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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:56:04 UTC

Update Date

2022-03-07 02:55:27 UTC

HMDB ID

HMDB0037672

Secondary Accession Numbers

HMDB37672

Metabolite Identification

Common Name

Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin

Description

Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin, also known as cinnamtannin b-1, 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''. Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin has been detected, but not quantified in, several different foods, such as ceylon cinnamons, fruits, herbs and spices, and lingonberries. This could make epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin a potential biomarker for the consumption of these foods. A proanthocyanidin found in Cinnamomum cassia and Cinnamomum zeylanicum.

Structure

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

Cinnamtannin B1
  Mrv1572001071617282D          

 64 73  0  0  0  0            999 V2000
    0.9535   -4.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6643   -3.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721   -4.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6547   -3.0204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9437   -5.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786   -2.6112    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3827   -5.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839   -3.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6633   -5.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3731   -1.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0870   -3.0252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0917   -1.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1027   -0.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823   -0.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6604   -1.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6616   -0.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309   -5.5003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1023   -5.4957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8005   -2.6050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8226   -0.1353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816    0.7043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5034   -0.1499    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4954   -1.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2291   -3.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4872   -2.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2372   -3.8483    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2075   -1.4034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2129   -0.5582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2239    0.2584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4911   -0.9746    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2210   -1.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912   -3.0360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -0.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9319   -0.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750   -4.2648    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1913   -3.8523    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9413   -2.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910    0.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6318   -1.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9290   -1.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9035   -4.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6524    0.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565   -1.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5115    1.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8953   -5.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115    1.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076   -5.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3605   -0.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7215    1.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3280   -5.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7295    0.5661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6156   -3.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    1.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3321   -4.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2614   -0.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -5.0894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6320   -2.2403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078   -6.3301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5237    2.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297    2.7110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0403   -5.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0768    0.2297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6200   -2.1156    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371   -3.4318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
  7  9  2  0  0  0  0
 11  8  1  0  0  0  0
 14 16  2  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  1  2  0  0  0  0
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  8  3  1  0  0  0  0
  9  5  1  0  0  0  0
  6 10  1  6  0  0  0
 11  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 10  2  0  0  0  0
 16 15  1  0  0  0  0
 17  5  1  0  0  0  0
 18  7  1  0  0  0  0
 23 27  1  0  0  0  0
 24 25  2  0  0  0  0
 25 23  1  0  0  0  0
 26  1  1  6  0  0  0
 26 24  1  0  0  0  0
 27 30  1  0  0  0  0
 28 22  1  0  0  0  0
 29 22  1  0  0  0  0
 30 22  1  0  0  0  0
 31 28  1  0  0  0  0
 32 25  1  0  0  0  0
 33 34  1  0  0  0  0
 34 29  1  0  0  0  0
 35 36  1  0  0  0  0
 36 32  1  0  0  0  0
 37 40  2  0  0  0  0
 22 38  1  6  0  0  0
 39 33  2  0  0  0  0
 40 31  1  0  0  0  0
 36 41  1  1  0  0  0
 42 34  2  0  0  0  0
 43 39  1  0  0  0  0
 44 38  1  0  0  0  0
 45 41  1  0  0  0  0
 46 44  2  0  0  0  0
 47 45  2  0  0  0  0
 48 42  1  0  0  0  0
 49 46  1  0  0  0  0
 50 47  1  0  0  0  0
 51 38  2  0  0  0  0
 52 41  2  0  0  0  0
 53 51  1  0  0  0  0
 54 52  1  0  0  0  0
 30 55  1  6  0  0  0
 35 56  1  1  0  0  0
 57 39  1  0  0  0  0
 58 47  1  0  0  0  0
 59 46  1  0  0  0  0
 60 49  1  0  0  0  0
 61 50  1  0  0  0  0
 62 48  1  0  0  0  0
 27 63  1  6  0  0  0
 23 31  2  0  0  0  0
 27 33  1  0  0  0  0
 49 53  2  0  0  0  0
 43 48  2  0  0  0  0
 37 24  1  0  0  0  0
 26 35  1  0  0  0  0
 50 54  2  0  0  0  0
 11 19  1  6  0  0  0
 37 64  1  0  0  0  0
M  END

HMDB0037672
     RDKit          3D
Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin
 99108  0  0  0  0  0  0  0  0999 V2000
   -6.8886    1.7022   -3.7145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0728    1.4643   -2.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996    2.4710   -1.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7111    2.2245   -0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1388    3.2502   -0.0156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3749    0.9345   -0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9662   -0.0849   -1.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7648    0.1562   -2.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6264   -1.3590   -0.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4849   -1.6540    0.6864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4477   -2.7108    1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0087   -2.8908    2.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8420   -3.9762    2.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0669   -4.8786    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8752   -5.9682    1.6639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5048   -4.7274    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7621   -5.6317   -0.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6867   -3.6312   -0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1675   -2.3019    0.7274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0998   -1.4526    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8908   -2.0835    0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2423   -1.3724    0.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4592   -2.0648    0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1965    0.0025    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0491    0.6693    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2322   -0.0447    0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    0.5731    0.7565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3383   -0.5037    1.5882 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4617    0.0276    2.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0524    2.0547    0.2684 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    2.7713    0.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0101    4.1583   -0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1152    4.9915   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1202    6.2933   -0.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0557    6.8608   -1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0774    8.1767   -1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2294    6.0688   -1.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3659    6.5715   -1.8072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0825    4.7586   -0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2844    2.1154   -0.4784 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3354    2.3033   -1.8493 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561    0.6534   -0.0628 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5988    0.5645    0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5381    1.0828    2.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168    1.3304    2.7043 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7341    1.3087    2.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644    1.0503    2.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1782    1.2730    2.9843 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0323    0.5234    1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8876    0.2889    0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9673   -0.2928   -0.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0634   -1.0060   -1.2933 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4798   -2.2898   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521   -2.5990    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1902   -3.7408    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7868   -4.6394    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4149   -5.7497    0.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7205   -4.3572   -1.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3031   -5.2445   -2.0505 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0821   -3.2086   -1.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3314   -0.1387   -1.0309 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4911   -0.9232   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3596    0.3375    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8996    1.7789   -3.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7399    3.4829   -2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3214    4.1984   -0.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2266   -0.6157   -2.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8750   -2.1744    3.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2687   -4.0769    3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1098   -6.7090    1.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3529   -6.4120   -0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277   -3.4734   -0.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8326   -3.1902    0.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -3.0542    0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4675    1.4333    1.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6173   -0.7611    2.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3440    0.1530    3.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4060    3.0228    1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0111    4.5748    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9707    6.9504   -0.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8034    8.7075   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6684    7.4337   -2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962    4.1553   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000    2.6473   -0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4891    2.1375   -2.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8362    0.1759   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467    1.7256    3.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567    1.7108    3.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0563    1.1609    2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9810   -1.1280   -2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0905   -1.9837    1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2483   -3.9872    2.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9208   -6.4565    0.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7693   -6.0752   -1.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3394    0.6520   -1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5091   -1.5158   -0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9002    1.3513    0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0603   -0.2755    0.9933 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  1
 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
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
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 25 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
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 31 40  1  0
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 44 45  1  0
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 54 55  1  0
 55 56  2  0
 56 57  1  0
 56 58  1  0
 58 59  1  0
 58 60  2  0
 52 61  1  0
 61 62  1  0
 61 63  1  0
  8  2  1  0
 28 10  1  0
 39 32  1  0
 50 43  1  0
 60 53  1  0
 27  6  1  0
 63 49  1  0
 18 11  1  0
 26 20  1  0
 42 24  1  0
  1 64  1  0
  3 65  1  0
  5 66  1  0
  8 67  1  0
 12 68  1  0
 13 69  1  0
 15 70  1  0
 17 71  1  0
 18 72  1  0
 21 73  1  0
 23 74  1  0
 27 75  1  1
 28 76  1  1
 29 77  1  0
 31 78  1  1
 33 79  1  0
 34 80  1  0
 36 81  1  0
 38 82  1  0
 39 83  1  0
 40 84  1  1
 41 85  1  0
 42 86  1  6
 45 87  1  0
 46 88  1  0
 48 89  1  0
 52 90  1  6
 54 91  1  0
 55 92  1  0
 57 93  1  0
 59 94  1  0
 60 95  1  0
 61 96  1  6
 62 97  1  0
 63 98  1  0
 63 99  1  0
M  END

Cinnamtannin B1
  Mrv1572001071617282D          

 64 73  0  0  0  0            999 V2000
    0.9535   -4.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6643   -3.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721   -4.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3827   -5.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839   -3.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0870   -3.0252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.3816    0.7043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3565   -1.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5115    1.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1115    1.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076   -5.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7215    1.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3280   -5.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6078   -6.3301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5237    2.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297    2.7110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0403   -5.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0768    0.2297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6200   -2.1156    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371   -3.4318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
  7  9  2  0  0  0  0
 11  8  1  0  0  0  0
 14 16  2  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  1  2  0  0  0  0
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  8  3  1  0  0  0  0
  9  5  1  0  0  0  0
  6 10  1  6  0  0  0
 11  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 10  2  0  0  0  0
 16 15  1  0  0  0  0
 17  5  1  0  0  0  0
 18  7  1  0  0  0  0
 23 27  1  0  0  0  0
 24 25  2  0  0  0  0
 25 23  1  0  0  0  0
 26  1  1  6  0  0  0
 26 24  1  0  0  0  0
 27 30  1  0  0  0  0
 28 22  1  0  0  0  0
 29 22  1  0  0  0  0
 30 22  1  0  0  0  0
 31 28  1  0  0  0  0
 32 25  1  0  0  0  0
 33 34  1  0  0  0  0
 34 29  1  0  0  0  0
 35 36  1  0  0  0  0
 36 32  1  0  0  0  0
 37 40  2  0  0  0  0
 22 38  1  6  0  0  0
 39 33  2  0  0  0  0
 40 31  1  0  0  0  0
 36 41  1  1  0  0  0
 42 34  2  0  0  0  0
 43 39  1  0  0  0  0
 44 38  1  0  0  0  0
 45 41  1  0  0  0  0
 46 44  2  0  0  0  0
 47 45  2  0  0  0  0
 48 42  1  0  0  0  0
 49 46  1  0  0  0  0
 50 47  1  0  0  0  0
 51 38  2  0  0  0  0
 52 41  2  0  0  0  0
 53 51  1  0  0  0  0
 54 52  1  0  0  0  0
 30 55  1  6  0  0  0
 35 56  1  1  0  0  0
 57 39  1  0  0  0  0
 58 47  1  0  0  0  0
 59 46  1  0  0  0  0
 60 49  1  0  0  0  0
 61 50  1  0  0  0  0
 62 48  1  0  0  0  0
 27 63  1  6  0  0  0
 23 31  2  0  0  0  0
 27 33  1  0  0  0  0
 49 53  2  0  0  0  0
 43 48  2  0  0  0  0
 37 24  1  0  0  0  0
 26 35  1  0  0  0  0
 50 54  2  0  0  0  0
 11 19  1  6  0  0  0
 37 64  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037672

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12[C@@H](O)[C@@](OC3=CC(O)=CC(O)=C13)(OC1=C2C2=C([C@@H]([C@@H](O)[C@H](O2)C2=CC=C(O)C(O)=C2)C2=C(O)C=C(O)C3=C2O[C@@H]([C@H](O)C3)C2=CC=C(O)C(O)=C2)C(O)=C1)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38-,39-,40-,41-,44-,45+/m1/s1

> <INCHI_KEY>
BYSRPHRKESMCPO-LQNPQWRQSA-N

> <FORMULA>
C45H36O18

> <MOLECULAR_WEIGHT>
864.765

> <EXACT_MASS>
864.190164319

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
85.23896885923608

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19,21-pentol

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
4.911170094999999

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.014707025187052

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.597961065379815

> <JCHEM_PKA_STRONGEST_BASIC>
-5.217533055260987

> <JCHEM_POLAR_SURFACE_AREA>
320.14

> <JCHEM_REFRACTIVITY>
216.70460000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19,21-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037672
     RDKit          3D
Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin
 99108  0  0  0  0  0  0  0  0999 V2000
   -6.8886    1.7022   -3.7145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0728    1.4643   -2.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996    2.4710   -1.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7111    2.2245   -0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1388    3.2502   -0.0156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3749    0.9345   -0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9662   -0.0849   -1.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7648    0.1562   -2.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6264   -1.3590   -0.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4849   -1.6540    0.6864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4477   -2.7108    1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0087   -2.8908    2.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8420   -3.9762    2.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0669   -4.8786    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8752   -5.9682    1.6639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5048   -4.7274    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7621   -5.6317   -0.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6867   -3.6312   -0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1675   -2.3019    0.7274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0998   -1.4526    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8908   -2.0835    0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2423   -1.3724    0.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4592   -2.0648    0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1965    0.0025    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0491    0.6693    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2322   -0.0447    0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    0.5731    0.7565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3383   -0.5037    1.5882 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4617    0.0276    2.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0524    2.0547    0.2684 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    2.7713    0.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0101    4.1583   -0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1152    4.9915   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1202    6.2933   -0.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0557    6.8608   -1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0774    8.1767   -1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2294    6.0688   -1.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3659    6.5715   -1.8072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0825    4.7586   -0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2844    2.1154   -0.4784 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3354    2.3033   -1.8493 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5988    0.5645    0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5381    1.0828    2.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168    1.3304    2.7043 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9644    1.0503    2.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1782    1.2730    2.9843 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9673   -0.2928   -0.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0634   -1.0060   -1.2933 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4798   -2.2898   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521   -2.5990    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1902   -3.7408    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7868   -4.6394    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4149   -5.7497    0.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7205   -4.3572   -1.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3031   -5.2445   -2.0505 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0821   -3.2086   -1.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3314   -0.1387   -1.0309 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4911   -0.9232   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3596    0.3375    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8996    1.7789   -3.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7399    3.4829   -2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3214    4.1984   -0.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2266   -0.6157   -2.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8750   -2.1744    3.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2687   -4.0769    3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1098   -6.7090    1.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3529   -6.4120   -0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277   -3.4734   -0.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8326   -3.1902    0.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -3.0542    0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4675    1.4333    1.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6173   -0.7611    2.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3440    0.1530    3.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4060    3.0228    1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0111    4.5748    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9707    6.9504   -0.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8034    8.7075   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6684    7.4337   -2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962    4.1553   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000    2.6473   -0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4891    2.1375   -2.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8362    0.1759   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467    1.7256    3.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567    1.7108    3.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0563    1.1609    2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9810   -1.1280   -2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0905   -1.9837    1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2483   -3.9872    2.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9208   -6.4565    0.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7693   -6.0752   -1.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0360   -3.0498   -2.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3394    0.6520   -1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5091   -1.5158   -0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9002    1.3513    0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0603   -0.2755    0.9933 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  1
 11 12  2  0
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 13 14  2  0
 14 15  1  0
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 63 99  1  0
M  END

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Cinnamtannin B1                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0       1.780  -7.953   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.107  -7.173   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.428  -7.932   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.089  -5.638   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.762  -9.489   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.440  -4.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.448  -9.493   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.757  -7.178   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.105 -10.261   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.430  -3.331   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.762  -5.647   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.771  -2.573   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.792  -1.025   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.447  -0.241   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.099  -2.554   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.102  -1.015   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.431 -10.267   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.791 -10.259   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       7.094  -4.863   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.136  -0.253   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.446   1.315   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.940  -0.280   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.925  -3.366   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.428  -5.660   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.909  -4.898   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.443  -7.183   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.254  -2.620   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.397  -1.042   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.285   0.482   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.917  -1.819   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.413  -2.589   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.224  -5.667   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -3.591  -1.858   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.606  -0.310   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.887  -7.961   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.224  -7.191   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.757  -4.867   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.170   1.049   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -4.913  -2.643   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.734  -3.336   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.553  -7.968   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.951   0.444   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -6.265  -1.888   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.955   2.379   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -3.538  -9.507   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -0.208   3.708   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -4.868 -10.277   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -6.273  -0.341   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       1.347   3.731   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -6.212  -9.515   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       1.362   1.057   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -4.882  -7.191   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       2.124   2.394   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -6.220  -7.976   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -2.355  -0.987   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      -0.887  -9.500   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -4.913  -4.182   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -4.868 -11.816   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      -0.978   5.046   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0       2.109   5.061   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      -7.542 -10.284   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      -7.610   0.429   0.000  0.00  0.00           O+0
HETATM   63  H   UNK     0      -3.024  -3.949   0.000  0.00  0.00           H+0
HETATM   64  O   UNK     0       1.749  -6.406   0.000  0.00  0.00           O+0
CONECT    1    2    5   26                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2    7    8                                                  
CONECT    4    2    6                                                       
CONECT    5    1    9   17                                                  
CONECT    6    4   10   11                                                  
CONECT    7    9    3   18                                                  
CONECT    8   11    3                                                       
CONECT    9    7    5                                                       
CONECT   10    6   12   15                                                  
CONECT   11    8    6   19                                                  
CONECT   12   10   13                                                       
CONECT   13   20   12   14                                                  
CONECT   14   21   16   13                                                  
CONECT   15   10   16                                                       
CONECT   16   14   15                                                       
CONECT   17    5                                                            
CONECT   18    7                                                            
CONECT   19   11                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   28   29   30   38                                             
CONECT   23   27   25   31                                                  
CONECT   24   25   26   37                                                  
CONECT   25   24   23   32                                                  
CONECT   26    1   24   35                                                  
CONECT   27   23   30   63   33                                             
CONECT   28   22   31                                                       
CONECT   29   22   34                                                       
CONECT   30   27   22   55                                                  
CONECT   31   28   40   23                                                  
CONECT   32   25   36                                                       
CONECT   33   34   39   27                                                  
CONECT   34   33   29   42                                                  
CONECT   35   36   56   26                                                  
CONECT   36   35   32   41                                                  
CONECT   37   40   24   64                                                  
CONECT   38   22   44   51                                                  
CONECT   39   33   43   57                                                  
CONECT   40   37   31                                                       
CONECT   41   36   45   52                                                  
CONECT   42   34   48                                                       
CONECT   43   39   48                                                       
CONECT   44   38   46                                                       
CONECT   45   41   47                                                       
CONECT   46   44   49   59                                                  
CONECT   47   45   50   58                                                  
CONECT   48   42   62   43                                                  
CONECT   49   46   60   53                                                  
CONECT   50   47   61   54                                                  
CONECT   51   38   53                                                       
CONECT   52   41   54                                                       
CONECT   53   51   49                                                       
CONECT   54   52   50                                                       
CONECT   55   30                                                            
CONECT   56   35                                                            
CONECT   57   39                                                            
CONECT   58   47                                                            
CONECT   59   46                                                            
CONECT   60   49                                                            
CONECT   61   50                                                            
CONECT   62   48                                                            
CONECT   63   27                                                            
CONECT   64   37                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  146    0
END

COMPND    HMDB0037672
HETATM    1  O1  UNL     1      -6.889   1.702  -3.714  1.00  0.00           O  
HETATM    2  C1  UNL     1      -6.073   1.464  -2.620  1.00  0.00           C  
HETATM    3  C2  UNL     1      -5.500   2.471  -1.854  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.711   2.224  -0.810  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.139   3.250  -0.016  1.00  0.00           O  
HETATM    6  C4  UNL     1      -4.375   0.935  -0.369  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.966  -0.085  -1.162  1.00  0.00           C  
HETATM    8  C6  UNL     1      -5.765   0.156  -2.220  1.00  0.00           C  
HETATM    9  O3  UNL     1      -4.626  -1.359  -0.700  1.00  0.00           O  
HETATM   10  C7  UNL     1      -4.485  -1.654   0.686  1.00  0.00           C  
HETATM   11  C8  UNL     1      -5.448  -2.711   1.026  1.00  0.00           C  
HETATM   12  C9  UNL     1      -6.009  -2.891   2.195  1.00  0.00           C  
HETATM   13  C10 UNL     1      -6.842  -3.976   2.477  1.00  0.00           C  
HETATM   14  C11 UNL     1      -7.067  -4.879   1.424  1.00  0.00           C  
HETATM   15  O4  UNL     1      -7.875  -5.968   1.664  1.00  0.00           O  
HETATM   16  C12 UNL     1      -6.505  -4.727   0.153  1.00  0.00           C  
HETATM   17  O5  UNL     1      -6.762  -5.632  -0.856  1.00  0.00           O  
HETATM   18  C13 UNL     1      -5.687  -3.631  -0.039  1.00  0.00           C  
HETATM   19  O6  UNL     1      -3.167  -2.302   0.727  1.00  0.00           O  
HETATM   20  C14 UNL     1      -2.100  -1.453   0.556  1.00  0.00           C  
HETATM   21  C15 UNL     1      -0.891  -2.083   0.415  1.00  0.00           C  
HETATM   22  C16 UNL     1       0.242  -1.372   0.238  1.00  0.00           C  
HETATM   23  O7  UNL     1       1.459  -2.065   0.108  1.00  0.00           O  
HETATM   24  C17 UNL     1       0.197   0.002   0.196  1.00  0.00           C  
HETATM   25  C18 UNL     1      -1.049   0.669   0.334  1.00  0.00           C  
HETATM   26  C19 UNL     1      -2.232  -0.045   0.522  1.00  0.00           C  
HETATM   27  C20 UNL     1      -3.544   0.573   0.757  1.00  0.00           C  
HETATM   28  C21 UNL     1      -4.338  -0.504   1.588  1.00  0.00           C  
HETATM   29  O8  UNL     1      -5.462   0.028   2.150  1.00  0.00           O  
HETATM   30  O9  UNL     1      -1.052   2.055   0.268  1.00  0.00           O  
HETATM   31  C22 UNL     1       0.118   2.771   0.158  1.00  0.00           C  
HETATM   32  C23 UNL     1      -0.010   4.158  -0.369  1.00  0.00           C  
HETATM   33  C24 UNL     1       1.115   4.991  -0.281  1.00  0.00           C  
HETATM   34  C25 UNL     1       1.120   6.293  -0.682  1.00  0.00           C  
HETATM   35  C26 UNL     1      -0.056   6.861  -1.207  1.00  0.00           C  
HETATM   36  O10 UNL     1      -0.077   8.177  -1.617  1.00  0.00           O  
HETATM   37  C27 UNL     1      -1.229   6.069  -1.317  1.00  0.00           C  
HETATM   38  O11 UNL     1      -2.366   6.571  -1.807  1.00  0.00           O  
HETATM   39  C28 UNL     1      -1.083   4.759  -0.881  1.00  0.00           C  
HETATM   40  C29 UNL     1       1.284   2.115  -0.478  1.00  0.00           C  
HETATM   41  O12 UNL     1       1.335   2.303  -1.849  1.00  0.00           O  
HETATM   42  C30 UNL     1       1.456   0.653  -0.063  1.00  0.00           C  
HETATM   43  C31 UNL     1       2.599   0.565   0.872  1.00  0.00           C  
HETATM   44  C32 UNL     1       2.538   1.083   2.162  1.00  0.00           C  
HETATM   45  O13 UNL     1       1.317   1.330   2.704  1.00  0.00           O  
HETATM   46  C33 UNL     1       3.734   1.309   2.845  1.00  0.00           C  
HETATM   47  C34 UNL     1       4.964   1.050   2.322  1.00  0.00           C  
HETATM   48  O14 UNL     1       6.178   1.273   2.984  1.00  0.00           O  
HETATM   49  C35 UNL     1       5.032   0.523   1.033  1.00  0.00           C  
HETATM   50  C36 UNL     1       3.888   0.289   0.366  1.00  0.00           C  
HETATM   51  O15 UNL     1       3.967  -0.293  -0.884  1.00  0.00           O  
HETATM   52  C37 UNL     1       5.063  -1.006  -1.293  1.00  0.00           C  
HETATM   53  C38 UNL     1       5.480  -2.290  -0.740  1.00  0.00           C  
HETATM   54  C39 UNL     1       5.552  -2.599   0.598  1.00  0.00           C  
HETATM   55  C40 UNL     1       6.190  -3.741   1.075  1.00  0.00           C  
HETATM   56  C41 UNL     1       6.787  -4.639   0.185  1.00  0.00           C  
HETATM   57  O16 UNL     1       7.415  -5.750   0.726  1.00  0.00           O  
HETATM   58  C42 UNL     1       6.721  -4.357  -1.157  1.00  0.00           C  
HETATM   59  O17 UNL     1       7.303  -5.245  -2.051  1.00  0.00           O  
HETATM   60  C43 UNL     1       6.082  -3.209  -1.582  1.00  0.00           C  
HETATM   61  C44 UNL     1       6.331  -0.139  -1.031  1.00  0.00           C  
HETATM   62  O18 UNL     1       7.491  -0.923  -1.228  1.00  0.00           O  
HETATM   63  C45 UNL     1       6.360   0.337   0.370  1.00  0.00           C  
HETATM   64  H1  UNL     1      -7.900   1.779  -3.553  1.00  0.00           H  
HETATM   65  H2  UNL     1      -5.740   3.483  -2.191  1.00  0.00           H  
HETATM   66  H3  UNL     1      -4.321   4.198  -0.236  1.00  0.00           H  
HETATM   67  H4  UNL     1      -6.227  -0.616  -2.843  1.00  0.00           H  
HETATM   68  H5  UNL     1      -5.875  -2.174   3.053  1.00  0.00           H  
HETATM   69  H6  UNL     1      -7.269  -4.077   3.452  1.00  0.00           H  
HETATM   70  H7  UNL     1      -8.110  -6.709   1.066  1.00  0.00           H  
HETATM   71  H8  UNL     1      -7.353  -6.412  -0.785  1.00  0.00           H  
HETATM   72  H9  UNL     1      -5.228  -3.473  -0.995  1.00  0.00           H  
HETATM   73  H10 UNL     1      -0.833  -3.190   0.451  1.00  0.00           H  
HETATM   74  H11 UNL     1       1.476  -3.054   0.114  1.00  0.00           H  
HETATM   75  H12 UNL     1      -3.467   1.433   1.484  1.00  0.00           H  
HETATM   76  H13 UNL     1      -3.617  -0.761   2.413  1.00  0.00           H  
HETATM   77  H14 UNL     1      -5.344   0.153   3.130  1.00  0.00           H  
HETATM   78  H15 UNL     1       0.406   3.023   1.261  1.00  0.00           H  
HETATM   79  H16 UNL     1       2.011   4.575   0.135  1.00  0.00           H  
HETATM   80  H17 UNL     1       1.971   6.950  -0.625  1.00  0.00           H  
HETATM   81  H18 UNL     1       0.803   8.707  -1.542  1.00  0.00           H  
HETATM   82  H19 UNL     1      -2.668   7.434  -2.130  1.00  0.00           H  
HETATM   83  H20 UNL     1      -1.996   4.155  -0.997  1.00  0.00           H  
HETATM   84  H21 UNL     1       2.200   2.647  -0.083  1.00  0.00           H  
HETATM   85  H22 UNL     1       0.489   2.137  -2.285  1.00  0.00           H  
HETATM   86  H23 UNL     1       1.836   0.176  -1.039  1.00  0.00           H  
HETATM   87  H24 UNL     1       1.247   1.726   3.632  1.00  0.00           H  
HETATM   88  H25 UNL     1       3.657   1.711   3.852  1.00  0.00           H  
HETATM   89  H26 UNL     1       7.056   1.161   2.437  1.00  0.00           H  
HETATM   90  H27 UNL     1       4.981  -1.128  -2.411  1.00  0.00           H  
HETATM   91  H28 UNL     1       5.090  -1.984   1.332  1.00  0.00           H  
HETATM   92  H29 UNL     1       6.248  -3.987   2.121  1.00  0.00           H  
HETATM   93  H30 UNL     1       7.921  -6.456   0.265  1.00  0.00           H  
HETATM   94  H31 UNL     1       7.769  -6.075  -1.652  1.00  0.00           H  
HETATM   95  H32 UNL     1       6.036  -3.050  -2.665  1.00  0.00           H  
HETATM   96  H33 UNL     1       6.339   0.652  -1.777  1.00  0.00           H  
HETATM   97  H34 UNL     1       7.509  -1.516  -0.410  1.00  0.00           H  
HETATM   98  H35 UNL     1       6.900   1.351   0.322  1.00  0.00           H  
HETATM   99  H36 UNL     1       7.060  -0.275   0.993  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   27
CONECT    7    8    8    9
CONECT    8   67
CONECT    9   10
CONECT   10   11   19   28
CONECT   11   12   12   18
CONECT   12   13   68
CONECT   13   14   14   69
CONECT   14   15   16
CONECT   15   70
CONECT   16   17   18   18
CONECT   17   71
CONECT   18   72
CONECT   19   20
CONECT   20   21   21   26
CONECT   21   22   73
CONECT   22   23   24   24
CONECT   23   74
CONECT   24   25   42
CONECT   25   26   26   30
CONECT   26   27
CONECT   27   28   75
CONECT   28   29   76
CONECT   29   77
CONECT   30   31
CONECT   31   32   40   78
CONECT   32   33   33   39
CONECT   33   34   79
CONECT   34   35   35   80
CONECT   35   36   37
CONECT   36   81
CONECT   37   38   39   39
CONECT   38   82
CONECT   39   83
CONECT   40   41   42   84
CONECT   41   85
CONECT   42   43   86
CONECT   43   44   44   50
CONECT   44   45   46
CONECT   45   87
CONECT   46   47   47   88
CONECT   47   48   49
CONECT   48   89
CONECT   49   50   50   63
CONECT   50   51
CONECT   51   52
CONECT   52   53   61   90
CONECT   53   54   54   60
CONECT   54   55   91
CONECT   55   56   56   92
CONECT   56   57   58
CONECT   57   93
CONECT   58   59   60   60
CONECT   59   94
CONECT   60   95
CONECT   61   62   63   96
CONECT   62   97
CONECT   63   98   99
END

HMDB0037672
     RDKit          3D
Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin
 99108  0  0  0  0  0  0  0  0999 V2000
   -6.8886    1.7022   -3.7145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0728    1.4643   -2.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996    2.4710   -1.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7111    2.2245   -0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1388    3.2502   -0.0156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3749    0.9345   -0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9662   -0.0849   -1.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7648    0.1562   -2.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6264   -1.3590   -0.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4849   -1.6540    0.6864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4477   -2.7108    1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0087   -2.8908    2.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8420   -3.9762    2.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0669   -4.8786    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8752   -5.9682    1.6639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5048   -4.7274    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7621   -5.6317   -0.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6867   -3.6312   -0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1675   -2.3019    0.7274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0998   -1.4526    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8908   -2.0835    0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2423   -1.3724    0.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4592   -2.0648    0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1965    0.0025    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0491    0.6693    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2322   -0.0447    0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    0.5731    0.7565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3383   -0.5037    1.5882 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4617    0.0276    2.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0524    2.0547    0.2684 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    2.7713    0.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0101    4.1583   -0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1152    4.9915   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1202    6.2933   -0.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0557    6.8608   -1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0774    8.1767   -1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2294    6.0688   -1.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3659    6.5715   -1.8072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0825    4.7586   -0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2844    2.1154   -0.4784 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3354    2.3033   -1.8493 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561    0.6534   -0.0628 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5988    0.5645    0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5381    1.0828    2.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168    1.3304    2.7043 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7341    1.3087    2.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644    1.0503    2.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1782    1.2730    2.9843 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0323    0.5234    1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8876    0.2889    0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9673   -0.2928   -0.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0634   -1.0060   -1.2933 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4798   -2.2898   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521   -2.5990    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1902   -3.7408    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7868   -4.6394    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4149   -5.7497    0.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7205   -4.3572   -1.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3031   -5.2445   -2.0505 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0821   -3.2086   -1.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3314   -0.1387   -1.0309 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4911   -0.9232   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3596    0.3375    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8996    1.7789   -3.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7399    3.4829   -2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3214    4.1984   -0.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2266   -0.6157   -2.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8750   -2.1744    3.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2687   -4.0769    3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1098   -6.7090    1.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3529   -6.4120   -0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277   -3.4734   -0.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8326   -3.1902    0.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -3.0542    0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4675    1.4333    1.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6173   -0.7611    2.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3440    0.1530    3.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4060    3.0228    1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0111    4.5748    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9707    6.9504   -0.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8034    8.7075   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6684    7.4337   -2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962    4.1553   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000    2.6473   -0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4891    2.1375   -2.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8362    0.1759   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467    1.7256    3.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567    1.7108    3.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0563    1.1609    2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9810   -1.1280   -2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0905   -1.9837    1.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2483   -3.9872    2.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9208   -6.4565    0.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7693   -6.0752   -1.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0360   -3.0498   -2.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3394    0.6520   -1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5091   -1.5158   -0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9002    1.3513    0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0603   -0.2755    0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Epicatechin-(2b->7,4b->8)-epicatechin-(4b->8)-epicatechin	Generator
Epicatechin-(2β->7,4β->8)-epicatechin-(4β->8)-epicatechin	Generator
Cinnamtannin b1	HMDB
Epicatechin(2b->7,4b->8)epicatechin(4b->8)epicatechin	HMDB
Cinnamtannin b-1	HMDB
Cinnamtannin D-1	HMDB

Chemical Formula

C₄₅H₃₆O₁₈

Average Molecular Weight

864.765

Monoisotopic Molecular Weight

864.190164319

IUPAC Name

(1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19,21-pentol

Traditional Name

CAS Registry Number

88082-60-4

SMILES

[H][C@@]12[C@@H](O)[C@@](OC3=CC(O)=CC(O)=C13)(OC1=C2C2=C([C@@H]([C@@H](O)[C@H](O2)C2=CC=C(O)C(O)=C2)C2=C(O)C=C(O)C3=C2O[C@@H]([C@H](O)C3)C2=CC=C(O)C(O)=C2)C(O)=C1)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38-,39-,40-,41-,44-,45+/m1/s1

InChI Key

BYSRPHRKESMCPO-LQNPQWRQSA-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

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	3.54	ALOGPS
logP	4.91	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	8.6	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	320.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	216.7 m³·mol⁻¹	ChemAxon
Polarizability	85.24 Å³	ChemAxon
Number of Rings	10	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
DeepCCS	[M-2H]-	304.721	30932474
DeepCCS	[M+Na]+	278.252	30932474
AllCCS	[M+H]+	282.2	32859911
AllCCS	[M+H-H2O]+	282.0	32859911
AllCCS	[M+NH4]+	282.2	32859911
AllCCS	[M+Na]+	282.2	32859911
AllCCS	[M-H]-	277.5	32859911
AllCCS	[M+Na-2H]-	282.1	32859911
AllCCS	[M+HCOO]-	287.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin	[H][C@@]12[C@@H](O)[C@@](OC3=CC(O)=CC(O)=C13)(OC1=C2C2=C([C@@H]([C@@H](O)[C@H](O2)C2=CC=C(O)C(O)=C2)C2=C(O)C=C(O)C3=C2O[C@@H]([C@H](O)C3)C2=CC=C(O)C(O)=C2)C(O)=C1)C1=CC=C(O)C(O)=C1	9970.6	Standard polar	33892256
Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin	[H][C@@]12[C@@H](O)[C@@](OC3=CC(O)=CC(O)=C13)(OC1=C2C2=C([C@@H]([C@@H](O)[C@H](O2)C2=CC=C(O)C(O)=C2)C2=C(O)C=C(O)C3=C2O[C@@H]([C@H](O)C3)C2=CC=C(O)C(O)=C2)C(O)=C1)C1=CC=C(O)C(O)=C1	7044.2	Standard non polar	33892256
Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin	[H][C@@]12[C@@H](O)[C@@](OC3=CC(O)=CC(O)=C13)(OC1=C2C2=C([C@@H]([C@@H](O)[C@H](O2)C2=CC=C(O)C(O)=C2)C2=C(O)C=C(O)C3=C2O[C@@H]([C@H](O)C3)C2=CC=C(O)C(O)=C2)C(O)=C1)C1=CC=C(O)C(O)=C1	8377.5	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 10V, Positive-QTOF	splash10-0292-0300013490-ec26e82ac3cbfe2e2b34	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 20V, Positive-QTOF	splash10-06r7-0601093740-7b261c7017bedecadbca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 40V, Positive-QTOF	splash10-0a4i-0903020120-941235b046ebe1534e23	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 10V, Negative-QTOF	splash10-03di-0100010290-e775ab4962207ca269ce	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 20V, Negative-QTOF	splash10-0gw1-0940220440-743d2b7bb64c3c321279	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 40V, Negative-QTOF	splash10-06vr-0962322000-e8fd77cb8ef30e20331b	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 10V, Negative-QTOF	splash10-03di-0000000090-8dd342560dbe7ef6a152	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 20V, Negative-QTOF	splash10-03di-0000000390-134540ced36417c6563e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 40V, Negative-QTOF	splash10-0bt9-1730000790-99e7da205ab13d512b51	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 10V, Positive-QTOF	splash10-014i-0000000190-9b689094479cf9a1a18d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 20V, Positive-QTOF	splash10-014i-0210100590-170e2f269eed5e69760a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin 40V, Positive-QTOF	splash10-00xr-1710101960-7cfe213402c5bcdff38b	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

475277

PDB ID

Not Available

ChEBI ID

69304

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin (HMDB0037672)

MOL for HMDB0037672 (Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin)

3D MOL for HMDB0037672 (Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin)

3D SDF for HMDB0037672 (Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin)

3D-SDF for HMDB0037672 (Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin)

PDB for HMDB0037672 (Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin)

3D PDB for HMDB0037672 (Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin)

SMILES for HMDB0037672 (Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin)

INCHI for HMDB0037672 (Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin)

Structure for HMDB0037672 (Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin)

3D Structure for HMDB0037672 (Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra