NP-MRD: Showing NP-Card for (1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone (NP0235577)

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Record Information

Version

2.0

Created at

2022-09-06 18:15:36 UTC

Updated at

2022-09-06 18:15:36 UTC

NP-MRD ID

NP0235577

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone

Description

Pedunculagin, also known as platycaryanin D, 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. (1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone is found in Alchemilla xanthochlora, Alnus hirsuta, Alnus japonica, Alnus sieboldiana, Betula pubescens, Bredia tuberculata, Camellia japonica, Camellia oleifera, Camptotheca acuminata, Carpinus laxiflora, Castanea mollissima, Combretum indicum, Elaeagnus umbellata, Eucalyptus alba, Eucalyptus consideniana, Eucalyptus nitens, Euphorbia prostrata, Euphorbia thymifolia, Fragaria ananassa, Geum aleppicum, Geum japonicum, Hippophae rhamnoides, Juglans regia, Kunzea ambigua, Liquidambar formosana, Liquidambar styraciflua, Lythrum salicaria, Melastoma dodecandrum, Melastoma malabathricum, Paeonia lactiflora, Paeonia obovata, Platycarya strobilacea, Potentilla kleiniana, Psidium guajava, Punica granatum, Quercus acutissima, Quercus aliena, Quercus petraea, Quercus phillyraeoides, Quercus robur, Quercus suber, Rhoiptelea chiliantha, Rosa laevigata, Rosa roxburghii, Rosa rugosa, Rubus buergeri, Rubus coreanus, Rubus sanctus, Sanguisorba officinalis, Schima wallichii, Siphoneugena densiflora, Stachyurus praecox, Syzygium aqueum, Tibouchina multiflora and Pleroma semidecandrum. (1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone was first documented in 2021 (PMID: 34975489). Based on a literature review a small amount of articles have been published on Pedunculagin (PMID: 36014555) (PMID: 35489264) (PMID: 35362883) (PMID: 35158268).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062220152D          

 56 62  0  0  1  0            999 V2000
    2.1019    0.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170   -0.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4178   -0.0049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2427   -0.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9298   -0.4743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4186    0.1903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2386    0.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7274    0.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5697   -0.6564    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3896   -0.7475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4771   -1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4756   -2.4190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5407   -1.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0296   -0.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8495   -1.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3384   -0.3561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1806   -1.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0006   -1.8674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6918   -2.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0229   -3.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8718   -2.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3830   -3.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5630   -2.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0742   -3.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4053   -4.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9165   -5.0081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2253   -4.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5564   -5.1902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7141   -3.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -3.8611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2319   -2.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7208   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4120   -2.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0808   -1.3210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2609   -1.2299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1309   -2.0446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811   -2.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0164   -3.3606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7860   -2.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9682   -3.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3624   -4.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5445   -5.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5745   -4.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9687   -4.5601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3924   -3.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6045   -2.9508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9981   -2.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4675   -2.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3627   -1.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6016   -0.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9454   -1.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843   -1.0485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0502   -2.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3939   -2.6851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8113   -2.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9161   -3.3219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 34 33  1  1  0  0  0
  9 34  1  0  0  0  0
 34 35  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 39 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
  2 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  2  0  0  0  0
 48 55  1  0  0  0  0
 55 56  1  0  0  0  0
M  END

     RDKit          3D

 80 86  0  0  0  0  0  0  0  0999 V2000
    4.8654    0.8560   -1.4969 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340   -0.0883   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2969   -0.7799   -1.9646 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -0.5812   -2.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1863    0.2604   -2.4479 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6380    0.9628   -3.4419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810    1.5688   -3.2229 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9716    2.1649   -4.4346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5592    0.5005   -2.8440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8347    0.7419   -2.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0335    0.5888   -2.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6549   -0.5162   -2.6173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8603    1.3151   -1.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1964    1.4421   -1.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2002    2.0640   -1.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4947    2.1636   -1.5678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9055    2.5638    0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8768    3.1979    0.9963 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6367    2.4498    0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3610    2.9452    2.0461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5910    1.8280   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2533    1.9562    0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4219    0.9318    1.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3615    1.2348    1.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0531   -0.0566   -1.5218 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2262   -0.7548   -1.7844 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8886   -1.2032   -0.6650 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2044   -3.0620    0.5087 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673   -3.1612   -0.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3673   -4.4555   -0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984   -5.3550   -0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923   -6.6363   -1.0506 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5780   -5.0037    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5536   -5.9862    0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247   -3.7471    0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9058   -3.4312    1.2277 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6657   -2.7983    0.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0135   -1.4912    1.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0443   -0.2600    0.4181 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6335    2.4055    2.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5031    4.4227    0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7588    0.8728   -0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -1.5168   -2.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4661   -4.8411   -1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991   -7.0130   -1.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4263   -5.7799    0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7045   -3.9794    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3460    1.8906    0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9979    1.9347    4.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7795   -1.2942    5.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4327   -2.9749    4.0679 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 49  1  0
 49 48  2  0
 48 55  1  0
 55 56  1  0
 55 53  2  0
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 53 51  1  0
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 48 47  1  0
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 35 34  1  0
 34 33  1  0
 33 31  1  0
 31 32  2  0
 31 23  1  0
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 29 30  1  0
 29 27  2  0
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 27 25  1  0
 25 26  1  0
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 17 18  1  0
 17 15  2  0
 15 16  1  0
 15 14  1  0
 14 13  2  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
 35  5  1  0
  9 34  1  0
 50 49  1  0
 39 47  1  0
 24 23  1  0
 13 21  1  0
  8 61  1  0
  7 60  1  1
  5 59  1  1
  4 57  1  0
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 56 80  1  0
 54 79  1  0
 52 78  1  0
 50 77  1  0
 46 76  1  0
 44 75  1  0
 42 74  1  0
 40 73  1  0
 35 72  1  6
 34 71  1  1
 30 70  1  0
 28 69  1  0
 26 68  1  0
 24 67  1  0
 20 66  1  0
 18 65  1  0
 16 64  1  0
 14 63  1  0
  9 62  1  6
M  END


  Mrv1652309062220152D          

 56 62  0  0  1  0            999 V2000
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    4.2427   -0.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9298   -0.4743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4186    0.1903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2386    0.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7274    0.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5697   -0.6564    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3896   -0.7475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4771   -1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4756   -2.4190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0296   -0.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8495   -1.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3384   -0.3561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0006   -1.8674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0229   -3.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0742   -3.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4053   -4.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9165   -5.0081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5564   -5.1902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7141   -3.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -3.8611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2319   -2.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7208   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4120   -2.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0808   -1.3210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2609   -1.2299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1309   -2.0446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811   -2.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0164   -3.3606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7860   -2.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9682   -3.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3624   -4.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5445   -5.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5745   -4.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9687   -4.5601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3924   -3.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6045   -2.9508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9981   -2.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4675   -2.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3627   -1.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6016   -0.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9454   -1.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843   -1.0485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0502   -2.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3939   -2.6851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8113   -2.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9161   -3.3219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 34 33  1  1  0  0  0
  9 34  1  0  0  0  0
 34 35  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 39 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
  2 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  2  0  0  0  0
 48 55  1  0  0  0  0
 55 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0235577

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1O[C@@H]2COC(=O)C3=C(C(O)=C(O)C(O)=C3)C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]2[C@@H]2OC(=O)C3=C(C(O)=C(O)C(O)=C3)C3=C(O)C(O)=C(O)C=C3C(=O)O[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C34H24O22/c35-10-1-6-15(23(43)19(10)39)16-7(2-11(36)20(40)24(16)44)31(48)54-27-14(5-52-30(6)47)53-34(51)29-28(27)55-32(49)8-3-12(37)21(41)25(45)17(8)18-9(33(50)56-29)4-13(38)22(42)26(18)46/h1-4,14,27-29,34-46,51H,5H2/t14-,27-,28+,29-,34?/m1/s1

> <INCHI_KEY>
IYMHVUYNBVWXKH-ZITZVVOASA-N

> <FORMULA>
C34H24O22

> <MOLECULAR_WEIGHT>
784.544

> <EXACT_MASS>
784.075922413

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
69.78584263073871

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,19R,22R)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0^{2,19}.0^{5,10}.0^{11,16}.0^{26,31}.0^{32,37}]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaene-4,17,25,38-tetrone

> <JCHEM_LOGP>
1.9538354086666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.689216480205492

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.2507887911549

> <JCHEM_PKA_STRONGEST_BASIC>
-6.173381888389522

> <JCHEM_POLAR_SURFACE_AREA>
377.42

> <JCHEM_REFRACTIVITY>
177.13860000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,19R,22R)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0^{2,19}.0^{5,10}.0^{11,16}.0^{26,31}.0^{32,37}]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaene-4,17,25,38-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  O   UNK     0       3.923   0.205   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.072  -0.822   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.380  -0.009   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       7.920  -0.033   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.202  -0.885   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.115   0.355   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      11.645   0.185   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.558   1.426   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.263  -1.225   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      13.794  -1.395   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      13.957  -2.337   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      13.954  -4.515   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      15.943  -2.976   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.855  -1.735   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.386  -1.905   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      19.298  -0.665   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      19.004  -3.316   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      20.534  -3.486   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      18.091  -4.556   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      18.709  -5.967   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      16.561  -4.386   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.648  -5.627   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.118  -5.457   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.205  -6.697   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.823  -8.108   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.911  -9.348   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      15.354  -8.278   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      15.972  -9.688   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      16.266  -7.037   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      17.797  -7.207   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      13.500  -4.046   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      14.412  -2.806   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      11.969  -3.876   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      11.351  -2.466   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.820  -2.296   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       9.578  -3.817   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       8.551  -4.965   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       9.364  -6.273   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       7.067  -5.376   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.407  -6.878   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.276  -7.923   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       6.616  -9.425   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       4.806  -7.467   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       3.675  -8.512   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       4.466  -5.965   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       2.995  -5.508   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       5.597  -4.919   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       4.606  -3.740   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.410  -2.213   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       2.990  -1.618   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       1.765  -2.551   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       0.344  -1.957   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0       1.960  -4.079   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       0.735  -5.012   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       3.381  -4.673   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       3.577  -6.201   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   49                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   35                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   34                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   13   22                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24   31                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   22   30                                                  
CONECT   30   29                                                            
CONECT   31   23   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33    9   35                                                  
CONECT   35   34    5   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   47                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   39   48                                                  
CONECT   48   47   49   55                                                  
CONECT   49   48    2   50                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   48   56                                                  
CONECT   56   55                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  124    0
END

View in JSmol

Synonyms

Value	Source
Cyclic 2,3:4,6-bis(4,4',5,5',6,6'-hexahydroxydiphenate)-alpha-D-glucopyranose	MeSH
Platycaryanin D	MeSH
Pedunculagin I	MeSH
Pedunculagin II	MeSH
Pedunculagin, R-isomer	MeSH
alpha-Pedunculagin	MeSH
Cyclic 2,3:4,6-bis(4,4',5,5',6,6'-hexahydroxydiphenate)-beta-D-glucopyranose	MeSH

Chemical Formula

C₃₄H₂₄O₂₂

Average Mass

784.5440 Da

Monoisotopic Mass

784.07592 Da

IUPAC Name

(1R,2S,19R,22R)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0^{2,19}.0^{5,10}.0^{11,16}.0^{26,31}.0^{32,37}]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaene-4,17,25,38-tetrone

Traditional Name

CAS Registry Number

Not Available

SMILES

OC1O[C@@H]2COC(=O)C3=C(C(O)=C(O)C(O)=C3)C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]2[C@@H]2OC(=O)C3=C(C(O)=C(O)C(O)=C3)C3=C(O)C(O)=C(O)C=C3C(=O)O[C@@H]12

InChI Identifier

InChI=1S/C34H24O22/c35-10-1-6-15(23(43)19(10)39)16-7(2-11(36)20(40)24(16)44)31(48)54-27-14(5-52-30(6)47)53-34(51)29-28(27)55-32(49)8-3-12(37)21(41)25(45)17(8)18-9(33(50)56-29)4-13(38)22(42)26(18)46/h1-4,14,27-29,34-46,51H,5H2/t14-,27-,28+,29-,34?/m1/s1

InChI Key

IYMHVUYNBVWXKH-ZITZVVOASA-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
Alchemilla xanthochlora	LOTUS Database	35616633
Alnus hirsuta	LOTUS Database	35616633
Alnus japonica	LOTUS Database	35616633
Alnus sieboldiana	LOTUS Database	35616633
Betula pubescens	LOTUS Database	35616633
Bredia tuberculata	LOTUS Database	35616633
Camellia japonica	LOTUS Database	35616633
Camellia oleifera	LOTUS Database	35616633
Camptotheca acuminata	LOTUS Database	35616633
Carpinus laxiflora	LOTUS Database	35616633
Castanea mollissima	LOTUS Database	35616633
Combretum indicum	LOTUS Database	35616633
Elaeagnus umbellata	LOTUS Database	35616633
Eucalyptus alba	LOTUS Database	35616633
Eucalyptus consideniana	LOTUS Database	35616633
Eucalyptus nitens	LOTUS Database	35616633
Euphorbia prostrata	LOTUS Database	35616633
Euphorbia thymifolia	LOTUS Database	35616633
Fragaria x ananassa	LOTUS Database	35616633
Geum aleppicum	LOTUS Database	35616633
Geum japonicum	LOTUS Database	35616633
Hippophae rhamnoides	LOTUS Database	35616633
Juglans regia	LOTUS Database	35616633
Kunzea ambigua	LOTUS Database	35616633
Liquidambar formosana	LOTUS Database	35616633
Liquidambar styraciflua	LOTUS Database	35616633
Lythrum salicaria	LOTUS Database	35616633
Melastoma dodecandrum	LOTUS Database	35616633
Melastoma malabathricum	LOTUS Database	35616633
Paeonia lactiflora	LOTUS Database	35616633
Paeonia obovata	LOTUS Database	35616633
Platycarya strobilacea	LOTUS Database	35616633
Potentilla kleiniana	LOTUS Database	35616633
Psidium guajava	LOTUS Database	35616633
Punica granatum	LOTUS Database	35616633
Quercus acutissima	LOTUS Database	35616633
Quercus aliena	LOTUS Database	35616633
Quercus petraea	LOTUS Database	35616633
Quercus phillyraeoides	LOTUS Database	35616633
Quercus robur	LOTUS Database	35616633
Quercus suber	LOTUS Database	35616633
Rhoiptelea chiliantha	LOTUS Database	35616633
Rosa laevigata	LOTUS Database	35616633
Rosa roxburghii	LOTUS Database	35616633
Rosa rugosa	LOTUS Database	35616633
Rubus buergeri	LOTUS Database	35616633
Rubus coreanus	LOTUS Database	35616633
Rubus sanctus	LOTUS Database	35616633
Sanguisorba officinalis	LOTUS Database	35616633
Schima wallichii	LOTUS Database	35616633
Siphoneugena densiflora	LOTUS Database	35616633
Stachyurus praecox	LOTUS Database	35616633
Syzygium aqueum	LOTUS Database	35616633
Tibouchina multiflora	LOTUS Database	35616633
Tibouchina semidecandra	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
Gallic acid or derivatives
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monosaccharide
Oxane
Carboxylic acid ester
Hemiacetal
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tannin (CHEBI:7948 )
Ellagitannins (C10236 )

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	1.95	ChemAxon
pKa (Strongest Acidic)	7.25	ChemAxon
pKa (Strongest Basic)	-6.2	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	0	ChemAxon
Refractivity	177.14 m³·mol⁻¹	ChemAxon
Polarizability	69.79 Å³	ChemAxon
Number of Rings	7	ChemAxon
Rule of Five	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002932

Chemspider ID

391045

KEGG Compound ID

C10236

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pedunculagin

METLIN ID

Not Available

PubChem Compound

442688

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

rw1588891

References

General References

Moon JH, Kim JM, Lee U, Kang JY, Kim MJ, Lee HL, Jeong HR, Go MJ, Kim HJ, Park HW, Kim CW, Park SJ, Heo HJ: Walnut Prevents Cognitive Impairment by Regulating the Synaptic and Mitochondrial Dysfunction via JNK Signaling and Apoptosis Pathway in High-Fat Diet-Induced C57BL/6 Mice. Molecules. 2022 Aug 20;27(16):5316. doi: 10.3390/molecules27165316. [PubMed:36014555 ]
Zhang Z, Peng Y, Meng W, Pei L, Zhang X: Browning inhibition of seabuckthorn leaf extract on fresh-cut potato sticks during cold storage. Food Chem. 2022 Sep 30;389:133076. doi: 10.1016/j.foodchem.2022.133076. Epub 2022 Apr 26. [PubMed:35489264 ]
Al-Harrasi A, Behl T, Upadhyay T, Chigurupati S, Bhatt S, Sehgal A, Bhatia S, Singh S, Sharma N, Vijayabalan S, Palanimuthu VR, Das S, Kaur R, Aleya L, Bungau S: Targeting natural products against SARS-CoV-2. Environ Sci Pollut Res Int. 2022 Jun;29(28):42404-42432. doi: 10.1007/s11356-022-19770-2. Epub 2022 Apr 1. [PubMed:35362883 ]
Fernandes TA, Antunes AMM, Caldeira I, Anjos O, de Freitas V, Fargeton L, Boissier B, Catarino S, Canas S: Identification of gallotannins and ellagitannins in aged wine spirits: A new perspective using alternative ageing technology and high-resolution mass spectrometry. Food Chem. 2022 Jul 15;382:132322. doi: 10.1016/j.foodchem.2022.132322. Epub 2022 Feb 5. [PubMed:35158268 ]
Gunther I, Rimbach G, Nevermann S, Neuhauser C, Stadlbauer V, Schwarzinger B, Schwarzinger C, Ipharraguerre IR, Weghuber J, Luersen K: Avens Root (Geum Urbanum L.) Extract Discovered by Target-Based Screening Exhibits Antidiabetic Activity in the Hen's Egg Test Model and Drosophila melanogaster. Front Pharmacol. 2021 Dec 15;12:794404. doi: 10.3389/fphar.2021.794404. eCollection 2021. [PubMed:34975489 ]
LOTUS database [Link]

Showing NP-Card for (1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone (NP0235577)

MOL for NP0235577 ((1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone)

3D MOL for NP0235577 ((1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone)

3D SDF for NP0235577 ((1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone)

3D-SDF for NP0235577 ((1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone)

PDB for NP0235577 ((1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone)

3D PDB for NP0235577 ((1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone)

SMILES for NP0235577 ((1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone)

INCHI for NP0235577 ((1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone)

Structure for NP0235577 ((1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone)

3D Structure for NP0235577 ((1r,2s,19r,22r)-7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5(10),6,8,11,13,15,26(31),27,29,32,34,36-dodecaene-4,17,25,38-tetrone)