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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:42:33 UTC

Update Date

2022-03-07 02:53:54 UTC

HMDB ID

HMDB0033935

Secondary Accession Numbers

HMDB33935

Metabolite Identification

Common Name

Anigorufone

Description

Anigorufone 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. Anigorufone has been detected, but not quantified in, fruits. This could make anigorufone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Anigorufone.

Structure

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

HMDB0033935
     RDKit          3D
Anigorufone
 33 36  0  0  0  0  0  0  0  0999 V2000
    1.0888    1.2348    1.3235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0935    0.9864    0.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1482    1.6833    1.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    2.5562    2.7637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3855    1.4121    1.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6913    0.4752    0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0133    0.2215   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3200   -0.6595   -1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3171   -1.3131   -1.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995   -1.0619   -1.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9753   -1.7145   -2.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3331   -1.4715   -1.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6645   -0.5824   -0.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0541   -0.2790   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6367    0.9352   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9818    1.1140   -0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7380    0.1087    0.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1450   -1.1044    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8227   -1.2874    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444    0.0532   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -0.1815   -0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1726    3.4929    2.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1802    1.9172    1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7987    0.7143    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3342   -0.8792   -1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153   -2.0147   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434   -2.3980   -2.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1651   -1.9549   -2.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528    1.7231   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4044    2.1005   -0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7751    0.3013    0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7681   -1.8829    0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3742   -2.2454    0.2898 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
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  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
 13 20  2  0
 20 21  1  0
 20  2  1  0
 21  6  2  0
 21 10  1  0
 19 14  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END


  Mrv0541 05061307272D          

 21 24  0  0  0  0            999 V2000
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    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
    4.2868   -2.4750    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
    0.7145   -1.2375    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   -2.4750    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
    2.1434   -0.4125    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
    3.5724   -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
    2.8579   -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
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
 10  9  2  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13  9  1  0  0  0  0
 14  8  2  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16 11  2  0  0  0  0
 17 13  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  2  0  0  0  0
 18 17  1  0  0  0  0
 19 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 21 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033935

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=CC=CC3=C2C(C1=O)=C(C=C3)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H12O2/c20-16-11-14-8-4-7-13-9-10-15(12-5-2-1-3-6-12)18(17(13)14)19(16)21/h1-11,20H

> <INCHI_KEY>
ACJJXELQAJQSLK-UHFFFAOYSA-N

> <FORMULA>
C19H12O2

> <MOLECULAR_WEIGHT>
272.2974

> <EXACT_MASS>
272.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
29.316191312960772

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-9-phenyl-1H-phenalen-1-one

> <ALOGPS_LOGP>
4.03

> <JCHEM_LOGP>
4.0351239303333335

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.787884839494021

> <JCHEM_PKA_STRONGEST_BASIC>
-3.447039171205314

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
84.37279999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-9-phenylphenalen-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0033935
     RDKit          3D
Anigorufone
 33 36  0  0  0  0  0  0  0  0999 V2000
    1.0888    1.2348    1.3235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0935    0.9864    0.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1482    1.6833    1.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    2.5562    2.7637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3855    1.4121    1.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6913    0.4752    0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0133    0.2215   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3200   -0.6595   -1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3171   -1.3131   -1.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995   -1.0619   -1.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9753   -1.7145   -2.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3331   -1.4715   -1.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6645   -0.5824   -0.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0541   -0.2790   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6367    0.9352   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9818    1.1140   -0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7380    0.1087    0.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1450   -1.1044    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8227   -1.2874    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444    0.0532   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -0.1815   -0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1726    3.4929    2.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1802    1.9172    1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7987    0.7143    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3342   -0.8792   -1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153   -2.0147   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434   -2.3980   -2.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1651   -1.9549   -2.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528    1.7231   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4044    2.1005   -0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7751    0.3013    0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7681   -1.8829    0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3742   -2.2454    0.2898 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
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  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
 13 20  2  0
 20 21  1  0
 20  2  1  0
 21  6  2  0
 21 10  1  0
 19 14  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 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       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   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  C   UNK     0       6.668  -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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -2.310   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       8.002  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    7    8                                                       
CONECT    5    2   12                                                       
CONECT    6    3   12                                                       
CONECT    7    4   13                                                       
CONECT    8    4   14                                                       
CONECT    9   10   13                                                       
CONECT   10    9   15                                                       
CONECT   11   14   16                                                       
CONECT   12    5    6   15                                                  
CONECT   13    7    9   17                                                  
CONECT   14    8   11   17                                                  
CONECT   15   10   12   18                                                  
CONECT   16   11   19   20                                                  
CONECT   17   13   14   18                                                  
CONECT   18   15   17   19                                                  
CONECT   19   16   18   21                                                  
CONECT   20   16                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0033935
HETATM    1  O1  UNL     1       1.089   1.235   1.323  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.093   0.986   0.992  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.148   1.683   1.753  1.00  0.00           C  
HETATM    4  O2  UNL     1      -0.780   2.556   2.764  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.386   1.412   1.401  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.691   0.475   0.320  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.013   0.221  -0.001  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.320  -0.659  -1.004  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.317  -1.313  -1.716  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.000  -1.062  -1.399  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.975  -1.714  -2.097  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.333  -1.472  -1.779  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.665  -0.582  -0.769  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.054  -0.279  -0.478  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.637   0.935  -0.727  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.982   1.114  -0.398  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.738   0.109   0.166  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.145  -1.104   0.411  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.823  -1.287   0.091  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.344   0.053  -0.086  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.692  -0.181  -0.398  1.00  0.00           C  
HETATM   22  H1  UNL     1      -1.173   3.493   2.776  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.180   1.917   1.950  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.799   0.714   0.536  1.00  0.00           H  
HETATM   25  H4  UNL     1      -5.334  -0.879  -1.278  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.515  -2.015  -2.513  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.243  -2.398  -2.875  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.165  -1.955  -2.294  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.053   1.723  -1.172  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.404   2.101  -0.615  1.00  0.00           H  
HETATM   31  H10 UNL     1       5.775   0.301   0.400  1.00  0.00           H  
HETATM   32  H11 UNL     1       4.768  -1.883   0.859  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.374  -2.245   0.290  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4    5    5
CONECT    4   22
CONECT    5    6   23
CONECT    6    7   21   21
CONECT    7    8    8   24
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   11   21
CONECT   11   12   12   27
CONECT   12   13   28
CONECT   13   14   20   20
CONECT   14   15   15   19
CONECT   15   16   29
CONECT   16   17   17   30
CONECT   17   18   31
CONECT   18   19   19   32
CONECT   19   33
CONECT   20   21
END

HMDB0033935
     RDKit          3D
Anigorufone
 33 36  0  0  0  0  0  0  0  0999 V2000
    1.0888    1.2348    1.3235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0935    0.9864    0.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1482    1.6833    1.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    2.5562    2.7637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3855    1.4121    1.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6913    0.4752    0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0133    0.2215   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3200   -0.6595   -1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3171   -1.3131   -1.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995   -1.0619   -1.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9753   -1.7145   -2.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3331   -1.4715   -1.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6645   -0.5824   -0.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0541   -0.2790   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6367    0.9352   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9818    1.1140   -0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7380    0.1087    0.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1450   -1.1044    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8227   -1.2874    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444    0.0532   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -0.1815   -0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1726    3.4929    2.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1802    1.9172    1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7987    0.7143    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3342   -0.8792   -1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153   -2.0147   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434   -2.3980   -2.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1651   -1.9549   -2.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528    1.7231   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4044    2.1005   -0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7751    0.3013    0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7681   -1.8829    0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3742   -2.2454    0.2898 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
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  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
 13 20  2  0
 20 21  1  0
 20  2  1  0
 21  6  2  0
 21 10  1  0
 19 14  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-9-phenyl-1H-phenalen-1-one	HMDB
2-Hydroxy-9-phenyl-phenalen-1-one	HMDB

Chemical Formula

C₁₉H₁₂O₂

Average Molecular Weight

272.2974

Monoisotopic Molecular Weight

272.083729628

IUPAC Name

2-hydroxy-9-phenyl-1H-phenalen-1-one

Traditional Name

2-hydroxy-9-phenylphenalen-1-one

CAS Registry Number

56252-32-5

SMILES

OC1=CC2=CC=CC3=C2C(C1=O)=C(C=C3)C1=CC=CC=C1

InChI Identifier

InChI=1S/C19H12O2/c20-16-11-14-8-4-7-13-9-10-15(12-5-2-1-3-6-12)18(17(13)14)19(16)21/h1-11,20H

InChI Key

ACJJXELQAJQSLK-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

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenylnaphthalene
Phenalen-1-one
Phenalen
Aryl ketone
Monocyclic benzene moiety
Ketone
Enol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033935)
Cell membrane (HMDB: HMDB0033935)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033935)

Source

Exogenous

Exogenous (HMDB: HMDB0033935)

Food

Food (HMDB: HMDB0033935)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033935)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033935)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	123 - 125 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.31 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0014 g/L	ALOGPS
logP	4.03	ALOGPS
logP	4.04	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	9.79	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	84.37 m³·mol⁻¹	ChemAxon
Polarizability	29.32 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	167.335	30932474
DeepCCS	[M-H]-	164.977	30932474
DeepCCS	[M-2H]-	198.308	30932474
DeepCCS	[M+Na]+	173.535	30932474
AllCCS	[M+H]+	163.9	32859911
AllCCS	[M+H-H2O]+	160.1	32859911
AllCCS	[M+NH4]+	167.5	32859911
AllCCS	[M+Na]+	168.5	32859911
AllCCS	[M-H]-	167.6	32859911
AllCCS	[M+Na-2H]-	166.5	32859911
AllCCS	[M+HCOO]-	165.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.89 minutes	32390414
Predicted by Siyang on May 30, 2022	16.8099 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.67 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2773.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	553.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	226.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	310.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	412.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	728.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	648.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	140.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1515.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	600.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1548.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	474.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	507.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	476.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	431.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	22.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Anigorufone	OC1=CC2=CC=CC3=C2C(C1=O)=C(C=C3)C1=CC=CC=C1	3897.8	Standard polar	33892256
Anigorufone	OC1=CC2=CC=CC3=C2C(C1=O)=C(C=C3)C1=CC=CC=C1	2442.2	Standard non polar	33892256
Anigorufone	OC1=CC2=CC=CC3=C2C(C1=O)=C(C=C3)C1=CC=CC=C1	2801.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Anigorufone,1TMS,isomer #1	C[Si](C)(C)OC1=CC2=C3C(=C(C4=CC=CC=C4)C=CC3=CC=C2)C1=O	2808.5	Semi standard non polar	33892256
Anigorufone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C3C(=C(C4=CC=CC=C4)C=CC3=CC=C2)C1=O	3036.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Anigorufone GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-0090000000-879b0731096797784309	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Anigorufone GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9028000000-4fda5459de42fe880001	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Anigorufone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Anigorufone 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 - Anigorufone 10V, Positive-QTOF	splash10-00di-0090000000-193ef8092ceddd9300ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anigorufone 20V, Positive-QTOF	splash10-00di-0090000000-c216f323dadf06374c0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anigorufone 40V, Positive-QTOF	splash10-014l-2290000000-b93d1ab47aa3e9021e79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anigorufone 10V, Negative-QTOF	splash10-00di-0090000000-0d514a2d00d9cdf0aa6d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anigorufone 20V, Negative-QTOF	splash10-00di-0090000000-5cbc5e4033f3f193a1f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anigorufone 40V, Negative-QTOF	splash10-00xu-1090000000-d250487b99cc52971aea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anigorufone 10V, Positive-QTOF	splash10-00di-0090000000-c145c134e7a1d3427f27	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anigorufone 20V, Positive-QTOF	splash10-00di-0090000000-c145c134e7a1d3427f27	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anigorufone 40V, Positive-QTOF	splash10-00r7-0090000000-2c529a53eccd7eff3225	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anigorufone 10V, Negative-QTOF	splash10-00di-0090000000-61c6e7d71c517d8f7271	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anigorufone 20V, Negative-QTOF	splash10-00di-0090000000-61c6e7d71c517d8f7271	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anigorufone 40V, Negative-QTOF	splash10-00xu-0090000000-9ce5799d27c589a2e198	2021-09-22	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

FDB012141

KNApSAcK ID

C00038454

Chemspider ID

552245

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

636472

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1839361

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 Anigorufone (HMDB0033935)

MOL for HMDB0033935 (Anigorufone)

3D MOL for HMDB0033935 (Anigorufone)

3D SDF for HMDB0033935 (Anigorufone)

3D-SDF for HMDB0033935 (Anigorufone)

PDB for HMDB0033935 (Anigorufone)

3D PDB for HMDB0033935 (Anigorufone)

SMILES for HMDB0033935 (Anigorufone)

INCHI for HMDB0033935 (Anigorufone)

Structure for HMDB0033935 (Anigorufone)

3D Structure for HMDB0033935 (Anigorufone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra