Hmdb loader

Showing metabocard for Benzyl acetoacetate (HMDB0040446)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:59:17 UTC
Update Date2023-02-21 17:28:17 UTC
HMDB IDHMDB0040446
Secondary Accession Numbers
  • HMDB40446
Metabolite Identification
Common NameBenzyl acetoacetate
DescriptionBenzyl acetoacetate belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Benzyl acetoacetate is a sweet, benzyl acetate, and benzyl propionate tasting compound. Based on a literature review very few articles have been published on Benzyl acetoacetate.
Structure
Data?1677000497
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0040446 (Benzyl acetoacetate)

  Mrv0541 05061311502D          

 14 14  0  0  0  0            999 V2000
   -6.6730   -0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9585    0.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9585    0.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2440   -0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5296    0.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5296    0.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8151   -0.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1006    0.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717    0.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572   -0.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717   -1.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -1.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
M  END
Download

3D MOL for HMDB0040446 (Benzyl acetoacetate)

HMDB0040446
     RDKit          3D
Benzyl acetoacetate
 26 26  0  0  0  0  0  0  0  0999 V2000
   -3.8377    1.0839    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782   -0.2862   -0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8365   -0.5953   -1.2249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558   -1.3227   -0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7808   -0.9326    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691   -0.8731    1.8436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -0.6294    0.2362 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4640   -0.2671    1.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    0.0248    0.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672    1.3280    0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4972    1.5958   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3344    0.5827   -0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8965   -0.7149   -0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6414   -0.9775    0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4542    1.1755    0.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3074    1.7632   -0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076    1.4482    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3949   -2.2439    0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4699   -1.6002   -1.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714    0.5863    1.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5177   -1.1466    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6233    2.1355    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8732    2.6062   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068    0.7744   -0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5596   -1.5041   -0.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -2.0110    0.3715 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  4 19  1  0
  8 20  1  0
  8 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
M  END
Download

3D SDF for HMDB0040446 (Benzyl acetoacetate)

  Mrv0541 05061311502D          

 14 14  0  0  0  0            999 V2000
   -6.6730   -0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9585    0.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9585    0.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2440   -0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5296    0.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5296    0.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8151   -0.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1006    0.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717    0.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572   -0.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717   -1.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -1.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040446

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)CC(=O)OCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O3/c1-9(12)7-11(13)14-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3

> <INCHI_KEY>
WOFAGNLBCJWEOE-UHFFFAOYSA-N

> <FORMULA>
C11H12O3

> <MOLECULAR_WEIGHT>
192.2112

> <EXACT_MASS>
192.07864425

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
19.847123634927442

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
benzyl 3-oxobutanoate

> <ALOGPS_LOGP>
1.42

> <JCHEM_LOGP>
1.8688754276666666

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.34406525126412

> <JCHEM_PKA_STRONGEST_BASIC>
-6.968304811509863

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
51.92060000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzyl 3-oxobutanoate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0040446 (Benzyl acetoacetate)

HMDB0040446
     RDKit          3D
Benzyl acetoacetate
 26 26  0  0  0  0  0  0  0  0999 V2000
   -3.8377    1.0839    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782   -0.2862   -0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8365   -0.5953   -1.2249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558   -1.3227   -0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7808   -0.9326    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691   -0.8731    1.8436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -0.6294    0.2362 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4640   -0.2671    1.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    0.0248    0.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672    1.3280    0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4972    1.5958   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3344    0.5827   -0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8965   -0.7149   -0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6414   -0.9775    0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4542    1.1755    0.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3074    1.7632   -0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076    1.4482    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3949   -2.2439    0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4699   -1.6002   -1.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714    0.5863    1.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5177   -1.1466    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6233    2.1355    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8732    2.6062   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068    0.7744   -0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5596   -1.5041   -0.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -2.0110    0.3715 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  4 19  1  0
  8 20  1  0
  8 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
M  END
Download

PDB for HMDB0040446 (Benzyl acetoacetate)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0     -12.456  -0.454   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.123   0.316   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0     -11.123   1.856   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -9.789  -0.454   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.455   0.316   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -8.455   1.856   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -7.122  -0.454   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.788   0.316   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.454  -0.454   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.121   0.317   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.787  -0.453   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.787  -1.993   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.121  -2.763   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.454  -1.994   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for HMDB0040446 (Benzyl acetoacetate)

COMPND    HMDB0040446
HETATM    1  C1  UNL     1      -3.838   1.084   0.054  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.878  -0.286  -0.516  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.837  -0.595  -1.225  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.856  -1.323  -0.306  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.781  -0.933   0.620  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.069  -0.873   1.844  1.00  0.00           O  
HETATM    7  O3  UNL     1      -0.483  -0.629   0.236  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.464  -0.267   1.253  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.788   0.025   0.683  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.267   1.328   0.515  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.497   1.596  -0.020  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.334   0.583  -0.425  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.896  -0.715  -0.276  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.641  -0.978   0.271  1.00  0.00           C  
HETATM   15  H1  UNL     1      -4.454   1.176   0.963  1.00  0.00           H  
HETATM   16  H2  UNL     1      -4.307   1.763  -0.710  1.00  0.00           H  
HETATM   17  H3  UNL     1      -2.808   1.448   0.178  1.00  0.00           H  
HETATM   18  H4  UNL     1      -3.395  -2.244   0.046  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.470  -1.600  -1.327  1.00  0.00           H  
HETATM   20  H6  UNL     1       0.071   0.586   1.854  1.00  0.00           H  
HETATM   21  H7  UNL     1       0.518  -1.147   1.937  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.623   2.135   0.829  1.00  0.00           H  
HETATM   23  H9  UNL     1       3.873   2.606  -0.152  1.00  0.00           H  
HETATM   24  H10 UNL     1       5.307   0.774  -0.849  1.00  0.00           H  
HETATM   25  H11 UNL     1       4.560  -1.504  -0.596  1.00  0.00           H  
HETATM   26  H12 UNL     1       2.335  -2.011   0.372  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3    4
CONECT    4    5   18   19
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   20   21
CONECT    9   10   10   14
CONECT   10   11   22
CONECT   11   12   12   23
CONECT   12   13   24
CONECT   13   14   14   25
CONECT   14   26
END
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SMILES for HMDB0040446 (Benzyl acetoacetate)

CC(=O)CC(=O)OCC1=CC=CC=C1
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INCHI for HMDB0040446 (Benzyl acetoacetate)

InChI=1S/C11H12O3/c1-9(12)7-11(13)14-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Benzyl acetoacetic acidGenerator
Ac-benzylHMDB
Acetoacetic acid benzyl esterHMDB
Acetoacetic acid, benzyl esterHMDB
Acetoacetic acid, benzyl ester (8ci)HMDB
Benzyl 3-oxobutanoateHMDB
Benzyl acetylacetateHMDB
Benzyl beta-ketobutyrateHMDB
Butanoic acid, 3-oxo-, phenylmethyl esterHMDB
FEMA 2136HMDB
Phenylmethyl 3-oxobutanoateHMDB
Benzyl 3-oxobutanoic acidGenerator
Chemical FormulaC11H12O3
Average Molecular Weight192.2112
Monoisotopic Molecular Weight192.07864425
IUPAC Namebenzyl 3-oxobutanoate
Traditional Namebenzyl 3-oxobutanoate
CAS Registry Number5396-89-4
SMILES
CC(=O)CC(=O)OCC1=CC=CC=C1
InChI Identifier
InChI=1S/C11H12O3/c1-9(12)7-11(13)14-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3
InChI KeyWOFAGNLBCJWEOE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyloxycarbonyls
Direct ParentBenzyloxycarbonyls
Alternative Parents
Substituents
  • Benzyloxycarbonyl
  • Beta-keto acid
  • Fatty acid ester
  • Fatty acyl
  • 1,3-dicarbonyl compound
  • Keto acid
  • Carboxylic acid ester
  • Ketone
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Source
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point162.00 to 164.00 °C. @ 16.00 mm HgThe Good Scents Company Information System
Boiling Point156.00 to 159.00 °C. @ 10.00 mm HgThe Good Scents Company Information System
Water Solubility6531 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.599 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB020198
KNApSAcK IDNot Available
Chemspider ID125497
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound142266
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1003511
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .