 V2000
   -4.0029    1.0300    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    0.8986    0.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6326    1.8180    0.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4868    1.2814    0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    1.7954    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9838    3.2691    0.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7985    1.0017   -0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9943    1.4520   -0.3339 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9887    0.7120   -0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1077    1.2346   -0.8891 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8440   -0.6611   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884   -1.2124   -0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4009   -2.6786   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6059   -0.3782   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3376   -0.8988   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6667   -0.0692    0.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335   -0.2968    0.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7810   -1.6037    0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849   -1.9449   -0.9922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0802    0.8699    2.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    1.9942    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5953    0.2775    0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992    3.7566   -0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2264    3.7630    0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019    3.4909    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481   -1.2747   -1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907   -3.2282   -0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7269   -2.8763   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8717   -2.9941    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770   -1.9229   -0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7077   -1.6536    0.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496   -2.4247    0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5859   -1.1884   -1.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439   -1.3380   -1.3198 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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17  2  2  0
 16  4  1  0
 14  7  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 15 30  1  0
 18 31  1  0
 18 32  1  0
 19 33  1  0
 19 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3H)4'-Aminomethyl-4,5',8-trimethylpsoralen	HMDB
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo(3,2-g)(1)benzopyran-7-one	HMDB
3H-AMT	HMDB
4'-Aminomethyl-4,5',8-trimethylpsoralen	HMDB
5-AMTP	HMDB
Aminomethylpsoralen	HMDB
Aminomethyltrimethylpsoralen	HMDB
Aminomethyltrioxsalen hydrochloride	HMDB
Aminomethyltrioxsalen	MeSH

Chemical Formula

C₁₅H₁₅NO₃

Average Molecular Weight

257.289

Monoisotopic Molecular Weight

257.105193347

IUPAC Name

3-(aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one

Traditional Name

3-(aminomethyl)-2,5,9-trimethylfuro[3,2-g]chromen-7-one

CAS Registry Number

Not Available

SMILES

CC1=C(CN)C2=C(O1)C(C)=C1OC(=O)C=C(C)C1=C2

InChI Identifier

InChI=1S/C15H15NO3/c1-7-4-13(17)19-14-8(2)15-11(5-10(7)14)12(6-16)9(3)18-15/h4-5H,6,16H2,1-3H3

InChI Key

WBIICVGYYRRURR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Benzopyran
1-benzopyran
Benzofuran
Pyranone
Aralkylamine
Pyran
Benzenoid
Furan
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Amine
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	2.3	ALOGPS
logP	2.08	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	9.05	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	65.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.34 m³·mol⁻¹	ChemAxon
Polarizability	28.13 Å³	ChemAxon
Number of Rings	3	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]+	166.667	30932474
DeepCCS	[M-H]-	164.309	30932474
DeepCCS	[M-2H]-	197.195	30932474
DeepCCS	[M+Na]+	172.76	30932474
AllCCS	[M+H]+	157.0	32859911
AllCCS	[M+H-H2O]+	153.1	32859911
AllCCS	[M+NH4]+	160.6	32859911
AllCCS	[M+Na]+	161.6	32859911
AllCCS	[M-H]-	164.3	32859911
AllCCS	[M+Na-2H]-	163.8	32859911
AllCCS	[M+HCOO]-	163.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one	CC1=C(CN)C2=C(O1)C(C)=C1OC(=O)C=C(C)C1=C2	3188.9	Standard polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one	CC1=C(CN)C2=C(O1)C(C)=C1OC(=O)C=C(C)C1=C2	2639.1	Standard non polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one	CC1=C(CN)C2=C(O1)C(C)=C1OC(=O)C=C(C)C1=C2	2524.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,1TMS,isomer #1	CC1=C(CN[Si](C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	2651.8	Semi standard non polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,1TMS,isomer #1	CC1=C(CN[Si](C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	2692.9	Standard non polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,1TMS,isomer #1	CC1=C(CN[Si](C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	3071.4	Standard polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,2TMS,isomer #1	CC1=C(CN([Si](C)(C)C)[Si](C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	2779.2	Semi standard non polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,2TMS,isomer #1	CC1=C(CN([Si](C)(C)C)[Si](C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	2770.9	Standard non polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,2TMS,isomer #1	CC1=C(CN([Si](C)(C)C)[Si](C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	2921.8	Standard polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,1TBDMS,isomer #1	CC1=C(CN[Si](C)(C)C(C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	2875.4	Semi standard non polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,1TBDMS,isomer #1	CC1=C(CN[Si](C)(C)C(C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	2833.0	Standard non polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,1TBDMS,isomer #1	CC1=C(CN[Si](C)(C)C(C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	3116.1	Standard polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,2TBDMS,isomer #1	CC1=C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	3113.5	Semi standard non polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,2TBDMS,isomer #1	CC1=C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	3115.5	Standard non polar	33892256
3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one,2TBDMS,isomer #1	CC1=C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC3=C(OC(=O)C=C3C)C(C)=C2O1	3052.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-0190000000-62cec07f700174833921	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one 10V, Positive-QTOF	splash10-0006-0090000000-4e97c960019a1bff6cc1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one 20V, Positive-QTOF	splash10-0006-0090000000-8378eadeb015bb527830	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one 40V, Positive-QTOF	splash10-00dr-0970000000-9c0b31ac287625f1e0ba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one 10V, Negative-QTOF	splash10-0a4i-0090000000-b34d1fbe419be6de10d9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one 20V, Negative-QTOF	splash10-004r-0090000000-5da633841f962269176d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one 40V, Negative-QTOF	splash10-002r-0290000000-ee8591000bf5678cf5de	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

96852

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

107680

PDB ID

Not Available

ChEBI ID

Not Available

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 3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one (HMDB0248325)

MOL for HMDB0248325 (3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one)

3D MOL for HMDB0248325 (3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one)

3D SDF for HMDB0248325 (3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one)

3D-SDF for HMDB0248325 (3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one)

PDB for HMDB0248325 (3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one)

3D PDB for HMDB0248325 (3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one)

SMILES for HMDB0248325 (3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one)

INCHI for HMDB0248325 (3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one)

Structure for HMDB0248325 (3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one)

3D Structure for HMDB0248325 (3-(Aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra