NP-MRD: Showing NP-Card for 3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione (NP0294421)

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Record Information

Version

2.0

Created at

2022-09-10 02:57:05 UTC

Updated at

2022-09-10 02:57:05 UTC

NP-MRD ID

NP0294421

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione

Description

3,4,5,11,12,13,21,22,23-Nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]Tricosa-1(23),2,4,6,19,21-hexaene-8,18-dione 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. 3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione is found in Castanopsis fissa, Osbeckia chinensis and Platycarya strobilacea. 3,4,5,11,12,13,21,22,23-Nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]Tricosa-1(23),2,4,6,19,21-hexaene-8,18-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652308231916592D          

 34 37  0  0  0  0            999 V2000
    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
    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
    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
    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
    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
    1.1729   -2.0253    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
    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
    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
    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
    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
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  6  2  0  0  0  0
 12  7  2  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 17 15  1  0  0  0  0
 18  4  1  0  0  0  0
 19  5  1  0  0  0  0
 20 16  1  0  0  0  0
 21  6  1  0  0  0  0
 22  7  1  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
 25 13  1  0  0  0  0
 26 14  1  0  0  0  0
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 29 18  2  0  0  0  0
 30 19  2  0  0  0  0
 31 20  1  0  0  0  0
 32  3  1  0  0  0  0
 32 18  1  0  0  0  0
 33  8  1  0  0  0  0
 33 20  1  0  0  0  0
 34 17  1  0  0  0  0
 34 19  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -0.6703   -3.0402    1.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6060   -1.7568    0.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2331   -1.0274    1.5576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891   -0.6373    2.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4815   -1.0232    1.1071 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6824   -0.3575    1.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6627   -1.1136    0.6876 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9184   -0.5217    0.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3157   -1.2465   -0.7466 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1775   -2.6324   -1.0162 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0772   -0.5725   -1.2146 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3727    0.7795   -1.4204 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9146   -0.6878   -0.2629 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0632    0.3275   -0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6002    1.4823    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4491    2.4860    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712    1.7867    0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509    2.8885    1.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0558    3.3575    2.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100    4.4770    2.9283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052    2.6952    1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4642    3.1211    2.2390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1306    1.6170    0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    0.9772    0.6406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223    1.1006    0.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0726   -0.0857   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978   -1.3428   -0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -2.3451   -1.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6590   -2.1820   -2.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997   -3.2625   -3.0810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2316   -0.9707   -2.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1066   -0.6850   -3.4891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9317    0.0650   -1.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5581    1.2698   -1.8301 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4280    0.4606    2.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402   -2.1241    1.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6448   -2.1062    1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3191   -0.8740    1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1874   -0.8678   -1.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2885   -2.7557   -2.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841   -0.9822   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8407    1.1510   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3593   -1.6240   -0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0093    3.4775    1.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3148    4.9978    3.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5393    3.9189    2.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2130    1.2784    0.9757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3878   -3.3666   -1.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5079   -3.1537   -3.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3285   -1.4103   -4.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4131    2.1252   -1.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
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 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 26  2  0
 26 25  1  0
 25 23  2  0
 23 24  1  0
 23 21  1  0
 21 22  1  0
 21 19  2  0
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 19 18  1  0
 18 17  2  0
 17 15  1  0
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 14 13  1  0
 13 11  1  0
 11 12  1  0
 11  9  1  0
  9 10  1  0
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 13  5  1  0
 26 27  1  0
 17 25  1  0
  8 39  1  0
  7 38  1  1
  5 37  1  6
  4 35  1  0
  4 36  1  0
 28 49  1  0
 30 50  1  0
 32 51  1  0
 34 52  1  0
 24 48  1  0
 22 47  1  0
 20 46  1  0
 18 45  1  0
 13 44  1  6
 11 42  1  6
 12 43  1  0
  9 40  1  6
 10 41  1  0
M  END


  Mrv1652308231916592D          

 34 37  0  0  0  0            999 V2000
    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
    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
    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
    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
    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
    1.1729   -2.0253    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
    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
    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
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   -1.0074   -2.1285    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
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  6  2  0  0  0  0
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 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 17 15  1  0  0  0  0
 18  4  1  0  0  0  0
 19  5  1  0  0  0  0
 20 16  1  0  0  0  0
 21  6  1  0  0  0  0
 22  7  1  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
 25 13  1  0  0  0  0
 26 14  1  0  0  0  0
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 28 16  1  0  0  0  0
 29 18  2  0  0  0  0
 30 19  2  0  0  0  0
 31 20  1  0  0  0  0
 32  3  1  0  0  0  0
 32 18  1  0  0  0  0
 33  8  1  0  0  0  0
 33 20  1  0  0  0  0
 34 17  1  0  0  0  0
 34 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0294421

> <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(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O14/c21-6-1-4-9(13(25)11(6)23)10-5(2-7(22)12(24)14(10)26)19(30)34-17-8(3-32-18(4)29)33-20(31)16(28)15(17)27/h1-2,8,15-17,20-28,31H,3H2

> <INCHI_KEY>
CIZKCMYSALCBIM-UHFFFAOYSA-N

> <FORMULA>
C20H18O14

> <MOLECULAR_WEIGHT>
482.35

> <EXACT_MASS>
482.06965526

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.87714436023671

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.48

> <JCHEM_LOGP>
-0.48935190466666656

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.148129302512759

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.505065048971724

> <JCHEM_PKA_STRONGEST_BASIC>
-3.944938997625571

> <JCHEM_POLAR_SURFACE_AREA>
243.89999999999995

> <JCHEM_REFRACTIVITY>
106.53099999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.00e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-AUG-19         0                                  
HETATM    1  C   UNK     0       8.591  -1.304   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.738  -7.552   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.417  -1.092   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.381  -2.256   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.665  -6.014   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.021  -1.877   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.107  -8.258   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.409  -2.256   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.600  -3.781   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.960  -5.181   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.240  -3.401   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.402  -7.425   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.030  -4.353   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.329  -5.887   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.760  -4.353   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.451  -3.401   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.189  -3.781   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.372  -1.092   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.125  -6.014   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.231  -1.877   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.232  -0.925   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.180  -9.796   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      11.670  -3.973   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.771  -8.131   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.249  -5.877   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       9.764  -6.446   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.541  -5.877   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.880  -3.973   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       7.205   0.203   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.691  -7.491   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -1.442  -0.925   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.895  -0.659   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.198  -1.304   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.829  -5.181   0.000  0.00  0.00           O+0
CONECT    1    4    6                                                       
CONECT    2    5    7                                                       
CONECT    3    8   32                                                       
CONECT    4    1    9   18                                                  
CONECT    5    2   10   19                                                  
CONECT    6    1   11   21                                                  
CONECT    7    2   12   22                                                  
CONECT    8    3   17   33                                                  
CONECT    9    4   10   13                                                  
CONECT   10    5    9   14                                                  
CONECT   11    6   13   23                                                  
CONECT   12    7   14   24                                                  
CONECT   13    9   11   25                                                  
CONECT   14   10   12   26                                                  
CONECT   15   16   17   27                                                  
CONECT   16   15   20   28                                                  
CONECT   17    8   15   34                                                  
CONECT   18    4   29   32                                                  
CONECT   19    5   30   34                                                  
CONECT   20   16   31   33                                                  
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23   11                                                            
CONECT   24   12                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   18                                                            
CONECT   30   19                                                            
CONECT   31   20                                                            
CONECT   32    3   18                                                       
CONECT   33    8   20                                                       
CONECT   34   17   19                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈O₁₄

Average Mass

482.3500 Da

Monoisotopic Mass

482.06966 Da

IUPAC Name

3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0^{2,7}.0^{10,15}]tricosa-1(23),2,4,6,19,21-hexaene-8,18-dione

Traditional Name

3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0^{2,7}.0^{10,15}]tricosa-1(23),2,4,6,19,21-hexaene-8,18-dione

CAS Registry Number

Not Available

SMILES

OC1OC2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(O)C1O

InChI Identifier

InChI=1S/C20H18O14/c21-6-1-4-9(13(25)11(6)23)10-5(2-7(22)12(24)14(10)26)19(30)34-17-8(3-32-18(4)29)33-20(31)16(28)15(17)27/h1-2,8,15-17,20-28,31H,3H2

InChI Key

CIZKCMYSALCBIM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Castanopsis fissa	LOTUS Database	35616633
Osbeckia chinensis	LOTUS Database	35616633
Platycarya strobilacea	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
Gallic acid or derivatives
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Dicarboxylic acid or derivatives
Benzenoid
Oxane
Monosaccharide
1,2-diol
Carboxylic acid ester
Hemiacetal
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Organooxygen compound
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	0.48	ALOGPS
logP	-0.49	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	7.51	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	243.9 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	106.53 m³·mol⁻¹	ChemAxon
Polarizability	42.88 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0136076

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB092877

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

14035456

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione (NP0294421)

MOL for NP0294421 (3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione)

3D MOL for NP0294421 (3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione)

3D SDF for NP0294421 (3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione)

3D-SDF for NP0294421 (3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione)

PDB for NP0294421 (3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione)

3D PDB for NP0294421 (3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione)

SMILES for NP0294421 (3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione)

INCHI for NP0294421 (3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione)

Structure for NP0294421 (3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione)

3D Structure for NP0294421 (3,4,5,11,12,13,21,22,23-nonahydroxy-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2,4,6,20,22-hexaene-8,18-dione)