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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:08:18 UTC

Update Date

2022-03-07 02:57:01 UTC

HMDB ID

HMDB0041451

Secondary Accession Numbers

HMDB41451

Metabolite Identification

Common Name

Musanolone F

Description

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

Structure

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

HMDB0041451
     RDKit          3D
Musanolone F
 38 41  0  0  0  0  0  0  0  0999 V2000
    4.0503   -1.7962    1.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3863   -0.5889    0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4379    0.3740    0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996    0.2002    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967    1.1683   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2348    0.9963    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8599    1.8264    1.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1626    1.7103    1.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8858    0.7053    0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2136    0.6162    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0299   -0.3449    0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4648   -1.1762   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390   -1.0849   -0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -0.1219   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9826    0.0229   -0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231   -0.8853   -1.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7662   -0.7682   -1.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026   -1.8926   -1.9616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7954   -2.7556   -2.9056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5585   -1.9802   -1.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    2.3187   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997    2.5151   -0.9081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8888    1.5302   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2574    1.7072   -0.8005 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -2.5304    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1411   -2.2696    0.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516   -1.6933    2.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111   -0.7296    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600    2.6057    1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6355    2.3667    2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6489    1.2879    1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0516   -0.4243    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0562   -1.9362   -0.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721   -3.6852   -2.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2434   -2.7282   -2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9452    3.0735   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3950    3.3968   -1.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8830    0.9702   -0.5224 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  1  0
  6  7  2  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  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 15  6  1  0
 14  9  1  0
 20 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  1  0
M  END


  Mrv0541 05061312402D          

 24 27  0  0  0  0            999 V2000
    6.4302   -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   -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
    3.5724   -3.7125    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
    4.2868   -4.1250    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
    4.2868   -2.4750    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
    3.5724   -2.8875    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
    5.0013   -3.7125    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
    5.0013   -2.8875    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
    5.7158   -4.1250    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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    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
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
 11  3  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  4  2  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  2  0  0  0  0
 17 10  1  0  0  0  0
 17 15  2  0  0  0  0
 18 11  2  0  0  0  0
 18 13  1  0  0  0  0
 19 14  2  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 20  2  0  0  0  0
 24  1  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041451

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1=C2C(=O)C(O)=CC3=CC=CC(C=C1)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O4/c1-24-17-10-12(6-8-15(17)21)14-7-5-11-3-2-4-13-9-16(22)20(23)19(14)18(11)13/h2-10,21-22H,1H3

> <INCHI_KEY>
GMSAUUARBZSDEJ-UHFFFAOYSA-N

> <FORMULA>
C20H14O4

> <MOLECULAR_WEIGHT>
318.3228

> <EXACT_MASS>
318.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
33.13724698281092

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
3.573887342999999

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.690700166465161

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.057314766576374

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612360925334337

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
92.81689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-9-(4-hydroxy-3-methoxyphenyl)phenalen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041451
     RDKit          3D
Musanolone F
 38 41  0  0  0  0  0  0  0  0999 V2000
    4.0503   -1.7962    1.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3863   -0.5889    0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4379    0.3740    0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996    0.2002    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967    1.1683   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2348    0.9963    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8599    1.8264    1.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1626    1.7103    1.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8858    0.7053    0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2136    0.6162    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0299   -0.3449    0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4648   -1.1762   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390   -1.0849   -0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -0.1219   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9826    0.0229   -0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231   -0.8853   -1.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7662   -0.7682   -1.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026   -1.8926   -1.9616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7954   -2.7556   -2.9056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5585   -1.9802   -1.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    2.3187   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997    2.5151   -0.9081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8888    1.5302   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2574    1.7072   -0.8005 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -2.5304    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1411   -2.2696    0.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516   -1.6933    2.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111   -0.7296    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600    2.6057    1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6355    2.3667    2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6489    1.2879    1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0516   -0.4243    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0562   -1.9362   -0.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721   -3.6852   -2.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2434   -2.7282   -2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9452    3.0735   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3950    3.3968   -1.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8830    0.9702   -0.5224 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  1  0
  6  7  2  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  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 15  6  1  0
 14  9  1  0
 20 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  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      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -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       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -6.930   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       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   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  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.002   0.000   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
HETATM   24  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2    3    4                                                       
CONECT    3    2   11                                                       
CONECT    4    2   13                                                       
CONECT    5    7   11                                                       
CONECT    6    8   12                                                       
CONECT    7    5   14                                                       
CONECT    8    6   15                                                       
CONECT    9   13   16                                                       
CONECT   10   12   17                                                       
CONECT   11    3    5   18                                                  
CONECT   12    6   10   14                                                  
CONECT   13    4    9   18                                                  
CONECT   14    7   12   19                                                  
CONECT   15    8   17   21                                                  
CONECT   16    9   20   22                                                  
CONECT   17   10   15   24                                                  
CONECT   18   11   13   19                                                  
CONECT   19   14   18   20                                                  
CONECT   20   16   19   23                                                  
CONECT   21   15                                                            
CONECT   22   16                                                            
CONECT   23   20                                                            
CONECT   24    1   17                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0041451
HETATM    1  C1  UNL     1       4.050  -1.796   1.046  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.386  -0.589   0.420  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.438   0.374   0.073  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.100   0.200   0.325  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.197   1.168  -0.030  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.235   0.996   0.224  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.860   1.826   1.160  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.163   1.710   1.504  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.886   0.705   0.877  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.214   0.616   1.248  1.00  0.00           C  
HETATM   11  C10 UNL     1      -5.030  -0.345   0.683  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.465  -1.176  -0.236  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.139  -1.085  -0.605  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.317  -0.122  -0.039  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.983   0.023  -0.370  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.423  -0.885  -1.373  1.00  0.00           C  
HETATM   17  O2  UNL     1       0.766  -0.768  -1.689  1.00  0.00           O  
HETATM   18  C16 UNL     1      -1.303  -1.893  -1.962  1.00  0.00           C  
HETATM   19  O3  UNL     1      -0.795  -2.756  -2.906  1.00  0.00           O  
HETATM   20  C17 UNL     1      -2.559  -1.980  -1.601  1.00  0.00           C  
HETATM   21  C18 UNL     1       1.642   2.319  -0.643  1.00  0.00           C  
HETATM   22  C19 UNL     1       3.000   2.515  -0.908  1.00  0.00           C  
HETATM   23  C20 UNL     1       3.889   1.530  -0.543  1.00  0.00           C  
HETATM   24  O4  UNL     1       5.257   1.707  -0.801  1.00  0.00           O  
HETATM   25  H1  UNL     1       4.886  -2.530   0.874  1.00  0.00           H  
HETATM   26  H2  UNL     1       3.141  -2.270   0.668  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.952  -1.693   2.149  1.00  0.00           H  
HETATM   28  H4  UNL     1       1.811  -0.730   0.818  1.00  0.00           H  
HETATM   29  H5  UNL     1      -0.260   2.606   1.632  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.635   2.367   2.237  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.649   1.288   1.984  1.00  0.00           H  
HETATM   32  H8  UNL     1      -6.052  -0.424   0.960  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.056  -1.936  -0.701  1.00  0.00           H  
HETATM   34  H10 UNL     1      -0.472  -3.685  -2.605  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.243  -2.728  -2.025  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.945   3.073  -0.921  1.00  0.00           H  
HETATM   37  H13 UNL     1       3.395   3.397  -1.384  1.00  0.00           H  
HETATM   38  H14 UNL     1       5.883   0.970  -0.522  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   28
CONECT    5    6   21   21
CONECT    6    7    7   15
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   10   14
CONECT   10   11   11   31
CONECT   11   12   32
CONECT   12   13   13   33
CONECT   13   14   20
CONECT   14   15   15
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19   20   20
CONECT   19   34
CONECT   20   35
CONECT   21   22   36
CONECT   22   23   23   37
CONECT   23   24
CONECT   24   38
END

HMDB0041451
     RDKit          3D
Musanolone F
 38 41  0  0  0  0  0  0  0  0999 V2000
    4.0503   -1.7962    1.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3863   -0.5889    0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4379    0.3740    0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996    0.2002    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967    1.1683   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2348    0.9963    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8599    1.8264    1.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1626    1.7103    1.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8858    0.7053    0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2136    0.6162    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0299   -0.3449    0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4648   -1.1762   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390   -1.0849   -0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -0.1219   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9826    0.0229   -0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231   -0.8853   -1.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7662   -0.7682   -1.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026   -1.8926   -1.9616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7954   -2.7556   -2.9056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5585   -1.9802   -1.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    2.3187   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997    2.5151   -0.9081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8888    1.5302   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2574    1.7072   -0.8005 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -2.5304    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1411   -2.2696    0.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516   -1.6933    2.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111   -0.7296    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600    2.6057    1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6355    2.3667    2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6489    1.2879    1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0516   -0.4243    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0562   -1.9362   -0.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721   -3.6852   -2.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2434   -2.7282   -2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9452    3.0735   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3950    3.3968   -1.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8830    0.9702   -0.5224 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  1  0
  6  7  2  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  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 15  6  1  0
 14  9  1  0
 20 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one	HMDB

Chemical Formula

C₂₀H₁₄O₄

Average Molecular Weight

318.3228

Monoisotopic Molecular Weight

318.089208936

IUPAC Name

2-hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1H-phenalen-1-one

Traditional Name

2-hydroxy-9-(4-hydroxy-3-methoxyphenyl)phenalen-1-one

CAS Registry Number

173560-66-2

SMILES

COC1=C(O)C=CC(=C1)C1=C2C(=O)C(O)=CC3=CC=CC(C=C1)=C23

InChI Identifier

InChI=1S/C20H14O4/c1-24-17-10-12(6-8-15(17)21)14-7-5-11-3-2-4-13-9-16(22)20(23)19(14)18(11)13/h2-10,21-22H,1H3

InChI Key

GMSAUUARBZSDEJ-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
Methoxyphenol
Anisole
Phenoxy compound
Phenol ether
Aryl ketone
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Ketone
Ether
Enol
Organic oxygen compound
Organooxygen compound
Organic oxide
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: HMDB0041451)
Cell membrane (HMDB: HMDB0041451)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041451)

Source

Exogenous

Exogenous (HMDB: HMDB0041451)

Food

Food (HMDB: HMDB0041451)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0041451)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041451)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	182 - 183 °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	0.0057 g/L	ALOGPS
logP	3.54	ALOGPS
logP	3.57	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.06	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.82 m³·mol⁻¹	ChemAxon
Polarizability	33.14 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]-	207.458	30932474
DeepCCS	[M+Na]+	182.686	30932474
AllCCS	[M+H]+	175.1	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	178.3	32859911
AllCCS	[M+Na]+	179.3	32859911
AllCCS	[M-H]-	177.9	32859911
AllCCS	[M+Na-2H]-	176.9	32859911
AllCCS	[M+HCOO]-	175.9	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.	7.86 minutes	32390414
Predicted by Siyang on May 30, 2022	13.6574 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.12 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2287.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	339.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	193.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	232.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	661.3 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	505.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	120.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1187.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	499.4 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	1393.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	384.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	443.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	335.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	227.7 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	40.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Musanolone F	COC1=C(O)C=CC(=C1)C1=C2C(=O)C(O)=CC3=CC=CC(C=C1)=C23	4689.1	Standard polar	33892256
Musanolone F	COC1=C(O)C=CC(=C1)C1=C2C(=O)C(O)=CC3=CC=CC(C=C1)=C23	2913.3	Standard non polar	33892256
Musanolone F	COC1=C(O)C=CC(=C1)C1=C2C(=O)C(O)=CC3=CC=CC(C=C1)=C23	3298.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Musanolone F,1TMS,isomer #1	COC1=CC(C2=CC=C3C=CC=C4C=C(O)C(=O)C2=C43)=CC=C1O[Si](C)(C)C	3292.1	Semi standard non polar	33892256
Musanolone F,1TMS,isomer #2	COC1=CC(C2=CC=C3C=CC=C4C=C(O[Si](C)(C)C)C(=O)C2=C43)=CC=C1O	3336.0	Semi standard non polar	33892256
Musanolone F,2TMS,isomer #1	COC1=CC(C2=CC=C3C=CC=C4C=C(O[Si](C)(C)C)C(=O)C2=C43)=CC=C1O[Si](C)(C)C	3258.4	Semi standard non polar	33892256
Musanolone F,1TBDMS,isomer #1	COC1=CC(C2=CC=C3C=CC=C4C=C(O)C(=O)C2=C43)=CC=C1O[Si](C)(C)C(C)(C)C	3529.2	Semi standard non polar	33892256
Musanolone F,1TBDMS,isomer #2	COC1=CC(C2=CC=C3C=CC=C4C=C(O[Si](C)(C)C(C)(C)C)C(=O)C2=C43)=CC=C1O	3534.4	Semi standard non polar	33892256
Musanolone F,2TBDMS,isomer #1	COC1=CC(C2=CC=C3C=CC=C4C=C(O[Si](C)(C)C(C)(C)C)C(=O)C2=C43)=CC=C1O[Si](C)(C)C(C)(C)C	3706.5	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 F GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p9-0092000000-289733d54fa7370b94b8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Musanolone F GC-MS (2 TMS) - 70eV, Positive	splash10-006t-7005900000-d34986c927909f386b11	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Musanolone F GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Musanolone F 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 F 10V, Positive-QTOF	splash10-014i-0009000000-608201ee8ed598ee6f3d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone F 20V, Positive-QTOF	splash10-00ko-0094000000-fc4d345c728ad6b5e3fc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone F 40V, Positive-QTOF	splash10-0002-0191000000-23d3148aa0f57ec65687	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone F 10V, Negative-QTOF	splash10-014i-0009000000-0b956606ffad91aa72e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone F 20V, Negative-QTOF	splash10-014i-0019000000-22285b7d4a69d293ed0b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone F 40V, Negative-QTOF	splash10-0fkj-1092000000-e688d8447538e3e32435	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone F 10V, Negative-QTOF	splash10-014i-0009000000-2a32a275238f5b62d2f6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone F 20V, Negative-QTOF	splash10-014i-0009000000-88d91cb48c826413f159	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone F 40V, Negative-QTOF	splash10-0gc0-0092000000-f5e9335cd3dc8c4e91c2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone F 10V, Positive-QTOF	splash10-014i-0009000000-5e4578a2a03845fe7873	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone F 20V, Positive-QTOF	splash10-014i-0039000000-8a24cbc19a2a2c7d708d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone F 40V, Positive-QTOF	splash10-03dj-0090000000-35bf9e2993a56d13142e	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

FDB021405

KNApSAcK ID

C00055993

Chemspider ID

8909640

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10734307

PDB ID

Not Available

ChEBI ID

175076

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 F (HMDB0041451)

MOL for HMDB0041451 (Musanolone F)

3D MOL for HMDB0041451 (Musanolone F)

3D SDF for HMDB0041451 (Musanolone F)

3D-SDF for HMDB0041451 (Musanolone F)

PDB for HMDB0041451 (Musanolone F)

3D PDB for HMDB0041451 (Musanolone F)

SMILES for HMDB0041451 (Musanolone F)

INCHI for HMDB0041451 (Musanolone F)

Structure for HMDB0041451 (Musanolone F)

3D Structure for HMDB0041451 (Musanolone F)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra