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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:31:22 UTC

Update Date

2021-09-26 23:01:58 UTC

HMDB ID

HMDB0250493

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Coumarin 6

Description

Coumarin 6 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 6. This compound has been identified in human blood as reported by (PMID: 31557052 ). Coumarin 6 is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Coumarin 6 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

HMDB0250493
     RDKit          3D
Coumarin 6
 43 46  0  0  0  0  0  0  0  0999 V2000
   -5.6461   -1.7709   -0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9783   -1.0553    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2768    0.1485    0.0423 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9791    1.3033   -0.4255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511    1.9178    0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8370    0.0993    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2307   -0.0824    1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509   -0.1339    1.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0975   -0.0007    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3004   -0.0471    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718    0.0864   -0.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5288    0.0371   -0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3070   -0.1626    0.3437 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6063   -0.1863    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5489   -0.3913    1.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8677   -0.3903    0.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4101   -0.2048   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4761   -0.0021   -1.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1065    0.0015   -1.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6581    0.2034   -1.9703 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4256    0.2665   -1.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206    0.3935   -2.9796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1115    0.3107   -1.9932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6498    0.1831   -0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308    0.2275   -0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1769   -1.4306   -1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7459   -1.5978   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028   -2.8620   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7371   -0.8180    1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2875   -1.7720    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3538    2.0259   -0.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7479    0.9609   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5571    1.2245    1.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0683    2.0469    1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1692    2.9030    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452   -0.1865    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551   -0.2754    2.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8066   -0.1873    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2526   -0.5497    2.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6008   -0.5511    1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4478   -0.2072   -0.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7440    0.1551   -2.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5161    0.3702   -1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 11 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25  6  1  0
 24  9  1  0
 20 12  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 25 43  1  0
M  END


  Mrv1652309112109312D          

 25 28  0  0  0  0            999 V2000
   -5.7623    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9373    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5248    3.4788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9373    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5248    2.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6998    3.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2873    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4623    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498    3.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4623    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2873    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2248    3.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8123    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2248    2.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8123    1.3353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498    2.0498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    3.4317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    2.0968    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  8 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250493

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)C1=CC2=C(C=C1)C=C(C1=NC3=CC=CC=C3S1)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C20H18N2O2S/c1-3-22(4-2)14-10-9-13-11-15(20(23)24-17(13)12-14)19-21-16-7-5-6-8-18(16)25-19/h5-12H,3-4H2,1-2H3

> <INCHI_KEY>
VBVAVBCYMYWNOU-UHFFFAOYSA-N

> <FORMULA>
C20H18N2O2S

> <MOLECULAR_WEIGHT>
350.44

> <EXACT_MASS>
350.108899002

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
39.200008689916984

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(1,3-benzothiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one

> <ALOGPS_LOGP>
5.24

> <JCHEM_LOGP>
4.790878015333333

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.199638565452832

> <JCHEM_POLAR_SURFACE_AREA>
42.43000000000001

> <JCHEM_REFRACTIVITY>
100.47440000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
coumarin 6

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250493
     RDKit          3D
Coumarin 6
 43 46  0  0  0  0  0  0  0  0999 V2000
   -5.6461   -1.7709   -0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9783   -1.0553    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2768    0.1485    0.0423 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9791    1.3033   -0.4255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511    1.9178    0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8370    0.0993    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2307   -0.0824    1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509   -0.1339    1.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0975   -0.0007    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3004   -0.0471    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718    0.0864   -0.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5288    0.0371   -0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3070   -0.1626    0.3437 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6063   -0.1863    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5489   -0.3913    1.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8677   -0.3903    0.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4101   -0.2048   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4761   -0.0021   -1.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1065    0.0015   -1.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6581    0.2034   -1.9703 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4256    0.2665   -1.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206    0.3935   -2.9796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1115    0.3107   -1.9932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6498    0.1831   -0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308    0.2275   -0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1769   -1.4306   -1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7459   -1.5978   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028   -2.8620   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7371   -0.8180    1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2875   -1.7720    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3538    2.0259   -0.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7479    0.9609   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5571    1.2245    1.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0683    2.0469    1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1692    2.9030    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452   -0.1865    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551   -0.2754    2.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8066   -0.1873    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2526   -0.5497    2.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6008   -0.5511    1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4478   -0.2072   -0.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7440    0.1551   -2.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5161    0.3702   -1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 11 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25  6  1  0
 24  9  1  0
 20 12  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 25 43  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     -10.756   7.827   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.216   7.827   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -8.446   6.494   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -9.216   5.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.446   3.826   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.906   6.494   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.136   5.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.596   5.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.826   6.494   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.596   7.827   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.136   7.827   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.286   6.494   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.516   5.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.286   3.826   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.516   2.493   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.826   3.826   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.024   5.160   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       0.929   6.406   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       2.393   5.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.727   6.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.061   5.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.061   4.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.727   3.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM   25  S   UNK     0       0.929   3.914   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    8                                                       
CONECT   17   13   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19   25                                                  
CONECT   25   24   17                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0250493
HETATM    1  C1  UNL     1      -5.646  -1.771  -0.693  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.978  -1.055   0.456  1.00  0.00           C  
HETATM    3  N1  UNL     1      -4.277   0.148   0.042  1.00  0.00           N  
HETATM    4  C3  UNL     1      -4.979   1.303  -0.426  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.751   1.918   0.714  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.837   0.099   0.120  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.231  -0.082   1.347  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.851  -0.134   1.465  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.098  -0.001   0.337  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.300  -0.047   0.410  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.072   0.086  -0.719  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.529   0.037  -0.703  1.00  0.00           C  
HETATM   13  N2  UNL     1       4.307  -0.163   0.344  1.00  0.00           N  
HETATM   14  C12 UNL     1       5.606  -0.186   0.196  1.00  0.00           C  
HETATM   15  C13 UNL     1       6.549  -0.391   1.227  1.00  0.00           C  
HETATM   16  C14 UNL     1       7.868  -0.390   0.920  1.00  0.00           C  
HETATM   17  C15 UNL     1       8.410  -0.205  -0.334  1.00  0.00           C  
HETATM   18  C16 UNL     1       7.476  -0.002  -1.352  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.106   0.002  -1.061  1.00  0.00           C  
HETATM   20  S1  UNL     1       4.658   0.203  -1.970  1.00  0.00           S  
HETATM   21  C18 UNL     1       1.426   0.266  -1.918  1.00  0.00           C  
HETATM   22  O1  UNL     1       2.121   0.393  -2.980  1.00  0.00           O  
HETATM   23  O2  UNL     1       0.112   0.311  -1.993  1.00  0.00           O  
HETATM   24  C19 UNL     1      -0.650   0.183  -0.911  1.00  0.00           C  
HETATM   25  C20 UNL     1      -2.031   0.227  -0.978  1.00  0.00           C  
HETATM   26  H1  UNL     1      -5.177  -1.431  -1.653  1.00  0.00           H  
HETATM   27  H2  UNL     1      -6.746  -1.598  -0.704  1.00  0.00           H  
HETATM   28  H3  UNL     1      -5.503  -2.862  -0.554  1.00  0.00           H  
HETATM   29  H4  UNL     1      -5.737  -0.818   1.250  1.00  0.00           H  
HETATM   30  H5  UNL     1      -4.288  -1.772   0.949  1.00  0.00           H  
HETATM   31  H6  UNL     1      -4.354   2.026  -0.953  1.00  0.00           H  
HETATM   32  H7  UNL     1      -5.748   0.961  -1.170  1.00  0.00           H  
HETATM   33  H8  UNL     1      -6.557   1.225   1.040  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.068   2.047   1.581  1.00  0.00           H  
HETATM   35  H10 UNL     1      -6.169   2.903   0.391  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.845  -0.187   2.238  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.355  -0.275   2.409  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.807  -0.187   1.343  1.00  0.00           H  
HETATM   39  H14 UNL     1       6.253  -0.550   2.254  1.00  0.00           H  
HETATM   40  H15 UNL     1       8.601  -0.551   1.719  1.00  0.00           H  
HETATM   41  H16 UNL     1       9.448  -0.207  -0.565  1.00  0.00           H  
HETATM   42  H17 UNL     1       7.744   0.155  -2.367  1.00  0.00           H  
HETATM   43  H18 UNL     1      -2.516   0.370  -1.937  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4    6
CONECT    4    5   31   32
CONECT    5   33   34   35
CONECT    6    7    7   25
CONECT    7    8   36
CONECT    8    9    9   37
CONECT    9   10   24
CONECT   10   11   11   38
CONECT   11   12   21
CONECT   12   13   13   20
CONECT   13   14
CONECT   14   15   15   19
CONECT   15   16   39
CONECT   16   17   17   40
CONECT   17   18   41
CONECT   18   19   19   42
CONECT   19   20
CONECT   21   22   22   23
CONECT   23   24
CONECT   24   25   25
CONECT   25   43
END

HMDB0250493
     RDKit          3D
Coumarin 6
 43 46  0  0  0  0  0  0  0  0999 V2000
   -5.6461   -1.7709   -0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9783   -1.0553    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2768    0.1485    0.0423 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9791    1.3033   -0.4255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511    1.9178    0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8370    0.0993    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2307   -0.0824    1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509   -0.1339    1.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0975   -0.0007    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3004   -0.0471    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718    0.0864   -0.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5288    0.0371   -0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3070   -0.1626    0.3437 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6063   -0.1863    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5489   -0.3913    1.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8677   -0.3903    0.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4101   -0.2048   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4761   -0.0021   -1.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1065    0.0015   -1.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6581    0.2034   -1.9703 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4256    0.2665   -1.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206    0.3935   -2.9796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1115    0.3107   -1.9932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6498    0.1831   -0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308    0.2275   -0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1769   -1.4306   -1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7459   -1.5978   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028   -2.8620   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7371   -0.8180    1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2875   -1.7720    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3538    2.0259   -0.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7479    0.9609   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5571    1.2245    1.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0683    2.0469    1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1692    2.9030    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452   -0.1865    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551   -0.2754    2.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8066   -0.1873    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2526   -0.5497    2.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6008   -0.5511    1.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4478   -0.2072   -0.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7440    0.1551   -2.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5161    0.3702   -1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 11 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25  6  1  0
 24  9  1  0
 20 12  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈N₂O₂S

Average Molecular Weight

350.44

Monoisotopic Molecular Weight

350.108899002

IUPAC Name

3-(1,3-benzothiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one

Traditional Name

coumarin 6

CAS Registry Number

Not Available

SMILES

CCN(CC)C1=CC2=C(C=C1)C=C(C1=NC3=CC=CC=C3S1)C(=O)O2

InChI Identifier

InChI=1S/C20H18N2O2S/c1-3-22(4-2)14-10-9-13-11-15(20(23)24-17(13)12-14)19-21-16-7-5-6-8-18(16)25-19/h5-12H,3-4H2,1-2H3

InChI Key

VBVAVBCYMYWNOU-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
1-benzopyran
1,3-benzothiazole
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Pyranone
Pyran
Benzenoid
Azole
Heteroaromatic compound
Thiazole
Lactone
Tertiary amine
Azacycle
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

7-aminocoumarins (CHEBI:51942 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	5.24	ALOGPS
logP	4.79	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Basic)	4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	42.43 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	100.47 m³·mol⁻¹	ChemAxon
Polarizability	39.2 Å³	ChemAxon
Number of Rings	4	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]+	184.394	30932474
DeepCCS	[M-H]-	182.036	30932474
DeepCCS	[M-2H]-	215.95	30932474
DeepCCS	[M+Na]+	191.177	30932474
AllCCS	[M+H]+	182.2	32859911
AllCCS	[M+H-H2O]+	179.2	32859911
AllCCS	[M+NH4]+	185.0	32859911
AllCCS	[M+Na]+	185.8	32859911
AllCCS	[M-H]-	180.9	32859911
AllCCS	[M+Na-2H]-	179.8	32859911
AllCCS	[M+HCOO]-	178.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Coumarin 6	CCN(CC)C1=CC2=C(C=C1)C=C(C1=NC3=CC=CC=C3S1)C(=O)O2	3994.7	Standard polar	33892256
Coumarin 6	CCN(CC)C1=CC2=C(C=C1)C=C(C1=NC3=CC=CC=C3S1)C(=O)O2	3093.3	Standard non polar	33892256
Coumarin 6	CCN(CC)C1=CC2=C(C=C1)C=C(C1=NC3=CC=CC=C3S1)C(=O)O2	3711.3	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 6 GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-1219000000-7e0dd5d1bccaa2fe0300	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coumarin 6 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 6 10V, Positive-QTOF	splash10-0udi-0009000000-41601916efb201cdd7c0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumarin 6 20V, Positive-QTOF	splash10-0udi-0009000000-14780b57a7668492f055	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumarin 6 40V, Positive-QTOF	splash10-0kv0-0192000000-f5f406d8cdfe0982d368	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumarin 6 10V, Negative-QTOF	splash10-0002-0009000000-406e936826744d43d9aa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumarin 6 20V, Negative-QTOF	splash10-006t-0029000000-e269dfaa45f42dd9ad32	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumarin 6 40V, Negative-QTOF	splash10-0a7m-0698000000-ca6e1dc8dcc453c1a841	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

C00019844

Chemspider ID

90668

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100334

PDB ID

Not Available

ChEBI ID

51942

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 6 (HMDB0250493)

MOL for HMDB0250493 (Coumarin 6)

3D MOL for HMDB0250493 (Coumarin 6)

3D SDF for HMDB0250493 (Coumarin 6)

3D-SDF for HMDB0250493 (Coumarin 6)

PDB for HMDB0250493 (Coumarin 6)

3D PDB for HMDB0250493 (Coumarin 6)

SMILES for HMDB0250493 (Coumarin 6)

INCHI for HMDB0250493 (Coumarin 6)

Structure for HMDB0250493 (Coumarin 6)

3D Structure for HMDB0250493 (Coumarin 6)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra