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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-22 05:02:51 UTC

Update Date

2021-09-22 05:02:51 UTC

HMDB ID

HMDB0301679

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Apigenin 6-C-arabinoside 8-C-glucoside

Description

Apigenin 6-c-arabinoside 8-c-glucoside is a member of the class of compounds known as flavonoid 8-c-glycosides. Flavonoid 8-c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Apigenin 6-c-arabinoside 8-c-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Apigenin 6-c-arabinoside 8-c-glucoside can be found in common wheat, which makes apigenin 6-c-arabinoside 8-c-glucoside a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241220532D          

 40 44  0  0  1  0            999 V2000
   30.4078   -9.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6925   -9.3139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   29.6914   -8.4889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.4054   -8.0755    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.1204   -8.4871    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   31.1214   -9.3121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8343   -8.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8333   -7.2487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4043   -7.2505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9764   -8.0773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9787   -9.7276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4125  -10.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6958  -10.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6958  -11.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4120  -12.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1240  -10.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1205  -11.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8332  -12.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5494  -11.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5530  -10.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8403  -10.5531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2692  -10.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9797  -10.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6959  -10.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6995   -9.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9868   -9.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2705   -9.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8297  -13.0280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4140  -13.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9816  -10.5496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4157   -9.3328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2437  -11.5575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5763  -12.0424    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.8312  -12.8270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   28.6562  -12.8270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.9112  -12.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1412  -13.4944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3463  -13.4944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7917  -11.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1786  -12.3395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 16 12  2  0  0  0  0
 12 13  1  0  0  0  0
  5  7  1  1  0  0  0
  7  8  1  0  0  0  0
  1  2  1  0  0  0  0
  4  9  1  6  0  0  0
  2  3  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 16  1  0  0  0  0
  3 10  1  1  0  0  0
 20 22  1  0  0  0  0
  3  4  1  0  0  0  0
  2 11  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 22  1  0  0  0  0
  1 12  1  0  0  0  0
 18 28  2  0  0  0  0
 13 14  2  0  0  0  0
 15 29  1  0  0  0  0
 14 15  1  0  0  0  0
 13 30  1  0  0  0  0
 15 17  2  0  0  0  0
 25 31  1  0  0  0  0
 36 14  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 32 36  1  0  0  0  0
 35 37  1  6  0  0  0
 34 38  1  1  0  0  0
 33 39  1  6  0  0  0
 39 40  1  0  0  0  0
M  END

HMDB0301679
     RDKit          3D
Apigenin 6-C-arabinoside 8-C-glucoside
 68 72  0  0  0  0  0  0  0  0999 V2000
    1.4327    4.2717    0.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5282    3.4082    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8009    3.7691    0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070    2.8378    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2025    3.2770    0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1879    2.3588    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5311    2.6878    0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9062    3.9795   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2642    4.2692   -0.1791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9260    4.9042   -0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722    4.5455   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4789    1.5793    0.2464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2019    1.1948    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0099   -0.1940    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112   -1.2083    0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2823   -0.8323    0.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701   -1.8196   -0.6919 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4382   -1.6780   -0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0277   -0.5229   -0.8102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6145   -3.2261   -0.4981 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6890   -3.8496   -1.7759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132   -3.5868    0.1284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4324   -4.7919    0.7772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091   -2.4432    1.1043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0399   -2.6881    1.9960 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3312   -0.6593    0.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368   -1.9647    0.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582    0.2422    0.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -0.2508    0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444   -1.2228   -0.2758 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984   -1.6166    0.2015 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0647   -2.3320   -0.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3119   -2.7189   -0.3748 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0189   -0.3523    0.6233 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4554   -0.4600    1.9272 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572    0.6851    0.5287 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9932    1.2049   -0.7719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1384    1.6253    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1807    2.4864    0.4551 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8451    2.0712    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0408    4.8139    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8786    1.3427    0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3157    1.9852    0.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6354    5.1592   -0.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244    5.9143   -0.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8488    5.3051   -0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118   -1.6342   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704   -1.5196   -1.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0093   -2.6007   -0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305   -1.7065    0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5848   -0.7182   -1.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4279   -3.7781    0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277   -4.8031   -1.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176   -3.6154   -0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6216   -5.3502    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0384   -2.3988    1.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092   -2.9319    2.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4546   -2.4791    0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8834   -0.7784    1.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1646   -2.2922    1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5129   -3.2699   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1178   -1.7091   -1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8865   -1.9024   -0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8374   -0.0672   -0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5742    0.4099    2.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9910    1.4490    1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586    0.7732   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2976    3.4224    0.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
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 17 18  1  0
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 17 20  1  0
 20 21  1  0
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 22 24  1  0
 24 25  1  0
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 38 40  2  0
 40  2  1  0
 11  5  1  0
 40 13  1  0
 24 15  1  0
 36 29  1  0
  3 41  1  0
  6 42  1  0
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  9 44  1  0
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 11 46  1  0
 15 47  1  0
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 32 62  1  0
 33 63  1  0
 34 64  1  6
 35 65  1  0
 36 66  1  1
 37 67  1  0
 39 68  1  0
M  END


  Mrv0541 02241220532D          

 40 44  0  0  1  0            999 V2000
   30.4078   -9.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6925   -9.3139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   29.6914   -8.4889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.4054   -8.0755    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.1204   -8.4871    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   31.1214   -9.3121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8343   -8.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8333   -7.2487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4043   -7.2505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9764   -8.0773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9787   -9.7276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4125  -10.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6958  -10.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6958  -11.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4120  -12.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1240  -10.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1205  -11.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8332  -12.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5494  -11.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5530  -10.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8403  -10.5531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2692  -10.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9797  -10.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6959  -10.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6995   -9.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9868   -9.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2705   -9.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8297  -13.0280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4140  -13.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9816  -10.5496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4157   -9.3328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2437  -11.5575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5763  -12.0424    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.8312  -12.8270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   28.6562  -12.8270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.9112  -12.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1412  -13.4944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3463  -13.4944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7917  -11.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1786  -12.3395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 16 12  2  0  0  0  0
 12 13  1  0  0  0  0
  5  7  1  1  0  0  0
  7  8  1  0  0  0  0
  1  2  1  0  0  0  0
  4  9  1  6  0  0  0
  2  3  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 16  1  0  0  0  0
  3 10  1  1  0  0  0
 20 22  1  0  0  0  0
  3  4  1  0  0  0  0
  2 11  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 22  1  0  0  0  0
  1 12  1  0  0  0  0
 18 28  2  0  0  0  0
 13 14  2  0  0  0  0
 15 29  1  0  0  0  0
 14 15  1  0  0  0  0
 13 30  1  0  0  0  0
 15 17  2  0  0  0  0
 25 31  1  0  0  0  0
 36 14  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 32 36  1  0  0  0  0
 35 37  1  6  0  0  0
 34 38  1  1  0  0  0
 33 39  1  6  0  0  0
 39 40  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301679

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@@H]1OC([C@H](O)[C@H]1O)C1=C(O)C(C2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C2OC(=CC(=O)C2=C1O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H28O14/c27-6-12-17(31)21(35)23(37)26(40-12)16-20(34)15(25-22(36)18(32)13(7-28)39-25)19(33)14-10(30)5-11(38-24(14)16)8-1-3-9(29)4-2-8/h1-5,12-13,17-18,21-23,25-29,31-37H,6-7H2/t12-,13+,17-,18+,21+,22-,23-,25?,26?/m1/s1

> <INCHI_KEY>
DRLZZQRQMWQRLZ-FBMRRHFKSA-N

> <FORMULA>
C26H28O14

> <MOLECULAR_WEIGHT>
564.4921

> <EXACT_MASS>
564.147905604

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
54.513672032114194

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one

> <ALOGPS_LOGP>
-0.70

> <JCHEM_LOGP>
-2.1776177343333334

> <ALOGPS_LOGS>
-1.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.477498186413364

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.7634311285675786

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6447308976215727

> <JCHEM_POLAR_SURFACE_AREA>
247.05999999999995

> <JCHEM_REFRACTIVITY>
133.188

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301679
     RDKit          3D
Apigenin 6-C-arabinoside 8-C-glucoside
 68 72  0  0  0  0  0  0  0  0999 V2000
    1.4327    4.2717    0.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5282    3.4082    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8009    3.7691    0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070    2.8378    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2025    3.2770    0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1879    2.3588    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5311    2.6878    0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9062    3.9795   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2642    4.2692   -0.1791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9260    4.9042   -0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722    4.5455   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4789    1.5793    0.2464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2019    1.1948    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0099   -0.1940    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112   -1.2083    0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2823   -0.8323    0.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701   -1.8196   -0.6919 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4382   -1.6780   -0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0277   -0.5229   -0.8102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6145   -3.2261   -0.4981 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6890   -3.8496   -1.7759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132   -3.5868    0.1284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4324   -4.7919    0.7772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091   -2.4432    1.1043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0399   -2.6881    1.9960 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3312   -0.6593    0.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368   -1.9647    0.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582    0.2422    0.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -0.2508    0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444   -1.2228   -0.2758 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984   -1.6166    0.2015 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0647   -2.3320   -0.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3119   -2.7189   -0.3748 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0189   -0.3523    0.6233 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4554   -0.4600    1.9272 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572    0.6851    0.5287 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9932    1.2049   -0.7719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1384    1.6253    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1807    2.4864    0.4551 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8451    2.0712    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0408    4.8139    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8786    1.3427    0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3157    1.9852    0.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6354    5.1592   -0.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244    5.9143   -0.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8488    5.3051   -0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118   -1.6342   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704   -1.5196   -1.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0093   -2.6007   -0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305   -1.7065    0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5848   -0.7182   -1.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4279   -3.7781    0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277   -4.8031   -1.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176   -3.6154   -0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6216   -5.3502    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0384   -2.3988    1.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092   -2.9319    2.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4546   -2.4791    0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8834   -0.7784    1.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1646   -2.2922    1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5129   -3.2699   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1178   -1.7091   -1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8865   -1.9024   -0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8374   -0.0672   -0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5742    0.4099    2.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9910    1.4490    1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586    0.7732   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2976    3.4224    0.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 14 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 28 38  1  0
 38 39  1  0
 38 40  2  0
 40  2  1  0
 11  5  1  0
 40 13  1  0
 24 15  1  0
 36 29  1  0
  3 41  1  0
  6 42  1  0
  7 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 15 47  1  0
 17 48  1  6
 18 49  1  0
 18 50  1  0
 19 51  1  0
 20 52  1  1
 21 53  1  0
 22 54  1  6
 23 55  1  0
 24 56  1  1
 25 57  1  0
 27 58  1  0
 29 59  1  0
 31 60  1  1
 32 61  1  0
 32 62  1  0
 33 63  1  0
 34 64  1  6
 35 65  1  0
 36 66  1  1
 37 67  1  0
 39 68  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      56.761 -18.153   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      55.426 -17.386   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      55.424 -15.846   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      56.757 -15.074   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      58.091 -15.843   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      58.093 -17.383   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      59.424 -15.071   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      59.422 -13.531   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      56.755 -13.534   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      54.089 -15.078   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      54.094 -18.158   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      56.770 -19.693   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      55.432 -20.463   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      55.432 -22.003   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      56.769 -22.773   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      58.098 -20.463   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      58.092 -22.003   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      59.422 -22.779   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      60.759 -22.015   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      60.766 -20.475   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      59.435 -19.699   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      62.103 -19.711   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      63.429 -20.490   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      64.766 -19.725   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      64.772 -18.185   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      63.442 -17.410   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      62.105 -18.174   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      59.415 -24.319   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      56.773 -24.313   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      54.099 -19.693   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      66.109 -17.421   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      52.722 -21.574   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      51.476 -22.479   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      51.952 -23.944   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      53.492 -23.944   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      53.968 -22.479   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      54.397 -25.190   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      51.046 -25.190   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      50.011 -22.003   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      48.867 -23.034   0.000  0.00  0.00           O+0
CONECT    1    2    6   12                                                  
CONECT    2    1    3   11                                                  
CONECT    3    2   10    4                                                  
CONECT    4    9    3    5                                                  
CONECT    5    7    4    6                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7                                                            
CONECT    9    4                                                            
CONECT   10    3                                                            
CONECT   11    2                                                            
CONECT   12   16   13    1                                                  
CONECT   13   12   14   30                                                  
CONECT   14   13   15   36                                                  
CONECT   15   29   14   17                                                  
CONECT   16   12   17   21                                                  
CONECT   17   16   18   15                                                  
CONECT   18   17   19   28                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20   16                                                       
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   18                                                            
CONECT   29   15                                                            
CONECT   30   13                                                            
CONECT   31   25                                                            
CONECT   32   33   36                                                       
CONECT   33   32   34   39                                                  
CONECT   34   33   35   38                                                  
CONECT   35   34   36   37                                                  
CONECT   36   14   35   32                                                  
CONECT   37   35                                                            
CONECT   38   34                                                            
CONECT   39   33   40                                                       
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

COMPND    HMDB0301679
HETATM    1  O1  UNL     1       1.433   4.272   0.218  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.528   3.408   0.230  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.801   3.769   0.135  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.807   2.838   0.146  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.203   3.277   0.058  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.188   2.359   0.316  1.00  0.00           C  
HETATM    7  C6  UNL     1      -5.531   2.688   0.238  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.906   3.979  -0.110  1.00  0.00           C  
HETATM    9  O2  UNL     1      -7.264   4.269  -0.179  1.00  0.00           O  
HETATM   10  C8  UNL     1      -4.926   4.904  -0.369  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.572   4.545  -0.283  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.479   1.579   0.246  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.202   1.195   0.340  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.010  -0.194   0.452  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.011  -1.208   0.271  1.00  0.00           C  
HETATM   16  O4  UNL     1      -2.282  -0.832   0.027  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.970  -1.820  -0.692  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.438  -1.678  -0.393  1.00  0.00           C  
HETATM   19  O5  UNL     1      -5.028  -0.523  -0.810  1.00  0.00           O  
HETATM   20  C15 UNL     1      -2.615  -3.226  -0.498  1.00  0.00           C  
HETATM   21  O6  UNL     1      -2.689  -3.850  -1.776  1.00  0.00           O  
HETATM   22  C16 UNL     1      -1.313  -3.587   0.128  1.00  0.00           C  
HETATM   23  O7  UNL     1      -1.432  -4.792   0.777  1.00  0.00           O  
HETATM   24  C17 UNL     1      -1.009  -2.443   1.104  1.00  0.00           C  
HETATM   25  O8  UNL     1      -0.040  -2.688   1.996  1.00  0.00           O  
HETATM   26  C18 UNL     1       1.331  -0.659   0.566  1.00  0.00           C  
HETATM   27  O9  UNL     1       1.637  -1.965   0.666  1.00  0.00           O  
HETATM   28  C19 UNL     1       2.358   0.242   0.567  1.00  0.00           C  
HETATM   29  C20 UNL     1       3.715  -0.251   0.681  1.00  0.00           C  
HETATM   30  O10 UNL     1       4.044  -1.223  -0.276  1.00  0.00           O  
HETATM   31  C21 UNL     1       5.298  -1.617   0.201  1.00  0.00           C  
HETATM   32  C22 UNL     1       6.065  -2.332  -0.871  1.00  0.00           C  
HETATM   33  O11 UNL     1       7.312  -2.719  -0.375  1.00  0.00           O  
HETATM   34  C23 UNL     1       6.019  -0.352   0.623  1.00  0.00           C  
HETATM   35  O12 UNL     1       6.455  -0.460   1.927  1.00  0.00           O  
HETATM   36  C24 UNL     1       4.857   0.685   0.529  1.00  0.00           C  
HETATM   37  O13 UNL     1       4.993   1.205  -0.772  1.00  0.00           O  
HETATM   38  C25 UNL     1       2.138   1.625   0.452  1.00  0.00           C  
HETATM   39  O14 UNL     1       3.181   2.486   0.455  1.00  0.00           O  
HETATM   40  C26 UNL     1       0.845   2.071   0.338  1.00  0.00           C  
HETATM   41  H1  UNL     1      -1.041   4.814   0.055  1.00  0.00           H  
HETATM   42  H2  UNL     1      -3.879   1.343   0.612  1.00  0.00           H  
HETATM   43  H3  UNL     1      -6.316   1.985   0.438  1.00  0.00           H  
HETATM   44  H4  UNL     1      -7.635   5.159  -0.417  1.00  0.00           H  
HETATM   45  H5  UNL     1      -5.224   5.914  -0.642  1.00  0.00           H  
HETATM   46  H6  UNL     1      -2.849   5.305  -0.499  1.00  0.00           H  
HETATM   47  H7  UNL     1      -0.712  -1.634  -0.849  1.00  0.00           H  
HETATM   48  H8  UNL     1      -2.870  -1.520  -1.786  1.00  0.00           H  
HETATM   49  H9  UNL     1      -5.009  -2.601  -0.704  1.00  0.00           H  
HETATM   50  H10 UNL     1      -4.531  -1.707   0.742  1.00  0.00           H  
HETATM   51  H11 UNL     1      -5.585  -0.718  -1.589  1.00  0.00           H  
HETATM   52  H12 UNL     1      -3.428  -3.778   0.080  1.00  0.00           H  
HETATM   53  H13 UNL     1      -2.928  -4.803  -1.677  1.00  0.00           H  
HETATM   54  H14 UNL     1      -0.518  -3.615  -0.663  1.00  0.00           H  
HETATM   55  H15 UNL     1      -0.622  -5.350   0.738  1.00  0.00           H  
HETATM   56  H16 UNL     1      -2.038  -2.399   1.686  1.00  0.00           H  
HETATM   57  H17 UNL     1      -0.409  -2.932   2.886  1.00  0.00           H  
HETATM   58  H18 UNL     1       2.455  -2.479   0.812  1.00  0.00           H  
HETATM   59  H19 UNL     1       3.883  -0.778   1.676  1.00  0.00           H  
HETATM   60  H20 UNL     1       5.165  -2.292   1.079  1.00  0.00           H  
HETATM   61  H21 UNL     1       5.513  -3.270  -1.127  1.00  0.00           H  
HETATM   62  H22 UNL     1       6.118  -1.709  -1.769  1.00  0.00           H  
HETATM   63  H23 UNL     1       7.886  -1.902  -0.228  1.00  0.00           H  
HETATM   64  H24 UNL     1       6.837  -0.067  -0.054  1.00  0.00           H  
HETATM   65  H25 UNL     1       6.574   0.410   2.386  1.00  0.00           H  
HETATM   66  H26 UNL     1       4.991   1.449   1.290  1.00  0.00           H  
HETATM   67  H27 UNL     1       4.359   0.773  -1.363  1.00  0.00           H  
HETATM   68  H28 UNL     1       3.298   3.422   0.393  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   40
CONECT    3    4    4   41
CONECT    4    5   12
CONECT    5    6    6   11
CONECT    6    7   42
CONECT    7    8    8   43
CONECT    8    9   10
CONECT    9   44
CONECT   10   11   11   45
CONECT   11   46
CONECT   12   13
CONECT   13   14   14   40
CONECT   14   15   26
CONECT   15   16   24   47
CONECT   16   17
CONECT   17   18   20   48
CONECT   18   19   49   50
CONECT   19   51
CONECT   20   21   22   52
CONECT   21   53
CONECT   22   23   24   54
CONECT   23   55
CONECT   24   25   56
CONECT   25   57
CONECT   26   27   28   28
CONECT   27   58
CONECT   28   29   38
CONECT   29   30   36   59
CONECT   30   31
CONECT   31   32   34   60
CONECT   32   33   61   62
CONECT   33   63
CONECT   34   35   36   64
CONECT   35   65
CONECT   36   37   66
CONECT   37   67
CONECT   38   39   40   40
CONECT   39   68
END

HMDB0301679
     RDKit          3D
Apigenin 6-C-arabinoside 8-C-glucoside
 68 72  0  0  0  0  0  0  0  0999 V2000
    1.4327    4.2717    0.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5282    3.4082    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8009    3.7691    0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070    2.8378    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2025    3.2770    0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1879    2.3588    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5311    2.6878    0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9062    3.9795   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2642    4.2692   -0.1791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9260    4.9042   -0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722    4.5455   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4789    1.5793    0.2464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2019    1.1948    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0099   -0.1940    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112   -1.2083    0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2823   -0.8323    0.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701   -1.8196   -0.6919 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4382   -1.6780   -0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0277   -0.5229   -0.8102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6145   -3.2261   -0.4981 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6890   -3.8496   -1.7759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132   -3.5868    0.1284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4324   -4.7919    0.7772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091   -2.4432    1.1043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0399   -2.6881    1.9960 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3312   -0.6593    0.5665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368   -1.9647    0.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582    0.2422    0.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -0.2508    0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444   -1.2228   -0.2758 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984   -1.6166    0.2015 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0647   -2.3320   -0.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3119   -2.7189   -0.3748 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0189   -0.3523    0.6233 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4554   -0.4600    1.9272 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572    0.6851    0.5287 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9932    1.2049   -0.7719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1384    1.6253    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1807    2.4864    0.4551 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8451    2.0712    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0408    4.8139    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8786    1.3427    0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3157    1.9852    0.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6354    5.1592   -0.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244    5.9143   -0.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8488    5.3051   -0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118   -1.6342   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704   -1.5196   -1.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0093   -2.6007   -0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305   -1.7065    0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5848   -0.7182   -1.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4279   -3.7781    0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277   -4.8031   -1.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176   -3.6154   -0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6216   -5.3502    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0384   -2.3988    1.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092   -2.9319    2.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4546   -2.4791    0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8834   -0.7784    1.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1646   -2.2922    1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5129   -3.2699   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1178   -1.7091   -1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8865   -1.9024   -0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8374   -0.0672   -0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5742    0.4099    2.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9910    1.4490    1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586    0.7732   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2976    3.4224    0.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 14 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 28 38  1  0
 38 39  1  0
 38 40  2  0
 40  2  1  0
 11  5  1  0
 40 13  1  0
 24 15  1  0
 36 29  1  0
  3 41  1  0
  6 42  1  0
  7 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 15 47  1  0
 17 48  1  6
 18 49  1  0
 18 50  1  0
 19 51  1  0
 20 52  1  1
 21 53  1  0
 22 54  1  6
 23 55  1  0
 24 56  1  1
 25 57  1  0
 27 58  1  0
 29 59  1  0
 31 60  1  1
 32 61  1  0
 32 62  1  0
 33 63  1  0
 34 64  1  6
 35 65  1  0
 36 66  1  1
 37 67  1  0
 39 68  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₂₈O₁₄

Average Molecular Weight

564.4921

Monoisotopic Molecular Weight

564.147905604

IUPAC Name

6-[(3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one

Traditional Name

6-[(3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

CAS Registry Number

Not Available

SMILES

OC[C@@H]1OC([C@H](O)[C@H]1O)C1=C(O)C(C2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C2OC(=CC(=O)C2=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C26H28O14/c27-6-12-17(31)21(35)23(37)26(40-12)16-20(34)15(25-22(36)18(32)13(7-28)39-25)19(33)14-10(30)5-11(38-24(14)16)8-1-3-9(29)4-2-8/h1-5,12-13,17-18,21-23,25-29,31-37H,6-7H2/t12-,13+,17-,18+,21+,22-,23-,25?,26?/m1/s1

InChI Key

DRLZZQRQMWQRLZ-FBMRRHFKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 8-C-glycosides

Alternative Parents

Substituents

Flavonoid-8-c-glycoside
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Flavone
Phenolic glycoside
Glycosyl compound
Chromone
C-glycosyl compound
Benzopyran
1-benzopyran
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyran
Oxane
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Tetrahydrofuran
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Dialkyl ether
Ether
Organic oxide
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Cereal and cereal product

Cereal

Cereal product

Cereals and cereal products (FooDB: FOOD00858)

Soy

Soy bean (FooDB: FOOD00085)

Herb and spice

Herb

Amaranth (FooDB: FOOD00288)
Teff (FooDB: FOOD00489)

Other seed

Quinoa (FooDB: FOOD00441)

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	-0.7	ALOGPS
logP	-2.2	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	5.76	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	247.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	133.19 m³·mol⁻¹	ChemAxon
Polarizability	54.51 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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
AllCCS	[M+H]+	228.362	32859911
AllCCS	[M+H-H2O]+	226.716	32859911
AllCCS	[M+Na]+	230.281	32859911
AllCCS	[M+NH4]+	229.857	32859911
AllCCS	[M-H]-	227.811	32859911
AllCCS	[M+Na-2H]-	229.73	32859911
AllCCS	[M+HCOO]-	231.989	32859911
DeepCCS	[M+H]+	224.004	30932474
DeepCCS	[M-H]-	222.28	30932474
DeepCCS	[M-2H]-	256.316	30932474
DeepCCS	[M+Na]+	230.23	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Apigenin 6-C-arabinoside 8-C-glucoside,4TMS,isomer #14	C[Si](C)(C)OC[C@@H]1OC(C2=C(O[Si](C)(C)C)C(C3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C3OC(C4=CC=C(O)C=C4)=CC(=O)C3=C2O)[C@H](O)[C@H]1O	4721.6	Semi standard non polar	33892256
Apigenin 6-C-arabinoside 8-C-glucoside,4TMS,isomer #14	C[Si](C)(C)OC[C@@H]1OC(C2=C(O[Si](C)(C)C)C(C3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C3OC(C4=CC=C(O)C=C4)=CC(=O)C3=C2O)[C@H](O)[C@H]1O	4644.4	Standard non polar	33892256
Apigenin 6-C-arabinoside 8-C-glucoside,4TMS,isomer #14	C[Si](C)(C)OC[C@@H]1OC(C2=C(O[Si](C)(C)C)C(C3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C3OC(C4=CC=C(O)C=C4)=CC(=O)C3=C2O)[C@H](O)[C@H]1O	6360.3	Standard polar	33892256
Apigenin 6-C-arabinoside 8-C-glucoside,4TMS,isomer #191	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(C4O[C@@H](CO)[C@H](O)[C@H]4O)=C(O[Si](C)(C)C)C(C4O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]4O[Si](C)(C)C)=C3O2)C=C1	4741.6	Semi standard non polar	33892256
Apigenin 6-C-arabinoside 8-C-glucoside,4TMS,isomer #191	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(C4O[C@@H](CO)[C@H](O)[C@H]4O)=C(O[Si](C)(C)C)C(C4O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]4O[Si](C)(C)C)=C3O2)C=C1	4586.9	Standard non polar	33892256
Apigenin 6-C-arabinoside 8-C-glucoside,4TMS,isomer #191	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C(C4O[C@@H](CO)[C@H](O)[C@H]4O)=C(O[Si](C)(C)C)C(C4O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]4O[Si](C)(C)C)=C3O2)C=C1	6298.8	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 10V, Positive-QTOF	splash10-014j-0000490000-7b85c9efde7045dc1150	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 20V, Positive-QTOF	splash10-0002-1400290000-4fb98ede80290a3baa08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 40V, Positive-QTOF	splash10-004r-1109710000-e3b71f5e478d20c38b11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 10V, Negative-QTOF	splash10-03di-1000390000-93d6ee328d2b08869c6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 20V, Negative-QTOF	splash10-01vn-6400890000-b04dc9a57a52b9edab30	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 40V, Negative-QTOF	splash10-0k96-9401710000-aa2523d22854b0be5294	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 10V, Positive-QTOF	splash10-014i-0000090000-2b44d7c7097dece6794d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 20V, Positive-QTOF	splash10-014i-0000090000-2b44d7c7097dece6794d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 40V, Positive-QTOF	splash10-014j-0401960000-093631fb2a5b6ffdabea	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 10V, Negative-QTOF	splash10-03di-0000090000-7dac33c1867ebf2369b9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 20V, Negative-QTOF	splash10-03di-0000090000-5d8a4e28f213bae4d138	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apigenin 6-C-arabinoside 8-C-glucoside 40V, Negative-QTOF	splash10-0a4j-0900630000-d29e083ca2321a32cc9a	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

FDB000136

KNApSAcK ID

Not Available

Chemspider ID

59696157

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

137832344

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 Apigenin 6-C-arabinoside 8-C-glucoside (HMDB0301679)

MOL for HMDB0301679 (Apigenin 6-C-arabinoside 8-C-glucoside)

3D MOL for HMDB0301679 (Apigenin 6-C-arabinoside 8-C-glucoside)

3D SDF for HMDB0301679 (Apigenin 6-C-arabinoside 8-C-glucoside)

3D-SDF for HMDB0301679 (Apigenin 6-C-arabinoside 8-C-glucoside)

PDB for HMDB0301679 (Apigenin 6-C-arabinoside 8-C-glucoside)

3D PDB for HMDB0301679 (Apigenin 6-C-arabinoside 8-C-glucoside)

SMILES for HMDB0301679 (Apigenin 6-C-arabinoside 8-C-glucoside)

INCHI for HMDB0301679 (Apigenin 6-C-arabinoside 8-C-glucoside)

Structure for HMDB0301679 (Apigenin 6-C-arabinoside 8-C-glucoside)

3D Structure for HMDB0301679 (Apigenin 6-C-arabinoside 8-C-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra