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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:08:21 UTC

Update Date

2022-03-07 02:57:01 UTC

HMDB ID

HMDB0041452

Secondary Accession Numbers

HMDB41452

Metabolite Identification

Common Name

Musanolone D

Description

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

Structure

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

HMDB0041452
     RDKit          3D
Musanolone D
 41 44  0  0  0  0  0  0  0  0999 V2000
    5.0741   -0.7441    1.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9735    0.4660    0.7444 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366    0.8854    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    0.0599    0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5552    0.3920   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4341   -0.5245   -0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -1.8411   -0.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5152   -2.7040   -0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559   -2.2905   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8068   -3.1814   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0589   -2.7348   -0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2027   -1.4400    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1630   -0.5354    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9238   -0.9793   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195   -0.1321   -0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518    1.2185    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0953    1.8466    0.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3997    1.8223    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4803    2.9583    1.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4628    0.8220    0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7181    1.1945    0.3184 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5196    1.5932   -1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6225    2.4164   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8032    2.0754   -0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074    2.9376   -0.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3350   -1.6010    0.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1949   -0.9845    2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9260   -0.6207    2.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7486   -0.9047    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440   -2.1356   -1.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611   -3.7237   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -4.2026   -0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   -3.4603   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2153   -1.1613    0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6199    2.1315   -0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4071    3.0624    1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5549    0.7902    1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5830    1.2847   -0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169    1.9245   -1.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5958    3.3754   -1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385    2.6447   -0.1400 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  1  0
 20 21  1  0
  5 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24  3  1  0
 15  6  1  0
 14  9  1  0
 20 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 25 41  1  0
M  END


  Mrv0541 05061312402D          

 25 28  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    0.7145   -1.2375    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   -2.8875    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
    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
    1.4289   -4.1250    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
    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
    2.8579   -4.1250    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
 10  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13  4  2  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  2  0  0  0  0
 16 10  2  0  0  0  0
 16 13  1  0  0  0  0
 17 12  2  0  0  0  0
 17 16  1  0  0  0  0
 18 13  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  2  0  0  0  0
 24 20  1  0  0  0  0
 25  1  1  0  0  0  0
 25 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041452

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O5/c1-25-15-9-11(6-8-14(15)21)12-7-5-10-3-2-4-13-16(10)17(12)19(23)20(24)18(13)22/h2-9,18,20-22,24H,1H3

> <INCHI_KEY>
IXESIDXHOPLUCB-UHFFFAOYSA-N

> <FORMULA>
C20H16O5

> <MOLECULAR_WEIGHT>
336.338

> <EXACT_MASS>
336.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
34.37907246827013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
2.221959466999999

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.153004929592438

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.319023271042576

> <JCHEM_PKA_STRONGEST_BASIC>
-3.524516627539782

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
92.45589999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxy-9-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrophenalen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041452
     RDKit          3D
Musanolone D
 41 44  0  0  0  0  0  0  0  0999 V2000
    5.0741   -0.7441    1.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9735    0.4660    0.7444 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366    0.8854    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    0.0599    0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5552    0.3920   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4341   -0.5245   -0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -1.8411   -0.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5152   -2.7040   -0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559   -2.2905   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8068   -3.1814   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0589   -2.7348   -0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2027   -1.4400    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1630   -0.5354    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9238   -0.9793   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195   -0.1321   -0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518    1.2185    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0953    1.8466    0.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3997    1.8223    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4803    2.9583    1.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4628    0.8220    0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7181    1.1945    0.3184 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5196    1.5932   -1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6225    2.4164   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8032    2.0754   -0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074    2.9376   -0.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3350   -1.6010    0.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1949   -0.9845    2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9260   -0.6207    2.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7486   -0.9047    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440   -2.1356   -1.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611   -3.7237   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -4.2026   -0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   -3.4603   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2153   -1.1613    0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6199    2.1315   -0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4071    3.0624    1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5549    0.7902    1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5830    1.2847   -0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169    1.9245   -1.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5958    3.3754   -1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385    2.6447   -0.1400 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  1  0
 20 21  1  0
  5 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24  3  1  0
 15  6  1  0
 14  9  1  0
 20 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 25 41  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       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   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       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -9.240   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       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
CONECT    1   25                                                            
CONECT    2    3    4                                                       
CONECT    3    2   10                                                       
CONECT    4    2   13                                                       
CONECT    5    7   10                                                       
CONECT    6    8   11                                                       
CONECT    7    5   12                                                       
CONECT    8    6   14                                                       
CONECT    9   11   15                                                       
CONECT   10    3    5   16                                                  
CONECT   11    6    9   12                                                  
CONECT   12    7   11   17                                                  
CONECT   13    4   16   18                                                  
CONECT   14    8   15   21                                                  
CONECT   15    9   14   25                                                  
CONECT   16   10   13   17                                                  
CONECT   17   12   16   19                                                  
CONECT   18   13   20   22                                                  
CONECT   19   17   20   23                                                  
CONECT   20   18   19   24                                                  
CONECT   21   14                                                            
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24   20                                                            
CONECT   25    1   15                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0041452
HETATM    1  C1  UNL     1       5.074  -0.744   1.439  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.974   0.466   0.744  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.837   0.885   0.077  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.731   0.060   0.096  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.555   0.392  -0.539  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.434  -0.525  -0.517  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.559  -1.841  -0.958  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.515  -2.704  -0.970  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.756  -2.291  -0.543  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.807  -3.181  -0.574  1.00  0.00           C  
HETATM   11  C10 UNL     1      -4.059  -2.735  -0.140  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.203  -1.440   0.299  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.163  -0.535   0.337  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.924  -0.979  -0.093  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.819  -0.132  -0.092  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.052   1.219   0.437  1.00  0.00           C  
HETATM   17  O2  UNL     1      -0.095   1.847   0.900  1.00  0.00           O  
HETATM   18  C16 UNL     1      -2.400   1.822   0.423  1.00  0.00           C  
HETATM   19  O3  UNL     1      -2.480   2.958   1.216  1.00  0.00           O  
HETATM   20  C17 UNL     1      -3.463   0.822   0.817  1.00  0.00           C  
HETATM   21  O4  UNL     1      -4.718   1.194   0.318  1.00  0.00           O  
HETATM   22  C18 UNL     1       1.520   1.593  -1.204  1.00  0.00           C  
HETATM   23  C19 UNL     1       2.622   2.416  -1.223  1.00  0.00           C  
HETATM   24  C20 UNL     1       3.803   2.075  -0.581  1.00  0.00           C  
HETATM   25  O5  UNL     1       4.907   2.938  -0.621  1.00  0.00           O  
HETATM   26  H1  UNL     1       5.335  -1.601   0.768  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.195  -0.985   2.062  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.926  -0.621   2.169  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.749  -0.905   0.626  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.544  -2.136  -1.287  1.00  0.00           H  
HETATM   31  H6  UNL     1      -0.361  -3.724  -1.325  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.666  -4.203  -0.927  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.855  -3.460  -0.179  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.215  -1.161   0.624  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.620   2.131  -0.619  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.407   3.062   1.553  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.555   0.790   1.920  1.00  0.00           H  
HETATM   38  H13 UNL     1      -4.583   1.285  -0.673  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.617   1.925  -1.737  1.00  0.00           H  
HETATM   40  H15 UNL     1       2.596   3.375  -1.753  1.00  0.00           H  
HETATM   41  H16 UNL     1       5.739   2.645  -0.140  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   29
CONECT    5    6   22   22
CONECT    6    7    7   15
CONECT    7    8   30
CONECT    8    9    9   31
CONECT    9   10   14
CONECT   10   11   11   32
CONECT   11   12   33
CONECT   12   13   13   34
CONECT   13   14   20
CONECT   14   15   15
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19   20   35
CONECT   19   36
CONECT   20   21   37
CONECT   21   38
CONECT   22   23   39
CONECT   23   24   24   40
CONECT   24   25
CONECT   25   41
END

HMDB0041452
     RDKit          3D
Musanolone D
 41 44  0  0  0  0  0  0  0  0999 V2000
    5.0741   -0.7441    1.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9735    0.4660    0.7444 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366    0.8854    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    0.0599    0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5552    0.3920   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4341   -0.5245   -0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -1.8411   -0.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5152   -2.7040   -0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559   -2.2905   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8068   -3.1814   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0589   -2.7348   -0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2027   -1.4400    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1630   -0.5354    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9238   -0.9793   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195   -0.1321   -0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518    1.2185    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0953    1.8466    0.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3997    1.8223    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4803    2.9583    1.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4628    0.8220    0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7181    1.1945    0.3184 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5196    1.5932   -1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6225    2.4164   -1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8032    2.0754   -0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074    2.9376   -0.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3350   -1.6010    0.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1949   -0.9845    2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9260   -0.6207    2.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7486   -0.9047    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440   -2.1356   -1.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611   -3.7237   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -4.2026   -0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   -3.4603   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2153   -1.1613    0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6199    2.1315   -0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4071    3.0624    1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5549    0.7902    1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5830    1.2847   -0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169    1.9245   -1.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5958    3.3754   -1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385    2.6447   -0.1400 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  1  0
 20 21  1  0
  5 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24  3  1  0
 15  6  1  0
 14  9  1  0
 20 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 25 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₂₀H₁₆O₅

Average Molecular Weight

336.338

Monoisotopic Molecular Weight

336.099773622

IUPAC Name

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

Traditional Name

2,3-dihydroxy-9-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrophenalen-1-one

CAS Registry Number

173560-64-0

SMILES

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

InChI Identifier

InChI=1S/C20H16O5/c1-25-15-9-11(6-8-14(15)21)12-7-5-10-3-2-4-13-16(10)17(12)19(23)20(24)18(13)22/h2-9,18,20-22,24H,1H3

InChI Key

IXESIDXHOPLUCB-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
Phenalane
Methoxyphenol
Anisole
Phenoxy compound
Phenol ether
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Ketone
Secondary alcohol
1,2-diol
Ether
Organic oxygen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041452)

Cellular substructure

Membrane (HMDB: HMDB0041452)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041452)

Source

Exogenous

Food

Food (HMDB: HMDB0041452)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0041452)

Not Available

Nutrient (HMDB: HMDB0041452)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	248 - 250 °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	0.026 g/L	ALOGPS
logP	2.62	ALOGPS
logP	2.22	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	9.32	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.46 m³·mol⁻¹	ChemAxon
Polarizability	34.38 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	177.169	31661259
DarkChem	[M-H]-	179.685	31661259
DeepCCS	[M-2H]-	210.12	30932474
DeepCCS	[M+Na]+	185.348	30932474
AllCCS	[M+H]+	180.3	32859911
AllCCS	[M+H-H2O]+	177.0	32859911
AllCCS	[M+NH4]+	183.3	32859911
AllCCS	[M+Na]+	184.1	32859911
AllCCS	[M-H]-	182.3	32859911
AllCCS	[M+Na-2H]-	181.6	32859911
AllCCS	[M+HCOO]-	181.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Musanolone D	COC1=C(O)C=CC(=C1)C1=C2C(=O)C(O)C(O)C3=CC=CC(C=C1)=C23	4723.4	Standard polar	33892256
Musanolone D	COC1=C(O)C=CC(=C1)C1=C2C(=O)C(O)C(O)C3=CC=CC(C=C1)=C23	3151.7	Standard non polar	33892256
Musanolone D	COC1=C(O)C=CC(=C1)C1=C2C(=O)C(O)C(O)C3=CC=CC(C=C1)=C23	3326.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Musanolone D,1TMS,isomer #1	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O)C4O)=CC=C1O[Si](C)(C)C	3447.8	Semi standard non polar	33892256
Musanolone D,1TMS,isomer #2	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O[Si](C)(C)C)C4O)=CC=C1O	3386.8	Semi standard non polar	33892256
Musanolone D,1TMS,isomer #3	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O)C4O[Si](C)(C)C)=CC=C1O	3410.3	Semi standard non polar	33892256
Musanolone D,2TMS,isomer #1	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O[Si](C)(C)C)C4O)=CC=C1O[Si](C)(C)C	3285.2	Semi standard non polar	33892256
Musanolone D,2TMS,isomer #2	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O)C4O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3297.2	Semi standard non polar	33892256
Musanolone D,2TMS,isomer #3	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC=C1O	3243.4	Semi standard non polar	33892256
Musanolone D,3TMS,isomer #1	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3197.4	Semi standard non polar	33892256
Musanolone D,1TBDMS,isomer #1	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O)C4O)=CC=C1O[Si](C)(C)C(C)(C)C	3675.8	Semi standard non polar	33892256
Musanolone D,1TBDMS,isomer #2	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O[Si](C)(C)C(C)(C)C)C4O)=CC=C1O	3603.8	Semi standard non polar	33892256
Musanolone D,1TBDMS,isomer #3	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O)C4O[Si](C)(C)C(C)(C)C)=CC=C1O	3627.3	Semi standard non polar	33892256
Musanolone D,2TBDMS,isomer #1	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O[Si](C)(C)C(C)(C)C)C4O)=CC=C1O[Si](C)(C)C(C)(C)C	3736.8	Semi standard non polar	33892256
Musanolone D,2TBDMS,isomer #2	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O)C4O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3773.0	Semi standard non polar	33892256
Musanolone D,2TBDMS,isomer #3	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)=CC=C1O	3726.3	Semi standard non polar	33892256
Musanolone D,3TBDMS,isomer #1	COC1=CC(C2=CC=C3C=CC=C4C3=C2C(=O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3850.8	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 D GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0094000000-4a01371bf1b9841506d7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Musanolone D GC-MS (3 TMS) - 70eV, Positive	splash10-000i-7000890000-ff14b328eabc228ea192	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Musanolone D 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 D 10V, Positive-QTOF	splash10-000i-0009000000-ccbb2ec5a116bba08957	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone D 20V, Positive-QTOF	splash10-0a4r-0049000000-e6af36198db0bfbfd641	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone D 40V, Positive-QTOF	splash10-0gy2-0292000000-96dcf7657069f7e3424a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone D 10V, Negative-QTOF	splash10-000i-0009000000-ab5d7057ffd753563b26	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone D 20V, Negative-QTOF	splash10-000i-0019000000-b7946b12c0978bad5efa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone D 40V, Negative-QTOF	splash10-03fv-0091000000-d4d3ee1c44e374d6e8df	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone D 10V, Positive-QTOF	splash10-000i-0009000000-4296dfc4b8b1e7be96aa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone D 20V, Positive-QTOF	splash10-000i-0039000000-67d5e751db25d2875967	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone D 40V, Positive-QTOF	splash10-002b-1091000000-90cf9013e37f1f8647ea	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone D 10V, Negative-QTOF	splash10-000i-0009000000-dc81427ba733f47873d1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone D 20V, Negative-QTOF	splash10-002r-0039000000-8406a291dcb940eaa3f7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Musanolone D 40V, Negative-QTOF	splash10-001i-0089000000-57f9f049160997ce97cc	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021407

KNApSAcK ID

C00054885

Chemspider ID

9005957

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10830657

PDB ID

Not Available

ChEBI ID

175278

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 D (HMDB0041452)

MOL for HMDB0041452 (Musanolone D)

3D MOL for HMDB0041452 (Musanolone D)

3D SDF for HMDB0041452 (Musanolone D)

3D-SDF for HMDB0041452 (Musanolone D)

PDB for HMDB0041452 (Musanolone D)

3D PDB for HMDB0041452 (Musanolone D)

SMILES for HMDB0041452 (Musanolone D)

INCHI for HMDB0041452 (Musanolone D)

Structure for HMDB0041452 (Musanolone D)

3D Structure for HMDB0041452 (Musanolone D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra