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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 03:19:14 UTC

Update Date

2021-09-24 03:19:14 UTC

HMDB ID

HMDB0303620

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Arecatannin B1

Description

Arecatannin b1 is a member of the class of compounds known as biflavonoids and polyflavonoids. Biflavonoids and polyflavonoids are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Arecatannin b1 is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Arecatannin b1 can be found in common grape, which makes arecatannin b1 a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241214542D          

 63 71  0  0  0  0            999 V2000
   -0.9331    4.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6801    4.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2774    4.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    3.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496    2.8749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496    2.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    1.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522    0.7838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8294    5.4889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8914   -0.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4434    0.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966    0.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966    1.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4434    2.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1155    1.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1155    0.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8623    0.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2028   -0.0376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6053   -0.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2774   -1.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2774   -1.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9496   -2.3522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9496   -3.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966   -3.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966   -4.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4434   -4.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9205   -5.4889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496   -3.0990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496   -2.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028   -1.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028   -0.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8749   -0.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217   -0.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217   -1.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3687   -2.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1281   -4.2939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2028   -3.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4560   -3.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5306   -2.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7838   -1.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1863   -2.3522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3687   -3.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1155   -3.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1155   -4.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8623   -4.7421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8585   -0.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370   -0.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376    0.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092    0.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3813    0.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560   -0.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092   -0.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8585   -1.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4560    0.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6345    0.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6345    1.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370    1.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092    1.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    1.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    2.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8585    3.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376    3.4724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6345    2.6510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 61  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 60  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7 59  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  2  0  0  0  0
 12 13  2  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
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 46  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 39  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 37  1  0  0  0  0
 24 25  1  0  0  0  0
 24 42  2  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 44  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 34  2  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 51  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 40 46  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 52  1  0  0  0  0
 48 49  1  0  0  0  0
 48 55  2  0  0  0  0
 49 50  1  0  0  0  0
 49 58  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 57 63  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
M  END

HMDB0303620
     RDKit          3D
Arecatannin B1
101109  0  0  0  0  0  0  0  0999 V2000
   -5.1735   -4.8038   -0.4785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -3.5128   -0.8654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3415   -3.2479   -2.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0406   -1.9786   -2.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018   -1.6436   -3.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2775   -0.9572   -1.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -1.1513   -0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0952   -2.4661    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0070   -0.0538    0.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6160    1.1033   -0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4058    2.2232    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277    3.5436    0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0167    4.5224    1.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9823    4.1926    2.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7724    5.1747    3.7691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1593    2.8766    3.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172    2.5836    4.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3626    1.9327    2.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1968    1.3192   -1.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3050    0.8757   -2.3065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9957    0.4874   -1.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6895    0.9493   -1.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2721    2.2601   -1.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987    3.2261   -2.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0242    2.6429   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1209    1.7232   -0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1382    2.0920   -0.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5065    0.4297   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7762    0.0078   -0.9314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333   -1.3364   -0.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818   -1.9994    0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6191   -3.4822    0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0226   -4.0051   -0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959   -5.3750   -1.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -6.2616   -0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4911   -7.6481   -0.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1269   -5.7004    0.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6962   -6.5547    1.8631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1722   -4.3368    1.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3576   -1.4985    0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3859   -2.6446    1.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -0.6766   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7424   -0.3108    0.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2951   -0.1649    1.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -0.3728    2.6360 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6188    0.1851    1.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4364    0.4018    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8975    0.2602   -0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5769   -0.0894   -0.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0507   -0.2276   -2.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7335    0.4907   -1.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8791    1.4319   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759    2.6534   -1.1613 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6159    0.8071   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8030    1.6251   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6377    2.7949    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7233    3.5728    0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0038    3.2079    0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0886    4.0028    0.9855 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1414    2.0144   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4293    1.6226   -0.4232 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0646    1.2261   -0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759    0.7552    0.7282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1011   -5.1876   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1567   -4.0458   -2.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2920   -2.2966   -4.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5140   -2.6571    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7270    0.9018   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2542    3.8755   -0.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8780    5.5644    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7477    4.9349    4.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2400    1.6304    4.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5005    0.8973    2.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1458    2.3739   -1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0790    1.3513   -1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9691    0.5298   -3.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8575    4.1892   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986    3.6776   -1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3990    3.0575   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985   -1.8716    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5883   -3.3452   -1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181   -5.8058   -2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700   -8.0759   -1.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1267   -6.1526    2.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6602   -3.9348    2.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234   -0.9405    1.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195   -2.8563    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4232   -1.3599   -0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9122   -0.2665    3.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0315    0.2937    2.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5515   -0.0966   -3.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1804    1.0590   -2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
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 62101  1  0
M  END


  Mrv0541 02241214542D          

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M  END
> <DATABASE_ID>
HMDB0303620

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1CC2=C(O)C(C3C(O)C(OC4=C(C5C(O)C(OC6=CC(O)=CC(O)=C56)C5=CC(O)=C(O)C=C5)C(O)=CC(O)=C34)C3=CC(O)=C(O)C=C3)=C(O)C=C2OC1C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C45H38O18/c46-18-10-26(53)33-32(11-18)62-43(16-2-5-21(48)24(51)8-16)40(59)37(33)35-27(54)13-28(55)36-38(41(60)44(63-45(35)36)17-3-6-22(49)25(52)9-17)34-29(56)14-31-19(39(34)58)12-30(57)42(61-31)15-1-4-20(47)23(50)7-15/h1-11,13-14,30,37-38,40-44,46-60H,12H2

> <INCHI_KEY>
PBYRKMXDROOXMU-UHFFFAOYSA-N

> <FORMULA>
C45H38O18

> <MOLECULAR_WEIGHT>
866.7724

> <EXACT_MASS>
866.205814412

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
85.71471979977424

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
15

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-8-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <ALOGPS_LOGP>
3.38

> <JCHEM_LOGP>
4.436383012

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.059968517303735

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.640182398664432

> <JCHEM_PKA_STRONGEST_BASIC>
-5.1954200537404605

> <JCHEM_POLAR_SURFACE_AREA>
331.14

> <JCHEM_REFRACTIVITY>
219.01630000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arecatannin B1

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303620
     RDKit          3D
Arecatannin B1
101109  0  0  0  0  0  0  0  0999 V2000
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    5.8791    1.4319   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759    2.6534   -1.1613 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6159    0.8071   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8030    1.6251   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6377    2.7949    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7233    3.5728    0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0038    3.2079    0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0886    4.0028    0.9855 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1414    2.0144   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4293    1.6226   -0.4232 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0646    1.2261   -0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759    0.7552    0.7282 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1567   -4.0458   -2.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2920   -2.2966   -4.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5140   -2.6571    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7270    0.9018   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2542    3.8755   -0.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7477    4.9349    4.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.0790    1.3513   -1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9691    0.5298   -3.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8575    4.1892   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986    3.6776   -1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3990    3.0575   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985   -1.8716    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5883   -3.3452   -1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181   -5.8058   -2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700   -8.0759   -1.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1267   -6.1526    2.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6602   -3.9348    2.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234   -0.9405    1.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195   -2.8563    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4232   -1.3599   -0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5515   -0.0966   -3.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1804    1.0590   -2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1494   -0.4511   -2.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4910    1.5421   -2.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4643    2.5385   -0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9142   -0.2203   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6435    3.1490    0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5747    4.5115    1.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0122    3.7376    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5631    0.7481   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2111    0.2829   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
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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      -1.742   7.876   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.136   8.713   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.251   7.597   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.112   6.063   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.506   5.366   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.506   3.833   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.112   3.136   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.391   1.463   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -3.415  10.246   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -9.131  -0.627   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -8.294   0.627   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.900   1.463   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.900   3.136   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.294   3.833   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.549   2.857   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.549   1.324   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -10.943   0.627   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.112  -0.070   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.997  -1.045   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.251  -2.021   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.251  -3.554   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.506  -4.391   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.506  -5.924   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.900  -6.482   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.900  -8.015   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.294  -8.852   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.318 -10.246   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.506  -5.785   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -5.506  -4.112   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.112  -3.275   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.112  -1.742   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.366  -0.906   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.761  -1.742   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.761  -3.275   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -8.155  -4.112   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       3.972  -8.015   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       4.112  -6.482   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.718  -5.785   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.857  -4.251   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.463  -3.275   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       0.348  -4.391   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       8.155  -5.785   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.549  -6.482   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       9.549  -8.015   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      10.943  -8.852   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       1.603  -1.742   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       0.069  -1.045   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -0.070   0.487   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -1.324   1.324   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -2.578   0.627   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -2.718  -0.906   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -1.324  -1.742   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -1.603  -3.275   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       2.718   1.045   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       1.184   1.324   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       1.184   2.718   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       0.069   3.694   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -1.324   3.136   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -2.718   3.694   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -2.718   5.366   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -1.603   6.343   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      -0.070   6.482   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0       1.184   4.949   0.000  0.00  0.00           O+0
CONECT    1    2   61                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   60                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8   59                                                  
CONECT    8    7                                                            
CONECT    9    2                                                            
CONECT   10   11                                                            
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13    6   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   11   15   17                                                  
CONECT   17   16                                                            
CONECT   18   19                                                            
CONECT   19   18   20   46                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   39                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   37                                                  
CONECT   24   23   25   42                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   44                                                  
CONECT   27   26                                                            
CONECT   28   29                                                            
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   51                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   29   33   35                                                  
CONECT   35   34                                                            
CONECT   36   37                                                            
CONECT   37   23   36   38                                                  
CONECT   38   37   39                                                       
CONECT   39   21   38   40                                                  
CONECT   40   39   41   46                                                  
CONECT   41   40                                                            
CONECT   42   24   43                                                       
CONECT   43   42   44                                                       
CONECT   44   26   43   45                                                  
CONECT   45   44                                                            
CONECT   46   19   40   47                                                  
CONECT   47   46   48   52                                                  
CONECT   48   47   49   55                                                  
CONECT   49   48   50   58                                                  
CONECT   50   49   51                                                       
CONECT   51   31   50   52                                                  
CONECT   52   47   51   53                                                  
CONECT   53   52                                                            
CONECT   54   55                                                            
CONECT   55   48   54   56                                                  
CONECT   56   55   57                                                       
CONECT   57   56   58   63                                                  
CONECT   58   49   57   59                                                  
CONECT   59    7   58   60                                                  
CONECT   60    4   59   61                                                  
CONECT   61    1   60   62                                                  
CONECT   62   61                                                            
CONECT   63   57                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  142    0
END

COMPND    HMDB0303620
HETATM    1  O1  UNL     1      -5.173  -4.804  -0.479  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.869  -3.513  -0.865  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.342  -3.248  -2.109  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.041  -1.979  -2.492  1.00  0.00           C  
HETATM    5  O2  UNL     1      -3.502  -1.644  -3.744  1.00  0.00           O  
HETATM    6  C4  UNL     1      -4.278  -0.957  -1.601  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.810  -1.151  -0.326  1.00  0.00           C  
HETATM    8  C6  UNL     1      -5.095  -2.466   0.005  1.00  0.00           C  
HETATM    9  O3  UNL     1      -5.007  -0.054   0.491  1.00  0.00           O  
HETATM   10  C7  UNL     1      -5.616   1.103  -0.096  1.00  0.00           C  
HETATM   11  C8  UNL     1      -5.406   2.223   0.819  1.00  0.00           C  
HETATM   12  C9  UNL     1      -5.228   3.544   0.485  1.00  0.00           C  
HETATM   13  C10 UNL     1      -5.017   4.522   1.471  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.982   4.193   2.799  1.00  0.00           C  
HETATM   15  O4  UNL     1      -4.772   5.175   3.769  1.00  0.00           O  
HETATM   16  C12 UNL     1      -5.159   2.877   3.149  1.00  0.00           C  
HETATM   17  O5  UNL     1      -5.117   2.584   4.512  1.00  0.00           O  
HETATM   18  C13 UNL     1      -5.363   1.933   2.194  1.00  0.00           C  
HETATM   19  C14 UNL     1      -5.197   1.319  -1.505  1.00  0.00           C  
HETATM   20  O6  UNL     1      -6.305   0.876  -2.306  1.00  0.00           O  
HETATM   21  C15 UNL     1      -3.996   0.487  -1.912  1.00  0.00           C  
HETATM   22  C16 UNL     1      -2.689   0.949  -1.459  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.272   2.260  -1.524  1.00  0.00           C  
HETATM   24  O7  UNL     1      -3.099   3.226  -2.026  1.00  0.00           O  
HETATM   25  C18 UNL     1      -1.024   2.643  -1.095  1.00  0.00           C  
HETATM   26  C19 UNL     1      -0.121   1.723  -0.577  1.00  0.00           C  
HETATM   27  O8  UNL     1       1.138   2.092  -0.140  1.00  0.00           O  
HETATM   28  C20 UNL     1      -0.507   0.430  -0.505  1.00  0.00           C  
HETATM   29  C21 UNL     1      -1.776   0.008  -0.931  1.00  0.00           C  
HETATM   30  O9  UNL     1      -2.033  -1.336  -0.794  1.00  0.00           O  
HETATM   31  C22 UNL     1      -1.682  -1.999   0.429  1.00  0.00           C  
HETATM   32  C23 UNL     1      -1.619  -3.482   0.167  1.00  0.00           C  
HETATM   33  C24 UNL     1      -1.023  -4.005  -0.952  1.00  0.00           C  
HETATM   34  C25 UNL     1      -0.996  -5.375  -1.109  1.00  0.00           C  
HETATM   35  C26 UNL     1      -1.537  -6.262  -0.204  1.00  0.00           C  
HETATM   36  O10 UNL     1      -1.491  -7.648  -0.396  1.00  0.00           O  
HETATM   37  C27 UNL     1      -2.127  -5.700   0.904  1.00  0.00           C  
HETATM   38  O11 UNL     1      -2.696  -6.555   1.863  1.00  0.00           O  
HETATM   39  C28 UNL     1      -2.172  -4.337   1.095  1.00  0.00           C  
HETATM   40  C29 UNL     1      -0.358  -1.499   0.988  1.00  0.00           C  
HETATM   41  O12 UNL     1       0.386  -2.645   1.267  1.00  0.00           O  
HETATM   42  C30 UNL     1       0.377  -0.677  -0.025  1.00  0.00           C  
HETATM   43  C31 UNL     1       1.742  -0.311   0.236  1.00  0.00           C  
HETATM   44  C32 UNL     1       2.295  -0.165   1.487  1.00  0.00           C  
HETATM   45  O13 UNL     1       1.510  -0.373   2.636  1.00  0.00           O  
HETATM   46  C33 UNL     1       3.619   0.185   1.646  1.00  0.00           C  
HETATM   47  C34 UNL     1       4.436   0.402   0.538  1.00  0.00           C  
HETATM   48  C35 UNL     1       3.898   0.260  -0.726  1.00  0.00           C  
HETATM   49  C36 UNL     1       2.577  -0.089  -0.864  1.00  0.00           C  
HETATM   50  O14 UNL     1       2.051  -0.228  -2.164  1.00  0.00           O  
HETATM   51  C37 UNL     1       4.733   0.491  -1.932  1.00  0.00           C  
HETATM   52  C38 UNL     1       5.879   1.432  -1.540  1.00  0.00           C  
HETATM   53  O15 UNL     1       5.376   2.653  -1.161  1.00  0.00           O  
HETATM   54  C39 UNL     1       6.616   0.807  -0.401  1.00  0.00           C  
HETATM   55  C40 UNL     1       7.803   1.625  -0.045  1.00  0.00           C  
HETATM   56  C41 UNL     1       7.638   2.795   0.647  1.00  0.00           C  
HETATM   57  C42 UNL     1       8.723   3.573   0.983  1.00  0.00           C  
HETATM   58  C43 UNL     1      10.004   3.208   0.639  1.00  0.00           C  
HETATM   59  O16 UNL     1      11.089   4.003   0.985  1.00  0.00           O  
HETATM   60  C44 UNL     1      10.141   2.014  -0.063  1.00  0.00           C  
HETATM   61  O17 UNL     1      11.429   1.623  -0.423  1.00  0.00           O  
HETATM   62  C45 UNL     1       9.065   1.226  -0.407  1.00  0.00           C  
HETATM   63  O18 UNL     1       5.776   0.755   0.728  1.00  0.00           O  
HETATM   64  H1  UNL     1      -6.101  -5.188  -0.661  1.00  0.00           H  
HETATM   65  H2  UNL     1      -4.157  -4.046  -2.804  1.00  0.00           H  
HETATM   66  H3  UNL     1      -3.292  -2.297  -4.464  1.00  0.00           H  
HETATM   67  H4  UNL     1      -5.514  -2.657   1.005  1.00  0.00           H  
HETATM   68  H5  UNL     1      -6.727   0.902  -0.079  1.00  0.00           H  
HETATM   69  H6  UNL     1      -5.254   3.876  -0.534  1.00  0.00           H  
HETATM   70  H7  UNL     1      -4.878   5.564   1.171  1.00  0.00           H  
HETATM   71  H8  UNL     1      -4.748   4.935   4.744  1.00  0.00           H  
HETATM   72  H9  UNL     1      -5.240   1.630   4.825  1.00  0.00           H  
HETATM   73  H10 UNL     1      -5.500   0.897   2.488  1.00  0.00           H  
HETATM   74  H11 UNL     1      -5.146   2.374  -1.781  1.00  0.00           H  
HETATM   75  H12 UNL     1      -7.079   1.351  -1.944  1.00  0.00           H  
HETATM   76  H13 UNL     1      -3.969   0.530  -3.040  1.00  0.00           H  
HETATM   77  H14 UNL     1      -2.857   4.189  -2.100  1.00  0.00           H  
HETATM   78  H15 UNL     1      -0.699   3.678  -1.146  1.00  0.00           H  
HETATM   79  H16 UNL     1       1.399   3.057  -0.203  1.00  0.00           H  
HETATM   80  H17 UNL     1      -2.498  -1.872   1.180  1.00  0.00           H  
HETATM   81  H18 UNL     1      -0.588  -3.345  -1.693  1.00  0.00           H  
HETATM   82  H19 UNL     1      -0.518  -5.806  -2.003  1.00  0.00           H  
HETATM   83  H20 UNL     1      -1.070  -8.076  -1.188  1.00  0.00           H  
HETATM   84  H21 UNL     1      -3.127  -6.153   2.674  1.00  0.00           H  
HETATM   85  H22 UNL     1      -2.660  -3.935   2.004  1.00  0.00           H  
HETATM   86  H23 UNL     1      -0.623  -0.941   1.912  1.00  0.00           H  
HETATM   87  H24 UNL     1       0.919  -2.856   0.452  1.00  0.00           H  
HETATM   88  H25 UNL     1       0.423  -1.360  -0.944  1.00  0.00           H  
HETATM   89  H26 UNL     1       1.912  -0.266   3.554  1.00  0.00           H  
HETATM   90  H27 UNL     1       4.032   0.294   2.656  1.00  0.00           H  
HETATM   91  H28 UNL     1       2.552  -0.097  -3.003  1.00  0.00           H  
HETATM   92  H29 UNL     1       4.180   1.059  -2.723  1.00  0.00           H  
HETATM   93  H30 UNL     1       5.149  -0.451  -2.300  1.00  0.00           H  
HETATM   94  H31 UNL     1       6.491   1.542  -2.454  1.00  0.00           H  
HETATM   95  H32 UNL     1       4.464   2.539  -0.774  1.00  0.00           H  
HETATM   96  H33 UNL     1       6.914  -0.220  -0.719  1.00  0.00           H  
HETATM   97  H34 UNL     1       6.643   3.149   0.955  1.00  0.00           H  
HETATM   98  H35 UNL     1       8.575   4.512   1.539  1.00  0.00           H  
HETATM   99  H36 UNL     1      12.012   3.738   0.740  1.00  0.00           H  
HETATM  100  H37 UNL     1      11.563   0.748  -0.943  1.00  0.00           H  
HETATM  101  H38 UNL     1       9.211   0.283  -0.966  1.00  0.00           H  
CONECT    1    2   64
CONECT    2    3    3    8
CONECT    3    4   65
CONECT    4    5    6    6
CONECT    5   66
CONECT    6    7   21
CONECT    7    8    8    9
CONECT    8   67
CONECT    9   10
CONECT   10   11   19   68
CONECT   11   12   12   18
CONECT   12   13   69
CONECT   13   14   14   70
CONECT   14   15   16
CONECT   15   71
CONECT   16   17   18   18
CONECT   17   72
CONECT   18   73
CONECT   19   20   21   74
CONECT   20   75
CONECT   21   22   76
CONECT   22   23   23   29
CONECT   23   24   25
CONECT   24   77
CONECT   25   26   26   78
CONECT   26   27   28
CONECT   27   79
CONECT   28   29   29   42
CONECT   29   30
CONECT   30   31
CONECT   31   32   40   80
CONECT   32   33   33   39
CONECT   33   34   81
CONECT   34   35   35   82
CONECT   35   36   37
CONECT   36   83
CONECT   37   38   39   39
CONECT   38   84
CONECT   39   85
CONECT   40   41   42   86
CONECT   41   87
CONECT   42   43   88
CONECT   43   44   44   49
CONECT   44   45   46
CONECT   45   89
CONECT   46   47   47   90
CONECT   47   48   63
CONECT   48   49   49   51
CONECT   49   50
CONECT   50   91
CONECT   51   52   92   93
CONECT   52   53   54   94
CONECT   53   95
CONECT   54   55   63   96
CONECT   55   56   56   62
CONECT   56   57   97
CONECT   57   58   58   98
CONECT   58   59   60
CONECT   59   99
CONECT   60   61   62   62
CONECT   61  100
CONECT   62  101
END

HMDB0303620
     RDKit          3D
Arecatannin B1
101109  0  0  0  0  0  0  0  0999 V2000
   -5.1735   -4.8038   -0.4785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -3.5128   -0.8654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3415   -3.2479   -2.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0406   -1.9786   -2.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018   -1.6436   -3.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2775   -0.9572   -1.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -1.1513   -0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0952   -2.4661    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0070   -0.0538    0.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6160    1.1033   -0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4058    2.2232    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277    3.5436    0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0167    4.5224    1.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9823    4.1926    2.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7724    5.1747    3.7691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1593    2.8766    3.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172    2.5836    4.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3626    1.9327    2.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1968    1.3192   -1.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3050    0.8757   -2.3065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9957    0.4874   -1.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6895    0.9493   -1.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2721    2.2601   -1.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987    3.2261   -2.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0242    2.6429   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1209    1.7232   -0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1382    2.0920   -0.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5065    0.4297   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7762    0.0078   -0.9314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333   -1.3364   -0.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818   -1.9994    0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6191   -3.4822    0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0226   -4.0051   -0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959   -5.3750   -1.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -6.2616   -0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4911   -7.6481   -0.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1269   -5.7004    0.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6962   -6.5547    1.8631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1722   -4.3368    1.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3576   -1.4985    0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3859   -2.6446    1.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -0.6766   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7424   -0.3108    0.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2951   -0.1649    1.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -0.3728    2.6360 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6188    0.1851    1.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4364    0.4018    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8975    0.2602   -0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5769   -0.0894   -0.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0507   -0.2276   -2.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7335    0.4907   -1.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8791    1.4319   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759    2.6534   -1.1613 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6159    0.8071   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8030    1.6251   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6377    2.7949    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7233    3.5728    0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0038    3.2079    0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0886    4.0028    0.9855 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1414    2.0144   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4293    1.6226   -0.4232 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0646    1.2261   -0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759    0.7552    0.7282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1011   -5.1876   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1567   -4.0458   -2.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2920   -2.2966   -4.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5140   -2.6571    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7270    0.9018   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2542    3.8755   -0.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8780    5.5644    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7477    4.9349    4.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2400    1.6304    4.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5005    0.8973    2.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1458    2.3739   -1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0790    1.3513   -1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9691    0.5298   -3.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8575    4.1892   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986    3.6776   -1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3990    3.0575   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985   -1.8716    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5883   -3.3452   -1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181   -5.8058   -2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700   -8.0759   -1.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1267   -6.1526    2.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6602   -3.9348    2.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234   -0.9405    1.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195   -2.8563    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4232   -1.3599   -0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9122   -0.2665    3.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0315    0.2937    2.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5515   -0.0966   -3.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1804    1.0590   -2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1494   -0.4511   -2.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4910    1.5421   -2.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4643    2.5385   -0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9142   -0.2203   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6435    3.1490    0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5747    4.5115    1.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0122    3.7376    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5631    0.7481   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2111    0.2829   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35 37  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₄₅H₃₈O₁₈

Average Molecular Weight

866.7724

Monoisotopic Molecular Weight

866.205814412

IUPAC Name

2-(3,4-dihydroxyphenyl)-8-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

arecatannin B1

CAS Registry Number

Not Available

SMILES

OC1CC2=C(O)C(C3C(O)C(OC4=C(C5C(O)C(OC6=CC(O)=CC(O)=C56)C5=CC(O)=C(O)C=C5)C(O)=CC(O)=C34)C3=CC(O)=C(O)C=C3)=C(O)C=C2OC1C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C45H38O18/c46-18-10-26(53)33-32(11-18)62-43(16-2-5-21(48)24(51)8-16)40(59)37(33)35-27(54)13-28(55)36-38(41(60)44(63-45(35)36)17-3-6-22(49)25(52)9-17)34-29(56)14-31-19(39(34)58)12-30(57)42(61-31)15-1-4-20(47)23(50)7-15/h1-11,13-14,30,37-38,40-44,46-60H,12H2

InChI Key

PBYRKMXDROOXMU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

B-type proanthocyanidin
Bi- and polyflavonoid skeleton
Proanthocyanidin
Catechin
Flavan-3-ol
Hydroxyflavonoid
3'-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
Flavan
Chromane
1-benzopyran
Benzopyran
Catechol
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Common grape (FooDB: FOOD00204)

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	3.38	ALOGPS
logP	4.44	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.64	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	331.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	219.02 m³·mol⁻¹	ChemAxon
Polarizability	85.71 Å³	ChemAxon
Number of Rings	9	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]+	284.091	32859911
AllCCS	[M+H-H2O]+	283.992	32859911
AllCCS	[M+Na]+	284.145	32859911
AllCCS	[M+NH4]+	284.139	32859911
AllCCS	[M-H]-	275.678	32859911
AllCCS	[M+Na-2H]-	280.33	32859911
AllCCS	[M+HCOO]-	285.509	32859911
DeepCCS	[M-2H]-	320.566	30932474
DeepCCS	[M+Na]+	294.587	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 - Arecatannin B1 10V, Positive-QTOF	splash10-014j-0100015690-d272edd52e6394a47121	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arecatannin B1 20V, Positive-QTOF	splash10-002e-0000095620-70cf2bb39090434b7fbf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arecatannin B1 40V, Positive-QTOF	splash10-004j-0100093310-e636f731dad3adaaabfc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arecatannin B1 10V, Negative-QTOF	splash10-014i-0100010290-9921a3704e0fe07b36d4	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arecatannin B1 20V, Negative-QTOF	splash10-0f79-0940240420-8e4268fcfe3a26b2e4a1	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arecatannin B1 40V, Negative-QTOF	splash10-002r-0970201110-9d3de73b06446f7b8077	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arecatannin B1 10V, Positive-QTOF	splash10-014i-0000010290-a1d6ba36326b957da3db	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arecatannin B1 20V, Positive-QTOF	splash10-00kb-0120040970-e386004e08e237a6b927	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arecatannin B1 40V, Positive-QTOF	splash10-0gi9-0704011690-d3c034f3a89a92e63a0b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arecatannin B1 10V, Negative-QTOF	splash10-014i-0020000090-0cf7b46453672c201efc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arecatannin B1 20V, Negative-QTOF	splash10-0ap0-0020000590-784144b0a4006d05c896	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arecatannin B1 40V, Negative-QTOF	splash10-0a4r-0310021690-a09a27c48b495c87c21b	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

FDB016792

KNApSAcK ID

Not Available

Chemspider ID

Not Available

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 Arecatannin B1 (HMDB0303620)

MOL for HMDB0303620 (Arecatannin B1)

3D MOL for HMDB0303620 (Arecatannin B1)

3D SDF for HMDB0303620 (Arecatannin B1)

3D-SDF for HMDB0303620 (Arecatannin B1)

PDB for HMDB0303620 (Arecatannin B1)

3D PDB for HMDB0303620 (Arecatannin B1)

SMILES for HMDB0303620 (Arecatannin B1)

INCHI for HMDB0303620 (Arecatannin B1)

Structure for HMDB0303620 (Arecatannin B1)

3D Structure for HMDB0303620 (Arecatannin B1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra