NP-MRD: Showing NP-Card for Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester (NP0331728)

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Record Information

Version

2.0

Created at

2023-07-17 20:14:17 UTC

Updated at

2024-09-03 04:16:39 UTC

NP-MRD ID

NP0331728

Natural Product DOI

https://doi.org/10.57994/0748

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester

Description

2-[[2-(Beta-D-Glucopyranosyloxy)-5-hydroxybenzoyl]amino]-4-hydroxy-3-methoxybenzoic acid methyl ester 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. Based on a literature review very few articles have been published on 2-[[2-(beta-D-Glucopyranosyloxy)-5-hydroxybenzoyl]amino]-4-hydroxy-3-methoxybenzoic acid methyl ester.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101543D          

 60 62  0  0  0  0            999 V2000
   -0.2248    0.9534    5.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316    1.7652    3.9635 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107    1.1715    2.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4324    0.1034    2.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6983    2.0439    1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    3.3848    1.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853    4.2014    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2924    3.6638   -0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980    4.4790   -1.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6919    2.3244   -0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753    1.8281   -1.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4420    1.3171   -2.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746    1.5173    0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590    0.2296    0.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4533   -0.5086    1.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5583   -0.0947    2.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8782   -1.8926    1.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256   -2.3180    1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5601   -3.6024    1.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7865   -3.9793    2.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692   -4.4678    0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5115   -4.0480    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0445   -2.7651    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8188   -2.2872    0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -3.2427    0.1648 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2401   -3.6960   -1.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2951   -4.6391   -1.4591 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1276   -5.1227   -2.9028 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1919   -5.6482   -3.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6618   -3.9852   -1.2417 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7209   -4.9187   -1.4534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7412   -3.4489    0.1865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9820   -2.7425    0.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5629   -2.5279    0.5045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6617   -2.1937    1.8967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    0.7882    4.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0218    1.4855    5.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122   -0.0004    5.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464    3.7883    2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2657    5.2395    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519    3.9945   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167    0.8876   -3.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8204    0.5236   -2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120    2.1165   -2.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3480   -0.1151   -0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7528   -1.6499    2.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1111   -5.4693    0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220   -4.7413   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1027   -4.0877    0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1584   -5.5036   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2427   -4.2974   -3.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8095   -3.1585   -1.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6579   -1.5912   -0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0584   -1.4287    2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 23  2  0  0  0  0
 23 17  1  0  0  0  0
 26 25  1  0  0  0  0
  7  8  1  0  0  0  0
 30 31  1  0  0  0  0
  8 10  2  0  0  0  0
 32 33  1  0  0  0  0
 10 13  1  0  0  0  0
 34 35  1  0  0  0  0
 13  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
 28 29  1  0  0  0  0
  5  3  1  0  0  0  0
  3  2  1  0  0  0  0
 25 34  1  0  0  0  0
  2  1  1  0  0  0  0
 17 18  2  0  0  0  0
  3  4  2  0  0  0  0
 34 32  1  0  0  0  0
  8  9  1  0  0  0  0
 18 19  1  0  0  0  0
 10 11  1  0  0  0  0
 32 30  1  0  0  0  0
 13 14  1  0  0  0  0
 19 21  2  0  0  0  0
 11 12  1  0  0  0  0
 30 27  1  0  0  0  0
 14 15  1  0  0  0  0
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 20 47  1  0  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
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    0.2316    1.7652    3.9635 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107    1.1715    2.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4324    0.1034    2.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6983    2.0439    1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    3.3848    1.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853    4.2014    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2924    3.6638   -0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980    4.4790   -1.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6919    2.3244   -0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753    1.8281   -1.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4746    1.5173    0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590    0.2296    0.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4533   -0.5086    1.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5583   -0.0947    2.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6579   -1.5912   -0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306212101543D          

 60 62  0  0  0  0            999 V2000
   -0.2248    0.9534    5.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316    1.7652    3.9635 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107    1.1715    2.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4324    0.1034    2.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6983    2.0439    1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    3.3848    1.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853    4.2014    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2924    3.6638   -0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980    4.4790   -1.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3753    1.8281   -1.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4420    1.3171   -2.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746    1.5173    0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590    0.2296    0.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4533   -0.5086    1.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5583   -0.0947    2.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5115   -4.0480    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8188   -2.2872    0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1276   -5.1227   -2.9028 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1919   -5.6482   -3.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7209   -4.9187   -1.4534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7412   -3.4489    0.1865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9820   -2.7425    0.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5629   -2.5279    0.5045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6617   -2.1937    1.8967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    0.7882    4.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0218    1.4855    5.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122   -0.0004    5.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464    3.7883    2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2657    5.2395    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519    3.9945   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167    0.8876   -3.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8204    0.5236   -2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120    2.1165   -2.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3480   -0.1151   -0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7528   -1.6499    2.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9479   -4.9057    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1111   -5.4693    0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220   -4.7413   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1027   -4.0877    0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1584   -5.5036   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8458   -5.9086   -3.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -4.2974   -3.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914   -4.9459   -2.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -3.1585   -1.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5247   -4.4795   -1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7820   -4.2814    0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9049   -2.3020    1.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579   -1.5912   -0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0584   -1.4287    2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 23  2  0  0  0  0
 23 17  1  0  0  0  0
 26 25  1  0  0  0  0
  7  8  1  0  0  0  0
 30 31  1  0  0  0  0
  8 10  2  0  0  0  0
 32 33  1  0  0  0  0
 10 13  1  0  0  0  0
 34 35  1  0  0  0  0
 13  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
 28 29  1  0  0  0  0
  5  3  1  0  0  0  0
  3  2  1  0  0  0  0
 25 34  1  0  0  0  0
  2  1  1  0  0  0  0
 17 18  2  0  0  0  0
  3  4  2  0  0  0  0
 34 32  1  0  0  0  0
  8  9  1  0  0  0  0
 18 19  1  0  0  0  0
 10 11  1  0  0  0  0
 32 30  1  0  0  0  0
 13 14  1  0  0  0  0
 19 21  2  0  0  0  0
 11 12  1  0  0  0  0
 30 27  1  0  0  0  0
 14 15  1  0  0  0  0
 21 22  1  0  0  0  0
 15 16  2  0  0  0  0
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 23 24  1  0  0  0  0
 27 26  1  0  0  0  0
 19 20  1  0  0  0  0
 27 28  1  0  0  0  0
 25 24  1  0  0  0  0
 29 54  1  0  0  0  0
 25 50  1  1  0  0  0
 30 55  1  6  0  0  0
 31 56  1  0  0  0  0
 32 57  1  1  0  0  0
 33 58  1  0  0  0  0
 34 59  1  6  0  0  0
 35 60  1  0  0  0  0
 28 52  1  0  0  0  0
 28 53  1  0  0  0  0
 27 51  1  1  0  0  0
 18 46  1  0  0  0  0
 21 48  1  0  0  0  0
 22 49  1  0  0  0  0
  7 40  1  0  0  0  0
  6 39  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  9 41  1  0  0  0  0
 14 45  1  0  0  0  0
 12 42  1  0  0  0  0
 12 43  1  0  0  0  0
 12 44  1  0  0  0  0
 20 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331728

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(O[C@]2([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]2([H])O[H])C(=C1[H])C(=O)N([H])C1=C(C([H])=C([H])C(O[H])=C1OC([H])([H])[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO12/c1-32-19-12(26)5-4-10(21(31)33-2)15(19)23-20(30)11-7-9(25)3-6-13(11)34-22-18(29)17(28)16(27)14(8-24)35-22/h3-7,14,16-18,22,24-29H,8H2,1-2H3,(H,23,30)/t14-,16-,17+,18-,22-/m1/s1

> <INCHI_KEY>
DYFYQIKBEWHCME-RMZWBFLNSA-N

> <FORMULA>
C22H25NO12

> <MOLECULAR_WEIGHT>
495.437

> <EXACT_MASS>
495.137675249

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
47.923203431653135

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 4-hydroxy-2-(5-hydroxy-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamido)-3-methoxybenzoate

> <ALOGPS_LOGP>
0.13

> <JCHEM_LOGP>
0.3821722616666662

> <ALOGPS_LOGS>
-2.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.321964551515887

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.657779422552819

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092346251889

> <JCHEM_POLAR_SURFACE_AREA>
204.47

> <JCHEM_REFRACTIVITY>
118.16710000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-hydroxy-2-(5-hydroxy-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamido)-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
   -0.2248    0.9534    5.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316    1.7652    3.9635 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4324    0.1034    2.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2650    3.3848    1.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853    4.2014    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2924    3.6638   -0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980    4.4790   -1.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6919    2.3244   -0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753    1.8281   -1.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4420    1.3171   -2.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746    1.5173    0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590    0.2296    0.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4533   -0.5086    1.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5583   -0.0947    2.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8782   -1.8926    1.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256   -2.3180    1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5601   -3.6024    1.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7865   -3.9793    2.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692   -4.4678    0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5115   -4.0480    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0445   -2.7651    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8188   -2.2872    0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -3.2427    0.1648 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2401   -3.6960   -1.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2951   -4.6391   -1.4591 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1276   -5.1227   -2.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1919   -5.6482   -3.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6618   -3.9852   -1.2417 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7209   -4.9187   -1.4534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7412   -3.4489    0.1865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9820   -2.7425    0.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5629   -2.5279    0.5045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6617   -2.1937    1.8967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    0.7882    4.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0218    1.4855    5.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122   -0.0004    5.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464    3.7883    2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2657    5.2395    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519    3.9945   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167    0.8876   -3.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8204    0.5236   -2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120    2.1165   -2.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3480   -0.1151   -0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7528   -1.6499    2.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9479   -4.9057    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1111   -5.4693    0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220   -4.7413   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1027   -4.0877    0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1584   -5.5036   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8458   -5.9086   -3.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -4.2974   -3.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914   -4.9459   -2.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -3.1585   -1.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5247   -4.4795   -1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7820   -4.2814    0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9049   -2.3020    1.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579   -1.5912   -0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0584   -1.4287    2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 23  2  0
 23 17  1  0
 26 25  1  0
  7  8  1  0
 30 31  1  0
  8 10  2  0
 32 33  1  0
 10 13  1  0
 34 35  1  0
 13  5  2  0
  5  6  1  0
  6  7  2  0
 28 29  1  0
  5  3  1  0
  3  2  1  0
 25 34  1  0
  2  1  1  0
 17 18  2  0
  3  4  2  0
 34 32  1  0
  8  9  1  0
 18 19  1  0
 10 11  1  0
 32 30  1  0
 13 14  1  0
 19 21  2  0
 11 12  1  0
 30 27  1  0
 14 15  1  0
 21 22  1  0
 15 16  2  0
 15 17  1  0
 23 24  1  0
 27 26  1  0
 19 20  1  0
 27 28  1  0
 25 24  1  0
 29 54  1  0
 25 50  1  1
 30 55  1  6
 31 56  1  0
 32 57  1  1
 33 58  1  0
 34 59  1  6
 35 60  1  0
 28 52  1  0
 28 53  1  0
 27 51  1  1
 18 46  1  0
 21 48  1  0
 22 49  1  0
  7 40  1  0
  6 39  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  9 41  1  0
 14 45  1  0
 12 42  1  0
 12 43  1  0
 12 44  1  0
 20 47  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.225   0.953   5.044  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.232   1.765   3.963  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.111   1.172   2.751  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.432   0.103   2.503  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.698   2.044   1.712  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.265   3.385   1.672  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.585   4.201   0.588  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.292   3.664  -0.476  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.598   4.479  -1.528  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.692   2.324  -0.465  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.375   1.828  -1.554  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.442   1.317  -2.514  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.475   1.517   0.665  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.059   0.230   0.645  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.453  -0.509   1.742  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.558  -0.095   2.890  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.878  -1.893   1.428  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.126  -2.318   1.896  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.560  -3.602   1.600  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.787  -3.979   2.058  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.769  -4.468   0.851  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.511  -4.048   0.403  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.045  -2.765   0.708  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.819  -2.287   0.330  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.237  -3.243   0.165  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.240  -3.696  -1.195  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.295  -4.639  -1.459  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.128  -5.123  -2.903  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.192  -5.648  -3.076  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.662  -3.985  -1.242  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.721  -4.919  -1.453  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.741  -3.449   0.187  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.982  -2.743   0.351  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.563  -2.528   0.504  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.662  -2.194   1.897  0.00  0.00           O+0
HETATM   36  H   UNK     0      -1.304   0.788   4.967  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.022   1.486   5.978  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.312  -0.000   5.066  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.346   3.788   2.477  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.266   5.239   0.565  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.252   3.994  -2.066  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.017   0.888  -3.340  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.820   0.524  -2.084  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.812   2.116  -2.918  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.348  -0.115  -0.264  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.753  -1.650   2.481  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.948  -4.906   1.814  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.111  -5.469   0.605  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.922  -4.741  -0.190  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.103  -4.088   0.855  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.158  -5.504  -0.796  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.846  -5.909  -3.153  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.243  -4.297  -3.613  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.791  -4.946  -2.760  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.809  -3.159  -1.948  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.525  -4.479  -1.106  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.782  -4.281   0.901  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.905  -2.302   1.223  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.658  -1.591  -0.059  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.058  -1.429   2.061  0.00  0.00           H+0
CONECT    1    2   36   37   38                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5   13    6    3                                                  
CONECT    6    5    7   39                                                  
CONECT    7    8    6   40                                                  
CONECT    8    7   10    9                                                  
CONECT    9    8   41                                                       
CONECT   10    8   13   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   42   43   44                                             
CONECT   13   10    5   14                                                  
CONECT   14   13   15   45                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   23   18   15                                                  
CONECT   18   17   19   46                                                  
CONECT   19   18   21   20                                                  
CONECT   20   19   47                                                       
CONECT   21   19   22   48                                                  
CONECT   22   23   21   49                                                  
CONECT   23   22   17   24                                                  
CONECT   24   23   25                                                       
CONECT   25   26   34   24   50                                             
CONECT   26   25   27                                                       
CONECT   27   30   26   28   51                                             
CONECT   28   29   27   52   53                                             
CONECT   29   28   54                                                       
CONECT   30   31   32   27   55                                             
CONECT   31   30   56                                                       
CONECT   32   33   34   30   57                                             
CONECT   33   32   58                                                       
CONECT   34   35   25   32   59                                             
CONECT   35   34   60                                                       
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    6                                                            
CONECT   40    7                                                            
CONECT   41    9                                                            
CONECT   42   12                                                            
CONECT   43   12                                                            
CONECT   44   12                                                            
CONECT   45   14                                                            
CONECT   46   18                                                            
CONECT   47   20                                                            
CONECT   48   21                                                            
CONECT   49   22                                                            
CONECT   50   25                                                            
CONECT   51   27                                                            
CONECT   52   28                                                            
CONECT   53   28                                                            
CONECT   54   29                                                            
CONECT   55   30                                                            
CONECT   56   31                                                            
CONECT   57   32                                                            
CONECT   58   33                                                            
CONECT   59   34                                                            
CONECT   60   35                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

RDKit          3D

60 62  0  0  0  0  0  0  0  0999 V2000
   -0.2248    0.9534    5.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316    1.7652    3.9635 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107    1.1715    2.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4324    0.1034    2.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6983    2.0439    1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    3.3848    1.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853    4.2014    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2924    3.6638   -0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980    4.4790   -1.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6919    2.3244   -0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753    1.8281   -1.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4420    1.3171   -2.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746    1.5173    0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590    0.2296    0.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4533   -0.5086    1.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5583   -0.0947    2.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8782   -1.8926    1.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256   -2.3180    1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5601   -3.6024    1.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7865   -3.9793    2.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692   -4.4678    0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5115   -4.0480    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0445   -2.7651    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8188   -2.2872    0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -3.2427    0.1648 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2401   -3.6960   -1.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2951   -4.6391   -1.4591 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1276   -5.1227   -2.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1919   -5.6482   -3.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6618   -3.9852   -1.2417 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7209   -4.9187   -1.4534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7412   -3.4489    0.1865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9820   -2.7425    0.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5629   -2.5279    0.5045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6617   -2.1937    1.8967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    0.7882    4.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0218    1.4855    5.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122   -0.0004    5.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464    3.7883    2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2657    5.2395    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519    3.9945   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167    0.8876   -3.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8204    0.5236   -2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120    2.1165   -2.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3480   -0.1151   -0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7528   -1.6499    2.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9479   -4.9057    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1111   -5.4693    0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220   -4.7413   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1027   -4.0877    0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1584   -5.5036   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8458   -5.9086   -3.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -4.2974   -3.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914   -4.9459   -2.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -3.1585   -1.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5247   -4.4795   -1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7820   -4.2814    0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9049   -2.3020    1.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579   -1.5912   -0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0584   -1.4287    2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 23  2  0
 23 17  1  0
 26 25  1  0
  7  8  1  0
 30 31  1  0
  8 10  2  0
 32 33  1  0
 10 13  1  0
 34 35  1  0
 13  5  2  0
  5  6  1  0
  6  7  2  0
 28 29  1  0
  5  3  1  0
  3  2  1  0
 25 34  1  0
  2  1  1  0
 17 18  2  0
  3  4  2  0
 34 32  1  0
  8  9  1  0
 18 19  1  0
 10 11  1  0
 32 30  1  0
 13 14  1  0
 19 21  2  0
 11 12  1  0
 30 27  1  0
 14 15  1  0
 21 22  1  0
 15 16  2  0
 15 17  1  0
 23 24  1  0
 27 26  1  0
 19 20  1  0
 27 28  1  0
 25 24  1  0
 29 54  1  0
 25 50  1  1
 30 55  1  6
 31 56  1  0
 32 57  1  1
 33 58  1  0
 34 59  1  6
 35 60  1  0
 28 52  1  0
 28 53  1  0
 27 51  1  1
 18 46  1  0
 21 48  1  0
 22 49  1  0
  7 40  1  0
  6 39  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  9 41  1  0
 14 45  1  0
 12 42  1  0
 12 43  1  0
 12 44  1  0
 20 47  1  0
M  END

View in JSmol

Synonyms

Value	Source
2-[[2-(b-D-Glucopyranosyloxy)-5-hydroxybenzoyl]amino]-4-hydroxy-3-methoxybenzoate methyl ester	Generator
2-[[2-(b-D-Glucopyranosyloxy)-5-hydroxybenzoyl]amino]-4-hydroxy-3-methoxybenzoic acid methyl ester	Generator
2-[[2-(beta-D-Glucopyranosyloxy)-5-hydroxybenzoyl]amino]-4-hydroxy-3-methoxybenzoate methyl ester	Generator
2-[[2-(Β-D-glucopyranosyloxy)-5-hydroxybenzoyl]amino]-4-hydroxy-3-methoxybenzoate methyl ester	Generator
2-[[2-(Β-D-glucopyranosyloxy)-5-hydroxybenzoyl]amino]-4-hydroxy-3-methoxybenzoic acid methyl ester	Generator

Chemical Formula

C₂₂H₂₅NO₁₂

Average Mass

495.4370 Da

Monoisotopic Mass

495.13768 Da

IUPAC Name

methyl 4-hydroxy-2-(5-hydroxy-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamido)-3-methoxybenzoate

Traditional Name

methyl 4-hydroxy-2-(5-hydroxy-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamido)-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(O[C@]2([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]2([H])O[H])C(=C1[H])C(=O)N([H])C1=C(C([H])=C([H])C(O[H])=C1OC([H])([H])[H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C22H25NO12/c1-32-19-12(26)5-4-10(21(31)33-2)15(19)23-20(30)11-7-9(25)3-6-13(11)34-22-18(29)17(28)16(27)14(8-24)35-22/h3-7,14,16-18,22,24-29H,8H2,1-2H3,(H,23,30)/t14-,16-,17+,18-,22-/m1/s1

InChI Key

DYFYQIKBEWHCME-RMZWBFLNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	yupingfu424@163.com	Not Available	Not Available	2023-07-17	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	yupingfu424@163.com	Not Available	Not Available	2023-07-17	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	yupingfu424@163.com	Not Available	Not Available	2023-07-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	yupingfu424@163.com	Not Available	Not Available	2023-07-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	yupingfu424@163.com	Not Available	Not Available	2023-07-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	yupingfu424@163.com	Not Available	Not Available	2023-07-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Phenolic glycoside
Benzanilide
Aromatic anilide
Hexose monosaccharide
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Glycosyl compound
M-methoxybenzoic acid or derivatives
O-glycosyl compound
Benzoate ester
Methoxyphenol
Benzamide
Benzoic acid or derivatives
4-alkoxyphenol
Methoxyaniline
Anisole
Phenoxy compound
Benzoyl
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Methyl ester
Vinylogous amide
Secondary carboxylic acid amide
Carboxamide group
Secondary alcohol
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Ether
Polyol
Primary alcohol
Organic oxygen compound
Organopnictogen compound
Alcohol
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.13	ALOGPS
logP	0.38	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	8.66	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	204.47 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	118.17 m³·mol⁻¹	ChemAxon
Polarizability	47.92 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

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

71698554

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

DOI: 10.1002/cbdv.202300161

Showing NP-Card for Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester (NP0331728)

MOL for NP0331728 (Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester)

3D MOL for NP0331728 (Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester)

3D SDF for NP0331728 (Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester)

3D-SDF for NP0331728 (Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester)

PDB for NP0331728 (Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester)

3D PDB for NP0331728 (Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester)

SMILES for NP0331728 (Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester)

INCHI for NP0331728 (Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester)

Structure for NP0331728 (Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester)

3D Structure for NP0331728 (Benzoic acid, 2-[[2-(β-D-glucopyranosyloxy)-5-hydroxybenzoyl] amino]-4-hydroxy-3-methoxy-, methyl ester)