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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:37 UTC

Update Date

2022-03-07 02:53:30 UTC

HMDB ID

HMDB0032909

Secondary Accession Numbers

HMDB32909

Metabolite Identification

Common Name

2-(4-Methoxyphenyl)naphthalic anhydride

Description

2-(4-Methoxyphenyl)naphthalic anhydride belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group. 2-(4-Methoxyphenyl)naphthalic anhydride is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2-(4-methoxyphenyl)naphthalic anhydride has been detected, but not quantified in, fruits. This could make 2-(4-methoxyphenyl)naphthalic anhydride a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0032909
     RDKit          3D
2-(4-Methoxyphenyl)naphthalic anhydride
 35 38  0  0  0  0  0  0  0  0999 V2000
    5.9915    0.8152   -0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2262    0.2318   -1.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642    0.0233   -0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0869   -0.5455   -1.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7419   -0.7312   -1.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1520   -0.3472   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -0.6399   -0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6503   -1.9831   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9748   -2.3020   -0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9257   -1.3140    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2484   -1.6493    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1699   -0.6449    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8101    0.6842    0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691    1.0311    0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480    0.0185   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1949    0.3575   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8326    1.7633   -0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3831    2.0858   -0.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826    2.7867   -0.2028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1084    2.4425   -0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9913    3.3392    0.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250    0.2190    0.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2633    0.3959    0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8097    0.2587    0.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7377    1.8788    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0744    0.7101   -0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691   -0.8401   -2.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1511   -1.1786   -2.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1310   -2.7055   -0.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2144   -3.3593   -0.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4834   -2.7047    0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2015   -0.9239    0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5275    1.4938    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410    0.4964    1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8583    0.8375    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  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
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  2  0
 23  3  1  0
 16  7  1  0
 15 10  1  0
 20 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 22 34  1  0
 23 35  1  0
M  END


  Mrv0541 05061306472D          

 23 26  0  0  0  0            999 V2000
    2.1434   -5.3625    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 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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    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
    1.4289   -2.4750    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
    1.4289   -4.1250    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
    2.8579    0.0000    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
    2.1434   -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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    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
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  7  2  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  3  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15  4  2  0  0  0  0
 16 12  2  0  0  0  0
 16 15  1  0  0  0  0
 17 14  2  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 19  2  0  0  0  0
 22  1  1  0  0  0  0
 22 13  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032909

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1=C2C(=O)OC(=O)C3=CC=CC(C=C1)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C19H12O4/c1-22-13-8-5-11(6-9-13)14-10-7-12-3-2-4-15-16(12)17(14)19(21)23-18(15)20/h2-10H,1H3

> <INCHI_KEY>
QJNMPLSUKPHYQK-UHFFFAOYSA-N

> <FORMULA>
C19H12O4

> <MOLECULAR_WEIGHT>
304.2962

> <EXACT_MASS>
304.073558872

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.20983107524819

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(4-methoxyphenyl)-3-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),5,7,9(13),10-pentaene-2,4-dione

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
3.901614495333333

> <ALOGPS_LOGS>
-5.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.823772698707182

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
85.41459999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.63e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(4-methoxyphenyl)-3-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),5,7,9(13),10-pentaene-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032909
     RDKit          3D
2-(4-Methoxyphenyl)naphthalic anhydride
 35 38  0  0  0  0  0  0  0  0999 V2000
    5.9915    0.8152   -0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2262    0.2318   -1.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642    0.0233   -0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0869   -0.5455   -1.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7419   -0.7312   -1.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1520   -0.3472   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -0.6399   -0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6503   -1.9831   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9748   -2.3020   -0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9257   -1.3140    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2484   -1.6493    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1699   -0.6449    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8101    0.6842    0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691    1.0311    0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480    0.0185   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1949    0.3575   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8326    1.7633   -0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3831    2.0858   -0.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826    2.7867   -0.2028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1084    2.4425   -0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9913    3.3392    0.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250    0.2190    0.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2633    0.3959    0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8097    0.2587    0.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7377    1.8788    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0744    0.7101   -0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691   -0.8401   -2.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1511   -1.1786   -2.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1310   -2.7055   -0.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2144   -3.3593   -0.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4834   -2.7047    0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2015   -0.9239    0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5275    1.4938    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410    0.4964    1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8583    0.8375    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  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
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  2  0
 23  3  1  0
 16  7  1  0
 15 10  1  0
 20 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 22 34  1  0
 23 35  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2    3    4                                                       
CONECT    3    2   12                                                       
CONECT    4    2   15                                                       
CONECT    5    8   11                                                       
CONECT    6    9   11                                                       
CONECT    7   10   12                                                       
CONECT    8    5   13                                                       
CONECT    9    6   13                                                       
CONECT   10    7   14                                                       
CONECT   11    5    6   14                                                  
CONECT   12    3    7   16                                                  
CONECT   13    8    9   22                                                  
CONECT   14   10   11   17                                                  
CONECT   15    4   16   18                                                  
CONECT   16   12   15   17                                                  
CONECT   17   14   16   19                                                  
CONECT   18   15   20   23                                                  
CONECT   19   17   21   23                                                  
CONECT   20   18                                                            
CONECT   21   19                                                            
CONECT   22    1   13                                                       
CONECT   23   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0032909
HETATM    1  C1  UNL     1       5.992   0.815  -0.067  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.226   0.232  -1.095  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.864   0.023  -0.931  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.087  -0.546  -1.918  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.742  -0.731  -1.707  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.152  -0.347  -0.496  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.273  -0.640  -0.361  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.650  -1.983  -0.296  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.975  -2.302  -0.105  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.926  -1.314   0.021  1.00  0.00           C  
HETATM   11  C10 UNL     1      -4.248  -1.649   0.208  1.00  0.00           C  
HETATM   12  C11 UNL     1      -5.170  -0.645   0.324  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.810   0.684   0.259  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.469   1.031   0.070  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.548   0.019  -0.045  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.195   0.357  -0.241  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.833   1.763  -0.320  1.00  0.00           C  
HETATM   18  O2  UNL     1       0.383   2.086  -0.503  1.00  0.00           O  
HETATM   19  O3  UNL     1      -1.783   2.787  -0.203  1.00  0.00           O  
HETATM   20  C17 UNL     1      -3.108   2.443  -0.007  1.00  0.00           C  
HETATM   21  O4  UNL     1      -3.991   3.339   0.104  1.00  0.00           O  
HETATM   22  C18 UNL     1       1.925   0.219   0.488  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.263   0.396   0.259  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.810   0.259   0.899  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.738   1.879   0.108  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.074   0.710  -0.257  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.569  -0.840  -2.862  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.151  -1.179  -2.494  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.131  -2.705  -0.401  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.214  -3.359  -0.062  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.483  -2.705   0.252  1.00  0.00           H  
HETATM   32  H9  UNL     1      -6.201  -0.924   0.469  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.527   1.494   0.349  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.441   0.496   1.413  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.858   0.837   1.030  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   22
CONECT    7    8    8   16
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11   15
CONECT   11   12   12   31
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   20
CONECT   15   16   16
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   21   21
CONECT   22   23   23   34
CONECT   23   35
END

HMDB0032909
     RDKit          3D
2-(4-Methoxyphenyl)naphthalic anhydride
 35 38  0  0  0  0  0  0  0  0999 V2000
    5.9915    0.8152   -0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2262    0.2318   -1.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642    0.0233   -0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0869   -0.5455   -1.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7419   -0.7312   -1.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1520   -0.3472   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -0.6399   -0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6503   -1.9831   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9748   -2.3020   -0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9257   -1.3140    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2484   -1.6493    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1699   -0.6449    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8101    0.6842    0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691    1.0311    0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480    0.0185   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1949    0.3575   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8326    1.7633   -0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3831    2.0858   -0.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826    2.7867   -0.2028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1084    2.4425   -0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9913    3.3392    0.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250    0.2190    0.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2633    0.3959    0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8097    0.2587    0.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7377    1.8788    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0744    0.7101   -0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691   -0.8401   -2.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1511   -1.1786   -2.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1310   -2.7055   -0.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2144   -3.3593   -0.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4834   -2.7047    0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2015   -0.9239    0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5275    1.4938    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410    0.4964    1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8583    0.8375    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  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
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  2  0
 23  3  1  0
 16  7  1  0
 15 10  1  0
 20 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 22 34  1  0
 23 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₁₂O₄

Average Molecular Weight

304.2962

Monoisotopic Molecular Weight

304.073558872

IUPAC Name

6-(4-methoxyphenyl)-3-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),5,7,9(13),10-pentaene-2,4-dione

Traditional Name

6-(4-methoxyphenyl)-3-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),5,7,9(13),10-pentaene-2,4-dione

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1=C2C(=O)OC(=O)C3=CC=CC(C=C1)=C23

InChI Identifier

InChI=1S/C19H12O4/c1-22-13-8-5-11(6-9-13)14-10-7-12-3-2-4-15-16(12)17(14)19(21)23-18(15)20/h2-10H,1H3

InChI Key

QJNMPLSUKPHYQK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Phenylnaphthalenes

Direct Parent

Phenylnaphthalenes

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0032909)

Cellular substructure

Membrane (HMDB: HMDB0032909)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032909)

Source

Exogenous

Food

Food (HMDB: HMDB0032909)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0032909)

Not Available

Nutrient (HMDB: HMDB0032909)

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
Water Solubility	0.00056 g/L	ALOGPS
logP	3.94	ALOGPS
logP	3.9	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.41 m³·mol⁻¹	ChemAxon
Polarizability	31.21 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
DarkChem	[M+H]+	172.1	31661259
DarkChem	[M-H]-	173.245	31661259
DeepCCS	[M-2H]-	202.427	30932474
DeepCCS	[M+Na]+	177.655	30932474
AllCCS	[M+H]+	171.0	32859911
AllCCS	[M+H-H2O]+	167.4	32859911
AllCCS	[M+NH4]+	174.4	32859911
AllCCS	[M+Na]+	175.3	32859911
AllCCS	[M-H]-	173.7	32859911
AllCCS	[M+Na-2H]-	172.6	32859911
AllCCS	[M+HCOO]-	171.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(4-Methoxyphenyl)naphthalic anhydride	COC1=CC=C(C=C1)C1=C2C(=O)OC(=O)C3=CC=CC(C=C1)=C23	4636.1	Standard polar	33892256
2-(4-Methoxyphenyl)naphthalic anhydride	COC1=CC=C(C=C1)C1=C2C(=O)OC(=O)C3=CC=CC(C=C1)=C23	2951.1	Standard non polar	33892256
2-(4-Methoxyphenyl)naphthalic anhydride	COC1=CC=C(C=C1)C1=C2C(=O)OC(=O)C3=CC=CC(C=C1)=C23	3094.1	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 - 2-(4-Methoxyphenyl)naphthalic anhydride GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-0091000000-d05a80b481badc16278c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 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 - 2-(4-Methoxyphenyl)naphthalic anhydride 10V, Positive-QTOF	splash10-0a4i-0009000000-c409e6ed289099d6e934	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 20V, Positive-QTOF	splash10-0a4i-0009000000-30dae83d0048905a8dbd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 40V, Positive-QTOF	splash10-0a71-1090000000-16b70cf768060f915427	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 10V, Negative-QTOF	splash10-0udi-0009000000-25c757a5daeaa1964e90	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 20V, Negative-QTOF	splash10-0udi-0029000000-fbf73d350bdc26dfde09	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 40V, Negative-QTOF	splash10-000i-0090000000-d2f960d64be4ccb33e69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 10V, Positive-QTOF	splash10-0a4i-0009000000-65f36650821dd11e29ee	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 20V, Positive-QTOF	splash10-0a4i-0009000000-232a960bd19e0e871283	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 40V, Positive-QTOF	splash10-001i-0090000000-efee29c6455069aae57c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 10V, Negative-QTOF	splash10-0udi-0009000000-dee7626e8c41931932f4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 20V, Negative-QTOF	splash10-0udi-0009000000-dee7626e8c41931932f4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methoxyphenyl)naphthalic anhydride 40V, Negative-QTOF	splash10-00di-0390000000-edf627d1b2006ad5a8f1	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB010892

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101673656

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-(4-Methoxyphenyl)naphthalic anhydride (HMDB0032909)

MOL for HMDB0032909 (2-(4-Methoxyphenyl)naphthalic anhydride)

3D MOL for HMDB0032909 (2-(4-Methoxyphenyl)naphthalic anhydride)

3D SDF for HMDB0032909 (2-(4-Methoxyphenyl)naphthalic anhydride)

3D-SDF for HMDB0032909 (2-(4-Methoxyphenyl)naphthalic anhydride)

PDB for HMDB0032909 (2-(4-Methoxyphenyl)naphthalic anhydride)

3D PDB for HMDB0032909 (2-(4-Methoxyphenyl)naphthalic anhydride)

SMILES for HMDB0032909 (2-(4-Methoxyphenyl)naphthalic anhydride)

INCHI for HMDB0032909 (2-(4-Methoxyphenyl)naphthalic anhydride)

Structure for HMDB0032909 (2-(4-Methoxyphenyl)naphthalic anhydride)

3D Structure for HMDB0032909 (2-(4-Methoxyphenyl)naphthalic anhydride)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra