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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:08:15 UTC

Update Date

2022-03-07 02:57:01 UTC

HMDB ID

HMDB0041450

Secondary Accession Numbers

HMDB41450

Metabolite Identification

Common Name

Musanolone E

Description

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

Structure

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

HMDB0041450
     RDKit          3D
Musanolone E
 35 38  0  0  0  0  0  0  0  0999 V2000
    0.7125    2.0328    0.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774    1.4158    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6366    2.1780    0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5300    3.5518    0.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7661    1.5036    0.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9517    2.2115    0.4794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895    0.0410    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0106   -0.5788    0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715   -1.9576    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9250   -2.7211    0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084   -2.0951    0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5402   -2.8096   -0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6736   -2.1996   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7318   -0.8017   -0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0242   -0.1607   -0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3398    0.5988   -1.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5727    1.2004   -1.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5223    1.0675   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7687    1.6697   -0.3886 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2182    0.3087    0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9744   -0.2896    0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066   -0.0360    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6372   -0.7213    0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2189    4.1428   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139    1.8717    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9356   -0.0236    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0606   -2.4183    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0081   -3.7906    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6128   -3.9081   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843   -2.7380   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6434    0.7513   -2.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8496    1.8112   -2.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4383    1.5614    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9693    0.2130    1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7775   -0.8814    1.7705 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  2  0
 22 23  1  0
 22  2  1  0
 23  7  2  0
 23 11  1  0
 21 15  1  0
  4 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END

  Mrv0541 05061312402D          

 23 26  0  0  0  0            999 V2000
    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
    3.5724   -1.2375    0.0000 C   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
    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
    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
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
 10  4  2  0  0  0  0
 10  5  1  0  0  0  0
 11  2  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14  3  2  0  0  0  0
 15 11  2  0  0  0  0
 15 14  1  0  0  0  0
 16 13  2  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 12  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  2  0  0  0  0
 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041450

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(C=C1)C1=C2C(=O)C(O)=C(O)C3=CC=CC(C=C1)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C19H12O4/c20-12-7-4-10(5-8-12)13-9-6-11-2-1-3-14-15(11)16(13)18(22)19(23)17(14)21/h1-9,20-21,23H

> <INCHI_KEY>
CFIUGIYVJPSAET-UHFFFAOYSA-N

> <FORMULA>
C19H12O4

> <MOLECULAR_WEIGHT>
304.2962

> <EXACT_MASS>
304.073558872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.245890713573147

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-dihydroxy-9-(4-hydroxyphenyl)-1H-phenalen-1-one

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
2.9780117096666663

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.408122438949624

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.496673022992643

> <JCHEM_PKA_STRONGEST_BASIC>
-3.826659233386917

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
88.24599999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.79e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxy-9-(4-hydroxyphenyl)phenalen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041450
     RDKit          3D
Musanolone E
 35 38  0  0  0  0  0  0  0  0999 V2000
    0.7125    2.0328    0.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774    1.4158    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6366    2.1780    0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5300    3.5518    0.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7661    1.5036    0.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9517    2.2115    0.4794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895    0.0410    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0106   -0.5788    0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715   -1.9576    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9250   -2.7211    0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084   -2.0951    0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5402   -2.8096   -0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6736   -2.1996   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7318   -0.8017   -0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0242   -0.1607   -0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3398    0.5988   -1.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5727    1.2004   -1.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5223    1.0675   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7687    1.6697   -0.3886 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2182    0.3087    0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9744   -0.2896    0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066   -0.0360    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6372   -0.7213    0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2189    4.1428   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139    1.8717    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9356   -0.0236    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0606   -2.4183    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0081   -3.7906    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6128   -3.9081   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843   -2.7380   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6434    0.7513   -2.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8496    1.8112   -2.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4383    1.5614    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9693    0.2130    1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7775   -0.8814    1.7705 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  2  0
 22 23  1  0
 22  2  1  0
 23  7  2  0
 23 11  1  0
 21 15  1  0
  4 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
 20 34  1  0
 21 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   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -7.700   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       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   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       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1   11                                                       
CONECT    3    1   14                                                       
CONECT    4    7   10                                                       
CONECT    5    8   10                                                       
CONECT    6    9   11                                                       
CONECT    7    4   12                                                       
CONECT    8    5   12                                                       
CONECT    9    6   13                                                       
CONECT   10    4    5   13                                                  
CONECT   11    2    6   15                                                  
CONECT   12    7    8   20                                                  
CONECT   13    9   10   16                                                  
CONECT   14    3   15   17                                                  
CONECT   15   11   14   16                                                  
CONECT   16   13   15   18                                                  
CONECT   17   14   19   21                                                  
CONECT   18   16   19   22                                                  
CONECT   19   17   18   23                                                  
CONECT   20   12                                                            
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   19                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0041450
HETATM    1  O1  UNL     1       0.713   2.033   0.165  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.377   1.416   0.197  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.637   2.178   0.325  1.00  0.00           C  
HETATM    4  O2  UNL     1      -1.530   3.552   0.398  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.766   1.504   0.360  1.00  0.00           C  
HETATM    6  O3  UNL     1      -3.952   2.211   0.479  1.00  0.00           O  
HETATM    7  C4  UNL     1      -2.790   0.041   0.276  1.00  0.00           C  
HETATM    8  C5  UNL     1      -4.011  -0.579   0.329  1.00  0.00           C  
HETATM    9  C6  UNL     1      -4.072  -1.958   0.261  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.925  -2.721   0.141  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.708  -2.095   0.088  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.540  -2.810  -0.023  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.674  -2.200  -0.070  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.732  -0.802  -0.002  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.024  -0.161  -0.120  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.340   0.599  -1.224  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.573   1.200  -1.310  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.522   1.068  -0.312  1.00  0.00           C  
HETATM   19  O4  UNL     1       5.769   1.670  -0.389  1.00  0.00           O  
HETATM   20  C16 UNL     1       4.218   0.309   0.799  1.00  0.00           C  
HETATM   21  C17 UNL     1       2.974  -0.290   0.871  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.407  -0.036   0.112  1.00  0.00           C  
HETATM   23  C19 UNL     1      -1.637  -0.721   0.155  1.00  0.00           C  
HETATM   24  H1  UNL     1      -2.219   4.143  -0.034  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.614   1.872   1.165  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.936  -0.024   0.423  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.061  -2.418   0.307  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.008  -3.791   0.092  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.613  -3.908  -0.074  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.584  -2.738  -0.156  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.643   0.751  -2.062  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.850   1.811  -2.179  1.00  0.00           H  
HETATM   33  H10 UNL     1       6.438   1.561   0.341  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.969   0.213   1.572  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.777  -0.881   1.771  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   22
CONECT    3    4    5    5
CONECT    4   24
CONECT    5    6    7
CONECT    6   25
CONECT    7    8   23   23
CONECT    8    9    9   26
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   23
CONECT   12   13   13   29
CONECT   13   14   30
CONECT   14   15   22   22
CONECT   15   16   16   21
CONECT   16   17   31
CONECT   17   18   18   32
CONECT   18   19   20
CONECT   19   33
CONECT   20   21   21   34
CONECT   21   35
CONECT   22   23
END

HMDB0041450
     RDKit          3D
Musanolone E
 35 38  0  0  0  0  0  0  0  0999 V2000
    0.7125    2.0328    0.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774    1.4158    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6366    2.1780    0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5300    3.5518    0.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7661    1.5036    0.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9517    2.2115    0.4794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895    0.0410    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0106   -0.5788    0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715   -1.9576    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9250   -2.7211    0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084   -2.0951    0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5402   -2.8096   -0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6736   -2.1996   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7318   -0.8017   -0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0242   -0.1607   -0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3398    0.5988   -1.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5727    1.2004   -1.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5223    1.0675   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7687    1.6697   -0.3886 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2182    0.3087    0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9744   -0.2896    0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066   -0.0360    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6372   -0.7213    0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2189    4.1428   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139    1.8717    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9356   -0.0236    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0606   -2.4183    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0081   -3.7906    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6128   -3.9081   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843   -2.7380   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6434    0.7513   -2.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8496    1.8112   -2.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4383    1.5614    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9693    0.2130    1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7775   -0.8814    1.7705 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  2  0
 22 23  1  0
 22  2  1  0
 23  7  2  0
 23 11  1  0
 21 15  1  0
  4 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-Dihydroxy-9-(4-hydroxyphenyl)-1H-phenalen-1-one	HMDB

Chemical Formula

C₁₉H₁₂O₄

Average Molecular Weight

304.2962

Monoisotopic Molecular Weight

304.073558872

IUPAC Name

2,3-dihydroxy-9-(4-hydroxyphenyl)-1H-phenalen-1-one

Traditional Name

2,3-dihydroxy-9-(4-hydroxyphenyl)phenalen-1-one

CAS Registry Number

173560-65-1

SMILES

OC1=CC=C(C=C1)C1=C2C(=O)C(O)=C(O)C3=CC=CC(C=C1)=C23

InChI Identifier

InChI=1S/C19H12O4/c20-12-7-4-10(5-8-12)13-9-6-11-2-1-3-14-15(11)16(13)18(22)19(23)17(14)21/h1-9,20-21,23H

InChI Key

CFIUGIYVJPSAET-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
1-naphthol
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Vinylogous acid
Ketone
Enediol
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041450)
Cell membrane (HMDB: HMDB0041450)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041450)

Source

Exogenous

Exogenous (HMDB: HMDB0041450)

Food

Food (HMDB: HMDB0041450)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0041450)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041450)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	273 - 276 °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	0.0088 g/L	ALOGPS
logP	3.01	ALOGPS
logP	2.98	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	7.5	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.25 m³·mol⁻¹	ChemAxon
Polarizability	31.25 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]-	203.523	30932474
DeepCCS	[M+Na]+	178.751	30932474
AllCCS	[M+H]+	171.5	32859911
AllCCS	[M+H-H2O]+	168.0	32859911
AllCCS	[M+NH4]+	174.8	32859911
AllCCS	[M+Na]+	175.8	32859911
AllCCS	[M-H]-	173.5	32859911
AllCCS	[M+Na-2H]-	172.5	32859911
AllCCS	[M+HCOO]-	171.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Musanolone E	OC1=CC=C(C=C1)C1=C2C(=O)C(O)=C(O)C3=CC=CC(C=C1)=C23	4754.4	Standard polar	33892256
Musanolone E	OC1=CC=C(C=C1)C1=C2C(=O)C(O)=C(O)C3=CC=CC(C=C1)=C23	2735.7	Standard non polar	33892256
Musanolone E	OC1=CC=C(C=C1)C1=C2C(=O)C(O)=C(O)C3=CC=CC(C=C1)=C23	3218.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Musanolone E,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=CC=C3C=CC=C4C(O)=C(O)C(=O)C2=C43)C=C1	3233.0	Semi standard non polar	33892256
Musanolone E,1TMS,isomer #2	C[Si](C)(C)OC1=C(O)C2=C3C(=C(C4=CC=C(O)C=C4)C=CC3=CC=C2)C1=O	3187.5	Semi standard non polar	33892256
Musanolone E,1TMS,isomer #3	C[Si](C)(C)OC1=C(O)C(=O)C2=C3C1=CC=CC3=CC=C2C1=CC=C(O)C=C1	3140.5	Semi standard non polar	33892256
Musanolone E,2TMS,isomer #1	C[Si](C)(C)OC1=C(O)C2=C3C(=C(C4=CC=C(O[Si](C)(C)C)C=C4)C=CC3=CC=C2)C1=O	3145.8	Semi standard non polar	33892256
Musanolone E,2TMS,isomer #2	C[Si](C)(C)OC1=C(O)C(=O)C2=C3C1=CC=CC3=CC=C2C1=CC=C(O[Si](C)(C)C)C=C1	3154.1	Semi standard non polar	33892256
Musanolone E,2TMS,isomer #3	C[Si](C)(C)OC1=C(O[Si](C)(C)C)C2=C3C(=C(C4=CC=C(O)C=C4)C=CC3=CC=C2)C1=O	3072.4	Semi standard non polar	33892256
Musanolone E,3TMS,isomer #1	C[Si](C)(C)OC1=C(O[Si](C)(C)C)C2=C3C(=C(C4=CC=C(O[Si](C)(C)C)C=C4)C=CC3=CC=C2)C1=O	3120.3	Semi standard non polar	33892256
Musanolone E,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC=C3C=CC=C4C(O)=C(O)C(=O)C2=C43)C=C1	3505.5	Semi standard non polar	33892256
Musanolone E,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(O)C2=C3C(=C(C4=CC=C(O)C=C4)C=CC3=CC=C2)C1=O	3500.7	Semi standard non polar	33892256
Musanolone E,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C(=O)C2=C3C1=CC=CC3=CC=C2C1=CC=C(O)C=C1	3499.5	Semi standard non polar	33892256
Musanolone E,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(O)C2=C3C(=C(C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4)C=CC3=CC=C2)C1=O	3668.3	Semi standard non polar	33892256
Musanolone E,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(O)C(=O)C2=C3C1=CC=CC3=CC=C2C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3720.8	Semi standard non polar	33892256
Musanolone E,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)C2=C3C(=C(C4=CC=C(O)C=C4)C=CC3=CC=C2)C1=O	3674.9	Semi standard non polar	33892256
Musanolone E,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)C2=C3C(=C(C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4)C=CC3=CC=C2)C1=O	3856.2	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 - Musanolone E GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-0090000000-0e7c303ac2211e972a50	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Musanolone E GC-MS (3 TMS) - 70eV, Positive	splash10-0ab9-6001950000-a597927c2f9697fe1e93	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Musanolone E 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 - Musanolone E 10V, Positive-QTOF	splash10-0a4i-0029000000-4e41bf53f114c90ad8e0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone E 20V, Positive-QTOF	splash10-0a6r-0094000000-8cb1c76d7764716ad288	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone E 40V, Positive-QTOF	splash10-05o9-0190000000-5923eaf668c8042220fe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone E 10V, Negative-QTOF	splash10-0udi-0019000000-69d645355732d59df252	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone E 20V, Negative-QTOF	splash10-0udi-0039000000-8794fb330ea64b3968c7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone E 40V, Negative-QTOF	splash10-016s-0090000000-ffb27e13776c091565f4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone E 10V, Negative-QTOF	splash10-0udi-0009000000-dee7626e8c41931932f4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone E 20V, Negative-QTOF	splash10-0udi-0009000000-b9f354e938adf26bf95d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone E 40V, Negative-QTOF	splash10-0ftk-0092000000-dd46974a64c121e9742b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone E 10V, Positive-QTOF	splash10-0a4i-0009000000-65f36650821dd11e29ee	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone E 20V, Positive-QTOF	splash10-0a4i-0009000000-961d68e02006273e4731	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone E 40V, Positive-QTOF	splash10-002b-0090000000-51f416adb904182fa8a1	2021-09-25	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

FDB021404

KNApSAcK ID

C00057147

Chemspider ID

8908613

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10733280

PDB ID

Not Available

ChEBI ID

174909

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 Musanolone E (HMDB0041450)

MOL for HMDB0041450 (Musanolone E)

3D MOL for HMDB0041450 (Musanolone E)

3D SDF for HMDB0041450 (Musanolone E)

3D-SDF for HMDB0041450 (Musanolone E)

PDB for HMDB0041450 (Musanolone E)

3D PDB for HMDB0041450 (Musanolone E)

SMILES for HMDB0041450 (Musanolone E)

INCHI for HMDB0041450 (Musanolone E)

Structure for HMDB0041450 (Musanolone E)

3D Structure for HMDB0041450 (Musanolone E)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra