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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:25 UTC

Update Date

2022-03-07 02:53:27 UTC

HMDB ID

HMDB0032725

Secondary Accession Numbers

HMDB32725

Metabolite Identification

Common Name

Acetomenaphthone

Description

Acetomenaphthone belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Based on a literature review very few articles have been published on Acetomenaphthone.

Structure

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

HMDB0032725
     RDKit          3D
Acetomenaphthone
 33 34  0  0  0  0  0  0  0  0999 V2000
   -5.2885    0.3211    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8625    0.3807   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5340    0.4951   -1.4646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8635    0.3091    0.6805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5059    0.3579    0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8091    1.5477    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5358    1.5654    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2587    2.8465   -0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2423    0.4080   -0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6016    0.4386   -0.5794 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5378    0.3495    0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9780    0.3844    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1119    0.2454    1.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -0.7871   -0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2318   -1.9607   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -3.1543   -0.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -3.1432   -0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4918   -1.9798    0.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7990   -0.7950    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -0.7046    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4016    0.6356    1.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8973    1.0288   -0.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3387    2.4834    0.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2405    2.7471   -0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569    3.3457    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6586    3.5317   -0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2836   -0.6464   -0.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5842    0.8385    0.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1054    1.0385   -0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844   -1.9633   -0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714   -4.0984   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -4.0836   -0.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5542   -1.9821    0.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  5  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END


  Mrv0541 05061306392D          

 19 20  0  0  0  0            999 V2000
    4.2868    2.4750    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    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    1.4289    2.4750    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
    3.5724    2.0625    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
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  8  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  2  0  0  0  0
 13 12  1  0  0  0  0
 14  8  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  2  0  0  0  0
 17 11  2  0  0  0  0
 18 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19 11  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032725

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1=CC(C)=C(OC(C)=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O4/c1-9-8-14(18-10(2)16)12-6-4-5-7-13(12)15(9)19-11(3)17/h4-8H,1-3H3

> <INCHI_KEY>
RYWSYCQQUDFMAU-UHFFFAOYSA-N

> <FORMULA>
C15H14O4

> <MOLECULAR_WEIGHT>
258.2693

> <EXACT_MASS>
258.089208936

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.064540260748906

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(acetyloxy)-2-methylnaphthalen-1-yl acetate

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
2.6906659106666666

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.842653545784122

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
69.8142

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vitamin K4

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032725
     RDKit          3D
Acetomenaphthone
 33 34  0  0  0  0  0  0  0  0999 V2000
   -5.2885    0.3211    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8625    0.3807   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5340    0.4951   -1.4646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8635    0.3091    0.6805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5059    0.3579    0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8091    1.5477    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5358    1.5654    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2587    2.8465   -0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2423    0.4080   -0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6016    0.4386   -0.5794 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5378    0.3495    0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9780    0.3844    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1119    0.2454    1.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -0.7871   -0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2318   -1.9607   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -3.1543   -0.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -3.1432   -0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4918   -1.9798    0.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7990   -0.7950    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -0.7046    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4016    0.6356    1.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8973    1.0288   -0.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3387    2.4834    0.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2405    2.7471   -0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569    3.3457    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6586    3.5317   -0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2836   -0.6464   -0.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5842    0.8385    0.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1054    1.0385   -0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844   -1.9633   -0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714   -4.0984   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -4.0836   -0.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5542   -1.9821    0.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  5  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  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       8.002   4.620   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       6.668   8.470   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       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   12                                                       
CONECT    7    5   13                                                       
CONECT    8    9   14                                                       
CONECT    9    1    8   15                                                  
CONECT   10    2   16   18                                                  
CONECT   11    3   17   19                                                  
CONECT   12    6   13   14                                                  
CONECT   13    7   12   15                                                  
CONECT   14    8   12   18                                                  
CONECT   15    9   13   19                                                  
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   10   14                                                       
CONECT   19   11   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0032725
HETATM    1  C1  UNL     1      -5.289   0.321   0.151  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.862   0.381  -0.266  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.534   0.495  -1.465  1.00  0.00           O  
HETATM    4  O2  UNL     1      -2.863   0.309   0.680  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.506   0.358   0.369  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.809   1.548   0.312  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.536   1.565   0.000  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.259   2.846  -0.055  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.242   0.408  -0.266  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.602   0.439  -0.579  1.00  0.00           O  
HETATM   11  C8  UNL     1       3.538   0.350   0.447  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.978   0.384   0.087  1.00  0.00           C  
HETATM   13  O4  UNL     1       3.112   0.245   1.614  1.00  0.00           O  
HETATM   14  C10 UNL     1       0.553  -0.787  -0.211  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.232  -1.961  -0.472  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.541  -3.154  -0.417  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.802  -3.143  -0.103  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.492  -1.980   0.160  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.799  -0.795   0.103  1.00  0.00           C  
HETATM   20  H1  UNL     1      -5.698  -0.705   0.069  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.402   0.636   1.197  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.897   1.029  -0.477  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.339   2.483   0.517  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.240   2.747  -0.562  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.357   3.346   0.931  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.659   3.532  -0.714  1.00  0.00           H  
HETATM   27  H8  UNL     1       5.284  -0.646  -0.156  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.584   0.839   0.903  1.00  0.00           H  
HETATM   29  H10 UNL     1       5.105   1.039  -0.802  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.284  -1.963  -0.717  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.071  -4.098  -0.623  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.331  -4.084  -0.063  1.00  0.00           H  
HETATM   33  H14 UNL     1      -2.554  -1.982   0.407  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6   19
CONECT    6    7   23
CONECT    7    8    9    9
CONECT    8   24   25   26
CONECT    9   10   14
CONECT   10   11
CONECT   11   12   13   13
CONECT   12   27   28   29
CONECT   14   15   15   19
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18   32
CONECT   18   19   19   33
END

HMDB0032725
     RDKit          3D
Acetomenaphthone
 33 34  0  0  0  0  0  0  0  0999 V2000
   -5.2885    0.3211    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8625    0.3807   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5340    0.4951   -1.4646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8635    0.3091    0.6805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5059    0.3579    0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8091    1.5477    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5358    1.5654    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2587    2.8465   -0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2423    0.4080   -0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6016    0.4386   -0.5794 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5378    0.3495    0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9780    0.3844    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1119    0.2454    1.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -0.7871   -0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2318   -1.9607   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -3.1543   -0.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -3.1432   -0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4918   -1.9798    0.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7990   -0.7950    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -0.7046    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4016    0.6356    1.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8973    1.0288   -0.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3387    2.4834    0.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2405    2.7471   -0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569    3.3457    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6586    3.5317   -0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2836   -0.6464   -0.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5842    0.8385    0.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1054    1.0385   -0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844   -1.9633   -0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714   -4.0984   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -4.0836   -0.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5542   -1.9821    0.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  5  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1, 4-Diacetoxy-2-methylnaphthalene	HMDB
1,4-Diacetoxy-2-methylnaphthalene	HMDB
1,4-Naphthalenediol, 2-methyl-, diacetate	HMDB
2-Methyl-1,4-naphthohydroquinone diacetate	HMDB
2-Methyl-1,4-naphthylene diacetate	HMDB
Acetomenadione	HMDB
Acetomenaphthone	HMDB
Acetomenaphthone, ban	HMDB
Adaprin	HMDB
Davitamon-K	HMDB
Davitamon-K-oral	HMDB
Kapilin	HMDB
Kapilon	HMDB
Kappaxan	HMDB
Kativ powder	HMDB
Kayvite	HMDB
Menadiol di(acetate)	HMDB
Menadiol diacetate	HMDB
Pafavit	HMDB
Prokayvit oral	HMDB
Vitamin K diacetate	HMDB
Vitamin K4	HMDB
Vitavel K	HMDB

Chemical Formula

C₁₅H₁₄O₄

Average Molecular Weight

258.2693

Monoisotopic Molecular Weight

258.089208936

IUPAC Name

4-(acetyloxy)-2-methylnaphthalen-1-yl acetate

Traditional Name

vitamin K4

CAS Registry Number

573-20-6

SMILES

CC(=O)OC1=CC(C)=C(OC(C)=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C15H14O4/c1-9-8-14(18-10(2)16)12-6-4-5-7-13(12)15(9)19-11(3)17/h4-8H,1-3H3

InChI Key

RYWSYCQQUDFMAU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032725)

Membrane (HMDB: HMDB0032725)
Cell membrane (HMDB: HMDB0032725)

Process

Not Available

Role

Industrial application

Drug (HMDB: HMDB0032725)

Biological role

Nutrient

Nutrient (HMDB: HMDB0032725)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	113 °C	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	0.014 g/L	ALOGPS
logP	3.01	ALOGPS
logP	2.69	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	69.81 m³·mol⁻¹	ChemAxon
Polarizability	27.06 Å³	ChemAxon
Number of Rings	2	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]+	163.417	31661259
DarkChem	[M-H]-	161.222	31661259
DeepCCS	[M-2H]-	189.842	30932474
DeepCCS	[M+Na]+	165.128	30932474
AllCCS	[M+H]+	157.4	32859911
AllCCS	[M+H-H2O]+	153.6	32859911
AllCCS	[M+NH4]+	160.9	32859911
AllCCS	[M+Na]+	161.9	32859911
AllCCS	[M-H]-	162.0	32859911
AllCCS	[M+Na-2H]-	161.7	32859911
AllCCS	[M+HCOO]-	161.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acetomenaphthone	CC(=O)OC1=CC(C)=C(OC(C)=O)C2=CC=CC=C12	2957.8	Standard polar	33892256
Acetomenaphthone	CC(=O)OC1=CC(C)=C(OC(C)=O)C2=CC=CC=C12	2057.7	Standard non polar	33892256
Acetomenaphthone	CC(=O)OC1=CC(C)=C(OC(C)=O)C2=CC=CC=C12	1976.1	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 - Acetomenaphthone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xu-6950000000-0db0575f6d228d129527	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetomenaphthone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetomenaphthone 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 - Acetomenaphthone 10V, Positive-QTOF	splash10-0aos-0390000000-2d3cc117ce6614e41bf5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetomenaphthone 20V, Positive-QTOF	splash10-0002-0930000000-f53f52c204bca999966d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetomenaphthone 40V, Positive-QTOF	splash10-0ab9-1900000000-31f411e71caf3c577924	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetomenaphthone 10V, Negative-QTOF	splash10-066r-1190000000-d01ca5d80719fbda3e69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetomenaphthone 20V, Negative-QTOF	splash10-066r-3490000000-5845c311fb189bd98ad4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetomenaphthone 40V, Negative-QTOF	splash10-05fr-5910000000-eb6af5529eb5eec359cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetomenaphthone 10V, Negative-QTOF	splash10-0a4i-0090000000-c2a50a42dfada53572a9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetomenaphthone 20V, Negative-QTOF	splash10-0aor-0090000000-9b6dfe813fbc01007572	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetomenaphthone 40V, Negative-QTOF	splash10-00di-2920000000-1092c524f0bcb81a10cb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetomenaphthone 10V, Positive-QTOF	splash10-066r-0290000000-9b4cf42e8185f36ccba3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetomenaphthone 20V, Positive-QTOF	splash10-0a4j-0900000000-a8fabceb81e382386be0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetomenaphthone 40V, Positive-QTOF	splash10-0a4i-0900000000-c72efa45261a1bd802de	2021-09-24	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

FDB010686

KNApSAcK ID

Not Available

Chemspider ID

10835

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11310

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 Acetomenaphthone (HMDB0032725)

MOL for HMDB0032725 (Acetomenaphthone)

3D MOL for HMDB0032725 (Acetomenaphthone)

3D SDF for HMDB0032725 (Acetomenaphthone)

3D-SDF for HMDB0032725 (Acetomenaphthone)

PDB for HMDB0032725 (Acetomenaphthone)

3D PDB for HMDB0032725 (Acetomenaphthone)

SMILES for HMDB0032725 (Acetomenaphthone)

INCHI for HMDB0032725 (Acetomenaphthone)

Structure for HMDB0032725 (Acetomenaphthone)

3D Structure for HMDB0032725 (Acetomenaphthone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra