NP-MRD: Showing NP-Card for 6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione (NP0329485)

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Record Information

Version

2.0

Created at

2022-09-12 13:54:37 UTC

Updated at

2022-09-12 13:54:38 UTC

NP-MRD ID

NP0329485

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

Description

6-Hydroxy-7,14-dimethoxy-13-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]Hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-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. 6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione is found in Quercus macrocarpa. Based on a literature review very few articles have been published on 6-hydroxy-7,14-dimethoxy-13-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]Hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122215542D          

 33 37  0  0  1  0            999 V2000
    5.5539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336   -0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4586   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8711    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.3184    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8711    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336    1.3184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2211    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    0.6039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6039    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
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  4  5  1  0  0  0  0
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  7  8  1  0  0  0  0
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  8 10  1  0  0  0  0
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 12 13  1  0  0  0  0
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 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
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 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
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 17 24  1  0  0  0  0
 24 25  1  1  0  0  0
 15 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
  3 31  1  0  0  0  0
 31 32  2  0  0  0  0
  7 32  1  0  0  0  0
 32 33  1  0  0  0  0
 11 33  1  0  0  0  0
 27 33  2  0  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    6.8976   -2.3169    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3351   -1.6476   -0.7304 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4382   -0.6128   -0.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8821    0.6941   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2155    0.9946   -0.6164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9779    1.7356   -0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6304    1.4518   -0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710    2.4398   -0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0631    3.6536   -0.3447 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3902    2.1586   -0.3725 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9657    0.9116   -0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3840    0.5820   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274    1.6881   -0.3112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    2.1515    1.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8865   -0.6885   -0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1977   -1.0327   -0.4360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484   -0.3394   -0.4388 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2320   -0.8903   -1.4080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2708    0.0453   -1.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5613    0.8391   -0.3658 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8948    1.2703   -0.4343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4398   -0.0793    0.8253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7777    0.5891    2.0171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0137   -0.5250    0.9446 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9158   -1.8767    1.2943 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -1.7165   -0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4149   -1.4309   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3702   -2.4409   -0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9198   -3.6240   -0.6987 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6284   -2.1493   -0.6730 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939   -0.9183   -0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2036    0.1324   -0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706   -0.1207   -0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9445   -1.6022    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9436   -2.6458    0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2414   -3.1469    0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8918    0.2552   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2811    2.7688   -0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5922    2.3604    1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1436    1.4626    1.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706    3.1175    1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2296    0.7294   -0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9771    0.7315   -2.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1777   -0.5467   -1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9517    1.7479   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9886    2.0159    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1423   -0.9305    0.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0289   -0.1525    2.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093    0.0597    1.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7995   -2.4257    0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2771   -2.7261   -0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
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 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 15 26  2  0
 26 27  1  0
 27 33  2  0
 33 32  1  0
 32 31  2  0
 31 30  1  0
 30 28  1  0
 28 29  2  0
 31  3  1  0
 32  7  1  0
 33 11  1  0
 24 17  1  0
 28 27  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  6 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 17 42  1  6
 19 43  1  0
 19 44  1  0
 20 45  1  1
 21 46  1  0
 22 47  1  6
 23 48  1  0
 24 49  1  1
 25 50  1  0
 26 51  1  0
M  END


  Mrv1652309122215542D          

 33 37  0  0  1  0            999 V2000
    5.5539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336   -0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4586   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8711    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.3184    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8711    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336    1.3184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2211    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    0.6039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6039    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
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 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
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 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  1  0  0  0
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  3 31  1  0  0  0  0
 31 32  2  0  0  0  0
  7 32  1  0  0  0  0
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 11 33  1  0  0  0  0
 27 33  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0329485

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2C(=O)OC3=C(OC)C(O[C@H]4OC[C@@H](O)[C@H](O)[C@H]4O)=CC4=C3C2=C1OC4=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H18O12/c1-28-15-8(22)3-6-11-12-7(20(27)32-17(11)15)4-10(16(29-2)18(12)33-19(6)26)31-21-14(25)13(24)9(23)5-30-21/h3-4,9,13-14,21-25H,5H2,1-2H3/t9-,13+,14-,21-/m1/s1

> <INCHI_KEY>
UDWUZPSSUIWBKB-HPFPSYFDSA-N

> <FORMULA>
C21H18O12

> <MOLECULAR_WEIGHT>
462.363

> <EXACT_MASS>
462.07982602

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
43.14022362178059

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-hydroxy-7,14-dimethoxy-6-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione

> <JCHEM_LOGP>
-0.3300226213333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.234882078183722

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.170318349336183

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5265985239845277

> <JCHEM_POLAR_SURFACE_AREA>
170.44

> <JCHEM_REFRACTIVITY>
105.7541

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
13-hydroxy-7,14-dimethoxy-6-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      10.367   1.127   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.827   1.127   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.057  -0.206   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.827  -1.540   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.367  -1.540   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.057  -2.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.517  -2.874   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.747  -4.207   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.517  -5.541   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.207  -4.207   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.437  -2.874   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.897  -2.874   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.127  -4.207   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.413  -4.207   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.127  -1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.413  -1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.183  -0.206   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.723  -0.206   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.493   1.127   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.723   2.461   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.493   3.795   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.183   2.461   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.413   3.795   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.413   1.127   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.127   1.127   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.897  -0.206   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.437  -0.206   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.207   1.127   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.437   2.461   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.747   1.127   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.517  -0.206   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.747  -1.540   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.207  -1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   32                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   33                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   17   25                                                  
CONECT   25   24                                                            
CONECT   26   15   27                                                       
CONECT   27   26   28   33                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30    3   32                                                  
CONECT   32   31    7   33                                                  
CONECT   33   32   11   27                                                  
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₈O₁₂

Average Mass

462.3630 Da

Monoisotopic Mass

462.07983 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2C(=O)OC3=C(OC)C(O[C@H]4OC[C@@H](O)[C@H](O)[C@H]4O)=CC4=C3C2=C1OC4=O

InChI Identifier

InChI=1S/C21H18O12/c1-28-15-8(22)3-6-11-12-7(20(27)32-17(11)15)4-10(16(29-2)18(12)33-19(6)26)31-21-14(25)13(24)9(23)5-30-21/h3-4,9,13-14,21-25H,5H2,1-2H3/t9-,13+,14-,21-/m1/s1

InChI Key

UDWUZPSSUIWBKB-HPFPSYFDSA-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
Quercus macrocarpa	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
Ellagic_acid
Phenolic glycoside
Isocoumarin
Coumarin
O-glycosyl compound
Glycosyl compound
Benzopyran
2-benzopyran
1-benzopyran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Monosaccharide
Benzenoid
Oxane
Pyran
Heteroaromatic compound
Secondary alcohol
Lactone
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Polyol
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

163032229

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione (NP0329485)

MOL for NP0329485 (6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione)

3D MOL for NP0329485 (6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione)

3D SDF for NP0329485 (6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione)

3D-SDF for NP0329485 (6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione)

PDB for NP0329485 (6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione)

3D PDB for NP0329485 (6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione)

SMILES for NP0329485 (6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione)

INCHI for NP0329485 (6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione)

Structure for NP0329485 (6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione)

3D Structure for NP0329485 (6-hydroxy-7,14-dimethoxy-13-{[(2r,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione)