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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:25 UTC

Update Date

2022-03-07 02:53:27 UTC

HMDB ID

HMDB0032726

Secondary Accession Numbers

HMDB32726

Metabolite Identification

Common Name

Menadiol dibutyrate

Description

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

Structure

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

HMDB0032726
     RDKit          3D
Menadiol dibutyrate
 45 46  0  0  0  0  0  0  0  0999 V2000
   -7.5205   -0.5587   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0785   -0.7457   -0.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1733   -0.0821    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7449   -0.2682    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611   -0.9210   -0.7294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7101    0.2382    1.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4052    0.0035    0.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135   -1.1129    1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5898   -1.3646    0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118   -2.5814    1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666   -0.4401   -0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684   -0.6462   -0.5939 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5398   -0.1427    0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3313    0.5157    1.1963 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9467   -0.3332   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9048    0.3112    0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3371    0.1350    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5249    0.6866   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1367    1.5938   -1.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4660    2.7171   -1.9072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8295    2.9397   -1.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313    2.0280   -0.6445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7755    0.8933   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6757   -0.5641    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1791   -1.3277   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9212    0.4392   -0.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217   -0.3318   -1.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8730   -1.8338   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3501   -0.5971    1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3881    0.9873    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1686   -1.8356    1.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1929   -2.7705    0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -3.4422    1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991   -2.4897    2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -1.4272   -0.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1424    0.0564   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7356   -0.1473    1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6952    1.3932    0.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0103   -0.0722    1.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6666    1.0398   -0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4332   -0.7470   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1623    1.3835   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9360    3.4347   -2.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3640    3.8190   -1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4585    2.1675   -0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 11 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23  7  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
M  END


  Mrv0541 05061306392D          

 23 24  0  0  0  0            999 V2000
   10.0026    0.0000    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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -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
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    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
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    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
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    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
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  7  6  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 13  3  1  0  0  0  0
 13 12  1  0  0  0  0
 14 10  2  0  0  0  0
 15 11  2  0  0  0  0
 15 14  1  0  0  0  0
 16 12  2  0  0  0  0
 16 14  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 13  2  0  0  0  0
 19 15  1  0  0  0  0
 20 17  2  0  0  0  0
 21 18  2  0  0  0  0
 22 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032726

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O4/c1-4-8-17(20)22-16-12-13(3)19(23-18(21)9-5-2)15-11-7-6-10-14(15)16/h6-7,10-12H,4-5,8-9H2,1-3H3

> <INCHI_KEY>
TUWJQNVAGYRRHA-UHFFFAOYSA-N

> <FORMULA>
C19H22O4

> <MOLECULAR_WEIGHT>
314.3756

> <EXACT_MASS>
314.151809192

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
34.3812863621257

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(butanoyloxy)-2-methylnaphthalen-1-yl butanoate

> <ALOGPS_LOGP>
4.65

> <JCHEM_LOGP>
4.980874934666667

> <ALOGPS_LOGS>
-5.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.88159149851696

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
88.26999999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(butanoyloxy)-2-methylnaphthalen-1-yl butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032726
     RDKit          3D
Menadiol dibutyrate
 45 46  0  0  0  0  0  0  0  0999 V2000
   -7.5205   -0.5587   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0785   -0.7457   -0.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1733   -0.0821    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7449   -0.2682    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611   -0.9210   -0.7294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7101    0.2382    1.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4052    0.0035    0.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135   -1.1129    1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5898   -1.3646    0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118   -2.5814    1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666   -0.4401   -0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684   -0.6462   -0.5939 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5398   -0.1427    0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3313    0.5157    1.1963 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9467   -0.3332   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9048    0.3112    0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3371    0.1350    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5249    0.6866   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1367    1.5938   -1.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4660    2.7171   -1.9072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8295    2.9397   -1.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313    2.0280   -0.6445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7755    0.8933   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6757   -0.5641    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1791   -1.3277   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9212    0.4392   -0.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217   -0.3318   -1.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8730   -1.8338   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3501   -0.5971    1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3881    0.9873    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1686   -1.8356    1.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1929   -2.7705    0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -3.4422    1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991   -2.4897    2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -1.4272   -0.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1424    0.0564   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7356   -0.1473    1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6952    1.3932    0.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0103   -0.0722    1.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6666    1.0398   -0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4332   -0.7470   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1623    1.3835   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9360    3.4347   -2.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3640    3.8190   -1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4585    2.1675   -0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 11 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23  7  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  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      18.672   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      14.671  -2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      13.337   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
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3   13                                                            
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    7   10                                                       
CONECT    7    6   11                                                       
CONECT    8    4   17                                                       
CONECT    9    5   18                                                       
CONECT   10    6   14                                                       
CONECT   11    7   15                                                       
CONECT   12   13   16                                                       
CONECT   13    3   12   19                                                  
CONECT   14   10   15   16                                                  
CONECT   15   11   14   19                                                  
CONECT   16   12   14   22                                                  
CONECT   17    8   20   22                                                  
CONECT   18    9   21   23                                                  
CONECT   19   13   15   23                                                  
CONECT   20   17                                                            
CONECT   21   18                                                            
CONECT   22   16   17                                                       
CONECT   23   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0032726
HETATM    1  C1  UNL     1      -7.520  -0.559  -0.030  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.078  -0.746  -0.370  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.173  -0.082   0.641  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.745  -0.268   0.303  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.461  -0.921  -0.729  1.00  0.00           O  
HETATM    6  O2  UNL     1      -2.710   0.238   1.064  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.405   0.004   0.654  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.713  -1.113   1.078  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.590  -1.365   0.680  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.312  -2.581   1.156  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.167  -0.440  -0.167  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.468  -0.646  -0.594  1.00  0.00           O  
HETATM   13  C10 UNL     1       3.540  -0.143   0.129  1.00  0.00           C  
HETATM   14  O4  UNL     1       3.331   0.516   1.196  1.00  0.00           O  
HETATM   15  C11 UNL     1       4.947  -0.333  -0.281  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.905   0.311   0.676  1.00  0.00           C  
HETATM   17  C13 UNL     1       7.337   0.135   0.287  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.525   0.687  -0.619  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.137   1.594  -1.469  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.466   2.717  -1.907  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.830   2.940  -1.493  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.431   2.028  -0.645  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.775   0.893  -0.193  1.00  0.00           C  
HETATM   24  H1  UNL     1      -7.676  -0.564   1.088  1.00  0.00           H  
HETATM   25  H2  UNL     1      -8.179  -1.328  -0.472  1.00  0.00           H  
HETATM   26  H3  UNL     1      -7.921   0.439  -0.364  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.922  -0.332  -1.396  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.873  -1.834  -0.458  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.350  -0.597   1.610  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.388   0.987   0.669  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.169  -1.836   1.741  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.193  -2.770   0.536  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.625  -3.442   1.018  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.599  -2.490   2.226  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.221  -1.427  -0.319  1.00  0.00           H  
HETATM   36  H13 UNL     1       5.142   0.056  -1.320  1.00  0.00           H  
HETATM   37  H14 UNL     1       5.736  -0.147   1.675  1.00  0.00           H  
HETATM   38  H15 UNL     1       5.695   1.393   0.784  1.00  0.00           H  
HETATM   39  H16 UNL     1       8.010  -0.072   1.157  1.00  0.00           H  
HETATM   40  H17 UNL     1       7.667   1.040  -0.255  1.00  0.00           H  
HETATM   41  H18 UNL     1       7.433  -0.747  -0.392  1.00  0.00           H  
HETATM   42  H19 UNL     1       2.162   1.383  -1.775  1.00  0.00           H  
HETATM   43  H20 UNL     1       0.936   3.435  -2.574  1.00  0.00           H  
HETATM   44  H21 UNL     1      -1.364   3.819  -1.832  1.00  0.00           H  
HETATM   45  H22 UNL     1      -2.458   2.167  -0.293  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8    8   23
CONECT    8    9   31
CONECT    9   10   11   11
CONECT   10   32   33   34
CONECT   11   12   18
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   35   36
CONECT   16   17   37   38
CONECT   17   39   40   41
CONECT   18   19   19   23
CONECT   19   20   42
CONECT   20   21   21   43
CONECT   21   22   44
CONECT   22   23   23   45
END

HMDB0032726
     RDKit          3D
Menadiol dibutyrate
 45 46  0  0  0  0  0  0  0  0999 V2000
   -7.5205   -0.5587   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0785   -0.7457   -0.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1733   -0.0821    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7449   -0.2682    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611   -0.9210   -0.7294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7101    0.2382    1.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4052    0.0035    0.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135   -1.1129    1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5898   -1.3646    0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118   -2.5814    1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666   -0.4401   -0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684   -0.6462   -0.5939 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5398   -0.1427    0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3313    0.5157    1.1963 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9467   -0.3332   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9048    0.3112    0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3371    0.1350    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5249    0.6866   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1367    1.5938   -1.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4660    2.7171   -1.9072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8295    2.9397   -1.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313    2.0280   -0.6445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7755    0.8933   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6757   -0.5641    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1791   -1.3277   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9212    0.4392   -0.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217   -0.3318   -1.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8730   -1.8338   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3501   -0.5971    1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3881    0.9873    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1686   -1.8356    1.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1929   -2.7705    0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -3.4422    1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991   -2.4897    2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -1.4272   -0.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1424    0.0564   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7356   -0.1473    1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6952    1.3932    0.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0103   -0.0722    1.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6666    1.0398   -0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4332   -0.7470   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1623    1.3835   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9360    3.4347   -2.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3640    3.8190   -1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4585    2.1675   -0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 11 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23  7  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Menadiol dibutyric acid	Generator
1,4-Naphthalenediol, 2-methyl-, dibutyrate	HMDB
2-Methyl-1,4-naphthalenediol dibutyrate	HMDB
2-Methyl-1,4-naphthohydrochinon-dibutyrat	HMDB
Karan	HMDB
Karanum	HMDB
Menadiol-dibutyrat	HMDB
Vitamin K4-dibutyrat	HMDB
4-(Butanoyloxy)-3-methylnaphthalen-1-yl butanoic acid	Generator

Chemical Formula

C₁₉H₂₂O₄

Average Molecular Weight

314.3756

Monoisotopic Molecular Weight

314.151809192

IUPAC Name

4-(butanoyloxy)-2-methylnaphthalen-1-yl butanoate

Traditional Name

4-(butanoyloxy)-2-methylnaphthalen-1-yl butanoate

CAS Registry Number

53370-44-8

SMILES

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

InChI Identifier

InChI=1S/C19H22O4/c1-4-8-17(20)22-16-12-13(3)19(23-18(21)9-5-2)15-11-7-6-10-14(15)16/h6-7,10-12H,4-5,8-9H2,1-3H3

InChI Key

TUWJQNVAGYRRHA-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

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

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0032726)

Cellular substructure

Membrane (HMDB: HMDB0032726)

Process

Not Available

Role

Industrial application

Drug (HMDB: HMDB0032726)

Biological role

Nutrient

Nutrient (HMDB: HMDB0032726)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	53 °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	0.0011 g/L	ALOGPS
logP	4.65	ALOGPS
logP	4.98	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	88.27 m³·mol⁻¹	ChemAxon
Polarizability	34.38 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	177.203	31661259
DarkChem	[M-H]-	175.26	31661259
DeepCCS	[M-2H]-	209.788	30932474
DeepCCS	[M+Na]+	185.353	30932474
AllCCS	[M+H]+	177.2	32859911
AllCCS	[M+H-H2O]+	174.2	32859911
AllCCS	[M+NH4]+	180.1	32859911
AllCCS	[M+Na]+	180.9	32859911
AllCCS	[M-H]-	179.9	32859911
AllCCS	[M+Na-2H]-	179.9	32859911
AllCCS	[M+HCOO]-	180.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Menadiol dibutyrate	CCCC(=O)OC1=CC(C)=C(OC(=O)CCC)C2=CC=CC=C12	3199.0	Standard polar	33892256
Menadiol dibutyrate	CCCC(=O)OC1=CC(C)=C(OC(=O)CCC)C2=CC=CC=C12	2410.7	Standard non polar	33892256
Menadiol dibutyrate	CCCC(=O)OC1=CC(C)=C(OC(=O)CCC)C2=CC=CC=C12	2328.3	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 - Menadiol dibutyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-6790000000-1092f07e4c72d581c452	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Menadiol dibutyrate 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 - Menadiol dibutyrate 10V, Positive-QTOF	splash10-01dj-4195000000-d5a6fb0b943b448caeb6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menadiol dibutyrate 20V, Positive-QTOF	splash10-00fr-9670000000-73096ab8328ffa47a734	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menadiol dibutyrate 40V, Positive-QTOF	splash10-05fr-7910000000-d4d2b0af601a2ef369ff	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menadiol dibutyrate 10V, Negative-QTOF	splash10-03dl-2097000000-c874e8c41519e9d4fcfd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menadiol dibutyrate 20V, Negative-QTOF	splash10-0006-4391000000-aaa350fbb7a7e17bf8de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menadiol dibutyrate 40V, Negative-QTOF	splash10-00xr-6920000000-44c0f194382ee892b39a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menadiol dibutyrate 10V, Positive-QTOF	splash10-014j-0097000000-2a7f5eabcb6ad9abd81f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menadiol dibutyrate 20V, Positive-QTOF	splash10-054k-0491000000-b83d149038432090a782	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menadiol dibutyrate 40V, Positive-QTOF	splash10-052f-4930000000-9688bd4f5c14a9a04231	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menadiol dibutyrate 10V, Negative-QTOF	splash10-03di-0119000000-2b92502a9f5b5a87134a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menadiol dibutyrate 20V, Negative-QTOF	splash10-0arc-4590000000-0ed1a45087cdf17f4d2c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menadiol dibutyrate 40V, Negative-QTOF	splash10-00dl-5930000000-94b15807bda420fd6e48	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

FDB010687

KNApSAcK ID

Not Available

Chemspider ID

37223

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

40747

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Menadiol dibutyrate (HMDB0032726)

MOL for HMDB0032726 (Menadiol dibutyrate)

3D MOL for HMDB0032726 (Menadiol dibutyrate)

3D SDF for HMDB0032726 (Menadiol dibutyrate)

3D-SDF for HMDB0032726 (Menadiol dibutyrate)

PDB for HMDB0032726 (Menadiol dibutyrate)

3D PDB for HMDB0032726 (Menadiol dibutyrate)

SMILES for HMDB0032726 (Menadiol dibutyrate)

INCHI for HMDB0032726 (Menadiol dibutyrate)

Structure for HMDB0032726 (Menadiol dibutyrate)

3D Structure for HMDB0032726 (Menadiol dibutyrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra