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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:31:33 UTC

Update Date

2021-09-26 23:01:58 UTC

HMDB ID

HMDB0250496

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Coumatetralyl

Description

4-hydroxy-3-(1,2,3,4-tetrahydronaphthalen-1-yl)-2H-chromen-2-one belongs to the class of organic compounds known as 4-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to C4-position the coumarin skeleton. 4-hydroxy-3-(1,2,3,4-tetrahydronaphthalen-1-yl)-2H-chromen-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Coumatetralyl is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Coumatetralyl 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

HMDB0250496
     RDKit          3D
Coumatetralyl
 38 41  0  0  0  0  0  0  0  0999 V2000
    0.8509   -2.9952   -0.8779 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3267   -1.8576   -0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6284   -1.8115   -0.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530   -0.7123   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -0.6990    0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2529    0.4720    0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5128    1.6347    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458    1.5914    0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963    0.4436    0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416    0.4455   -0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3226    1.5291    0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -0.7492   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9169   -0.8637   -0.6336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1904   -0.3634   -2.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3074    0.6001   -2.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4967    0.2334   -1.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9827    0.2430    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8074    0.8021    1.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3677    0.8262    2.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1380    0.2978    2.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238   -0.2594    1.6996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7546   -0.2867    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728   -1.6149    0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3253    0.4381    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0228    2.5288    0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5552    2.4910    0.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5815    2.4441    0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -1.9694   -0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3751   -1.2116   -2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767    0.1401   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440    0.5969   -3.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480    1.6211   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8130   -0.7781   -1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123    0.9584   -1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7696    1.2121    0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0042    1.2667    3.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283    0.3340    3.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381   -0.6762    1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 12  2  1  0
 22 13  1  0
  9  4  1  0
 22 17  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END

  Mrv1572004191601212D          

 22 25  0  0  0  0            999 V2000
    2.8579    2.4750    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
   -0.7145   -0.4125    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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    2.1434    1.2375    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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    0.8250    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
    0.7145   -0.4125    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
    2.1434   -0.4125    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  2  0  0  0  0
  6  1  1  0  0  0  0
  7  5  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  4  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 13 12  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  2  0  0  0  0
 16 11  2  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  2  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  2  0  0  0  0
 22 16  1  0  0  0  0
 22 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250496

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(C2CCCC3=CC=CC=C23)C(=O)OC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O3/c20-18-15-9-3-4-11-16(15)22-19(21)17(18)14-10-5-7-12-6-1-2-8-13(12)14/h1-4,6,8-9,11,14,20H,5,7,10H2

> <INCHI_KEY>
ULSLJYXHZDTLQK-UHFFFAOYSA-N

> <FORMULA>
C19H16O3

> <MOLECULAR_WEIGHT>
292.334

> <EXACT_MASS>
292.109944375

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.169495338402356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-3-(1,2,3,4-tetrahydronaphthalen-1-yl)-2H-chromen-2-one

> <ALOGPS_LOGP>
3.68

> <JCHEM_LOGP>
3.785019091333333

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.641117242936563

> <JCHEM_PKA_STRONGEST_BASIC>
-6.89237531794024

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
84.88259999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
coumatetralyl

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250496
     RDKit          3D
Coumatetralyl
 38 41  0  0  0  0  0  0  0  0999 V2000
    0.8509   -2.9952   -0.8779 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3267   -1.8576   -0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6284   -1.8115   -0.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530   -0.7123   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -0.6990    0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2529    0.4720    0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5128    1.6347    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458    1.5914    0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963    0.4436    0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416    0.4455   -0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3226    1.5291    0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -0.7492   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9169   -0.8637   -0.6336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1904   -0.3634   -2.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3074    0.6001   -2.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4967    0.2334   -1.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9827    0.2430    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8074    0.8021    1.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3677    0.8262    2.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1380    0.2978    2.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238   -0.2594    1.6996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7546   -0.2867    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728   -1.6149    0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3253    0.4381    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0228    2.5288    0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5552    2.4910    0.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5815    2.4441    0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -1.9694   -0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3751   -1.2116   -2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767    0.1401   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440    0.5969   -3.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480    1.6211   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8130   -0.7781   -1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123    0.9584   -1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7696    1.2121    0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0042    1.2667    3.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283    0.3340    3.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381   -0.6762    1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 12  2  1  0
 22 13  1  0
  9  4  1  0
 22 17  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -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       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    8                                                       
CONECT    3    4    9                                                       
CONECT    4    3   11                                                       
CONECT    5    7   10                                                       
CONECT    6    1   12                                                       
CONECT    7    5   12                                                       
CONECT    8    2   13                                                       
CONECT    9    3   15                                                       
CONECT   10    5   14                                                       
CONECT   11    4   16                                                       
CONECT   12    6    7   13                                                  
CONECT   13    8   12   14                                                  
CONECT   14   10   13   17                                                  
CONECT   15    9   16   18                                                  
CONECT   16   11   15   22                                                  
CONECT   17   14   18   19                                                  
CONECT   18   15   17   20                                                  
CONECT   19   17   21   22                                                  
CONECT   20   18                                                            
CONECT   21   19                                                            
CONECT   22   16   19                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0250496
HETATM    1  O1  UNL     1       0.851  -2.995  -0.878  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.327  -1.858  -0.554  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.628  -1.812  -0.370  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.253  -0.712  -0.035  1.00  0.00           C  
HETATM    5  C3  UNL     1       4.618  -0.699   0.149  1.00  0.00           C  
HETATM    6  C4  UNL     1       5.253   0.472   0.500  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.513   1.635   0.667  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.146   1.591   0.476  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.496   0.444   0.128  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.142   0.445  -0.052  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.323   1.529   0.087  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.540  -0.749  -0.406  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.917  -0.864  -0.634  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.190  -0.363  -2.020  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.307   0.600  -2.160  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.497   0.233  -1.307  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.983   0.243   0.109  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.807   0.802   1.056  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.368   0.826   2.359  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.138   0.298   2.663  1.00  0.00           C  
HETATM   21  C18 UNL     1      -1.324  -0.259   1.700  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.755  -0.287   0.401  1.00  0.00           C  
HETATM   23  H1  UNL     1       5.173  -1.615   0.013  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.325   0.438   0.633  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.023   2.529   0.939  1.00  0.00           H  
HETATM   26  H4  UNL     1       2.555   2.491   0.601  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.581   2.444   0.331  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.152  -1.969  -0.645  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.375  -1.212  -2.743  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.277   0.140  -2.451  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.644   0.597  -3.228  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.948   1.621  -1.901  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.813  -0.778  -1.617  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.312   0.958  -1.426  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.770   1.212   0.797  1.00  0.00           H  
HETATM   36  H14 UNL     1      -4.004   1.267   3.139  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.828   0.334   3.693  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.338  -0.676   1.986  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4
CONECT    4    5    5    9
CONECT    5    6   23
CONECT    6    7    7   24
CONECT    7    8   25
CONECT    8    9    9   26
CONECT    9   10
CONECT   10   11   12   12
CONECT   11   27
CONECT   12   13
CONECT   13   14   22   28
CONECT   14   15   29   30
CONECT   15   16   31   32
CONECT   16   17   33   34
CONECT   17   18   18   22
CONECT   18   19   35
CONECT   19   20   20   36
CONECT   20   21   37
CONECT   21   22   22   38
END

HMDB0250496
     RDKit          3D
Coumatetralyl
 38 41  0  0  0  0  0  0  0  0999 V2000
    0.8509   -2.9952   -0.8779 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3267   -1.8576   -0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6284   -1.8115   -0.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530   -0.7123   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -0.6990    0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2529    0.4720    0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5128    1.6347    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458    1.5914    0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963    0.4436    0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416    0.4455   -0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3226    1.5291    0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -0.7492   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9169   -0.8637   -0.6336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1904   -0.3634   -2.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3074    0.6001   -2.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4967    0.2334   -1.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9827    0.2430    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8074    0.8021    1.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3677    0.8262    2.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1380    0.2978    2.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238   -0.2594    1.6996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7546   -0.2867    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728   -1.6149    0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3253    0.4381    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0228    2.5288    0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5552    2.4910    0.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5815    2.4441    0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -1.9694   -0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3751   -1.2116   -2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767    0.1401   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440    0.5969   -3.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480    1.6211   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8130   -0.7781   -1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3123    0.9584   -1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7696    1.2121    0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0042    1.2667    3.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283    0.3340    3.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381   -0.6762    1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 12  2  1  0
 22 13  1  0
  9  4  1  0
 22 17  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Coumatetralyl	MeSH
Coumateralyl	MeSH

Chemical Formula

C₁₉H₁₆O₃

Average Molecular Weight

292.334

Monoisotopic Molecular Weight

292.109944375

IUPAC Name

4-hydroxy-3-(1,2,3,4-tetrahydronaphthalen-1-yl)-2H-chromen-2-one

Traditional Name

coumatetralyl

CAS Registry Number

Not Available

SMILES

OC1=C(C2CCCC3=CC=CC=C23)C(=O)OC2=CC=CC=C12

InChI Identifier

InChI=1S/C19H16O3/c20-18-15-9-3-4-11-16(15)22-19(21)17(18)14-10-5-7-12-6-1-2-8-13(12)14/h1-4,6,8-9,11,14,20H,5,7,10H2

InChI Key

ULSLJYXHZDTLQK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to C4-position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

4-hydroxycoumarins

Alternative Parents

Substituents

4-hydroxycoumarin
Benzopyran
1-benzopyran
Tetralin
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Lactone
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxycoumarin (CHEBI:80742 )
Coumarin rodenticides (C16806 )

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	3.68	ALOGPS
logP	3.79	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	5.64	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	84.88 m³·mol⁻¹	ChemAxon
Polarizability	31.17 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-2H]-	198.829	30932474
DeepCCS	[M+Na]+	174.395	30932474
AllCCS	[M+H]+	169.9	32859911
AllCCS	[M+H-H2O]+	166.2	32859911
AllCCS	[M+NH4]+	173.2	32859911
AllCCS	[M+Na]+	174.2	32859911
AllCCS	[M-H]-	175.2	32859911
AllCCS	[M+Na-2H]-	174.4	32859911
AllCCS	[M+HCOO]-	173.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Coumatetralyl	OC1=C(C2CCCC3=CC=CC=C23)C(=O)OC2=CC=CC=C12	3609.2	Standard polar	33892256
Coumatetralyl	OC1=C(C2CCCC3=CC=CC=C23)C(=O)OC2=CC=CC=C12	2607.8	Standard non polar	33892256
Coumatetralyl	OC1=C(C2CCCC3=CC=CC=C23)C(=O)OC2=CC=CC=C12	2840.9	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 - Coumatetralyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fr-0490000000-9b9e72e45139c5e624f6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coumatetralyl GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coumatetralyl GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coumatetralyl GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 60V, Negative-QTOF	splash10-0006-0910000000-28cd77d77fb9d778c251	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 45V, Negative-QTOF	splash10-0006-0960000000-a62c1ec630b2395a2cad	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 15V, Positive-QTOF	splash10-0006-0090000000-8852e815092efde3af39	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 90V, Negative-QTOF	splash10-0006-3910000000-574bfe7b53151e2e973c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 75V, Negative-QTOF	splash10-0006-2910000000-70c31e83ba7c5c8ee9f6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 30V, Positive-QTOF	splash10-002f-1960000000-f0f782075fec6fb29038	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 60V, Positive-QTOF	splash10-004l-5900000000-75335eb6bc7d1378ae7e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 45V, Positive-QTOF	splash10-004i-3900000000-9c7901eb82edf065705c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 15V, Negative-QTOF	splash10-0006-0090000000-db728593cfbd1ad5a729	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 30V, Negative-QTOF	splash10-0006-0090000000-8ebabc22d05ebf55c77e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 90V, Positive-QTOF	splash10-0006-9300000000-cde03da32fc0bc088a66	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coumatetralyl 75V, Positive-QTOF	splash10-054o-9600000000-331ee83143e44af3d37d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 10V, Positive-QTOF	splash10-0006-0190000000-ff2d743cc1e96d38bf8b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 20V, Positive-QTOF	splash10-00ou-0980000000-5394c45d7869f0ab3910	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 40V, Positive-QTOF	splash10-00fr-1930000000-684870e564a6605d361c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 10V, Negative-QTOF	splash10-0006-0090000000-dc57ca200a6d45a6ca9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 20V, Negative-QTOF	splash10-01ox-0590000000-eff1d59865a74b22ada6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 40V, Negative-QTOF	splash10-056v-8970000000-26599dddd16ef11b06bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 10V, Positive-QTOF	splash10-0006-0090000000-78bee4da8a077d035019	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 20V, Positive-QTOF	splash10-000x-2960000000-7a11683866c862093a92	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 40V, Positive-QTOF	splash10-00y4-4910000000-de37e1d6c48cabc02e6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 10V, Negative-QTOF	splash10-0006-0090000000-7cc3a477557349d2f4e1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 20V, Negative-QTOF	splash10-0006-0290000000-c6f7a9a7de6e4cbff3e4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coumatetralyl 40V, Negative-QTOF	splash10-004l-3940000000-bda51e46977e927a4637	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

Not Available

KEGG Compound ID

C16806

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54678504

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 Coumatetralyl (HMDB0250496)

MOL for HMDB0250496 (Coumatetralyl)

3D MOL for HMDB0250496 (Coumatetralyl)

3D SDF for HMDB0250496 (Coumatetralyl)

3D-SDF for HMDB0250496 (Coumatetralyl)

PDB for HMDB0250496 (Coumatetralyl)

3D PDB for HMDB0250496 (Coumatetralyl)

SMILES for HMDB0250496 (Coumatetralyl)

INCHI for HMDB0250496 (Coumatetralyl)

Structure for HMDB0250496 (Coumatetralyl)

3D Structure for HMDB0250496 (Coumatetralyl)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra