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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:31:12 UTC

Update Date

2021-09-26 23:01:58 UTC

HMDB ID

HMDB0250490

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Coumarin 102

Description

Coumarin 102 belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Based on a literature review a significant number of articles have been published on Coumarin 102. This compound has been identified in human blood as reported by (PMID: 31557052 ). Coumarin 102 is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Coumarin 102 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

HMDB0250490
     RDKit          3D
Coumarin 102
 36 39  0  0  0  0  0  0  0  0999 V2000
    3.8290    1.6827   -0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2336    0.3319   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9842   -0.8182   -0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3199   -2.0201   -0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0620   -3.0581   -0.2879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0221   -2.1377   -0.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212   -1.0286   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600   -1.1419    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8423   -0.0152    0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2985    1.2204    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0765    1.3647   -0.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662    0.2303   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    2.4325    0.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5765    2.2573    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0134    0.9479    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491   -0.1695    0.3057 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9608   -1.3914   -0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0600   -2.4879   -0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107   -2.4711    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3714    2.2158   -1.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5056    2.2334    0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9344    1.6248   -0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0720   -0.7501   -0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5070    2.3437   -0.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7967    2.9722    1.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8581    3.0826   -0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0226    3.0786    0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9974    2.3813   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0826    0.8172    0.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9065    1.0303    1.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6084   -1.1154   -0.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6740   -1.6946    0.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874   -2.4850   -1.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5420   -3.4566   -0.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0632   -3.1939   -0.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7900   -2.8122    1.2362 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 12  2  1  0
 12  7  1  0
 19  8  1  0
 16  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
 11 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
M  END

  Mrv1652309112109312D          

 19 22  0  0  0  0            999 V2000
    3.5724   -1.2375    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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   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
  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  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
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
  2 19  1  0  0  0  0
  7 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250490

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(=O)OC2=C3CCCN4CCCC(C=C12)=C34

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO2/c1-10-8-14(18)19-16-12-5-3-7-17-6-2-4-11(15(12)17)9-13(10)16/h8-9H,2-7H2,1H3

> <INCHI_KEY>
XHXMPURWMSJENN-UHFFFAOYSA-N

> <FORMULA>
C16H17NO2

> <MOLECULAR_WEIGHT>
255.317

> <EXACT_MASS>
255.125928791

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
28.52365525063575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-methyl-3-oxa-13-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1,5,7,9(17)-tetraen-4-one

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
3.1597124216666668

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.6631527882501445

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
76.08040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methyl-3-oxa-13-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1,5,7,9(17)-tetraen-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0250490
     RDKit          3D
Coumarin 102
 36 39  0  0  0  0  0  0  0  0999 V2000
    3.8290    1.6827   -0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2336    0.3319   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9842   -0.8182   -0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3199   -2.0201   -0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0620   -3.0581   -0.2879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0221   -2.1377   -0.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212   -1.0286   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600   -1.1419    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8423   -0.0152    0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2985    1.2204    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0765    1.3647   -0.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662    0.2303   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    2.4325    0.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5765    2.2573    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0134    0.9479    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491   -0.1695    0.3057 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9608   -1.3914   -0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0600   -2.4879   -0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107   -2.4711    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3714    2.2158   -1.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5056    2.2334    0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9344    1.6248   -0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0720   -0.7501   -0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5070    2.3437   -0.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7967    2.9722    1.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8581    3.0826   -0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0226    3.0786    0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9974    2.3813   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0826    0.8172    0.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9065    1.0303    1.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6084   -1.1154   -0.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6740   -1.6946    0.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874   -2.4850   -1.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5420   -3.4566   -0.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0632   -3.1939   -0.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7900   -2.8122    1.2362 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 12  2  1  0
 12  7  1  0
 19  8  1  0
 16  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
 11 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  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       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   14   19                                                       
CONECT   19   18    2    7                                                  
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0250490
HETATM    1  C1  UNL     1       3.829   1.683  -0.326  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.234   0.332  -0.249  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.984  -0.818  -0.309  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.320  -2.020  -0.227  1.00  0.00           C  
HETATM    5  O1  UNL     1       4.062  -3.058  -0.288  1.00  0.00           O  
HETATM    6  O2  UNL     1       2.022  -2.138  -0.095  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.321  -1.029  -0.040  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.060  -1.142   0.100  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.842  -0.015   0.164  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.299   1.220   0.093  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.076   1.365  -0.046  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.866   0.230  -0.111  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.104   2.432   0.160  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.576   2.257   0.202  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.013   0.948   0.815  1.00  0.00           C  
HETATM   16  N1  UNL     1      -2.249  -0.170   0.306  1.00  0.00           N  
HETATM   17  C14 UNL     1      -2.961  -1.391  -0.035  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.060  -2.488  -0.478  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.711  -2.471   0.183  1.00  0.00           C  
HETATM   20  H1  UNL     1       3.371   2.216  -1.191  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.506   2.233   0.581  1.00  0.00           H  
HETATM   22  H3  UNL     1       4.934   1.625  -0.426  1.00  0.00           H  
HETATM   23  H4  UNL     1       5.072  -0.750  -0.419  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.507   2.344  -0.102  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.797   2.972   1.102  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.858   3.083  -0.708  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.023   3.079   0.799  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.997   2.381  -0.830  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.083   0.817   0.550  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.907   1.030   1.918  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.608  -1.115  -0.919  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.674  -1.695   0.760  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.887  -2.485  -1.584  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.542  -3.457  -0.230  1.00  0.00           H  
HETATM   35  H16 UNL     1      -0.063  -3.194  -0.355  1.00  0.00           H  
HETATM   36  H17 UNL     1      -0.790  -2.812   1.236  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3   12
CONECT    3    4   23
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8    8   12
CONECT    8    9   19
CONECT    9   10   10   16
CONECT   10   11   13
CONECT   11   12   12   24
CONECT   13   14   25   26
CONECT   14   15   27   28
CONECT   15   16   29   30
CONECT   16   17
CONECT   17   18   31   32
CONECT   18   19   33   34
CONECT   19   35   36
END

HMDB0250490
     RDKit          3D
Coumarin 102
 36 39  0  0  0  0  0  0  0  0999 V2000
    3.8290    1.6827   -0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2336    0.3319   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9842   -0.8182   -0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3199   -2.0201   -0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0620   -3.0581   -0.2879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0221   -2.1377   -0.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212   -1.0286   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600   -1.1419    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8423   -0.0152    0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2985    1.2204    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0765    1.3647   -0.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662    0.2303   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    2.4325    0.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5765    2.2573    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0134    0.9479    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491   -0.1695    0.3057 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9608   -1.3914   -0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0600   -2.4879   -0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107   -2.4711    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3714    2.2158   -1.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5056    2.2334    0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9344    1.6248   -0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0720   -0.7501   -0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5070    2.3437   -0.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7967    2.9722    1.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8581    3.0826   -0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0226    3.0786    0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9974    2.3813   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0826    0.8172    0.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9065    1.0303    1.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6084   -1.1154   -0.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6740   -1.6946    0.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874   -2.4850   -1.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5420   -3.4566   -0.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0632   -3.1939   -0.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7900   -2.8122    1.2362 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 12  2  1  0
 12  7  1  0
 19  8  1  0
 16  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
 11 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3,5,6-1H,4H-Tetrahydro-8-methylquinolazino-(9,9a,1-GH)coumarin	ChEBI
Coumarin 480	HMDB

Chemical Formula

C₁₆H₁₇NO₂

Average Molecular Weight

255.317

Monoisotopic Molecular Weight

255.125928791

IUPAC Name

6-methyl-3-oxa-13-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1,5,7,9(17)-tetraen-4-one

Traditional Name

6-methyl-3-oxa-13-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1,5,7,9(17)-tetraen-4-one

CAS Registry Number

Not Available

SMILES

CC1=CC(=O)OC2=C3CCCN4CCCC(C=C12)=C34

InChI Identifier

InChI=1S/C16H17NO2/c1-10-8-14(18)19-16-12-5-3-7-17-6-2-4-11(15(12)17)9-13(10)16/h8-9H,2-7H2,1H3

InChI Key

XHXMPURWMSJENN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
Tetrahydroquinoline
1-benzopyran
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Pyranone
Aralkylamine
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Tertiary amine
Oxacycle
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

7-aminocoumarins (CHEBI:51774 )

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	3.01	ALOGPS
logP	3.16	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	3.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	76.08 m³·mol⁻¹	ChemAxon
Polarizability	28.52 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	195.935	30932474
DeepCCS	[M+Na]+	171.162	30932474
AllCCS	[M+H]+	158.7	32859911
AllCCS	[M+H-H2O]+	154.9	32859911
AllCCS	[M+NH4]+	162.2	32859911
AllCCS	[M+Na]+	163.3	32859911
AllCCS	[M-H]-	167.9	32859911
AllCCS	[M+Na-2H]-	167.3	32859911
AllCCS	[M+HCOO]-	166.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Coumarin 102	CC1=CC(=O)OC2=C3CCCN4CCCC(C=C12)=C34	3314.9	Standard polar	33892256
Coumarin 102	CC1=CC(=O)OC2=C3CCCN4CCCC(C=C12)=C34	2398.1	Standard non polar	33892256
Coumarin 102	CC1=CC(=O)OC2=C3CCCN4CCCC(C=C12)=C34	2743.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Coumarin 102 GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0090000000-1ded5b104e051a0ede8e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coumarin 102 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 - Coumarin 102 10V, Positive-QTOF	splash10-0a4i-0090000000-4b7ab79781d2e38a095b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumarin 102 20V, Positive-QTOF	splash10-0a4i-0090000000-4b7ab79781d2e38a095b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumarin 102 40V, Positive-QTOF	splash10-0079-0950000000-6f276d6f0a6a251ee6f1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumarin 102 10V, Negative-QTOF	splash10-0udi-0090000000-50d78ce036796259d3c6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumarin 102 20V, Negative-QTOF	splash10-0udi-0090000000-fa319a572b6f9523f29f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumarin 102 40V, Negative-QTOF	splash10-0udi-0290000000-4529b6fcb3eb3f454e22	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

85293

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

94517

PDB ID

Not Available

ChEBI ID

51774

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 Coumarin 102 (HMDB0250490)

MOL for HMDB0250490 (Coumarin 102)

3D MOL for HMDB0250490 (Coumarin 102)

3D SDF for HMDB0250490 (Coumarin 102)

3D-SDF for HMDB0250490 (Coumarin 102)

PDB for HMDB0250490 (Coumarin 102)

3D PDB for HMDB0250490 (Coumarin 102)

SMILES for HMDB0250490 (Coumarin 102)

INCHI for HMDB0250490 (Coumarin 102)

Structure for HMDB0250490 (Coumarin 102)

3D Structure for HMDB0250490 (Coumarin 102)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra