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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:00:18 UTC

Update Date

2022-03-07 02:56:36 UTC

HMDB ID

HMDB0040462

Secondary Accession Numbers

HMDB40462

Metabolite Identification

Common Name

Garcinia lactone dibutyl ester

Description

Garcinia lactone dibutyl ester belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Garcinia lactone dibutyl ester has been detected, but not quantified in, fruits. This could make garcinia lactone dibutyl ester a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Garcinia lactone dibutyl ester.

Structure

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

HMDB0040462
     RDKit          3D
Garcinia lactone dibutyl ester
 43 43  0  0  0  0  0  0  0  0999 V2000
   -6.5145   -0.1916   -1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5006   -0.1855    0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3536    0.6409    0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401    0.0845    0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9435    0.8365    0.7978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6263    0.5336    0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4100   -0.4619   -0.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    1.3283    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473    0.7651    0.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9818    0.7481   -0.8181 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    1.5781    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5630    2.6372    1.0553 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9953    0.5793    2.1851 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3795   -0.3696    1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570   -1.1997    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9324   -1.9743   -0.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7090   -1.1535    0.9518 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038   -1.9698    0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -1.6190   -1.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -0.2767   -1.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6214    0.8779   -0.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8932    0.6607   -1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5539   -0.0532   -1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -1.1132   -1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3900   -1.2096    0.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4353    0.3083    0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5071    1.6771    0.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4139    0.7573    1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0343    0.2003   -0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -0.9828    0.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5330    2.3656    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5005    1.3713    2.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    1.3379   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   -0.9861    1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779   -3.0476    0.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6030   -1.8633    0.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4145   -2.3960   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7609   -1.6105   -1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4266   -0.2525   -1.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4050   -0.0673   -2.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1554    1.8400   -1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5927    0.8807    0.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    0.9750   -1.1450 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 14 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
M  END

  Mrv0541 02241209082D          

 21 21  0  0  0  0            999 V2000
   -2.4361    1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4333    0.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8479   -0.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7230    1.6109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519    1.6061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1349    0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1320   -0.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4293   -0.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4190   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2941    0.2095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4162   -1.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0146   -0.2143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4265   -1.6207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230    0.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4389   -0.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1519    0.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0071    1.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941    1.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4218    1.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1349    1.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  8 12  1  0  0  0  0
  8 13  2  0  0  0  0
  2 12  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040462

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCOC(=O)CC1(O)C(OC1=O)C(=O)OCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O7/c1-3-5-7-19-10(15)9-14(18)11(21-13(14)17)12(16)20-8-6-4-2/h11,18H,3-9H2,1-2H3

> <INCHI_KEY>
TYDSJOYVIREIOH-UHFFFAOYSA-N

> <FORMULA>
C14H22O7

> <MOLECULAR_WEIGHT>
302.3203

> <EXACT_MASS>
302.136553058

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.546239500868055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
butyl 3-(2-butoxy-2-oxoethyl)-3-hydroxy-4-oxooxetane-2-carboxylate

> <ALOGPS_LOGP>
1.78

> <JCHEM_LOGP>
1.5662113533333333

> <ALOGPS_LOGS>
-1.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.355692518386547

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.047321359846931

> <JCHEM_PKA_STRONGEST_BASIC>
-4.527418948345804

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000002

> <JCHEM_REFRACTIVITY>
70.75530000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butyl 3-(2-butoxy-2-oxoethyl)-3-hydroxy-4-oxooxetane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040462
     RDKit          3D
Garcinia lactone dibutyl ester
 43 43  0  0  0  0  0  0  0  0999 V2000
   -6.5145   -0.1916   -1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5006   -0.1855    0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3536    0.6409    0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401    0.0845    0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9435    0.8365    0.7978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6263    0.5336    0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4100   -0.4619   -0.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    1.3283    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473    0.7651    0.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9818    0.7481   -0.8181 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    1.5781    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5630    2.6372    1.0553 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9953    0.5793    2.1851 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3795   -0.3696    1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570   -1.1997    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9324   -1.9743   -0.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7090   -1.1535    0.9518 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038   -1.9698    0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -1.6190   -1.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -0.2767   -1.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6214    0.8779   -0.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8932    0.6607   -1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5539   -0.0532   -1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -1.1132   -1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3900   -1.2096    0.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4353    0.3083    0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5071    1.6771    0.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4139    0.7573    1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0343    0.2003   -0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -0.9828    0.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5330    2.3656    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5005    1.3713    2.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    1.3379   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   -0.9861    1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779   -3.0476    0.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6030   -1.8633    0.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4145   -2.3960   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7609   -1.6105   -1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4266   -0.2525   -1.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4050   -0.0673   -2.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1554    1.8400   -1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5927    0.8807    0.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    0.9750   -1.1450 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 14 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
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      -4.547   2.233   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.542   0.693   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.449  -0.393   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.216   3.007   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -5.884   2.998   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.118   0.382   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.113  -1.158   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.535  -1.485   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.782  -0.384   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.549   0.391   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.777  -1.924   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.627  -0.400   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -4.529  -3.025   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.885  -0.374   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.216   0.400   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.553  -0.365   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.884   0.409   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.880   2.242   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.549   3.016   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.787   2.251   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.118   3.025   0.000  0.00  0.00           C+0
CONECT    1    2    4    5                                                  
CONECT    2    1    3   12                                                  
CONECT    3    2    6    7    8                                             
CONECT    4    1   18                                                       
CONECT    5    1                                                            
CONECT    6    3    9                                                       
CONECT    7    3                                                            
CONECT    8    3   12   13                                                  
CONECT    9    6   10   11                                                  
CONECT   10    9   14                                                       
CONECT   11    9                                                            
CONECT   12    8    2                                                       
CONECT   13    8                                                            
CONECT   14   10   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18    4   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0040462
HETATM    1  C1  UNL     1      -6.514  -0.192  -1.271  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.501  -0.186   0.240  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.354   0.641   0.781  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.040   0.084   0.308  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.944   0.836   0.798  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.626   0.534   0.508  1.00  0.00           C  
HETATM    7  O2  UNL     1      -1.410  -0.462  -0.227  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.484   1.328   1.027  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.847   0.765   0.548  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.982   0.748  -0.818  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.917   1.578   1.184  1.00  0.00           C  
HETATM   12  O4  UNL     1       2.563   2.637   1.055  1.00  0.00           O  
HETATM   13  O5  UNL     1       1.995   0.579   2.185  1.00  0.00           O  
HETATM   14  C9  UNL     1       1.380  -0.370   1.323  1.00  0.00           C  
HETATM   15  C10 UNL     1       2.357  -1.200   0.618  1.00  0.00           C  
HETATM   16  O6  UNL     1       1.932  -1.974  -0.307  1.00  0.00           O  
HETATM   17  O7  UNL     1       3.709  -1.154   0.952  1.00  0.00           O  
HETATM   18  C11 UNL     1       4.604  -1.970   0.272  1.00  0.00           C  
HETATM   19  C12 UNL     1       4.748  -1.619  -1.161  1.00  0.00           C  
HETATM   20  C13 UNL     1       5.351  -0.277  -1.341  1.00  0.00           C  
HETATM   21  C14 UNL     1       4.621   0.878  -0.747  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.893   0.661  -1.616  1.00  0.00           H  
HETATM   23  H2  UNL     1      -7.554  -0.053  -1.656  1.00  0.00           H  
HETATM   24  H3  UNL     1      -6.098  -1.113  -1.690  1.00  0.00           H  
HETATM   25  H4  UNL     1      -6.390  -1.210   0.640  1.00  0.00           H  
HETATM   26  H5  UNL     1      -7.435   0.308   0.573  1.00  0.00           H  
HETATM   27  H6  UNL     1      -5.507   1.677   0.361  1.00  0.00           H  
HETATM   28  H7  UNL     1      -5.414   0.757   1.872  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.034   0.200  -0.814  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.971  -0.983   0.516  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.533   2.366   0.630  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.500   1.371   2.115  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.309   1.338  -1.255  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.642  -0.986   1.888  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.278  -3.048   0.409  1.00  0.00           H  
HETATM   36  H15 UNL     1       5.603  -1.863   0.791  1.00  0.00           H  
HETATM   37  H16 UNL     1       5.415  -2.396  -1.638  1.00  0.00           H  
HETATM   38  H17 UNL     1       3.761  -1.610  -1.692  1.00  0.00           H  
HETATM   39  H18 UNL     1       6.427  -0.252  -1.024  1.00  0.00           H  
HETATM   40  H19 UNL     1       5.405  -0.067  -2.455  1.00  0.00           H  
HETATM   41  H20 UNL     1       5.155   1.840  -1.010  1.00  0.00           H  
HETATM   42  H21 UNL     1       4.593   0.881   0.361  1.00  0.00           H  
HETATM   43  H22 UNL     1       3.609   0.975  -1.145  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9   31   32
CONECT    9   10   11   14
CONECT   10   33
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   15   34
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   35   36
CONECT   19   20   37   38
CONECT   20   21   39   40
CONECT   21   41   42   43
END

HMDB0040462
     RDKit          3D
Garcinia lactone dibutyl ester
 43 43  0  0  0  0  0  0  0  0999 V2000
   -6.5145   -0.1916   -1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5006   -0.1855    0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3536    0.6409    0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401    0.0845    0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9435    0.8365    0.7978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6263    0.5336    0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4100   -0.4619   -0.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    1.3283    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473    0.7651    0.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9818    0.7481   -0.8181 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    1.5781    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5630    2.6372    1.0553 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9953    0.5793    2.1851 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3795   -0.3696    1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570   -1.1997    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9324   -1.9743   -0.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7090   -1.1535    0.9518 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038   -1.9698    0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -1.6190   -1.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -0.2767   -1.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6214    0.8779   -0.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8932    0.6607   -1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5539   -0.0532   -1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -1.1132   -1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3900   -1.2096    0.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4353    0.3083    0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5071    1.6771    0.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4139    0.7573    1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0343    0.2003   -0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -0.9828    0.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5330    2.3656    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5005    1.3713    2.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    1.3379   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   -0.9861    1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779   -3.0476    0.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6030   -1.8633    0.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4145   -2.3960   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7609   -1.6105   -1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4266   -0.2525   -1.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4050   -0.0673   -2.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1554    1.8400   -1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5927    0.8807    0.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    0.9750   -1.1450 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 14 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Butyl 3-(2-butoxy-2-oxoethyl)-3-hydroxy-4-oxooxetane-2-carboxylic acid	HMDB

Chemical Formula

C₁₄H₂₂O₇

Average Molecular Weight

302.3203

Monoisotopic Molecular Weight

302.136553058

IUPAC Name

butyl 3-(2-butoxy-2-oxoethyl)-3-hydroxy-4-oxooxetane-2-carboxylate

Traditional Name

butyl 3-(2-butoxy-2-oxoethyl)-3-hydroxy-4-oxooxetane-2-carboxylate

CAS Registry Number

Not Available

SMILES

CCCCOC(=O)CC1(O)C(OC1=O)C(=O)OCCCC

InChI Identifier

InChI=1S/C14H22O7/c1-3-5-7-19-10(15)9-14(18)11(21-13(14)17)12(16)20-8-6-4-2/h11,18H,3-9H2,1-2H3

InChI Key

TYDSJOYVIREIOH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Tertiary alcohol
Beta_propiolactone
Oxetane
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040462)
Cytoplasm (HMDB: HMDB0040462)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040462)

Source

Exogenous

Exogenous (HMDB: HMDB0040462)

Food

Food (HMDB: HMDB0040462)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040462)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040462)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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	3.14 g/L	ALOGPS
logP	1.78	ALOGPS
logP	1.57	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	11.05	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	70.76 m³·mol⁻¹	ChemAxon
Polarizability	31.55 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]+	172.627	31661259
DarkChem	[M-H]-	168.479	31661259
DeepCCS	[M+H]+	178.955	30932474
DeepCCS	[M-H]-	176.597	30932474
DeepCCS	[M-2H]-	209.482	30932474
DeepCCS	[M+Na]+	185.048	30932474
AllCCS	[M+H]+	169.9	32859911
AllCCS	[M+H-H2O]+	167.0	32859911
AllCCS	[M+NH4]+	172.5	32859911
AllCCS	[M+Na]+	173.2	32859911
AllCCS	[M-H]-	172.1	32859911
AllCCS	[M+Na-2H]-	172.5	32859911
AllCCS	[M+HCOO]-	173.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Garcinia lactone dibutyl ester	CCCCOC(=O)CC1(O)C(OC1=O)C(=O)OCCCC	3081.0	Standard polar	33892256
Garcinia lactone dibutyl ester	CCCCOC(=O)CC1(O)C(OC1=O)C(=O)OCCCC	1726.4	Standard non polar	33892256
Garcinia lactone dibutyl ester	CCCCOC(=O)CC1(O)C(OC1=O)C(=O)OCCCC	2064.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Garcinia lactone dibutyl ester,1TMS,isomer #1	CCCCOC(=O)CC1(O[Si](C)(C)C)C(=O)OC1C(=O)OCCCC	2068.6	Semi standard non polar	33892256
Garcinia lactone dibutyl ester,1TBDMS,isomer #1	CCCCOC(=O)CC1(O[Si](C)(C)C(C)(C)C)C(=O)OC1C(=O)OCCCC	2293.8	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 - Garcinia lactone dibutyl ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pbi-9660000000-3dbf2a3f0ff64e4d7c99	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Garcinia lactone dibutyl ester GC-MS (1 TMS) - 70eV, Positive	splash10-0ab9-8192000000-173385d916d1dd18852f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Garcinia lactone dibutyl ester GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Garcinia lactone dibutyl ester 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 - Garcinia lactone dibutyl ester 10V, Positive-QTOF	splash10-0k9i-3974000000-0487b277dd60780e919c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinia lactone dibutyl ester 20V, Positive-QTOF	splash10-0aor-9710000000-fc0e7b34ff1fc09cae44	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinia lactone dibutyl ester 40V, Positive-QTOF	splash10-0a4i-9410000000-d1b9176db1a726432f33	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinia lactone dibutyl ester 10V, Negative-QTOF	splash10-05fr-2970000000-41a2d0398a1fd1aa9b1f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinia lactone dibutyl ester 20V, Negative-QTOF	splash10-00b9-3960000000-5a2edaf5fef8a80915e0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinia lactone dibutyl ester 40V, Negative-QTOF	splash10-05fr-7910000000-ecee2a5802d4c95f31ca	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinia lactone dibutyl ester 10V, Positive-QTOF	splash10-0ufr-0098000000-3ed8defe4fb856fc09c5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinia lactone dibutyl ester 20V, Positive-QTOF	splash10-0pb9-9572000000-41f028dce3af62e68085	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinia lactone dibutyl ester 40V, Positive-QTOF	splash10-0a4l-9000000000-a960f3b832590b8f6e0d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinia lactone dibutyl ester 10V, Negative-QTOF	splash10-0udi-0249000000-e78cf734cec53dceacf1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinia lactone dibutyl ester 20V, Negative-QTOF	splash10-004i-2951000000-370b854a83097484957d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinia lactone dibutyl ester 40V, Negative-QTOF	splash10-00fr-9810000000-4a7d2eecf47c75357ae0	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB020215

KNApSAcK ID

Not Available

Chemspider ID

35014946

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85101044

PDB ID

Not Available

ChEBI ID

167937

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 Garcinia lactone dibutyl ester (HMDB0040462)

MOL for HMDB0040462 (Garcinia lactone dibutyl ester)

3D MOL for HMDB0040462 (Garcinia lactone dibutyl ester)

3D SDF for HMDB0040462 (Garcinia lactone dibutyl ester)

3D-SDF for HMDB0040462 (Garcinia lactone dibutyl ester)

PDB for HMDB0040462 (Garcinia lactone dibutyl ester)

3D PDB for HMDB0040462 (Garcinia lactone dibutyl ester)

SMILES for HMDB0040462 (Garcinia lactone dibutyl ester)

INCHI for HMDB0040462 (Garcinia lactone dibutyl ester)

Structure for HMDB0040462 (Garcinia lactone dibutyl ester)

3D Structure for HMDB0040462 (Garcinia lactone dibutyl ester)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra