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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:24:43 UTC

Update Date

2022-03-07 02:53:48 UTC

HMDB ID

HMDB0033660

Secondary Accession Numbers

HMDB33660

Metabolite Identification

Common Name

(R)-Athanagrandione

Description

(R)-Athanagrandione belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group (R)-Athanagrandione has been detected, but not quantified in, potatos (Solanum tuberosum). This could make (R)-athanagrandione a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (R)-Athanagrandione.

Structure

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

HMDB0033660
     RDKit          3D
(R)-Athanagrandione
 41 41  0  0  0  0  0  0  0  0999 V2000
   -3.8328    1.5138   -0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4726    0.4471    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6733    0.9324    1.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920   -0.8774   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586   -0.8293    0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581   -0.8693    1.5918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674   -0.7400   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -0.6358    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3630    0.5441    0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -1.7629    0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -0.9552   -1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5179   -0.9333   -0.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1660    0.3453   -0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6772    1.4848   -0.6508 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500    0.2778   -0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3644    1.3378    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5755    0.8294    0.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4769   -0.4716    0.6455 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3161   -0.8497    0.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9503    1.9735   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949    1.0799   -1.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5776    2.3190   -0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5078    0.3015   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650    1.2514    2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3276    1.8504    1.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2635    0.2264    2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8482   -1.1946   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3476   -1.6135    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4206    0.1657   -1.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2537   -1.6572   -1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3549    0.4365    1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506    0.4654    1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    1.5293    0.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2768   -2.5277    0.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169   -2.0132   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475   -0.2900   -1.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8498   -1.7414   -0.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0112   -1.2734   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0469    2.3697    0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954    1.4237    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0214   -1.8693    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  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
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 16 39  1  0
 17 40  1  0
 19 41  1  0
M  END


  Mrv0541 05061307162D          

 19 19  0  0  0  0            999 V2000
    4.1401    6.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    6.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4092    2.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    5.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    4.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    6.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    4.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    5.2393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842    4.3038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  8  1  0  0  0  0
 12  5  1  0  0  0  0
 12 10  2  0  0  0  0
 13  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14  4  1  0  0  0  0
 14 12  1  0  0  0  0
 15  3  1  0  0  0  0
 15  6  1  0  0  0  0
 15  9  1  0  0  0  0
 16 13  2  0  0  0  0
 17 14  2  0  0  0  0
 18 15  1  0  0  0  0
 19  7  1  0  0  0  0
 19 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033660

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)CC(C)(O)CCC(=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O4/c1-11(2)8-13(16)9-15(3,18)6-4-14(17)12-5-7-19-10-12/h5,7,10-11,18H,4,6,8-9H2,1-3H3

> <INCHI_KEY>
SUMMQMXACBFGLA-UHFFFAOYSA-N

> <FORMULA>
C15H22O4

> <MOLECULAR_WEIGHT>
266.3328

> <EXACT_MASS>
266.151809192

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
29.075684335543134

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(furan-3-yl)-4-hydroxy-4,8-dimethylnonane-1,6-dione

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
2.196653664333332

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.322478882094703

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.24838173795074

> <JCHEM_PKA_STRONGEST_BASIC>
-2.860545823079094

> <JCHEM_POLAR_SURFACE_AREA>
67.51

> <JCHEM_REFRACTIVITY>
72.5508

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(furan-3-yl)-4-hydroxy-4,8-dimethylnonane-1,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033660
     RDKit          3D
(R)-Athanagrandione
 41 41  0  0  0  0  0  0  0  0999 V2000
   -3.8328    1.5138   -0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4726    0.4471    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6733    0.9324    1.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920   -0.8774   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586   -0.8293    0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581   -0.8693    1.5918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674   -0.7400   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -0.6358    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3630    0.5441    0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -1.7629    0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -0.9552   -1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5179   -0.9333   -0.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1660    0.3453   -0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6772    1.4848   -0.6508 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500    0.2778   -0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3644    1.3378    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5755    0.8294    0.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4769   -0.4716    0.6455 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3161   -0.8497    0.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9503    1.9735   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949    1.0799   -1.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5776    2.3190   -0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5078    0.3015   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650    1.2514    2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3276    1.8504    1.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2635    0.2264    2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8482   -1.1946   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3476   -1.6135    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4206    0.1657   -1.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2537   -1.6572   -1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3549    0.4365    1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506    0.4654    1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    1.5293    0.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2768   -2.5277    0.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169   -2.0132   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475   -0.2900   -1.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8498   -1.7414   -0.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0112   -1.2734   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0469    2.3697    0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954    1.4237    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0214   -1.8693    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  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
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 16 39  1  0
 17 40  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       7.728  12.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.061  12.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.497   5.366   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.393   5.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.394   9.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.061   7.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.394  11.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.061   9.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.727   6.700   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.727   9.780   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.957   8.034   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.830  -0.290   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   15                                                            
CONECT    4    6   14                                                       
CONECT    5    7   12                                                       
CONECT    6    4   15                                                       
CONECT    7    5   19                                                       
CONECT    8   11   13                                                       
CONECT    9   13   15                                                       
CONECT   10   12   19                                                       
CONECT   11    1    2    8                                                  
CONECT   12    5   10   14                                                  
CONECT   13    8    9   16                                                  
CONECT   14    4   12   17                                                  
CONECT   15    3    6    9   18                                             
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18   15                                                            
CONECT   19    7   10                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0033660
HETATM    1  C1  UNL     1      -3.833   1.514  -0.758  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.473   0.447   0.083  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.673   0.932   1.486  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.792  -0.877  -0.032  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.359  -0.829   0.391  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.158  -0.869   1.592  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.267  -0.740  -0.571  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.124  -0.636   0.022  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.363   0.544   0.869  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.229  -1.763   0.920  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.070  -0.955  -1.076  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.518  -0.933  -0.832  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.166   0.345  -0.529  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.677   1.485  -0.651  1.00  0.00           O  
HETATM   15  C12 UNL     1       4.550   0.278  -0.024  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.364   1.338   0.330  1.00  0.00           C  
HETATM   17  C14 UNL     1       6.575   0.829   0.749  1.00  0.00           C  
HETATM   18  O4  UNL     1       6.477  -0.472   0.645  1.00  0.00           O  
HETATM   19  C15 UNL     1       5.316  -0.850   0.199  1.00  0.00           C  
HETATM   20  H1  UNL     1      -2.950   1.974  -0.265  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.595   1.080  -1.745  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.578   2.319  -0.910  1.00  0.00           H  
HETATM   23  H4  UNL     1      -5.508   0.302  -0.348  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.765   1.251   2.000  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.328   1.850   1.403  1.00  0.00           H  
HETATM   26  H7  UNL     1      -5.264   0.226   2.103  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.848  -1.195  -1.093  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.348  -1.614   0.578  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.421   0.166  -1.212  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.254  -1.657  -1.224  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.355   0.436   1.364  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.351   0.465   1.749  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.265   1.529   0.423  1.00  0.00           H  
HETATM   34  H15 UNL     1      -0.277  -2.528   0.541  1.00  0.00           H  
HETATM   35  H16 UNL     1       0.817  -2.013  -1.422  1.00  0.00           H  
HETATM   36  H17 UNL     1       0.848  -0.290  -1.969  1.00  0.00           H  
HETATM   37  H18 UNL     1       2.850  -1.741  -0.114  1.00  0.00           H  
HETATM   38  H19 UNL     1       3.011  -1.273  -1.807  1.00  0.00           H  
HETATM   39  H20 UNL     1       5.047   2.370   0.267  1.00  0.00           H  
HETATM   40  H21 UNL     1       7.395   1.424   1.082  1.00  0.00           H  
HETATM   41  H22 UNL     1       5.021  -1.869   0.038  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   23
CONECT    3   24   25   26
CONECT    4    5   27   28
CONECT    5    6    6    7
CONECT    7    8   29   30
CONECT    8    9   10   11
CONECT    9   31   32   33
CONECT   10   34
CONECT   11   12   35   36
CONECT   12   13   37   38
CONECT   13   14   14   15
CONECT   15   16   19   19
CONECT   16   17   17   39
CONECT   17   18   40
CONECT   18   19
CONECT   19   41
END

HMDB0033660
     RDKit          3D
(R)-Athanagrandione
 41 41  0  0  0  0  0  0  0  0999 V2000
   -3.8328    1.5138   -0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4726    0.4471    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6733    0.9324    1.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920   -0.8774   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586   -0.8293    0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581   -0.8693    1.5918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674   -0.7400   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1242   -0.6358    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3630    0.5441    0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -1.7629    0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -0.9552   -1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5179   -0.9333   -0.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1660    0.3453   -0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6772    1.4848   -0.6508 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500    0.2778   -0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3644    1.3378    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5755    0.8294    0.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4769   -0.4716    0.6455 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3161   -0.8497    0.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9503    1.9735   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949    1.0799   -1.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5776    2.3190   -0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5078    0.3015   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650    1.2514    2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3276    1.8504    1.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2635    0.2264    2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8482   -1.1946   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3476   -1.6135    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4206    0.1657   -1.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2537   -1.6572   -1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3549    0.4365    1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506    0.4654    1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    1.5293    0.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2768   -2.5277    0.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169   -2.0132   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475   -0.2900   -1.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8498   -1.7414   -0.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0112   -1.2734   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0469    2.3697    0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954    1.4237    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0214   -1.8693    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  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
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 16 39  1  0
 17 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Athanagrandione	HMDB

Chemical Formula

C₁₅H₂₂O₄

Average Molecular Weight

266.3328

Monoisotopic Molecular Weight

266.151809192

IUPAC Name

1-(furan-3-yl)-4-hydroxy-4,8-dimethylnonane-1,6-dione

Traditional Name

1-(furan-3-yl)-4-hydroxy-4,8-dimethylnonane-1,6-dione

CAS Registry Number

69926-93-8

SMILES

CC(C)CC(=O)CC(C)(O)CCC(=O)C1=COC=C1

InChI Identifier

InChI=1S/C15H22O4/c1-11(2)8-13(16)9-15(3,18)6-4-14(17)12-5-7-19-10-12/h5,7,10-11,18H,4,6,8-9H2,1-3H3

InChI Key

SUMMQMXACBFGLA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Beta-hydroxy ketone
Heteroaromatic compound
Tertiary alcohol
Furan
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033660)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033660)

Source

Endogenous

Endogenous (HMDB: HMDB0033660)

Plant

Plant (HMDB: HMDB0033660)

Exogenous

Food

Food (HMDB: HMDB0033660)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0033660)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0033660)

Nutrient

Nutrient (HMDB: HMDB0033660)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033660)

Emulsifier (HMDB: HMDB0033660)

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	0.14 g/L	ALOGPS
logP	1.99	ALOGPS
logP	2.2	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	14.25	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.51 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	72.55 m³·mol⁻¹	ChemAxon
Polarizability	29.08 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]+	166.012	31661259
DarkChem	[M-H]-	164.631	31661259
DeepCCS	[M+H]+	174.866	30932474
DeepCCS	[M-H]-	172.508	30932474
DeepCCS	[M-2H]-	205.394	30932474
DeepCCS	[M+Na]+	180.959	30932474
AllCCS	[M+H]+	164.6	32859911
AllCCS	[M+H-H2O]+	161.2	32859911
AllCCS	[M+NH4]+	167.8	32859911
AllCCS	[M+Na]+	168.7	32859911
AllCCS	[M-H]-	168.1	32859911
AllCCS	[M+Na-2H]-	168.8	32859911
AllCCS	[M+HCOO]-	169.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-Athanagrandione	CC(C)CC(=O)CC(C)(O)CCC(=O)C1=COC=C1	2751.5	Standard polar	33892256
(R)-Athanagrandione	CC(C)CC(=O)CC(C)(O)CCC(=O)C1=COC=C1	1843.5	Standard non polar	33892256
(R)-Athanagrandione	CC(C)CC(=O)CC(C)(O)CCC(=O)C1=COC=C1	1950.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(R)-Athanagrandione,1TMS,isomer #1	CC(C)CC(=O)CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C	2053.2	Semi standard non polar	33892256
(R)-Athanagrandione,1TMS,isomer #2	CC(C)CC(=CC(C)(O)CCC(=O)C1=COC=C1)O[Si](C)(C)C	2077.7	Semi standard non polar	33892256
(R)-Athanagrandione,1TMS,isomer #3	CC(C)C=C(CC(C)(O)CCC(=O)C1=COC=C1)O[Si](C)(C)C	2132.7	Semi standard non polar	33892256
(R)-Athanagrandione,2TMS,isomer #1	CC(C)CC(=CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C)O[Si](C)(C)C	2111.3	Semi standard non polar	33892256
(R)-Athanagrandione,2TMS,isomer #1	CC(C)CC(=CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C)O[Si](C)(C)C	2072.0	Standard non polar	33892256
(R)-Athanagrandione,2TMS,isomer #2	CC(C)C=C(CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C)O[Si](C)(C)C	2164.2	Semi standard non polar	33892256
(R)-Athanagrandione,2TMS,isomer #2	CC(C)C=C(CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C)O[Si](C)(C)C	2134.7	Standard non polar	33892256
(R)-Athanagrandione,1TBDMS,isomer #1	CC(C)CC(=O)CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C	2283.6	Semi standard non polar	33892256
(R)-Athanagrandione,1TBDMS,isomer #2	CC(C)CC(=CC(C)(O)CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C	2309.9	Semi standard non polar	33892256
(R)-Athanagrandione,1TBDMS,isomer #3	CC(C)C=C(CC(C)(O)CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C	2364.4	Semi standard non polar	33892256
(R)-Athanagrandione,2TBDMS,isomer #1	CC(C)CC(=CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2585.1	Semi standard non polar	33892256
(R)-Athanagrandione,2TBDMS,isomer #1	CC(C)CC(=CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2466.0	Standard non polar	33892256
(R)-Athanagrandione,2TBDMS,isomer #2	CC(C)C=C(CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2620.7	Semi standard non polar	33892256
(R)-Athanagrandione,2TBDMS,isomer #2	CC(C)C=C(CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2539.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Athanagrandione GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kp-9410000000-8c4f08f11c243aaeb039	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Athanagrandione GC-MS (1 TMS) - 70eV, Positive	splash10-000j-9050000000-021b29dd50086ba29eac	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Athanagrandione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Athanagrandione 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 - (R)-Athanagrandione 10V, Positive-QTOF	splash10-00kb-2290000000-81739a59a1cbce7ad9a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Athanagrandione 20V, Positive-QTOF	splash10-052r-9520000000-0c5840ae45f229c7adba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Athanagrandione 40V, Positive-QTOF	splash10-05mx-9300000000-856cca6758d1e17b15d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Athanagrandione 10V, Negative-QTOF	splash10-014i-2290000000-75685524c86a9930dbef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Athanagrandione 20V, Negative-QTOF	splash10-014j-9860000000-2cb3064840b1306bc29c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Athanagrandione 40V, Negative-QTOF	splash10-05mk-9400000000-e91d1f75a424e4347996	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Athanagrandione 10V, Positive-QTOF	splash10-014s-4690000000-a94fd48b848d8da86aad	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Athanagrandione 20V, Positive-QTOF	splash10-000y-9610000000-300c9e7a41685aa2098e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Athanagrandione 40V, Positive-QTOF	splash10-0005-9210000000-e6b6ddd666796842fb13	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Athanagrandione 10V, Negative-QTOF	splash10-014i-0290000000-cb2617ac7052d5d1e742	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Athanagrandione 20V, Negative-QTOF	splash10-014i-9510000000-04e05ff82a88cc644b30	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Athanagrandione 40V, Negative-QTOF	splash10-014i-9400000000-10ca7bb3520ecea54f27	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB011762

KNApSAcK ID

C00011437

Chemspider ID

37859

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

41493

PDB ID

Not Available

ChEBI ID

174495

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 (R)-Athanagrandione (HMDB0033660)

MOL for HMDB0033660 ((R)-Athanagrandione)

3D MOL for HMDB0033660 ((R)-Athanagrandione)

3D SDF for HMDB0033660 ((R)-Athanagrandione)

3D-SDF for HMDB0033660 ((R)-Athanagrandione)

PDB for HMDB0033660 ((R)-Athanagrandione)

3D PDB for HMDB0033660 ((R)-Athanagrandione)

SMILES for HMDB0033660 ((R)-Athanagrandione)

INCHI for HMDB0033660 ((R)-Athanagrandione)

Structure for HMDB0033660 ((R)-Athanagrandione)

3D Structure for HMDB0033660 ((R)-Athanagrandione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra