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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:02 UTC

Update Date

2022-03-07 02:53:09 UTC

HMDB ID

HMDB0031865

Secondary Accession Numbers

HMDB31865

Metabolite Identification

Common Name

4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone

Description

4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone is a dry, fatty, and musky tasting compound. Based on a literature review very few articles have been published on 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone.

Structure

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

HMDB0031865
     RDKit          3D
4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone
 39 39  0  0  0  0  0  0  0  0999 V2000
    4.2437    0.6968    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2760    0.4364   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6771    0.3653   -1.9337 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8744    0.2591   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984    1.3085   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5232    2.6763   -0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440    1.0813   -0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1159    2.2535   -0.0963 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.5800    2.7536   -1.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3487    2.8713    1.0965 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.8922   -0.1723    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113   -0.3680    0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0187    0.0624   -1.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    0.5302    1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7724   -1.7442    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012   -1.2227    0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2523   -2.5943    0.3016 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7164   -3.3567   -0.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1110   -3.1338    1.5106 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3741   -0.9953   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -2.1462   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1585    0.0862    0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4835    1.7845    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126    0.4628    1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914    2.7352   -1.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330    2.9007   -0.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7700    3.4525   -0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2423    0.2146   -1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940    0.9869   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7435   -0.7400   -1.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659   -0.0575    1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3749    0.6780    2.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4430    1.4110    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998   -2.4118   -0.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218   -2.1451    1.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452   -1.6180    1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2304   -2.7771    0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1119   -2.7372   -1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3519   -1.7869   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 20  4  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 21 37  1  0
 21 38  1  0
 21 39  1  0
M  CHG  4   8   1  10  -1  17   1  19  -1
M  END

  Mrv0541 02241214342D          

 21 21  0  0  0  0            999 V2000
    0.7005   -0.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0405   -1.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0405   -1.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4429   -1.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4429   -1.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1854   -0.7008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954   -2.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3604   -1.1958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1854   -1.1958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3704    2.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230    1.3608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8654    1.6908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1854    0.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4429    0.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0204   -0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954    1.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005   -0.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005    0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0405    0.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7005    0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4429    0.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1 20  2  0  0  0  0
  2  3  1  0  0  0  0
  2 17  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  2  0  0  0  0
  8 17  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  2  0  0  0  0
 11 19  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 18  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031865

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C1=C(C)C(=C(C(=C1C)N(=O)=O)C(C)(C)C)N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N2O5/c1-7-10(9(3)17)8(2)13(16(20)21)11(14(4,5)6)12(7)15(18)19/h1-6H3

> <INCHI_KEY>
WXCMHFPAUCOJIG-UHFFFAOYSA-N

> <FORMULA>
C14H18N2O5

> <MOLECULAR_WEIGHT>
294.3031

> <EXACT_MASS>
294.121571696

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.990963042932222

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-tert-butyl-2,6-dimethyl-3,5-dinitrophenyl)ethan-1-one

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
3.982760762666667

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.833321351766209

> <JCHEM_PKA_STRONGEST_BASIC>
-7.434404967811325

> <JCHEM_POLAR_SURFACE_AREA>
108.71000000000001

> <JCHEM_REFRACTIVITY>
79.85849999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
musk ketone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031865
     RDKit          3D
4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone
 39 39  0  0  0  0  0  0  0  0999 V2000
    4.2437    0.6968    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2760    0.4364   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6771    0.3653   -1.9337 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8744    0.2591   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984    1.3085   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5232    2.6763   -0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440    1.0813   -0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1159    2.2535   -0.0963 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.5800    2.7536   -1.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3487    2.8713    1.0965 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.8922   -0.1723    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113   -0.3680    0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0187    0.0624   -1.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    0.5302    1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7724   -1.7442    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012   -1.2227    0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2523   -2.5943    0.3016 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7164   -3.3567   -0.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1110   -3.1338    1.5106 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3741   -0.9953   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -2.1462   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1585    0.0862    0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4835    1.7845    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126    0.4628    1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914    2.7352   -1.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330    2.9007   -0.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7700    3.4525   -0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2423    0.2146   -1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940    0.9869   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7435   -0.7400   -1.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659   -0.0575    1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3749    0.6780    2.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4430    1.4110    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998   -2.4118   -0.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218   -2.1451    1.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452   -1.6180    1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2304   -2.7771    0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1119   -2.7372   -1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3519   -1.7869   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 20  4  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 21 37  1  0
 21 38  1  0
 21 39  1  0
M  CHG  4   8   1  10  -1  17   1  19  -1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.308  -1.308   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.076  -2.078   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.076  -3.618   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.693  -3.618   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.693  -2.078   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.079  -1.308   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -2.231  -3.772   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      -2.539  -2.232   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      -4.079  -2.232   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.691   3.772   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       0.230   2.540   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       1.615   3.156   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.079   1.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.693   1.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.771  -0.078   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.231   2.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.308  -1.308   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.308   0.230   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.076   1.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.308   0.230   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.693   1.000   0.000  0.00  0.00           C+0
CONECT    1    2    5   20                                                  
CONECT    2    1    3   17                                                  
CONECT    3    2                                                            
CONECT    4    5                                                            
CONECT    5    1    4    6                                                  
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    7    9   17                                                  
CONECT    9    8                                                            
CONECT   10   11                                                            
CONECT   11   10   12   19                                                  
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14   13   15   16   18                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    2    8   18                                                  
CONECT   18   14   17   19                                                  
CONECT   19   11   18   20                                                  
CONECT   20    1   19   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0031865
HETATM    1  C1  UNL     1       4.244   0.697   0.328  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.276   0.436  -0.743  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.677   0.365  -1.934  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.874   0.259  -0.450  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.998   1.308  -0.428  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.523   2.676  -0.697  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.344   1.081  -0.159  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.116   2.253  -0.096  1.00  0.00           N1+
HETATM    9  O2  UNL     1      -1.580   2.754  -1.121  1.00  0.00           O  
HETATM   10  O3  UNL     1      -1.349   2.871   1.096  1.00  0.00           O1-
HETATM   11  C7  UNL     1      -0.892  -0.172   0.097  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.311  -0.368   0.283  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.019   0.062  -1.032  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.957   0.530   1.325  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.772  -1.744   0.648  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.001  -1.223   0.076  1.00  0.00           C  
HETATM   17  N2  UNL     1      -0.252  -2.594   0.302  1.00  0.00           N1+
HETATM   18  O4  UNL     1      -0.716  -3.357  -0.539  1.00  0.00           O  
HETATM   19  O5  UNL     1       0.111  -3.134   1.511  1.00  0.00           O1-
HETATM   20  C13 UNL     1       1.374  -0.995  -0.198  1.00  0.00           C  
HETATM   21  C14 UNL     1       2.320  -2.146  -0.220  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.158   0.086   0.144  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.484   1.784   0.318  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.913   0.463   1.345  1.00  0.00           H  
HETATM   25  H4  UNL     1       1.791   2.735  -1.783  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.433   2.901  -0.116  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.770   3.453  -0.428  1.00  0.00           H  
HETATM   28  H7  UNL     1      -2.242   0.215  -1.776  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.594   0.987  -0.906  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.743  -0.740  -1.321  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.866  -0.057   1.700  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.375   0.678   2.227  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.443   1.411   0.870  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.000  -2.412  -0.195  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.222  -2.145   1.485  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.845  -1.618   1.126  1.00  0.00           H  
HETATM   37  H16 UNL     1       2.230  -2.777   0.668  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.112  -2.737  -1.123  1.00  0.00           H  
HETATM   39  H18 UNL     1       3.352  -1.787  -0.282  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    4
CONECT    4    5    5   20
CONECT    5    6    7
CONECT    6   25   26   27
CONECT    7    8   11   11
CONECT    8    9    9   10
CONECT   11   12   16
CONECT   12   13   14   15
CONECT   13   28   29   30
CONECT   14   31   32   33
CONECT   15   34   35   36
CONECT   16   17   20   20
CONECT   17   18   18   19
CONECT   20   21
CONECT   21   37   38   39
END

HMDB0031865
     RDKit          3D
4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone
 39 39  0  0  0  0  0  0  0  0999 V2000
    4.2437    0.6968    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2760    0.4364   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6771    0.3653   -1.9337 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8744    0.2591   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984    1.3085   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5232    2.6763   -0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440    1.0813   -0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1159    2.2535   -0.0963 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.5800    2.7536   -1.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3487    2.8713    1.0965 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.8922   -0.1723    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113   -0.3680    0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0187    0.0624   -1.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    0.5302    1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7724   -1.7442    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012   -1.2227    0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2523   -2.5943    0.3016 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7164   -3.3567   -0.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1110   -3.1338    1.5106 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3741   -0.9953   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -2.1462   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1585    0.0862    0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4835    1.7845    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126    0.4628    1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914    2.7352   -1.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330    2.9007   -0.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7700    3.4525   -0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2423    0.2146   -1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940    0.9869   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7435   -0.7400   -1.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659   -0.0575    1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3749    0.6780    2.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4430    1.4110    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998   -2.4118   -0.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218   -2.1451    1.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452   -1.6180    1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2304   -2.7771    0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1119   -2.7372   -1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3519   -1.7869   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 20  4  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 21 37  1  0
 21 38  1  0
 21 39  1  0
M  CHG  4   8   1  10  -1  17   1  19  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(4-Tert-butyl-2,6-dimethyl-3,5-dinitrophenyl)ethanone	HMDB
1-Acetyl-4-tert-butyl-2,6-dimethyl-3,5-dinitrobenzene	HMDB
1-[4-(1,1-Dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]ethanone, 9ci	HMDB
2,6-Dimethyl-3,5-dinitro-4-t-butylacetophenone	HMDB, MeSH
2,6-Dimethyl-3,5-dinitro-4-tert-butylacetophenone	HMDB
2,6-dinitro-3,5-DIMETHYL-4-acetyl-tert-butylbenzene	HMDB
2,6-dinitro-3,5-Dimethyl-4-acetyl-tertbutylbenzene	HMDB
2-Acetyl-5-tert-butyl-4,6-dinitroxylene	HMDB, MeSH
3,5-dinitro-2,6-Dimethyl-4-tert-butyl acetophenone	HMDB
3,5-dinitro-2,6-Dimethyl-4-tert-butylacetophenone	HMDB
4'-Tert-butyl-2', 6'-dimethyl-3',5'-dinitroacetophenone	HMDB
4'-Tert-butyl-2',6'-dimethyl-3',5'-dinitro-acetophenone	HMDB
4-t-Butyl-2,6-dimethyl-3,5-dinitroacetophenone	HMDB
4-Tert-butyl-2,6-dimethyl-3,5-dinitroacetophenone	HMDB
4-Tert-butyl-2,6-dimethyl-3,5-dinitroactophenone	HMDB
4-Tert-butyl-3,5-dinitro-2,6-dimethylacetophenone	HMDB
Acetyl-dinitro-butyl-xylene	HMDB
dinitro-Tert-butylxylyl methyl ketone	HMDB
Ketone moschus	HMDB
Ketone musk	HMDB
Musk ketone	HMDB
1-(4-(1,1-Dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl)ethanone	MeSH, HMDB

Chemical Formula

C₁₄H₁₈N₂O₅

Average Molecular Weight

294.3031

Monoisotopic Molecular Weight

294.121571696

IUPAC Name

1-(4-tert-butyl-2,6-dimethyl-3,5-dinitrophenyl)ethan-1-one

Traditional Name

musk ketone

CAS Registry Number

81-14-1

SMILES

CC(=O)C1=C(C)C(=C(C(=C1C)N(=O)=O)C(C)(C)C)N(=O)=O

InChI Identifier

InChI=1S/C14H18N2O5/c1-7-10(9(3)17)8(2)13(16(20)21)11(14(4,5)6)12(7)15(18)19/h1-6H3

InChI Key

WXCMHFPAUCOJIG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Acetophenone
Nitrotoluene
Nitrobenzene
Phenylpropane
Nitroaromatic compound
Benzoyl
M-xylene
Xylene
Aryl alkyl ketone
Monocyclic benzene moiety
Benzenoid
C-nitro compound
Organic nitro compound
Organic 1,3-dipolar compound
Organic oxoazanium
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organopnictogen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0031865)

Exogenous

Food

Food (HMDB: HMDB0031865)

Exogenous (HMDB: HMDB0031865)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0031865)

Role

Biological role

Energy source (HMDB: HMDB0031865)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031865)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	135.5 - 136 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00046 mg/mL	Not Available
LogP	4.30	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0046 g/L	ALOGPS
logP	3.28	ALOGPS
logP	3.98	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	15.83	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	108.71 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	79.86 m³·mol⁻¹	ChemAxon
Polarizability	28.99 Å³	ChemAxon
Number of Rings	1	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]+	169.408	31661259
DarkChem	[M-H]-	166.362	31661259
DeepCCS	[M+H]+	170.547	30932474
DeepCCS	[M-H]-	168.188	30932474
DeepCCS	[M-2H]-	201.188	30932474
DeepCCS	[M+Na]+	176.64	30932474
AllCCS	[M+H]+	160.8	32859911
AllCCS	[M+H-H2O]+	157.6	32859911
AllCCS	[M+NH4]+	163.8	32859911
AllCCS	[M+Na]+	164.6	32859911
AllCCS	[M-H]-	170.4	32859911
AllCCS	[M+Na-2H]-	170.4	32859911
AllCCS	[M+HCOO]-	170.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone	CC(=O)C1=C(C)C(=C(C(=C1C)N(=O)=O)C(C)(C)C)N(=O)=O	2407.9	Standard polar	33892256
4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone	CC(=O)C1=C(C)C(=C(C(=C1C)N(=O)=O)C(C)(C)C)N(=O)=O	1958.2	Standard non polar	33892256
4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone	CC(=O)C1=C(C)C(=C(C(=C1C)N(=O)=O)C(C)(C)C)N(=O)=O	1912.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone EI-B (Non-derivatized)	splash10-004i-1390000000-d4f2203212989523e372	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone EI-B (Non-derivatized)	splash10-004i-1390000000-d4f2203212989523e372	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-055f-9760000000-65f9a673b6096b2ce8aa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 30V, Positive-QTOF	splash10-03di-0900000000-b3f8528783ed61b3801d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 10V, Positive-QTOF	splash10-0fl0-0390000000-21b8ddc73f221dcb78a8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 40V, Positive-QTOF	splash10-03di-0900000000-79dceec85846e2212ad3	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 10V, Positive-QTOF	splash10-0002-0090000000-8d8a5fc4cde1322ecfa8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 20V, Positive-QTOF	splash10-007a-0090000000-c490e29807813b8df33f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 40V, Positive-QTOF	splash10-00dr-1090000000-f9ec8f13c60f4e39a3db	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 10V, Negative-QTOF	splash10-0006-0090000000-12160537c076be60653d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 20V, Negative-QTOF	splash10-0006-0090000000-dff17135298f99f3e6b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 40V, Negative-QTOF	splash10-000m-1090000000-8ad04d35f883d043a24f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 10V, Positive-QTOF	splash10-0002-0090000000-7ca3d7ee8df5360f09c0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 20V, Positive-QTOF	splash10-0002-0090000000-7ca3d7ee8df5360f09c0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 40V, Positive-QTOF	splash10-0002-0090000000-7ca3d7ee8df5360f09c0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 10V, Negative-QTOF	splash10-0006-0090000000-196a15ef703933e5f1cf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 20V, Negative-QTOF	splash10-0006-0090000000-196a15ef703933e5f1cf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone 40V, Negative-QTOF	splash10-0006-0090000000-196a15ef703933e5f1cf	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB008549

KNApSAcK ID

Not Available

Chemspider ID

6417

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6669

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 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone (HMDB0031865)

MOL for HMDB0031865 (4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone)

3D MOL for HMDB0031865 (4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone)

3D SDF for HMDB0031865 (4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone)

3D-SDF for HMDB0031865 (4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone)

PDB for HMDB0031865 (4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone)

3D PDB for HMDB0031865 (4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone)

SMILES for HMDB0031865 (4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone)

INCHI for HMDB0031865 (4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone)

Structure for HMDB0031865 (4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone)

3D Structure for HMDB0031865 (4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra