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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-22 16:40:29 UTC

Update Date

2021-09-22 16:40:29 UTC

HMDB ID

HMDB0301726

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,5-Diferuloylquinic acid

Description

3,5-diferuloylquinic acid belongs to quinic acids and derivatives class of compounds. Those are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1. 3,5-diferuloylquinic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3,5-diferuloylquinic acid can be found in carrot, which makes 3,5-diferuloylquinic acid a potential biomarker for the consumption of this food product.

Structure

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

Structure #1
  Mrv0541 02241212082D          

 39 41  0  0  1  0            999 V2000
   -0.7436   -5.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0292   -5.0213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0292   -4.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6853   -3.7838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3998   -4.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -5.0213    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1142   -5.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8287   -5.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8287   -4.1963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432   -5.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2577   -5.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9721   -5.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866   -5.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4011   -5.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4011   -6.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1155   -6.6713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866   -6.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866   -7.4963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9721   -6.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6853   -5.4338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2156   -3.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9957   -2.5323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0281   -3.2951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1550   -3.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9721   -7.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6853   -6.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1280   -6.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880   -6.8616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524   -6.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3368   -6.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1611   -6.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5455   -7.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3699   -7.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -7.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6343   -7.0543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4255   -6.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8654   -5.5943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6011   -6.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4810   -4.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  1 27  1  0  0  0  0
  2  3  1  0  0  0  0
  2 20  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 21  1  1  0  0  0
  4 24  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 19  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 18 25  1  0  0  0  0
 20 26  1  6  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 38  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  END

HMDB0301726
     RDKit          3D
3,5-Diferuloylquinic acid
 67 69  0  0  0  0  0  0  0  0999 V2000
    9.2607   -2.5355   -2.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1358   -2.8101   -0.9942 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0830   -2.3454   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0797   -1.5761   -0.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0169   -1.1002   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9870   -0.2897   -0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497    0.2055   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9641    1.0151   -0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1142    1.2346   -2.0339 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8552    1.5585   -0.2101 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867    2.3299   -0.8515 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6744    3.6834   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0448    3.7203    1.0320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4924    5.0519    1.2070 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8422    3.4316    2.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0877    4.2666    3.1004 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460    2.1870    2.3147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839    2.8611    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646    1.4592    0.5948 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1884    0.7505    0.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192   -0.4153    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4957   -0.8351    1.9654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6835   -1.1435    1.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6881   -0.7478    0.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9710   -1.4257    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3095   -2.5868    0.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5257   -3.2130    0.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4776   -2.6719   -0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7299   -3.2895   -0.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1742   -1.5120   -0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1574   -0.9809   -1.5139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9645    0.1990   -2.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9564   -0.8896   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185    1.5637   -0.8109 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3620    2.1020   -1.6506 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9877   -1.4183    1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9947   -2.1984    1.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0455   -2.6618    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0514   -3.4416    1.6860 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2718   -2.8448   -2.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4723   -3.0541   -2.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1730   -1.4544   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478   -1.3497   -1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0734   -0.0701   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8124    0.0268    0.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1149    2.4677   -1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0332    4.2554   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5938    4.2831   -0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6074    5.5125    0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2379    2.0187    2.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7213    2.9054    2.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    3.2785    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3081    0.9228    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7923   -2.0418    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5352    0.1599   -0.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5323   -3.0094    1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7200   -4.1292    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4043   -2.8591   -0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8207    0.3022   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0492    0.0894   -2.8924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9200    1.0657   -1.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7209    0.0216   -1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1910    0.5305   -1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9566    2.6666   -2.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2112   -1.0957    1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9564   -2.4429    2.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0529   -3.6877    2.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  2  0
 19 34  1  0
 34 35  1  0
  5 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 38  3  1  0
 34 11  1  0
 33 25  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
  6 44  1  0
  7 45  1  0
 11 46  1  6
 12 47  1  0
 12 48  1  0
 14 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  1
 23 54  1  0
 24 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
 33 62  1  0
 34 63  1  6
 35 64  1  0
 36 65  1  0
 37 66  1  0
 39 67  1  0
M  END

Structure #1
  Mrv0541 02241212082D          

 39 41  0  0  1  0            999 V2000
   -0.7436   -5.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0292   -5.0213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0292   -4.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6853   -3.7838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3998   -4.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -5.0213    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1142   -5.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8287   -5.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8287   -4.1963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432   -5.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2577   -5.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9721   -5.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866   -5.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4011   -5.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4011   -6.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1155   -6.6713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866   -6.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2156   -3.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1550   -3.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9721   -7.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1611   -6.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5455   -7.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3699   -7.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -7.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6343   -7.0543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8654   -5.5943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4810   -4.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
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  2  3  1  0  0  0  0
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  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 21  1  1  0  0  0
  4 24  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 19  1  0  0  0  0
 13 14  1  0  0  0  0
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 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 18 25  1  0  0  0  0
 20 26  1  6  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 38  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301726

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(\C=C\C(=O)O[C@@H]2C[C@@](O)(C[C@@H](OC(=O)\C=C\C3=CC=C(O)C(OC)=C3)[C@H]2O)C(O)=O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H28O12/c1-36-19-11-15(3-7-17(19)28)5-9-23(30)38-21-13-27(35,26(33)34)14-22(25(21)32)39-24(31)10-6-16-4-8-18(29)20(12-16)37-2/h3-12,21-22,25,28-29,32,35H,13-14H2,1-2H3,(H,33,34)/b9-5+,10-6+/t21-,22-,25-,27+/m1/s1

> <INCHI_KEY>
MOMSOBSYYRIFOP-FYOODVSHSA-N

> <FORMULA>
C27H28O12

> <MOLECULAR_WEIGHT>
544.504

> <EXACT_MASS>
544.15807636

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
53.95343563187479

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,4S,5R)-1,4-dihydroxy-3,5-bis({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy})cyclohexane-1-carboxylic acid

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
2.450018428666666

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.566576644396443

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.271224540601231

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6040694695270155

> <JCHEM_POLAR_SURFACE_AREA>
189.28

> <JCHEM_REFRACTIVITY>
135.72879999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,4S,5R)-1,4-dihydroxy-3,5-bis({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy})cyclohexane-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301726
     RDKit          3D
3,5-Diferuloylquinic acid
 67 69  0  0  0  0  0  0  0  0999 V2000
    9.2607   -2.5355   -2.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1358   -2.8101   -0.9942 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0830   -2.3454   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0797   -1.5761   -0.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0169   -1.1002   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9870   -0.2897   -0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497    0.2055   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9641    1.0151   -0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1142    1.2346   -2.0339 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8552    1.5585   -0.2101 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867    2.3299   -0.8515 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6744    3.6834   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0448    3.7203    1.0320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4924    5.0519    1.2070 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8422    3.4316    2.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0877    4.2666    3.1004 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460    2.1870    2.3147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839    2.8611    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646    1.4592    0.5948 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1884    0.7505    0.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192   -0.4153    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4957   -0.8351    1.9654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6835   -1.1435    1.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6881   -0.7478    0.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9710   -1.4257    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3095   -2.5868    0.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5257   -3.2130    0.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4776   -2.6719   -0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7299   -3.2895   -0.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1742   -1.5120   -0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1574   -0.9809   -1.5139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9645    0.1990   -2.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9564   -0.8896   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185    1.5637   -0.8109 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3620    2.1020   -1.6506 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9877   -1.4183    1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9947   -2.1984    1.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0455   -2.6618    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0514   -3.4416    1.6860 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2718   -2.8448   -2.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4723   -3.0541   -2.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1730   -1.4544   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478   -1.3497   -1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0734   -0.0701   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8124    0.0268    0.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1149    2.4677   -1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0332    4.2554   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5938    4.2831   -0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6074    5.5125    0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2379    2.0187    2.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7213    2.9054    2.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    3.2785    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3081    0.9228    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7923   -2.0418    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5352    0.1599   -0.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5323   -3.0094    1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7200   -4.1292    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4043   -2.8591   -0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8207    0.3022   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0492    0.0894   -2.8924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9200    1.0657   -1.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7209    0.0216   -1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1910    0.5305   -1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9566    2.6666   -2.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2112   -1.0957    1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9564   -2.4429    2.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0529   -3.6877    2.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  2  0
 19 34  1  0
 34 35  1  0
  5 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 38  3  1  0
 34 11  1  0
 33 25  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
  6 44  1  0
  7 45  1  0
 11 46  1  6
 12 47  1  0
 12 48  1  0
 14 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  1
 23 54  1  0
 24 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
 33 62  1  0
 34 63  1  6
 35 64  1  0
 36 65  1  0
 37 66  1  0
 39 67  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -1.388 -10.143   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.055  -9.373   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.055  -7.833   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.279  -7.063   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.613  -7.833   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.613  -9.373   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.947 -10.143   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.280  -9.373   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.280  -7.833   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.614 -10.143   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.948  -9.373   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.281 -10.143   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.615  -9.373   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.949 -10.143   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.949 -11.683   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.282 -12.453   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.615 -12.453   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.615 -13.993   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.281 -11.683   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.279 -10.143   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.269  -5.883   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.859  -4.727   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.786  -6.151   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.289  -5.883   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.281 -14.763   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.279 -11.683   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.106 -11.506   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.284 -12.808   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.644 -11.565   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.362 -12.928   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.901 -12.988   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.618 -14.351   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -8.157 -14.411   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -8.978 -13.108   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0     -10.517 -13.168   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -8.261 -11.745   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -9.082 -10.443   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -6.722 -11.686   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -8.365  -9.080   0.000  0.00  0.00           C+0
CONECT    1    2   27                                                       
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   21   24                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17   25                                                       
CONECT   19   12   17                                                       
CONECT   20    2    6   26                                                  
CONECT   21    4   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    4                                                            
CONECT   25   18                                                            
CONECT   26   20                                                            
CONECT   27    1   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   38                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36   39                                                       
CONECT   38   31   36                                                       
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

COMPND    HMDB0301726
HETATM    1  C1  UNL     1       9.261  -2.536  -2.377  1.00  0.00           C  
HETATM    2  O1  UNL     1       9.136  -2.810  -0.994  1.00  0.00           O  
HETATM    3  C2  UNL     1       8.083  -2.345  -0.226  1.00  0.00           C  
HETATM    4  C3  UNL     1       7.080  -1.576  -0.773  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.017  -1.100  -0.025  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.987  -0.290  -0.668  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.950   0.206  -0.058  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.964   1.015  -0.806  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.114   1.235  -2.034  1.00  0.00           O  
HETATM   10  O3  UNL     1       1.855   1.558  -0.210  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.887   2.330  -0.852  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.674   3.683  -0.278  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.045   3.720   1.032  1.00  0.00           C  
HETATM   14  O4  UNL     1      -0.492   5.052   1.207  1.00  0.00           O  
HETATM   15  C11 UNL     1       0.842   3.432   2.194  1.00  0.00           C  
HETATM   16  O5  UNL     1       1.088   4.267   3.100  1.00  0.00           O  
HETATM   17  O6  UNL     1       1.446   2.187   2.315  1.00  0.00           O  
HETATM   18  C12 UNL     1      -1.284   2.861   1.066  1.00  0.00           C  
HETATM   19  C13 UNL     1      -0.965   1.459   0.595  1.00  0.00           C  
HETATM   20  O7  UNL     1      -2.188   0.750   0.523  1.00  0.00           O  
HETATM   21  C14 UNL     1      -2.419  -0.415   1.237  1.00  0.00           C  
HETATM   22  O8  UNL     1      -1.496  -0.835   1.965  1.00  0.00           O  
HETATM   23  C15 UNL     1      -3.684  -1.143   1.160  1.00  0.00           C  
HETATM   24  C16 UNL     1      -4.688  -0.748   0.411  1.00  0.00           C  
HETATM   25  C17 UNL     1      -5.971  -1.426   0.290  1.00  0.00           C  
HETATM   26  C18 UNL     1      -6.309  -2.587   0.950  1.00  0.00           C  
HETATM   27  C19 UNL     1      -7.526  -3.213   0.823  1.00  0.00           C  
HETATM   28  C20 UNL     1      -8.478  -2.672  -0.003  1.00  0.00           C  
HETATM   29  O9  UNL     1      -9.730  -3.289  -0.153  1.00  0.00           O  
HETATM   30  C21 UNL     1      -8.174  -1.512  -0.680  1.00  0.00           C  
HETATM   31  O10 UNL     1      -9.157  -0.981  -1.514  1.00  0.00           O  
HETATM   32  C22 UNL     1      -8.965   0.199  -2.256  1.00  0.00           C  
HETATM   33  C23 UNL     1      -6.956  -0.890  -0.549  1.00  0.00           C  
HETATM   34  C24 UNL     1      -0.419   1.564  -0.811  1.00  0.00           C  
HETATM   35  O11 UNL     1      -1.362   2.102  -1.651  1.00  0.00           O  
HETATM   36  C25 UNL     1       5.988  -1.418   1.292  1.00  0.00           C  
HETATM   37  C26 UNL     1       6.995  -2.198   1.873  1.00  0.00           C  
HETATM   38  C27 UNL     1       8.046  -2.662   1.105  1.00  0.00           C  
HETATM   39  O12 UNL     1       9.051  -3.442   1.686  1.00  0.00           O  
HETATM   40  H1  UNL     1      10.272  -2.845  -2.710  1.00  0.00           H  
HETATM   41  H2  UNL     1       8.472  -3.054  -2.950  1.00  0.00           H  
HETATM   42  H3  UNL     1       9.173  -1.454  -2.608  1.00  0.00           H  
HETATM   43  H4  UNL     1       7.148  -1.350  -1.827  1.00  0.00           H  
HETATM   44  H5  UNL     1       5.073  -0.070  -1.740  1.00  0.00           H  
HETATM   45  H6  UNL     1       3.812   0.027   0.979  1.00  0.00           H  
HETATM   46  H7  UNL     1       1.115   2.468  -1.950  1.00  0.00           H  
HETATM   47  H8  UNL     1       0.033   4.255  -1.012  1.00  0.00           H  
HETATM   48  H9  UNL     1       1.594   4.283  -0.176  1.00  0.00           H  
HETATM   49  H10 UNL     1      -0.607   5.512   0.356  1.00  0.00           H  
HETATM   50  H11 UNL     1       2.238   2.019   2.909  1.00  0.00           H  
HETATM   51  H12 UNL     1      -1.721   2.905   2.063  1.00  0.00           H  
HETATM   52  H13 UNL     1      -2.027   3.278   0.355  1.00  0.00           H  
HETATM   53  H14 UNL     1      -0.308   0.923   1.280  1.00  0.00           H  
HETATM   54  H15 UNL     1      -3.792  -2.042   1.743  1.00  0.00           H  
HETATM   55  H16 UNL     1      -4.535   0.160  -0.158  1.00  0.00           H  
HETATM   56  H17 UNL     1      -5.532  -3.009   1.612  1.00  0.00           H  
HETATM   57  H18 UNL     1      -7.720  -4.129   1.379  1.00  0.00           H  
HETATM   58  H19 UNL     1     -10.404  -2.859  -0.772  1.00  0.00           H  
HETATM   59  H20 UNL     1      -9.821   0.302  -2.960  1.00  0.00           H  
HETATM   60  H21 UNL     1      -8.049   0.089  -2.892  1.00  0.00           H  
HETATM   61  H22 UNL     1      -8.920   1.066  -1.587  1.00  0.00           H  
HETATM   62  H23 UNL     1      -6.721   0.022  -1.082  1.00  0.00           H  
HETATM   63  H24 UNL     1      -0.191   0.530  -1.149  1.00  0.00           H  
HETATM   64  H25 UNL     1      -0.957   2.667  -2.358  1.00  0.00           H  
HETATM   65  H26 UNL     1       5.211  -1.096   1.937  1.00  0.00           H  
HETATM   66  H27 UNL     1       6.956  -2.443   2.924  1.00  0.00           H  
HETATM   67  H28 UNL     1       9.053  -3.688   2.647  1.00  0.00           H  
CONECT    1    2   40   41   42
CONECT    2    3
CONECT    3    4    4   38
CONECT    4    5   43
CONECT    5    6   36   36
CONECT    6    7    7   44
CONECT    7    8   45
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   34   46
CONECT   12   13   47   48
CONECT   13   14   15   18
CONECT   14   49
CONECT   15   16   16   17
CONECT   17   50
CONECT   18   19   51   52
CONECT   19   20   34   53
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24   24   54
CONECT   24   25   55
CONECT   25   26   26   33
CONECT   26   27   56
CONECT   27   28   28   57
CONECT   28   29   30
CONECT   29   58
CONECT   30   31   33   33
CONECT   31   32
CONECT   32   59   60   61
CONECT   33   62
CONECT   34   35   63
CONECT   35   64
CONECT   36   37   65
CONECT   37   38   38   66
CONECT   38   39
CONECT   39   67
END

HMDB0301726
     RDKit          3D
3,5-Diferuloylquinic acid
 67 69  0  0  0  0  0  0  0  0999 V2000
    9.2607   -2.5355   -2.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1358   -2.8101   -0.9942 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0830   -2.3454   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0797   -1.5761   -0.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0169   -1.1002   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9870   -0.2897   -0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497    0.2055   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9641    1.0151   -0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1142    1.2346   -2.0339 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8552    1.5585   -0.2101 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867    2.3299   -0.8515 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6744    3.6834   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0448    3.7203    1.0320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4924    5.0519    1.2070 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8422    3.4316    2.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0877    4.2666    3.1004 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460    2.1870    2.3147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839    2.8611    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646    1.4592    0.5948 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1884    0.7505    0.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192   -0.4153    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4957   -0.8351    1.9654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6835   -1.1435    1.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6881   -0.7478    0.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9710   -1.4257    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3095   -2.5868    0.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5257   -3.2130    0.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4776   -2.6719   -0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7299   -3.2895   -0.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1742   -1.5120   -0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1574   -0.9809   -1.5139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9645    0.1990   -2.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9564   -0.8896   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185    1.5637   -0.8109 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3620    2.1020   -1.6506 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9877   -1.4183    1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9947   -2.1984    1.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0455   -2.6618    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0514   -3.4416    1.6860 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2718   -2.8448   -2.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4723   -3.0541   -2.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1730   -1.4544   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478   -1.3497   -1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0734   -0.0701   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8124    0.0268    0.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1149    2.4677   -1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0332    4.2554   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5938    4.2831   -0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6074    5.5125    0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2379    2.0187    2.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7213    2.9054    2.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    3.2785    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3081    0.9228    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7923   -2.0418    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5352    0.1599   -0.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5323   -3.0094    1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7200   -4.1292    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4043   -2.8591   -0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8207    0.3022   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0492    0.0894   -2.8924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9200    1.0657   -1.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7209    0.0216   -1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1910    0.5305   -1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9566    2.6666   -2.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2112   -1.0957    1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9564   -2.4429    2.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0529   -3.6877    2.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  2  0
 19 34  1  0
 34 35  1  0
  5 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 38  3  1  0
 34 11  1  0
 33 25  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
  6 44  1  0
  7 45  1  0
 11 46  1  6
 12 47  1  0
 12 48  1  0
 14 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  1
 23 54  1  0
 24 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
 33 62  1  0
 34 63  1  6
 35 64  1  0
 36 65  1  0
 37 66  1  0
 39 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(1S,3R,4S,5R)-1,4-Dihydroxy-3,5-bis({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy})cyclohexane-1-carboxylate	Generator
3,5-Diferuloylquinate	Generator

Chemical Formula

C₂₇H₂₈O₁₂

Average Molecular Weight

544.504

Monoisotopic Molecular Weight

544.15807636

IUPAC Name

(1S,3R,4S,5R)-1,4-dihydroxy-3,5-bis({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy})cyclohexane-1-carboxylic acid

Traditional Name

(1S,3R,4S,5R)-1,4-dihydroxy-3,5-bis({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy})cyclohexane-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)O[C@@H]2C[C@@](O)(C[C@@H](OC(=O)\C=C\C3=CC=C(O)C(OC)=C3)[C@H]2O)C(O)=O)=CC=C1O

InChI Identifier

InChI=1S/C27H28O12/c1-36-19-11-15(3-7-17(19)28)5-9-23(30)38-21-13-27(35,26(33)34)14-22(25(21)32)39-24(31)10-6-16-4-8-18(29)20(12-16)37-2/h3-12,21-22,25,28-29,32,35H,13-14H2,1-2H3,(H,33,34)/b9-5+,10-6+/t21-,22-,25-,27+/m1/s1

InChI Key

MOMSOBSYYRIFOP-FYOODVSHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Neolignan skeleton
Coumaric acid or derivatives
Methoxyphenol
Benzofuran
Coumaran
Phenoxy compound
Methoxybenzene
Anisole
Styrene
Phenol ether
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Ether
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzofurans (CHEBI:86714 )

Ontology

Not Available

Carrot (FooDB: FOOD00245)

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
logP	2.65	ALOGPS
logP	2.45	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.27	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	189.28 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	135.73 m³·mol⁻¹	ChemAxon
Polarizability	53.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	225.113	32859911
AllCCS	[M+H-H2O]+	223.61	32859911
AllCCS	[M+Na]+	226.857	32859911
AllCCS	[M+NH4]+	226.473	32859911
AllCCS	[M-H]-	218.425	32859911
AllCCS	[M+Na-2H]-	219.951	32859911
AllCCS	[M+HCOO]-	221.77	32859911
DeepCCS	[M+H]+	209.135	30932474
DeepCCS	[M-H]-	207.31	30932474
DeepCCS	[M-2H]-	240.699	30932474
DeepCCS	[M+Na]+	214.774	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 10V, Positive-QTOF	splash10-002b-0605490000-b86b89a4a1cc75d65eac	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 20V, Positive-QTOF	splash10-004j-0905130000-f6721c774d5fa6160926	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 40V, Positive-QTOF	splash10-004i-0901000000-5fc86eb2f3a5e3cc0fb4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 10V, Negative-QTOF	splash10-0007-0504980000-b213e95075885085fe66	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 20V, Negative-QTOF	splash10-00ug-0819830000-3164d99950fc1ef5bdb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 40V, Negative-QTOF	splash10-00bc-0905000000-8425da0fdbcf4e326b70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 10V, Positive-QTOF	splash10-0f92-0508290000-3a05b9c6b2b9aaa9d380	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 20V, Positive-QTOF	splash10-01r2-0901000000-17100ea815acd6cde52e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 40V, Positive-QTOF	splash10-002k-2900200000-eb54219c8e4f5d12874e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 10V, Negative-QTOF	splash10-0006-0205090000-2fc0c20647f89a970baa	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 20V, Negative-QTOF	splash10-000f-0904010000-05fc36c79f7144bb8bee	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Diferuloylquinic acid 40V, Negative-QTOF	splash10-00kf-1943420000-d1cdd99d474893454787	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB000277

KNApSAcK ID

Not Available

Chemspider ID

59696170

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Not Available

Showing metabocard for 3,5-Diferuloylquinic acid (HMDB0301726)

MOL for HMDB0301726 (3,5-Diferuloylquinic acid)

3D MOL for HMDB0301726 (3,5-Diferuloylquinic acid)

3D SDF for HMDB0301726 (3,5-Diferuloylquinic acid)

3D-SDF for HMDB0301726 (3,5-Diferuloylquinic acid)

PDB for HMDB0301726 (3,5-Diferuloylquinic acid)

3D PDB for HMDB0301726 (3,5-Diferuloylquinic acid)

SMILES for HMDB0301726 (3,5-Diferuloylquinic acid)

INCHI for HMDB0301726 (3,5-Diferuloylquinic acid)

Structure for HMDB0301726 (3,5-Diferuloylquinic acid)

3D Structure for HMDB0301726 (3,5-Diferuloylquinic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra