NP-MRD: Showing NP-Card for Tellimagrandin I (NP0049362)

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Record Information

Version

2.0

Created at

2022-03-17 21:11:19 UTC

Updated at

2022-03-17 21:11:19 UTC

NP-MRD ID

NP0049362

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tellimagrandin I

Description

3,4,5,13,21,22,23-Heptahydroxy-8,18-dioxo-12-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]Tricosa-1(23),2,4,6,19,21-hexaen-11-yl 3,4,5-trihydroxybenzoate belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. 3,4,5,13,21,22,23-Heptahydroxy-8,18-dioxo-12-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]Tricosa-1(23),2,4,6,19,21-hexaen-11-yl 3,4,5-trihydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-12-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]Tricosa-1(23),2,4,6,19,21-hexaen-11-yl 3,4,5-trihydroxybenzoate has been detected, but not quantified in, several different foods, such as acorns, rose hips, flaxseeds, feijoa, and pomegranates. Tellimagrandin I is found in Allocasuarina verticillata, Alnus hirsuta, Alnus sieboldiana, Camellia japonica , Camptotheca acuminata, Casuarina rigida, Casuarina stricta, Coriaria japonica, Cornus officinalis, Eucalyptus alba, Eucalyptus globulus, Eucalyptus viminalis , Euphorbia humifusa, Euphorbia prostrata, Euphorbia thymifolia, Fuchsia spp., Geranium collinum, Geum japonicum , Hippophae rhamnoides, Juglans regia , Liquidambar formosana, Loropetalum chinense, Oenothera laciniata, Paeonia albiflora , Quercus sp., Quercus suber, Reaumuria hirtella, Rosa gallica, Rosa rugosa, Rosa spp., Schima wallichii, Stachyurus praecox, Tamarix nilotica, Tamarix parviflora, Tellima grandiflora, Tellima grandifolia, Terminalia catappa and Woodfordia fruticosa. This could make 3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-12-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]Tricosa-1(23),2,4,6,19,21-hexaen-11-yl 3,4,5-trihydroxybenzoate a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309181719322D          

 56 61  0  0  0  0            999 V2000
    0.0548   -4.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596   -4.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5392   -2.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -1.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025   -0.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0740   -4.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8306   -0.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5937   -4.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4218   -1.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540   -1.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0347   -3.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0626   -5.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770   -5.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3051   -3.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362   -1.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3684   -1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8072   -4.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904   -1.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714   -2.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7287   -2.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8285   -5.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9536   -2.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4858   -1.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5013   -3.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8374   -2.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4620   -3.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729   -2.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4070   -2.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2415   -1.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763   -3.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6559   -1.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4138   -0.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2097   -3.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1240   -1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859   -6.1083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2429   -5.7016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225   -3.8650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4846   -1.2118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0169   -0.4953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8465   -5.2479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9459   -6.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7195   -2.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2517   -2.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2346   -4.3559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9548   -3.1485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2308   -3.4531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -2.9451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5384   -0.8020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598    0.1089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9773   -4.0133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725   -0.4953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6222   -0.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6419   -0.6987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5157   -2.7757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2896   -3.1485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0074   -2.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  2  0  0  0  0
 12  1  1  0  0  0  0
 13  2  2  0  0  0  0
 14  3  1  0  0  0  0
 15  4  2  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 18  7  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 20 19  1  0  0  0  0
 21 12  2  0  0  0  0
 21 13  1  0  0  0  0
 22 14  2  0  0  0  0
 22 15  1  0  0  0  0
 23 16  2  0  0  0  0
 24 17  2  0  0  0  0
 25 19  2  0  0  0  0
 25 23  1  0  0  0  0
 26 20  2  0  0  0  0
 26 24  1  0  0  0  0
 27 18  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30  8  1  0  0  0  0
 31  9  1  0  0  0  0
 32 10  1  0  0  0  0
 33 11  1  0  0  0  0
 34 29  1  0  0  0  0
 35 12  1  0  0  0  0
 36 13  1  0  0  0  0
 37 14  1  0  0  0  0
 38 15  1  0  0  0  0
 39 16  1  0  0  0  0
 40 17  1  0  0  0  0
 41 21  1  0  0  0  0
 42 22  1  0  0  0  0
 43 23  1  0  0  0  0
 44 24  1  0  0  0  0
 45 25  1  0  0  0  0
 46 26  1  0  0  0  0
 47 30  2  0  0  0  0
 48 31  2  0  0  0  0
 49 32  2  0  0  0  0
 50 33  2  0  0  0  0
 51 34  1  0  0  0  0
 52  7  1  0  0  0  0
 52 32  1  0  0  0  0
 53 18  1  0  0  0  0
 53 34  1  0  0  0  0
 54 27  1  0  0  0  0
 54 33  1  0  0  0  0
 55 28  1  0  0  0  0
 55 30  1  0  0  0  0
 56 29  1  0  0  0  0
 56 31  1  0  0  0  0
M  END


  Mrv1652309181719322D          

 56 61  0  0  0  0            999 V2000
    0.0548   -4.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596   -4.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5392   -2.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -1.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025   -0.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0740   -4.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8306   -0.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5937   -4.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4218   -1.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540   -1.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0347   -3.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0626   -5.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770   -5.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3051   -3.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362   -1.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3684   -1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8072   -4.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904   -1.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714   -2.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7287   -2.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8285   -5.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9536   -2.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4858   -1.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5013   -3.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8374   -2.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4620   -3.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729   -2.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4070   -2.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2415   -1.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763   -3.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6559   -1.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4138   -0.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2097   -3.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1240   -1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859   -6.1083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2429   -5.7016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225   -3.8650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4846   -1.2118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0169   -0.4953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8465   -5.2479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9459   -6.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7195   -2.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2517   -2.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2346   -4.3559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9548   -3.1485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2308   -3.4531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -2.9451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5384   -0.8020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598    0.1089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9773   -4.0133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725   -0.4953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6419   -0.6987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2896   -3.1485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0074   -2.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  2  0  0  0  0
 12  1  1  0  0  0  0
 13  2  2  0  0  0  0
 14  3  1  0  0  0  0
 15  4  2  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 18  7  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 20 19  1  0  0  0  0
 21 12  2  0  0  0  0
 21 13  1  0  0  0  0
 22 14  2  0  0  0  0
 22 15  1  0  0  0  0
 23 16  2  0  0  0  0
 24 17  2  0  0  0  0
 25 19  2  0  0  0  0
 25 23  1  0  0  0  0
 26 20  2  0  0  0  0
 26 24  1  0  0  0  0
 27 18  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30  8  1  0  0  0  0
 31  9  1  0  0  0  0
 32 10  1  0  0  0  0
 33 11  1  0  0  0  0
 34 29  1  0  0  0  0
 35 12  1  0  0  0  0
 36 13  1  0  0  0  0
 37 14  1  0  0  0  0
 38 15  1  0  0  0  0
 39 16  1  0  0  0  0
 40 17  1  0  0  0  0
 41 21  1  0  0  0  0
 42 22  1  0  0  0  0
 43 23  1  0  0  0  0
 44 24  1  0  0  0  0
 45 25  1  0  0  0  0
 46 26  1  0  0  0  0
 47 30  2  0  0  0  0
 48 31  2  0  0  0  0
 49 32  2  0  0  0  0
 50 33  2  0  0  0  0
 51 34  1  0  0  0  0
 52  7  1  0  0  0  0
 52 32  1  0  0  0  0
 53 18  1  0  0  0  0
 53 34  1  0  0  0  0
 54 27  1  0  0  0  0
 54 33  1  0  0  0  0
 55 28  1  0  0  0  0
 55 30  1  0  0  0  0
 56 29  1  0  0  0  0
 56 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049362

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1OC2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C2=CC(O)=C(O)C(O)=C2)C1OC(=O)C1=CC(O)=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H26O22/c35-12-1-8(2-13(36)21(12)41)30(47)55-28-27-18(53-34(51)29(28)56-31(48)9-3-14(37)22(42)15(38)4-9)7-52-32(49)10-5-16(39)23(43)25(45)19(10)20-11(33(50)54-27)6-17(40)24(44)26(20)46/h1-6,18,27-29,34-46,51H,7H2

> <INCHI_KEY>
YKDNTEQLKGYZHT-UHFFFAOYSA-N

> <FORMULA>
C34H26O22

> <MOLECULAR_WEIGHT>
786.557

> <EXACT_MASS>
786.091572516

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
70.90681155217307

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-12-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0^{2,7}.0^{10,15}]tricosa-1(23),2,4,6,19,21-hexaen-11-yl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
2.679855862666666

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.804184149721327

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.343640185930758

> <JCHEM_PKA_STRONGEST_BASIC>
-6.053671594660661

> <JCHEM_POLAR_SURFACE_AREA>
377.4200000000001

> <JCHEM_REFRACTIVITY>
178.06040000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-12-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0^{2,7}.0^{10,15}]tricosa-1(23),2,4,6,19,21-hexaen-11-yl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-SEP-17         0                                  
HETATM    1  C   UNK     0       0.102  -8.926   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.538  -8.546   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.740  -5.118   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.731  -2.642   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.591  -1.304   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.738  -7.552   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.417  -1.092   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.108  -7.974   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.521  -3.594   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.381  -2.256   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.665  -6.014   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.117 -10.450   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.757 -10.071   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.169  -5.690   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.161  -3.214   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.021  -1.877   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.107  -8.258   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.409  -2.256   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.600  -3.781   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.960  -5.181   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.547 -11.023   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -7.380  -4.738   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.240  -3.401   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.402  -7.425   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.030  -4.353   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.329  -5.887   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.189  -3.781   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.760  -4.353   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.451  -3.401   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.889  -6.450   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.091  -3.021   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.372  -1.092   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.125  -6.014   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.232  -1.877   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.094 -11.402   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -4.187 -10.643   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -6.389  -7.215   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -8.371  -2.262   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      11.232  -0.925   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       7.180  -9.796   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -1.766 -12.547   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -8.810  -5.311   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      11.670  -3.973   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       9.771  -8.131   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       9.249  -5.877   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       9.764  -6.446   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -2.100  -5.498   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -2.872  -1.497   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       7.205   0.203   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       3.691  -7.492   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -1.442  -0.925   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       4.895  -0.658   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       1.198  -1.304   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       2.829  -5.181   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       0.541  -5.877   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      -1.880  -3.973   0.000  0.00  0.00           O+0
CONECT    1    8   12                                                       
CONECT    2    8   13                                                       
CONECT    3    9   14                                                       
CONECT    4    9   15                                                       
CONECT    5   10   16                                                       
CONECT    6   11   17                                                       
CONECT    7   18   52                                                       
CONECT    8    1    2   30                                                  
CONECT    9    3    4   31                                                  
CONECT   10    5   19   32                                                  
CONECT   11    6   20   33                                                  
CONECT   12    1   21   35                                                  
CONECT   13    2   21   36                                                  
CONECT   14    3   22   37                                                  
CONECT   15    4   22   38                                                  
CONECT   16    5   23   39                                                  
CONECT   17    6   24   40                                                  
CONECT   18    7   27   53                                                  
CONECT   19   10   20   25                                                  
CONECT   20   11   19   26                                                  
CONECT   21   12   13   41                                                  
CONECT   22   14   15   42                                                  
CONECT   23   16   25   43                                                  
CONECT   24   17   26   44                                                  
CONECT   25   19   23   45                                                  
CONECT   26   20   24   46                                                  
CONECT   27   18   28   54                                                  
CONECT   28   27   29   55                                                  
CONECT   29   28   34   56                                                  
CONECT   30    8   47   55                                                  
CONECT   31    9   48   56                                                  
CONECT   32   10   49   52                                                  
CONECT   33   11   50   54                                                  
CONECT   34   29   51   53                                                  
CONECT   35   12                                                            
CONECT   36   13                                                            
CONECT   37   14                                                            
CONECT   38   15                                                            
CONECT   39   16                                                            
CONECT   40   17                                                            
CONECT   41   21                                                            
CONECT   42   22                                                            
CONECT   43   23                                                            
CONECT   44   24                                                            
CONECT   45   25                                                            
CONECT   46   26                                                            
CONECT   47   30                                                            
CONECT   48   31                                                            
CONECT   49   32                                                            
CONECT   50   33                                                            
CONECT   51   34                                                            
CONECT   52    7   32                                                       
CONECT   53   18   34                                                       
CONECT   54   27   33                                                       
CONECT   55   28   30                                                       
CONECT   56   29   31                                                       
MASTER        0    0    0    0    0    0    0    0   56    0  122    0
END

View in JSmol

Synonyms

Value	Source
3,4,5,13,21,22,23-Heptahydroxy-8,18-dioxo-12-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(23),2,4,6,19,21-hexaen-11-yl 3,4,5-trihydroxybenzoic acid	Generator

Chemical Formula

C₃₄H₂₆O₂₂

Average Mass

786.5570 Da

Monoisotopic Mass

786.09157 Da

IUPAC Name

3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-12-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0^{2,7}.0^{10,15}]tricosa-1(23),2,4,6,19,21-hexaen-11-yl 3,4,5-trihydroxybenzoate

Traditional Name

3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-12-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0^{2,7}.0^{10,15}]tricosa-1(23),2,4,6,19,21-hexaen-11-yl 3,4,5-trihydroxybenzoate

CAS Registry Number

30737-92-9

SMILES

OC1OC2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C2=CC(O)=C(O)C(O)=C2)C1OC(=O)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C34H26O22/c35-12-1-8(2-13(36)21(12)41)30(47)55-28-27-18(53-34(51)29(28)56-31(48)9-3-14(37)22(42)15(38)4-9)7-52-32(49)10-5-16(39)23(43)25(45)19(10)20-11(33(50)54-27)6-17(40)24(44)26(20)46/h1-6,18,27-29,34-46,51H,7H2

InChI Key

YKDNTEQLKGYZHT-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Allocasuarina verticillata	LOTUS Database	35616633
Alnus hirsuta	LOTUS Database	35616633
Alnus sieboldiana	LOTUS Database	35616633
Camellia japonica	Plant	KNApSAcK
Camptotheca acuminata	Plant	KNApSAcK
Casuarina rigida	Plant	KNApSAcK
Casuarina stricta	Plant	KNApSAcK
Coriaria japonica	LOTUS Database	35616633
Cornus officinalis	LOTUS Database	35616633
Eucalyptus alba	LOTUS Database	35616633
Eucalyptus globulus	LOTUS Database	35616633
Eucalyptus viminalis	Plant	KNApSAcK
Euphorbia humifusa	LOTUS Database	35616633
Euphorbia prostrata	LOTUS Database	35616633
Euphorbia thymifolia	LOTUS Database	35616633
Feijoa sellowiana	FooDB	KNAPSACK
Fuchsia spp.	Plant	KNApSAcK
Geranium collinum	LOTUS Database	35616633
Geum japonicum	Plant	KNApSAcK
Hippophae rhamnoides	LOTUS Database	35616633
Juglans regia	Plant	KNApSAcK
Linum usitatissimum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Liquidambar formosana	LOTUS Database	35616633
Loropetalum chinense	LOTUS Database	35616633
Oenothera laciniata	LOTUS Database	35616633
Paeonia lactiflora	Plant	KNApSAcK
Psidium guajava	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Punica granatum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Quercus	FooDB	KNAPSACK
Quercus sp.	Plant	KNApSAcK
Quercus suber	LOTUS Database	35616633
Reaumuria hirtella	LOTUS Database	35616633
Rosa	FooDB	KNAPSACK
Rosa gallica	LOTUS Database	35616633
Rosa rugosa	LOTUS Database	35616633
Rosa spp.	Plant	KNApSAcK
Schima wallichii	LOTUS Database	35616633
Stachyurus praecox	Plant	KNApSAcK
Syzygium aromaticum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tamarix nilotica	LOTUS Database	35616633
Tamarix parviflora	LOTUS Database	35616633
Tellima grandiflora	Plant	KNApSAcK
Tellima grandifolia	Plant	KNApSAcK
Terminalia catappa	LOTUS Database	35616633
Woodfordia fruticosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Tetracarboxylic acid or derivatives
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Benzoate ester
Pyrogallol derivative
Benzenetriol
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monosaccharide
Monocyclic benzene moiety
Oxane
Benzenoid
Carboxylic acid ester
Hemiacetal
Lactone
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	2.66	ALOGPS
logP	2.68	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	7.34	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	377.42 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	178.06 m³·mol⁻¹	ChemAxon
Polarizability	70.91 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0136068

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018804

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

5153915

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Tellimagrandin I (NP0049362)

MOL for NP0049362 (Tellimagrandin I)

3D MOL for NP0049362 (Tellimagrandin I)

3D SDF for NP0049362 (Tellimagrandin I)

3D-SDF for NP0049362 (Tellimagrandin I)

PDB for NP0049362 (Tellimagrandin I)

3D PDB for NP0049362 (Tellimagrandin I)

SMILES for NP0049362 (Tellimagrandin I)

INCHI for NP0049362 (Tellimagrandin I)

Structure for NP0049362 (Tellimagrandin I)

3D Structure for NP0049362 (Tellimagrandin I)