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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:33:17 UTC

Update Date

2022-03-07 02:52:20 UTC

HMDB ID

HMDB0029891

Secondary Accession Numbers

HMDB29891

Metabolite Identification

Common Name

Starch acetate

Description

Starch acetate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Based on a literature review a significant number of articles have been published on Starch acetate.

Structure

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

HMDB0029891
     RDKit          3D
Starch acetate
 39 39  0  0  0  0  0  0  0  0999 V2000
    5.8858    1.2098   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9648    0.7200    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3084    0.5660    1.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6754    0.4237    0.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826   -0.0512    0.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204   -0.2420    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689    0.9718   -0.4166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007    0.9103   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345    0.3343   -2.5189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163    0.2465   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8437    1.1625    0.1798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1209    1.5984   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8735    2.5637    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6791    1.1541   -1.1460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557   -1.0445    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789   -1.5582    0.6702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4643   -2.8172    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6773   -3.3843    1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561   -3.4963   -0.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2585   -0.6829    1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126    0.3599    1.7986 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8289    0.4713   -1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9300    1.2608   -0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4940    2.1929   -1.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5096    0.7082    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -1.0033    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5409   -1.0551   -0.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3002    1.9651   -1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2256    0.7354   -3.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9017    0.0065   -1.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1215    3.4339    0.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    2.0788    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2756    2.9541    1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3934   -1.7080   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4961   -3.4587    0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9023   -2.7751    1.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386   -4.4217    1.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5346   -1.5485    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2162    1.2191    1.5699 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  1  0
 20  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
M  END


  Mrv0541 02241210302D          

 21 21  0  0  0  0            999 V2000
   -0.3207   -1.0022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3207   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206    0.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422   -0.2006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0422   -2.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3207   -1.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -2.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649   -0.2006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0422    0.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0422    1.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649    1.4034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3207    1.4034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206    1.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    1.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7649    1.0022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4063   -1.4036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4063   -0.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1289   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4062    2.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4062    1.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1289    1.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  3 13  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  9  1  0  0  0  0
  8 17  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029891

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC1OC(O)C(OC(C)=O)C(OC(C)=O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O9/c1-5(13)18-4-8-9(16)10(19-6(2)14)11(12(17)21-8)20-7(3)15/h8-12,16-17H,4H2,1-3H3

> <INCHI_KEY>
LFSNZQYOCQSGEL-UHFFFAOYSA-N

> <FORMULA>
C12H18O9

> <MOLECULAR_WEIGHT>
306.2659

> <EXACT_MASS>
306.095082174

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
28.77695451043967

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[4,5-bis(acetyloxy)-3,6-dihydroxyoxan-2-yl]methyl acetate

> <ALOGPS_LOGP>
-0.75

> <JCHEM_LOGP>
-1.609162987

> <ALOGPS_LOGS>
-0.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.0441788629185

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.31000920680567

> <JCHEM_PKA_STRONGEST_BASIC>
-3.664584379792747

> <JCHEM_POLAR_SURFACE_AREA>
128.59

> <JCHEM_REFRACTIVITY>
63.37790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.91e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[4,5-bis(acetyloxy)-3,6-dihydroxyoxan-2-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029891
     RDKit          3D
Starch acetate
 39 39  0  0  0  0  0  0  0  0999 V2000
    5.8858    1.2098   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9648    0.7200    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3084    0.5660    1.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6754    0.4237    0.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826   -0.0512    0.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204   -0.2420    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689    0.9718   -0.4166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007    0.9103   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345    0.3343   -2.5189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163    0.2465   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8437    1.1625    0.1798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1209    1.5984   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8735    2.5637    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6791    1.1541   -1.1460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557   -1.0445    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789   -1.5582    0.6702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4643   -2.8172    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6773   -3.3843    1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561   -3.4963   -0.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2585   -0.6829    1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126    0.3599    1.7986 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8289    0.4713   -1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9300    1.2608   -0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4940    2.1929   -1.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5096    0.7082    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -1.0033    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5409   -1.0551   -0.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3002    1.9651   -1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2256    0.7354   -3.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9017    0.0065   -1.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1215    3.4339    0.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    2.0788    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2756    2.9541    1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3934   -1.7080   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4961   -3.4587    0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9023   -2.7751    1.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386   -4.4217    1.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5346   -1.5485    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2162    1.2191    1.5699 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  1  0
 20  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  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  O   UNK     0      -0.599  -1.871   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.599  -0.374   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.599   0.372   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.945  -0.374   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.945  -4.118   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.599  -3.369   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.599  -4.118   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -3.294  -0.374   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.945   0.372   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.945   1.871   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.294   2.620   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.599   2.620   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.599   1.871   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.945   2.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.294   1.871   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -4.492  -2.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.492  -1.124   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.841  -0.374   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.492   4.118   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.492   2.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.841   1.871   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3                                                            
CONECT    5    6                                                            
CONECT    6    1    5    7                                                  
CONECT    7    6                                                            
CONECT    8    9   17                                                       
CONECT    9    2    8   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13    3   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   20                                                       
CONECT   16   17                                                            
CONECT   17    8   16   18                                                  
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20   15   19   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0029891
HETATM    1  C1  UNL     1       5.886   1.210  -0.658  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.965   0.720   0.400  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.308   0.566   1.591  1.00  0.00           O  
HETATM    4  O2  UNL     1       3.675   0.424   0.047  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.683  -0.051   0.937  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.420  -0.242   0.123  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.069   0.972  -0.417  1.00  0.00           O  
HETATM    8  C5  UNL     1      -0.001   0.910  -1.282  1.00  0.00           C  
HETATM    9  O4  UNL     1       0.335   0.334  -2.519  1.00  0.00           O  
HETATM   10  C6  UNL     1      -1.216   0.246  -0.678  1.00  0.00           C  
HETATM   11  O5  UNL     1      -1.844   1.163   0.180  1.00  0.00           O  
HETATM   12  C7  UNL     1      -3.121   1.598  -0.113  1.00  0.00           C  
HETATM   13  C8  UNL     1      -3.873   2.564   0.726  1.00  0.00           C  
HETATM   14  O6  UNL     1      -3.679   1.154  -1.146  1.00  0.00           O  
HETATM   15  C9  UNL     1      -0.856  -1.045   0.025  1.00  0.00           C  
HETATM   16  O7  UNL     1      -1.979  -1.558   0.670  1.00  0.00           O  
HETATM   17  C10 UNL     1      -2.464  -2.817   0.388  1.00  0.00           C  
HETATM   18  C11 UNL     1      -3.677  -3.384   1.078  1.00  0.00           C  
HETATM   19  O8  UNL     1      -1.856  -3.496  -0.478  1.00  0.00           O  
HETATM   20  C12 UNL     1       0.258  -0.683   1.019  1.00  0.00           C  
HETATM   21  O9  UNL     1      -0.213   0.360   1.799  1.00  0.00           O  
HETATM   22  H1  UNL     1       5.829   0.471  -1.494  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.930   1.261  -0.337  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.494   2.193  -1.009  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.510   0.708   1.720  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.000  -1.003   1.414  1.00  0.00           H  
HETATM   27  H6  UNL     1       1.541  -1.055  -0.621  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.300   1.965  -1.515  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.226   0.735  -3.256  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.902   0.007  -1.511  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.121   3.434   0.075  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.819   2.079   1.073  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.276   2.954   1.562  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.393  -1.708  -0.713  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.496  -3.459   0.363  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.902  -2.775   1.978  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.439  -4.422   1.436  1.00  0.00           H  
HETATM   38  H17 UNL     1       0.535  -1.548   1.638  1.00  0.00           H  
HETATM   39  H18 UNL     1       0.216   1.219   1.570  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   25   26
CONECT    6    7   20   27
CONECT    7    8
CONECT    8    9   10   28
CONECT    9   29
CONECT   10   11   15   30
CONECT   11   12
CONECT   12   13   14   14
CONECT   13   31   32   33
CONECT   15   16   20   34
CONECT   16   17
CONECT   17   18   19   19
CONECT   18   35   36   37
CONECT   20   21   38
CONECT   21   39
END

HMDB0029891
     RDKit          3D
Starch acetate
 39 39  0  0  0  0  0  0  0  0999 V2000
    5.8858    1.2098   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9648    0.7200    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3084    0.5660    1.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6754    0.4237    0.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826   -0.0512    0.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204   -0.2420    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689    0.9718   -0.4166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007    0.9103   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345    0.3343   -2.5189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163    0.2465   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8437    1.1625    0.1798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1209    1.5984   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8735    2.5637    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6791    1.1541   -1.1460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557   -1.0445    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789   -1.5582    0.6702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4643   -2.8172    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6773   -3.3843    1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561   -3.4963   -0.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2585   -0.6829    1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126    0.3599    1.7986 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8289    0.4713   -1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9300    1.2608   -0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4940    2.1929   -1.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5096    0.7082    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -1.0033    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5409   -1.0551   -0.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3002    1.9651   -1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2256    0.7354   -3.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9017    0.0065   -1.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1215    3.4339    0.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    2.0788    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2756    2.9541    1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3934   -1.7080   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4961   -3.4587    0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9023   -2.7751    1.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386   -4.4217    1.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5346   -1.5485    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2162    1.2191    1.5699 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  1  0
 20  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Starch acetic acid	Generator
[4,5-Bis(acetyloxy)-3,6-dihydroxyoxan-2-yl]methyl acetic acid	Generator

Chemical Formula

C₁₂H₁₈O₉

Average Molecular Weight

306.2659

Monoisotopic Molecular Weight

306.095082174

IUPAC Name

[4,5-bis(acetyloxy)-3,6-dihydroxyoxan-2-yl]methyl acetate

Traditional Name

[4,5-bis(acetyloxy)-3,6-dihydroxyoxan-2-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC1OC(O)C(OC(C)=O)C(OC(C)=O)C1O

InChI Identifier

InChI=1S/C12H18O9/c1-5(13)18-4-8-9(16)10(19-6(2)14)11(12(17)21-8)20-7(3)15/h8-12,16-17H,4H2,1-3H3

InChI Key

LFSNZQYOCQSGEL-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
Oxane
Monosaccharide
Secondary alcohol
Hemiacetal
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: HMDB0029891)
Cytoplasm (HMDB: HMDB0029891)

Source

Endogenous

Endogenous (HMDB: HMDB0029891)

Exogenous

Food

Food (HMDB: HMDB0029891)

Exogenous (HMDB: HMDB0029891)

Process

Not Available

Role

Not Available

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	89.1 g/L	ALOGPS
logP	-0.75	ALOGPS
logP	-1.6	ChemAxon
logS	-0.54	ALOGPS
pKa (Strongest Acidic)	11.31	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	128.59 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	63.38 m³·mol⁻¹	ChemAxon
Polarizability	28.78 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	170.901	31661259
DarkChem	[M-H]-	167.112	31661259
DeepCCS	[M+H]+	160.87	30932474
DeepCCS	[M-H]-	158.512	30932474
DeepCCS	[M-2H]-	191.783	30932474
DeepCCS	[M+Na]+	166.978	30932474
AllCCS	[M+H]+	168.2	32859911
AllCCS	[M+H-H2O]+	165.1	32859911
AllCCS	[M+NH4]+	171.1	32859911
AllCCS	[M+Na]+	171.9	32859911
AllCCS	[M-H]-	168.3	32859911
AllCCS	[M+Na-2H]-	168.6	32859911
AllCCS	[M+HCOO]-	169.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.11 minutes	32390414
Predicted by Siyang on May 30, 2022	11.3319 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.08 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	60.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1360.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	223.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	71.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	54.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	258.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	302.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	390.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	743.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	247.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1340.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	249.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	231.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	503.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	215.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	282.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Starch acetate	CC(=O)OCC1OC(O)C(OC(C)=O)C(OC(C)=O)C1O	3712.0	Standard polar	33892256
Starch acetate	CC(=O)OCC1OC(O)C(OC(C)=O)C(OC(C)=O)C1O	1810.1	Standard non polar	33892256
Starch acetate	CC(=O)OCC1OC(O)C(OC(C)=O)C(OC(C)=O)C1O	2071.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Starch acetate,1TMS,isomer #1	CC(=O)OCC1OC(O[Si](C)(C)C)C(OC(C)=O)C(OC(C)=O)C1O	1931.6	Semi standard non polar	33892256
Starch acetate,1TMS,isomer #2	CC(=O)OCC1OC(O)C(OC(C)=O)C(OC(C)=O)C1O[Si](C)(C)C	1944.2	Semi standard non polar	33892256
Starch acetate,2TMS,isomer #1	CC(=O)OCC1OC(O[Si](C)(C)C)C(OC(C)=O)C(OC(C)=O)C1O[Si](C)(C)C	1975.9	Semi standard non polar	33892256
Starch acetate,1TBDMS,isomer #1	CC(=O)OCC1OC(O[Si](C)(C)C(C)(C)C)C(OC(C)=O)C(OC(C)=O)C1O	2183.5	Semi standard non polar	33892256
Starch acetate,1TBDMS,isomer #2	CC(=O)OCC1OC(O)C(OC(C)=O)C(OC(C)=O)C1O[Si](C)(C)C(C)(C)C	2193.9	Semi standard non polar	33892256
Starch acetate,2TBDMS,isomer #1	CC(=O)OCC1OC(O[Si](C)(C)C(C)(C)C)C(OC(C)=O)C(OC(C)=O)C1O[Si](C)(C)C(C)(C)C	2464.8	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 - Starch acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-3290000000-638d910cdfc2557ce567	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Starch acetate GC-MS (2 TMS) - 70eV, Positive	splash10-000f-9028200000-f321ddc04fda08f6b6f0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Starch acetate 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 - Starch acetate 10V, Positive-QTOF	splash10-05mk-1092000000-e2cc7a564ed82b9feef4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Starch acetate 20V, Positive-QTOF	splash10-052k-1190000000-962081eeee30e2aa606a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Starch acetate 40V, Positive-QTOF	splash10-06sc-9580000000-b600be4a8b0c4b6929c0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Starch acetate 10V, Negative-QTOF	splash10-0a4i-8193000000-9ba852f395b077e87063	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Starch acetate 20V, Negative-QTOF	splash10-0a4i-9030000000-c84d3966e5d656889374	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Starch acetate 40V, Negative-QTOF	splash10-0a4i-9000000000-42baaebd6c6f2b2292ba	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Starch acetate 10V, Positive-QTOF	splash10-0a4i-0098000000-9923ab36e44c406cec9a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Starch acetate 20V, Positive-QTOF	splash10-05mt-0492000000-5a97da471de5d0d94615	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Starch acetate 40V, Positive-QTOF	splash10-0006-9810000000-7360dd6d2dc397308aba	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Starch acetate 10V, Negative-QTOF	splash10-0pb9-1296000000-b6e57f8e641db8c82ca0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Starch acetate 20V, Negative-QTOF	splash10-0a4i-9480000000-8f4a118cb4d76ae74548	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Starch acetate 40V, Negative-QTOF	splash10-0a4i-9010000000-79fcdfcef4ab15bcd76a	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

FDB001127

KNApSAcK ID

Not Available

Chemspider ID

14078302

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19958317

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 Starch acetate (HMDB0029891)

MOL for HMDB0029891 (Starch acetate)

3D MOL for HMDB0029891 (Starch acetate)

3D SDF for HMDB0029891 (Starch acetate)

3D-SDF for HMDB0029891 (Starch acetate)

PDB for HMDB0029891 (Starch acetate)

3D PDB for HMDB0029891 (Starch acetate)

SMILES for HMDB0029891 (Starch acetate)

INCHI for HMDB0029891 (Starch acetate)

Structure for HMDB0029891 (Starch acetate)

3D Structure for HMDB0029891 (Starch acetate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra