NP-MRD: Showing NP-Card for 6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside (NP0025701)

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Record Information

Version

1.0

Created at

2021-06-19 17:45:27 UTC

Updated at

2021-06-29 23:50:48 UTC

NP-MRD ID

NP0025701

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside

Provided By

JEOL Database JEOL Logo

Description

5-(Beta-D-Glucopyranosyloxy)-7-methoxy-6-benzofuranpropionic acid belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside is found in Glehnia littoralis, Glehnia littoralis fruit and Ruta graveolens. It was first documented in 2017 (PMID: 29311927). Based on a literature review a significant number of articles have been published on 5-(beta-D-Glucopyranosyloxy)-7-methoxy-6-benzofuranpropionic acid (PMID: 31241824) (PMID: 33078897) (PMID: 29427474) (PMID: 32774406) (PMID: 32247053) (PMID: 31364880).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119453D          

 50 52  0  0  0  0            999 V2000
    1.5725    2.7684   -4.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436    2.5256   -2.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    1.3381   -2.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136    1.1491   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    2.2379   -0.2219 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2937    2.2589    0.1052 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6990    1.1303    1.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0370    0.6240    1.9031 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655    0.7267    0.7897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2308   -0.0298   -0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4677   -0.1081    0.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0160   -1.3135    1.1238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3988   -1.4391    0.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095   -2.6086    1.3251 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4425   -2.7291    0.7896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0329   -3.9787    1.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9964   -2.5282    2.8580 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5904   -3.6908    3.4469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526   -2.3938    3.3354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5466   -2.2287    4.7626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8569   -1.2136    2.6579 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5187   -1.2407    3.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5996   -1.0265   -1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101   -0.8553   -3.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275   -1.6300   -4.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -0.9063   -5.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5160    0.2625   -4.8225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315    0.3081   -3.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325    3.7576   -4.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2778    2.0425   -4.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6330    2.7939   -4.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2096    2.1601    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    3.2084   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955    2.2177   -0.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5432    3.1900    0.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1236    0.0183    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394   -2.1756    0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -3.5003    0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4463   -2.6410   -0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -1.9215    1.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8289   -4.1386    2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5751   -1.6616    3.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3430   -3.6444    4.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025   -3.3246    3.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6276   -1.9687    4.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770   -0.2700    3.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9635   -0.4823    2.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1185   -1.9282   -1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0060   -2.5964   -4.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -1.0742   -6.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
  4  3  2  0  0  0  0
  3 28  1  0  0  0  0
 13 14  1  0  0  0  0
 24 23  1  0  0  0  0
 23 10  2  0  0  0  0
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 14 17  1  0  0  0  0
 17 19  1  0  0  0  0
 12 11  1  0  0  0  0
 28 27  1  0  0  0  0
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 21 22  1  0  0  0  0
  4  5  1  0  0  0  0
  3  2  1  0  0  0  0
 10 11  1  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  0  0  0  0
  5  6  1  0  0  0  0
 21 19  1  0  0  0  0
  6  7  1  0  0  0  0
 21 12  1  0  0  0  0
  7  9  1  0  0  0  0
 10  4  1  0  0  0  0
  7  8  2  0  0  0  0
 19 20  1  0  0  0  0
 14 15  1  0  0  0  0
 17 18  1  0  0  0  0
 20 45  1  0  0  0  0
 19 44  1  1  0  0  0
 18 43  1  0  0  0  0
 17 42  1  6  0  0  0
 12 37  1  6  0  0  0
 21 46  1  1  0  0  0
 22 47  1  0  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
 14 38  1  1  0  0  0
 16 41  1  0  0  0  0
 23 48  1  0  0  0  0
 26 50  1  0  0  0  0
 25 49  1  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  6 34  1  0  0  0  0
  6 35  1  0  0  0  0
  9 36  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    1.5725    2.7684   -4.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436    2.5256   -2.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    1.3381   -2.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136    1.1491   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    2.2379   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2937    2.2589    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990    1.1303    1.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0370    0.6240    1.9031 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655    0.7267    0.7897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2308   -0.0298   -0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4677   -0.1081    0.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3988   -1.4391    0.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095   -2.6086    1.3251 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4425   -2.7291    0.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0329   -3.9787    1.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9964   -2.5282    2.8580 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5904   -3.6908    3.4469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526   -2.3938    3.3354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5466   -2.2287    4.7626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8569   -1.2136    2.6579 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5187   -1.2407    3.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5996   -1.0265   -1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101   -0.8553   -3.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275   -1.6300   -4.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -0.9063   -5.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5160    0.2625   -4.8225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315    0.3081   -3.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325    3.7576   -4.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2778    2.0425   -4.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6330    2.7939   -4.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2096    2.1601    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    3.2084   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955    2.2177   -0.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5432    3.1900    0.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1236    0.0183    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4463   -2.6410   -0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -1.9215    1.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1185   -1.9282   -1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0060   -2.5964   -4.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
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 12 13  1  0
  4  3  2  0
  3 28  1  0
 13 14  1  0
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M  END


  Mrv1652306192119453D          

 50 52  0  0  0  0            999 V2000
    1.5725    2.7684   -4.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436    2.5256   -2.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    1.3381   -2.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136    1.1491   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    2.2379   -0.2219 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2937    2.2589    0.1052 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6990    1.1303    1.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0370    0.6240    1.9031 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655    0.7267    0.7897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2308   -0.0298   -0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4677   -0.1081    0.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0160   -1.3135    1.1238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3988   -1.4391    0.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095   -2.6086    1.3251 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4425   -2.7291    0.7896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0329   -3.9787    1.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9964   -2.5282    2.8580 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5904   -3.6908    3.4469 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5466   -2.2287    4.7626 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5187   -1.2407    3.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5996   -1.0265   -1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3315    0.3081   -3.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325    3.7576   -4.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2096    2.1601    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    3.2084   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955    2.2177   -0.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5432    3.1900    0.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1236    0.0183    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394   -2.1756    0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -3.5003    0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4463   -2.6410   -0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -1.9215    1.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8289   -4.1386    2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5751   -1.6616    3.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3430   -3.6444    4.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025   -3.3246    3.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6276   -1.9687    4.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770   -0.2700    3.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9635   -0.4823    2.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1185   -1.9282   -1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0060   -2.5964   -4.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -1.0742   -6.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
  4  3  2  0  0  0  0
  3 28  1  0  0  0  0
 13 14  1  0  0  0  0
 24 23  1  0  0  0  0
 23 10  2  0  0  0  0
 24 28  2  0  0  0  0
 14 17  1  0  0  0  0
 17 19  1  0  0  0  0
 12 11  1  0  0  0  0
 28 27  1  0  0  0  0
 27 26  1  0  0  0  0
 26 25  2  0  0  0  0
 25 24  1  0  0  0  0
 21 22  1  0  0  0  0
  4  5  1  0  0  0  0
  3  2  1  0  0  0  0
 10 11  1  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  0  0  0  0
  5  6  1  0  0  0  0
 21 19  1  0  0  0  0
  6  7  1  0  0  0  0
 21 12  1  0  0  0  0
  7  9  1  0  0  0  0
 10  4  1  0  0  0  0
  7  8  2  0  0  0  0
 19 20  1  0  0  0  0
 14 15  1  0  0  0  0
 17 18  1  0  0  0  0
 20 45  1  0  0  0  0
 19 44  1  1  0  0  0
 18 43  1  0  0  0  0
 17 42  1  6  0  0  0
 12 37  1  6  0  0  0
 21 46  1  1  0  0  0
 22 47  1  0  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
 14 38  1  1  0  0  0
 16 41  1  0  0  0  0
 23 48  1  0  0  0  0
 26 50  1  0  0  0  0
 25 49  1  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  6 34  1  0  0  0  0
  6 35  1  0  0  0  0
  9 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025701

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])C([H])([H])C1=C(OC([H])([H])[H])C2=C(C([H])=C([H])O2)C([H])=C1O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O10/c1-25-17-9(2-3-12(20)21)10(6-8-4-5-26-16(8)17)27-18-15(24)14(23)13(22)11(7-19)28-18/h4-6,11,13-15,18-19,22-24H,2-3,7H2,1H3,(H,20,21)/t11-,13-,14+,15-,18-/m1/s1

> <INCHI_KEY>
BUVPABKYRXLOGT-BWOYXGKQSA-N

> <FORMULA>
C18H22O10

> <MOLECULAR_WEIGHT>
398.364

> <EXACT_MASS>
398.121296908

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.37313836838645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(7-methoxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-6-yl)propanoic acid

> <ALOGPS_LOGP>
-0.11

> <JCHEM_LOGP>
-0.5146185096666662

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.200126267728177

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.226968070673663

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9320570359114493

> <JCHEM_POLAR_SURFACE_AREA>
159.05

> <JCHEM_REFRACTIVITY>
91.39620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(7-methoxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-6-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    1.5725    2.7684   -4.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436    2.5256   -2.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    1.3381   -2.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136    1.1491   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    2.2379   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2937    2.2589    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990    1.1303    1.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0370    0.6240    1.9031 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655    0.7267    0.7897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2308   -0.0298   -0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4677   -0.1081    0.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0160   -1.3135    1.1238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3988   -1.4391    0.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095   -2.6086    1.3251 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4425   -2.7291    0.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0329   -3.9787    1.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9964   -2.5282    2.8580 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5904   -3.6908    3.4469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526   -2.3938    3.3354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5466   -2.2287    4.7626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8569   -1.2136    2.6579 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5187   -1.2407    3.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5996   -1.0265   -1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101   -0.8553   -3.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275   -1.6300   -4.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -0.9063   -5.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5160    0.2625   -4.8225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315    0.3081   -3.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325    3.7576   -4.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2778    2.0425   -4.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6330    2.7939   -4.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2096    2.1601    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    3.2084   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955    2.2177   -0.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5432    3.1900    0.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1236    0.0183    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394   -2.1756    0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -3.5003    0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4463   -2.6410   -0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -1.9215    1.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8289   -4.1386    2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5751   -1.6616    3.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3430   -3.6444    4.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025   -3.3246    3.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6276   -1.9687    4.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770   -0.2700    3.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9635   -0.4823    2.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1185   -1.9282   -1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0060   -2.5964   -4.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -1.0742   -6.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  4  3  2  0
  3 28  1  0
 13 14  1  0
 24 23  1  0
 23 10  2  0
 24 28  2  0
 14 17  1  0
 17 19  1  0
 12 11  1  0
 28 27  1  0
 27 26  1  0
 26 25  2  0
 25 24  1  0
 21 22  1  0
  4  5  1  0
  3  2  1  0
 10 11  1  0
  2  1  1  0
 15 16  1  0
  5  6  1  0
 21 19  1  0
  6  7  1  0
 21 12  1  0
  7  9  1  0
 10  4  1  0
  7  8  2  0
 19 20  1  0
 14 15  1  0
 17 18  1  0
 20 45  1  0
 19 44  1  1
 18 43  1  0
 17 42  1  6
 12 37  1  6
 21 46  1  1
 22 47  1  0
 15 39  1  0
 15 40  1  0
 14 38  1  1
 16 41  1  0
 23 48  1  0
 26 50  1  0
 25 49  1  0
  5 32  1  0
  5 33  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       1.573   2.768  -4.304  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.344   2.526  -2.923  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.708   1.338  -2.593  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.414   1.149  -1.216  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.802   2.238  -0.222  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.294   2.259   0.105  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.699   1.130   1.011  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.037   0.624   1.903  0.00  0.00           O+0
HETATM    9  O   UNK     0       3.966   0.727   0.790  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.231  -0.030  -0.774  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.468  -0.108   0.574  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.016  -1.313   1.124  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.399  -1.439   0.771  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.010  -2.609   1.325  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.442  -2.729   0.790  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.033  -3.979   1.132  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.996  -2.528   2.858  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.590  -3.691   3.447  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.553  -2.394   3.335  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.547  -2.229   4.763  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.857  -1.214   2.658  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.519  -1.241   3.071  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.600  -1.026  -1.690  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.310  -0.855  -3.055  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.528  -1.630  -4.227  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.006  -0.906  -5.270  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.516   0.263  -4.822  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.332   0.308  -3.468  0.00  0.00           C+0
HETATM   29  H   UNK     0       2.033   3.758  -4.393  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.278   2.042  -4.721  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.633   2.794  -4.865  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.210   2.160   0.698  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.514   3.208  -0.648  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.896   2.218  -0.809  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.543   3.190   0.627  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.124   0.018   1.448  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.439  -2.176   0.761  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.458  -3.500   0.997  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.446  -2.641  -0.302  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.076  -1.922   1.173  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.829  -4.139   2.079  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.575  -1.662   3.202  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.343  -3.644   4.395  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.002  -3.325   3.147  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.628  -1.969   4.981  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.277  -0.270   3.028  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.964  -0.482   2.622  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.119  -1.928  -1.388  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.006  -2.596  -4.297  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.069  -1.074  -6.336  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    3    1                                                       
CONECT    3    4   28    2                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6   32   33                                             
CONECT    6    5    7   34   35                                             
CONECT    7    6    9    8                                                  
CONECT    8    7                                                            
CONECT    9    7   36                                                       
CONECT   10   23   11    4                                                  
CONECT   11   12   10                                                       
CONECT   12   13   11   21   37                                             
CONECT   13   12   14                                                       
CONECT   14   13   17   15   38                                             
CONECT   15   16   14   39   40                                             
CONECT   16   15   41                                                       
CONECT   17   14   19   18   42                                             
CONECT   18   17   43                                                       
CONECT   19   17   21   20   44                                             
CONECT   20   19   45                                                       
CONECT   21   22   19   12   46                                             
CONECT   22   21   47                                                       
CONECT   23   24   10   48                                                  
CONECT   24   23   28   25                                                  
CONECT   25   26   24   49                                                  
CONECT   26   27   25   50                                                  
CONECT   27   28   26                                                       
CONECT   28    3   24   27                                                  
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    5                                                            
CONECT   33    5                                                            
CONECT   34    6                                                            
CONECT   35    6                                                            
CONECT   36    9                                                            
CONECT   37   12                                                            
CONECT   38   14                                                            
CONECT   39   15                                                            
CONECT   40   15                                                            
CONECT   41   16                                                            
CONECT   42   17                                                            
CONECT   43   18                                                            
CONECT   44   19                                                            
CONECT   45   20                                                            
CONECT   46   21                                                            
CONECT   47   22                                                            
CONECT   48   23                                                            
CONECT   49   25                                                            
CONECT   50   26                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  104    0
END

RDKit          3D

50 52  0  0  0  0  0  0  0  0999 V2000
    1.5725    2.7684   -4.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436    2.5256   -2.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    1.3381   -2.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4136    1.1491   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    2.2379   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2937    2.2589    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990    1.1303    1.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0370    0.6240    1.9031 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655    0.7267    0.7897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2308   -0.0298   -0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4677   -0.1081    0.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0160   -1.3135    1.1238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3988   -1.4391    0.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095   -2.6086    1.3251 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4425   -2.7291    0.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0329   -3.9787    1.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9964   -2.5282    2.8580 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5904   -3.6908    3.4469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526   -2.3938    3.3354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5466   -2.2287    4.7626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8569   -1.2136    2.6579 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5187   -1.2407    3.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5996   -1.0265   -1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101   -0.8553   -3.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275   -1.6300   -4.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -0.9063   -5.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5160    0.2625   -4.8225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315    0.3081   -3.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325    3.7576   -4.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2778    2.0425   -4.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6330    2.7939   -4.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2096    2.1601    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    3.2084   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955    2.2177   -0.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5432    3.1900    0.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1236    0.0183    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394   -2.1756    0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -3.5003    0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4463   -2.6410   -0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -1.9215    1.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8289   -4.1386    2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5751   -1.6616    3.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3430   -3.6444    4.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025   -3.3246    3.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6276   -1.9687    4.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770   -0.2700    3.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9635   -0.4823    2.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1185   -1.9282   -1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0060   -2.5964   -4.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -1.0742   -6.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  4  3  2  0
  3 28  1  0
 13 14  1  0
 24 23  1  0
 23 10  2  0
 24 28  2  0
 14 17  1  0
 17 19  1  0
 12 11  1  0
 28 27  1  0
 27 26  1  0
 26 25  2  0
 25 24  1  0
 21 22  1  0
  4  5  1  0
  3  2  1  0
 10 11  1  0
  2  1  1  0
 15 16  1  0
  5  6  1  0
 21 19  1  0
  6  7  1  0
 21 12  1  0
  7  9  1  0
 10  4  1  0
  7  8  2  0
 19 20  1  0
 14 15  1  0
 17 18  1  0
 20 45  1  0
 19 44  1  1
 18 43  1  0
 17 42  1  6
 12 37  1  6
 21 46  1  1
 22 47  1  0
 15 39  1  0
 15 40  1  0
 14 38  1  1
 16 41  1  0
 23 48  1  0
 26 50  1  0
 25 49  1  0
  5 32  1  0
  5 33  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
M  END

View in JSmol

Synonyms

Value	Source
5-(b-D-Glucopyranosyloxy)-7-methoxy-6-benzofuranpropionate	Generator
5-(b-D-Glucopyranosyloxy)-7-methoxy-6-benzofuranpropionic acid	Generator
5-(beta-D-Glucopyranosyloxy)-7-methoxy-6-benzofuranpropionate	Generator
5-(Β-D-glucopyranosyloxy)-7-methoxy-6-benzofuranpropionate	Generator
5-(Β-D-glucopyranosyloxy)-7-methoxy-6-benzofuranpropionic acid	Generator

Chemical Formula

C₁₈H₂₂O₁₀

Average Mass

398.3640 Da

Monoisotopic Mass

398.12130 Da

IUPAC Name

3-(7-methoxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-6-yl)propanoic acid

Traditional Name

3-(7-methoxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-6-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])C([H])([H])C1=C(OC([H])([H])[H])C2=C(C([H])=C([H])O2)C([H])=C1O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C18H22O10/c1-25-17-9(2-3-12(20)21)10(6-8-4-5-26-16(8)17)27-18-15(24)14(23)13(22)11(7-19)28-18/h4-6,11,13-15,18-19,22-24H,2-3,7H2,1H3,(H,20,21)/t11-,13-,14+,15-,18-/m1/s1

InChI Key

BUVPABKYRXLOGT-BWOYXGKQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Glehnia littoralis	LOTUS Database	35616633
Glehnia littoralis fruit	JEOL database	Ishikawa, T., et al, Chem. Pharm. Bull. 49, 584 (2001)
Ruta graveolens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Benzofuran
Anisole
Alkyl aryl ether
Monosaccharide
Oxane
Benzenoid
Heteroaromatic compound
Furan
Secondary alcohol
Polyol
Carboxylic acid derivative
Carboxylic acid
Ether
Organoheterocyclic compound
Oxacycle
Acetal
Monocarboxylic acid or derivatives
Primary alcohol
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.11	ALOGPS
logP	-0.51	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	4.23	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	159.05 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	91.4 m³·mol⁻¹	ChemAxon
Polarizability	39.37 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

8724267

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10548876

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Elsbaey M, Sallam A, El-Metwally M, Nagata M, Tanaka C, Shimizu K, Miyamoto T: Melanogenesis Inhibitors from the Endophytic Fungus Aspergillus amstelodami. Chem Biodivers. 2019 Aug;16(8):e1900237. doi: 10.1002/cbdv.201900237. Epub 2019 Jul 16. [PubMed:31241824 ]
Jiang ZB, Liu XX, Chen JZ, Guo HH, Hu YQ, Guo X, Ma XL, Wang F, Zhang DZ, Wu XL: Structural Determination of a New Cycloartane Glycoside from Asplenium ruprechtii. Chem Biodivers. 2020 Dec;17(12):e2000500. doi: 10.1002/cbdv.202000500. Epub 2020 Nov 9. [PubMed:33078897 ]
Arciniegas A, Perez-Castorena AL, Melendez-Aguirre M, Avila JG, Garcia-Bores AM, Villasenor JL, Romo de Vivar A: Chemical Composition and Antimicrobial Activity of Ageratina deltoidea. Chem Biodivers. 2018 Mar;15(3):e1700529. doi: 10.1002/cbdv.201700529. [PubMed:29427474 ]
Zhang R, Hu X, Zhang B, Wang Z, Hao C, Xin J, Guo Q: Whitening Activity of Constituents Isolated from the Trichosanthes Pulp. Evid Based Complement Alternat Med. 2020 Jul 22;2020:2582579. doi: 10.1155/2020/2582579. eCollection 2020. [PubMed:32774406 ]
Morikawa T, Inoue N, Nakanishi Y, Manse Y, Matsuura H, Okino K, Hamasaki S, Yoshikawa M, Muraoka O, Ninomiya K: Collagen synthesis-promoting and collagenase inhibitory activities of constituents isolated from the rhizomes of Picrorhiza kurroa Royle ex Benth. Fitoterapia. 2020 Jun;143:104584. doi: 10.1016/j.fitote.2020.104584. Epub 2020 Apr 1. [PubMed:32247053 ]
Mohamed TA, Abd El Aty AA, Shahat AA, Abdel-Azim NS, Shams KA, Elshamy AA, Ahmed MM, Youns SHH, El-Wassimy TM, El-Toumy SA, Hegazy MF: New antimicrobial metabolites from the medicinal herb Artemisia herba-Alba. Nat Prod Res. 2021 Jun;35(12):1959-1967. doi: 10.1080/14786419.2019.1647430. Epub 2019 Jul 31. [PubMed:31364880 ]
Bi HY, Xu CL, Fu HZ, Zhou ZQ, Zhong RJ, Dai M, Wang D: Two new norneolignans from Callicarpa kwangtungensis. Nat Prod Res. 2020 Jan;34(2):197-203. doi: 10.1080/14786419.2018.1525374. Epub 2019 Mar 11. [PubMed:30856343 ]
Kama-Kama F, Omosa LK, Nganga J, Maina N, Osanjo G, Yaouba S, Ilias M, Midiwo J, Naessens J: Antimycoplasmal Activities of Compounds from Solanum aculeastrum and Piliostigma thonningii against Strains from the Mycoplasma mycoides Cluster. Front Pharmacol. 2017 Dec 21;8:920. doi: 10.3389/fphar.2017.00920. eCollection 2017. [PubMed:29311927 ]
Peng QH, Han ZZ, Tong RC, Hu XQ, Yang QM, Qi M, Shi YH, Wang ZT, Yang L: [Chemical constituents from hypoglycemic active part of Plantaginis Semen]. Zhongguo Zhong Yao Za Zhi. 2017 Nov;42(21):4150-4153. doi: 10.19540/j.cnki.cjcmm.20170905.009. [PubMed:29271153 ]
Rauf A, Raza M, Saleem M, Ozgen U, Karaoglan ES, Renda G, Palaska E, Orhan IE: Carbonic Anhydrase and Urease Inhibitory Potential of Various Plant Phenolics Using in vitro and in silico Methods. Chem Biodivers. 2017 Jun;14(6). doi: 10.1002/cbdv.201700024. Epub 2017 Jun 9. [PubMed:28207990 ]
Ishikawa, T., et al. (2001). Ishikawa, T., et al, Chem. Pharm. Bull. 49, 584 (2001). Chem. Pharm. Bull..

Showing NP-Card for 6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside (NP0025701)

MOL for NP0025701 (6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside)

3D MOL for NP0025701 (6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside)

3D SDF for NP0025701 (6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside)

3D-SDF for NP0025701 (6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside)

PDB for NP0025701 (6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside)

3D PDB for NP0025701 (6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside)

SMILES for NP0025701 (6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside)

INCHI for NP0025701 (6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside)

Structure for NP0025701 (6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside)

3D Structure for NP0025701 (6-carboxyethyl-7-methoxy-5-hydroxybenzofuran 5-O-beta-D-glucopyranoside)