NP-MRD: Showing NP-Card for Oleuropein (NP0025721)

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Record Information

Version

1.0

Created at

2021-06-19 17:46:19 UTC

Updated at

2021-06-29 23:50:50 UTC

NP-MRD ID

NP0025721

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Oleuropein

Provided By

JEOL Database JEOL Logo

Description

Oleuropein is found in Borago officinalis, Brassica napus, Fraxinus angustifolia, Fraxinus excelsior, Fraxinus insularis, Fraxinus pallisae, Inga velutina, Jasminum grandiflorum , Jasminum officinale , Jasminum polyanthum, Ligustrum japonicum, Ligustrum lucidum, Ligustrum vulgare, Olea capensis, Osmanthus fortunei, Osmanthus fragrans, Osmanthus heterophyllus, Syringa josikaea, Syringa persica, Syringa pubescens, Syringa reticulata and Syringa vulgaris. It was first documented in 2021 (PMID: 34370148). Based on a literature review very few articles have been published on methyl (2S,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate (PMID: 34366460) (PMID: 34356385) (PMID: 34356366) (PMID: 34338174) (PMID: 34305155) (PMID: 34296655).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119463D          

 70 72  0  0  0  0            999 V2000
   -3.2924   -0.4022   -1.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1733   -1.3259   -1.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3128   -1.2278    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405   -0.1115    1.0395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0524    0.5088    1.1084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741    1.6546    0.2648 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2641    1.3535   -1.0830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032    2.4707   -1.9698 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6040    2.0242   -3.3474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0004    0.7924   -3.7653 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3574    2.9364   -2.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4970    4.1126   -2.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8151    3.2597   -0.5757 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2148    3.5817   -0.5921 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500    2.0851    0.3603 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8986    2.4709    1.6996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6813   -0.6602    2.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0898   -4.2619    3.4322 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7753   -2.0682   -2.3066 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6234   -4.3452   -2.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0933   -4.6199   -4.9494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1123   -3.7061   -4.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4065   -4.2522   -4.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5359   -3.4314   -4.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700   -2.0643   -5.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0979   -1.5095   -5.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0020   -0.1507   -5.2927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9683   -2.3181   -5.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2359   -0.9572   -1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7487    3.2941   -1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3109    4.1631   -0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4844    3.5999    0.3489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2098    1.2481    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6333    1.7156    2.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223   -1.9972    3.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000   -4.9801    4.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8109   -6.1313    3.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0569   -5.7497    4.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7658   -1.7183    0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597   -3.9098   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4576   -4.2823   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5888   -3.2468   -4.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887   -4.9504   -3.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2387   -5.6423   -4.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5359   -4.6373   -5.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5456   -5.3262   -4.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5326   -3.8561   -4.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0953   -0.3629   -5.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0958    0.1073   -5.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0181   -1.8701   -5.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0  0  0  0
  6  5  1  0  0  0  0
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 13 14  1  0  0  0  0
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 13 11  1  0  0  0  0
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 36 34  2  0  0  0  0
  6 15  1  0  0  0  0
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  8 11  1  0  0  0  0
 34 35  1  0  0  0  0
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 20 22  1  0  0  0  0
  4 17  1  0  0  0  0
 20 21  2  0  0  0  0
 17 18  1  0  0  0  0
  3  2  2  0  0  0  0
 18 19  2  0  0  0  0
  2  1  1  0  0  0  0
  4  5  1  0  0  0  0
 22 23  1  0  0  0  0
 11 12  1  0  0  0  0
  8  9  1  0  0  0  0
 12 50  1  0  0  0  0
 11 49  1  6  0  0  0
  6 44  1  1  0  0  0
  9 46  1  0  0  0  0
  9 47  1  0  0  0  0
  8 45  1  1  0  0  0
 15 53  1  6  0  0  0
 16 54  1  0  0  0  0
 13 51  1  1  0  0  0
 14 52  1  0  0  0  0
 10 48  1  0  0  0  0
 24 59  1  1  0  0  0
  4 43  1  6  0  0  0
 18 55  1  0  0  0  0
 25 60  1  0  0  0  0
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 29 62  1  0  0  0  0
 29 63  1  0  0  0  0
 30 64  1  0  0  0  0
 30 65  1  0  0  0  0
 38 70  1  0  0  0  0
 33 67  1  0  0  0  0
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 35 68  1  0  0  0  0
  2 42  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
 23 56  1  0  0  0  0
 23 57  1  0  0  0  0
 23 58  1  0  0  0  0
M  END

     RDKit          3D

 70 72  0  0  0  0  0  0  0  0999 V2000
   -3.2924   -0.4022   -1.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1733   -1.3259   -1.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3405   -0.1115    1.0395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0524    0.5088    1.1084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741    1.6546    0.2648 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2641    1.3535   -1.0830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032    2.4707   -1.9698 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.0004    0.7924   -3.7653 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3574    2.9364   -2.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.1935   -2.2403    0.3484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1587   -3.4907   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6  5  1  0
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 24 59  1  1
  4 43  1  6
 18 55  1  0
 25 60  1  0
 25 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 30 65  1  0
 38 70  1  0
 33 67  1  0
 32 66  1  0
 37 69  1  0
 35 68  1  0
  2 42  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
M  END


  Mrv1652306192119463D          

 70 72  0  0  0  0            999 V2000
   -3.2924   -0.4022   -1.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1733   -1.3259   -1.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3128   -1.2278    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405   -0.1115    1.0395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0524    0.5088    1.1084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741    1.6546    0.2648 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2641    1.3535   -1.0830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032    2.4707   -1.9698 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6040    2.0242   -3.3474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0004    0.7924   -3.7653 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3574    2.9364   -2.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4970    4.1126   -2.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8151    3.2597   -0.5757 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2148    3.5817   -0.5921 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500    2.0851    0.3603 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8986    2.4709    1.6996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6813   -0.6602    2.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0094   -1.8097    2.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869   -2.5667    1.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5411   -3.6561    2.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6333   -3.9662    1.9437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0898   -4.2619    3.4322 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6474   -5.3393    4.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1935   -2.2403    0.3484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1587   -3.4907   -0.5576 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4661   -3.1812   -1.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7753   -2.0682   -2.3066 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6234   -4.3452   -2.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -4.2341   -3.9242 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0933   -4.6199   -4.9494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1123   -3.7061   -4.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4065   -4.2522   -4.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5359   -3.4314   -4.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700   -2.0643   -5.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4679   -1.2540   -5.1379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0979   -1.5095   -5.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0020   -0.1507   -5.2927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9683   -2.3181   -5.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2359   -0.9572   -1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1243   -0.0072   -2.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4124    0.4464   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952   -2.1557   -1.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1004    0.6483    0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847    2.4398    0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487    3.2941   -1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4222    2.7799   -4.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6825    1.8417   -3.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0496    0.2245   -2.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0067    2.1632   -2.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4191    4.4095   -2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3109    4.1631   -0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4844    3.5999    0.3489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2098    1.2481    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6333    1.7156    2.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223   -1.9972    3.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000   -4.9801    4.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8109   -6.1313    3.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0569   -5.7497    4.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7658   -1.7183    0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597   -3.9098   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4576   -4.2823   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5888   -3.2468   -4.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887   -4.9504   -3.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2387   -5.6423   -4.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5359   -4.6373   -5.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5456   -5.3262   -4.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5326   -3.8561   -4.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0953   -0.3629   -5.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0958    0.1073   -5.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0181   -1.8701   -5.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0  0  0  0
  6  5  1  0  0  0  0
 25 26  1  0  0  0  0
 26 28  1  0  0  0  0
 15 16  1  0  0  0  0
 26 27  2  0  0  0  0
 13 14  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  9 10  1  0  0  0  0
 30 31  1  0  0  0  0
 24  3  1  0  0  0  0
 31 38  2  0  0  0  0
 13 11  1  0  0  0  0
 38 36  1  0  0  0  0
 13 15  1  0  0  0  0
 36 34  2  0  0  0  0
  6 15  1  0  0  0  0
 34 33  1  0  0  0  0
  6  7  1  0  0  0  0
 33 32  2  0  0  0  0
 32 31  1  0  0  0  0
  7  8  1  0  0  0  0
 36 37  1  0  0  0  0
  8 11  1  0  0  0  0
 34 35  1  0  0  0  0
 24 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3  4  1  0  0  0  0
 20 22  1  0  0  0  0
  4 17  1  0  0  0  0
 20 21  2  0  0  0  0
 17 18  1  0  0  0  0
  3  2  2  0  0  0  0
 18 19  2  0  0  0  0
  2  1  1  0  0  0  0
  4  5  1  0  0  0  0
 22 23  1  0  0  0  0
 11 12  1  0  0  0  0
  8  9  1  0  0  0  0
 12 50  1  0  0  0  0
 11 49  1  6  0  0  0
  6 44  1  1  0  0  0
  9 46  1  0  0  0  0
  9 47  1  0  0  0  0
  8 45  1  1  0  0  0
 15 53  1  6  0  0  0
 16 54  1  0  0  0  0
 13 51  1  1  0  0  0
 14 52  1  0  0  0  0
 10 48  1  0  0  0  0
 24 59  1  1  0  0  0
  4 43  1  6  0  0  0
 18 55  1  0  0  0  0
 25 60  1  0  0  0  0
 25 61  1  0  0  0  0
 29 62  1  0  0  0  0
 29 63  1  0  0  0  0
 30 64  1  0  0  0  0
 30 65  1  0  0  0  0
 38 70  1  0  0  0  0
 33 67  1  0  0  0  0
 32 66  1  0  0  0  0
 37 69  1  0  0  0  0
 35 68  1  0  0  0  0
  2 42  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
 23 56  1  0  0  0  0
 23 57  1  0  0  0  0
 23 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025721

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])OC(=O)C([H])([H])[C@]1([H])C(=C([H])O[C@@]([H])(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])\C1=C(\[H])C([H])([H])[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3-/t14-,18+,20+,21-,22+,24-,25-/m0/s1

> <INCHI_KEY>
RFWGABANNQMHMZ-WLFYAOHHSA-N

> <FORMULA>
C25H32O13

> <MOLECULAR_WEIGHT>
540.5138

> <EXACT_MASS>
540.18429111

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
53.387645998729525

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2S,3Z,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
0.11127575566666788

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.094314391043516

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.284206390735173

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810849052288235

> <JCHEM_POLAR_SURFACE_AREA>
201.67

> <JCHEM_REFRACTIVITY>
128.21819999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4S,5Z,6S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-5-ethylidene-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 72  0  0  0  0  0  0  0  0999 V2000
   -3.2924   -0.4022   -1.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1733   -1.3259   -1.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3128   -1.2278    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405   -0.1115    1.0395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0524    0.5088    1.1084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741    1.6546    0.2648 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2641    1.3535   -1.0830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032    2.4707   -1.9698 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6040    2.0242   -3.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004    0.7924   -3.7653 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3574    2.9364   -2.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4970    4.1126   -2.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8151    3.2597   -0.5757 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2148    3.5817   -0.5921 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500    2.0851    0.3603 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8986    2.4709    1.6996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6813   -0.6602    2.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0094   -1.8097    2.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869   -2.5667    1.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5411   -3.6561    2.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6333   -3.9662    1.9437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0898   -4.2619    3.4322 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6474   -5.3393    4.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1935   -2.2403    0.3484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1587   -3.4907   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -3.1812   -1.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7753   -2.0682   -2.3066 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6234   -4.3452   -2.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -4.2341   -3.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0933   -4.6199   -4.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1123   -3.7061   -4.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4065   -4.2522   -4.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5359   -3.4314   -4.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700   -2.0643   -5.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4679   -1.2540   -5.1379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0979   -1.5095   -5.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0020   -0.1507   -5.2927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9683   -2.3181   -5.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2359   -0.9572   -1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1243   -0.0072   -2.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4124    0.4464   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952   -2.1557   -1.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1004    0.6483    0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847    2.4398    0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487    3.2941   -1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4222    2.7799   -4.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6825    1.8417   -3.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0496    0.2245   -2.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0067    2.1632   -2.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4191    4.4095   -2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3109    4.1631   -0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4844    3.5999    0.3489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2098    1.2481    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6333    1.7156    2.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223   -1.9972    3.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000   -4.9801    4.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8109   -6.1313    3.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0569   -5.7497    4.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7658   -1.7183    0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597   -3.9098   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4576   -4.2823   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
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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      -3.292  -0.402  -1.401  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.173  -1.326  -1.030  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.313  -1.228   0.009  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.341  -0.112   1.040  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.052   0.509   1.108  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.074   1.655   0.265  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.264   1.353  -1.083  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.103   2.471  -1.970  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.604   2.024  -3.347  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.000   0.792  -3.765  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.357   2.936  -2.001  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.497   4.113  -2.802  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.815   3.260  -0.576  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.215   3.582  -0.592  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.550   2.085   0.360  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.899   2.471   1.700  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.681  -0.660   2.333  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.009  -1.810   2.675  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.287  -2.567   1.831  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.541  -3.656   2.395  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.633  -3.966   1.944  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.090  -4.262   3.432  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.647  -5.339   4.011  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.194  -2.240   0.348  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.159  -3.491  -0.558  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.466  -3.181  -1.903  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.775  -2.068  -2.307  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.623  -4.345  -2.596  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.162  -4.234  -3.924  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.093  -4.620  -4.949  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.112  -3.706  -4.980  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.406  -4.252  -4.893  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.536  -3.431  -4.946  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.370  -2.064  -5.090  0.00  0.00           C+0
HETATM   35  O   UNK     0      -4.468  -1.254  -5.138  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.098  -1.510  -5.175  0.00  0.00           C+0
HETATM   37  O   UNK     0      -2.002  -0.151  -5.293  0.00  0.00           O+0
HETATM   38  C   UNK     0      -0.968  -2.318  -5.132  0.00  0.00           C+0
HETATM   39  H   UNK     0      -4.236  -0.957  -1.409  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.124  -0.007  -2.407  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.412   0.446  -0.726  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.095  -2.156  -1.729  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.100   0.648   0.844  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.585   2.440   0.658  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.749   3.294  -1.636  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.422   2.780  -4.117  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.683   1.842  -3.300  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.050   0.225  -2.962  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.007   2.163  -2.429  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.419   4.410  -2.658  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.311   4.163  -0.210  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.484   3.600   0.349  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.210   1.248   0.099  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.633   1.716   2.263  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.122  -1.997   3.736  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.600  -4.980   4.413  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.811  -6.131   3.274  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.057  -5.750   4.835  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.766  -1.718   0.215  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.160  -3.910  -0.708  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.458  -4.282  -0.122  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.589  -3.247  -4.130  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.989  -4.950  -3.987  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.239  -5.642  -4.729  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.536  -4.637  -5.952  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.546  -5.326  -4.788  0.00  0.00           H+0
HETATM   67  H   UNK     0      -4.533  -3.856  -4.881  0.00  0.00           H+0
HETATM   68  H   UNK     0      -4.095  -0.363  -5.296  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.096   0.107  -5.006  0.00  0.00           H+0
HETATM   70  H   UNK     0       0.018  -1.870  -5.215  0.00  0.00           H+0
CONECT    1    2   39   40   41                                             
CONECT    2    3    1   42                                                  
CONECT    3   24    4    2                                                  
CONECT    4    3   17    5   43                                             
CONECT    5    6    4                                                       
CONECT    6    5   15    7   44                                             
CONECT    7    6    8                                                       
CONECT    8    7   11    9   45                                             
CONECT    9   10    8   46   47                                             
CONECT   10    9   48                                                       
CONECT   11   13    8   12   49                                             
CONECT   12   11   50                                                       
CONECT   13   14   11   15   51                                             
CONECT   14   13   52                                                       
CONECT   15   16   13    6   53                                             
CONECT   16   15   54                                                       
CONECT   17    4   18                                                       
CONECT   18   17   19   55                                                  
CONECT   19   24   20   18                                                  
CONECT   20   19   22   21                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   56   57   58                                             
CONECT   24   25    3   19   59                                             
CONECT   25   24   26   60   61                                             
CONECT   26   25   28   27                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   62   63                                             
CONECT   30   29   31   64   65                                             
CONECT   31   30   38   32                                                  
CONECT   32   33   31   66                                                  
CONECT   33   34   32   67                                                  
CONECT   34   36   33   35                                                  
CONECT   35   34   68                                                       
CONECT   36   38   34   37                                                  
CONECT   37   36   69                                                       
CONECT   38   31   36   70                                                  
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    2                                                            
CONECT   43    4                                                            
CONECT   44    6                                                            
CONECT   45    8                                                            
CONECT   46    9                                                            
CONECT   47    9                                                            
CONECT   48   10                                                            
CONECT   49   11                                                            
CONECT   50   12                                                            
CONECT   51   13                                                            
CONECT   52   14                                                            
CONECT   53   15                                                            
CONECT   54   16                                                            
CONECT   55   18                                                            
CONECT   56   23                                                            
CONECT   57   23                                                            
CONECT   58   23                                                            
CONECT   59   24                                                            
CONECT   60   25                                                            
CONECT   61   25                                                            
CONECT   62   29                                                            
CONECT   63   29                                                            
CONECT   64   30                                                            
CONECT   65   30                                                            
CONECT   66   32                                                            
CONECT   67   33                                                            
CONECT   68   35                                                            
CONECT   69   37                                                            
CONECT   70   38                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  144    0
END

RDKit          3D

70 72  0  0  0  0  0  0  0  0999 V2000
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  9 10  1  0
 30 31  1  0
 24  3  1  0
 31 38  2  0
 13 11  1  0
 38 36  1  0
 13 15  1  0
 36 34  2  0
  6 15  1  0
 34 33  1  0
  6  7  1  0
 33 32  2  0
 32 31  1  0
  7  8  1  0
 36 37  1  0
  8 11  1  0
 34 35  1  0
 24 19  1  0
 19 20  1  0
  3  4  1  0
 20 22  1  0
  4 17  1  0
 20 21  2  0
 17 18  1  0
  3  2  2  0
 18 19  2  0
  2  1  1  0
  4  5  1  0
 22 23  1  0
 11 12  1  0
  8  9  1  0
 12 50  1  0
 11 49  1  6
  6 44  1  1
  9 46  1  0
  9 47  1  0
  8 45  1  1
 15 53  1  6
 16 54  1  0
 13 51  1  1
 14 52  1  0
 10 48  1  0
 24 59  1  1
  4 43  1  6
 18 55  1  0
 25 60  1  0
 25 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 30 65  1  0
 38 70  1  0
 33 67  1  0
 32 66  1  0
 37 69  1  0
 35 68  1  0
  2 42  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
M  END

View in JSmol

Synonyms

Value	Source
Methyl (2S,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid	Generator
Oleuropein	MeSH

Chemical Formula

C₂₅H₃₂O₁₃

Average Mass

540.5138 Da

Monoisotopic Mass

540.18429 Da

IUPAC Name

methyl (2S,3Z,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

Traditional Name

methyl (4S,5Z,6S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-5-ethylidene-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])OC(=O)C([H])([H])[C@]1([H])C(=C([H])O[C@@]([H])(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])\C1=C(\[H])C([H])([H])[H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3-/t14-,18+,20+,21-,22+,24-,25-/m0/s1

InChI Key

RFWGABANNQMHMZ-WLFYAOHHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, 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
Borago officinalis	LOTUS Database	35616633
Brassica napus	LOTUS Database	35616633
Brassica napus var. napus	FooDB	PHENOL EXPLORER
Fraxinus americana	KNApSAcK Database	22123792
Fraxinus angustifolia	LOTUS Database	35616633
Fraxinus chinensis	KNApSAcK Database	22123792
Fraxinus excelsior	LOTUS Database	35616633
Fraxinus excelsior L.	KNApSAcK Database	22123792
Fraxinus insularis	LOTUS Database	35616633
Fraxinus japonica	KNApSAcK Database	22123792
Fraxinus ornus	KNApSAcK Database	22123792
Fraxinus oxycarba	KNApSAcK Database	22123792
Fraxinus pallisae	LOTUS Database	35616633
Inga velutina	LOTUS Database	35616633
Jasminum grandiflorum	Plant	KNApSAcK
Jasminum officinale	Plant	KNApSAcK
Jasminum polyanthum	LOTUS Database	35616633
Ligusticum lucidum	KNApSAcK Database	22123792
Ligustrum japonicum	LOTUS Database	35616633
Ligustrum japonicum L.	KNApSAcK Database	22123792
Ligustrum lucidum	JEOL database	He, Z.-D., et al, Chem. Pharm. Bull. 49, 780 (2001)
Ligustrum obtusifolium	KNApSAcK Database	22123792
Ligustrum vulgare	LOTUS Database	35616633
Olea capensis	LOTUS Database	35616633
Olea europaea	KNApSAcK Database	22123792
Osmanthus fortunei	LOTUS Database	35616633
Osmanthus fragrans	LOTUS Database	35616633
Osmanthus heterophyllus	LOTUS Database	35616633
Syringa afghanica	KNApSAcK Database	22123792
Syringa josikaea	LOTUS Database	35616633
Syringa persica	LOTUS Database	35616633
Syringa pubescens Turcz.	LOTUS Database	35616633
Syringa reticulata	LOTUS Database	35616633
Syringa vulgaris	LOTUS Database	35616633
Syringa vulgaris L.	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Glycosyl compound
Secoiridoid-skeleton
O-glycosyl compound
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Tyrosol derivative
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Sugar acid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Monosaccharide
Benzenoid
Oxane
Alpha,beta-unsaturated carboxylic ester
Methyl ester
Enoate ester
Vinylogous ester
Secondary alcohol
Carboxylic acid ester
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Primary alcohol
Organic oxygen 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	0.63	ALOGPS
logP	0.11	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.28	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.67 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	128.22 m³·mol⁻¹	ChemAxon
Polarizability	53.39 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

HMDB0035872

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB014653

KNApSAcK ID

Not Available

Chemspider ID

30777146

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6325757

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rokni Y, Abouloifa H, Bellaouchi R, Hasnaoui I, Gaamouche S, Lamzira Z, Salah RBEN, Saalaoui E, Ghabbour N, Asehraou A: Characterization of beta-glucosidase of Lactobacillus plantarum FSO1 and Candida pelliculosa L18 isolated from traditional fermented green olive. J Genet Eng Biotechnol. 2021 Aug 9;19(1):117. doi: 10.1186/s43141-021-00213-3. [PubMed:34370148 ]
Katouzian I, Taheri RA: Preparation, characterization and release behavior of chitosan-coated nanoliposomes (chitosomes) containing olive leaf extract optimized by response surface methodology. J Food Sci Technol. 2021 Sep;58(9):3430-3443. doi: 10.1007/s13197-021-04972-2. Epub 2021 Jan 25. [PubMed:34366460 ]
Katsinas N, Rodriguez-Rojo S, Enriquez-de-Salamanca A: Olive Pomace Phenolic Compounds and Extracts Can Inhibit Inflammatory- and Oxidative-Related Diseases of Human Ocular Surface Epithelium. Antioxidants (Basel). 2021 Jul 20;10(7). pii: antiox10071150. doi: 10.3390/antiox10071150. [PubMed:34356385 ]
Lammi C, Bartolomei M, Bollati C, Cecchi L, Bellumori M, Sabato E, Giulio V, Mulinacci N, Arnoldi A: Phenolic Extracts from Extra Virgin Olive Oils Inhibit Dipeptidyl Peptidase IV Activity: In Vitro, Cellular, and In Silico Molecular Modeling Investigations. Antioxidants (Basel). 2021 Jul 16;10(7). pii: antiox10071133. doi: 10.3390/antiox10071133. [PubMed:34356366 ]
Sain A, Sahu S, Naskar D: Potential of Olive oil and its phenolic compounds as therapeutic intervention against colorectal cancer: A comprehensive review. Br J Nutr. 2021 Aug 2:1-50. doi: 10.1017/S0007114521002919. [PubMed:34338174 ]
Pitsillou E, Liang J, Yu Meng Huang H, Hung A, Karagiannis TC: In silico investigation to identify potential small molecule inhibitors of the RNA-dependent RNA polymerase (RdRp) nidovirus RdRp-associated nucleotidyltransferase domain. Chem Phys Lett. 2021 Sep 16;779:138889. doi: 10.1016/j.cplett.2021.138889. Epub 2021 Jul 12. [PubMed:34305155 ]
Sain A, Kandasamy T, Naskar D: In silico approach to target PI3K/Akt/mTOR axis by selected Olea europaea phenols in PIK3CA mutant colorectal cancer. J Biomol Struct Dyn. 2021 Jul 23:1-16. doi: 10.1080/07391102.2021.1953603. [PubMed:34296655 ]
Leri M, Bertolini A, Stefani M, Bucciantini M: EVOO Polyphenols Relieve Synergistically Autophagy Dysregulation in a Cellular Model of Alzheimer's Disease. Int J Mol Sci. 2021 Jul 5;22(13). pii: ijms22137225. doi: 10.3390/ijms22137225. [PubMed:34281279 ]
Liao X, Hong Y, Chen Z: Identification and quantification of the bioactive components in Osmanthus fragrans roots by HPLC-MS/MS. J Pharm Anal. 2021 Jun;11(3):299-307. doi: 10.1016/j.jpha.2020.06.010. Epub 2020 Jul 5. [PubMed:34277118 ]
Manzano-Nicolas J, Taboada-Rodriguez A, Teruel-Puche JA, Marin-Iniesta F, Garcia-Molina F, Garcia-Canovas F, Tudela-Serrano J, Munoz-Munoz J: Enzymatic oxidation of oleuropein and 3-hydroxytyrosol by laccase, peroxidase, and tyrosinase. J Food Biochem. 2021 Jul 4:e13803. doi: 10.1111/jfbc.13803. [PubMed:34219246 ]
Zheng S, Wang Y, Fang J, Geng R, Li M, Zhao Y, Kang SG, Huang K, Tong T: Oleuropein Ameliorates Advanced Stage of Type 2 Diabetes in db/db Mice by Regulating Gut Microbiota. Nutrients. 2021 Jun 22;13(7). pii: nu13072131. doi: 10.3390/nu13072131. [PubMed:34206641 ]
Maiuolo J, Bava I, Carresi C, Gliozzi M, Musolino V, Scarano F, Nucera S, Scicchitano M, Bosco F, Ruga S, Caterina Zito M, Oppedisano F, Macri R, Tavernese A, Mollace R, Mollace V: The Effects of Bergamot Polyphenolic Fraction, Cynara cardunculus, and Olea europea L. Extract on Doxorubicin-Induced Cardiotoxicity. Nutrients. 2021 Jun 23;13(7). pii: nu13072158. doi: 10.3390/nu13072158. [PubMed:34201904 ]
Carrara M, Kelly MT, Roso F, Larroque M, Margout D: Potential of Olive Oil Mill Wastewater as a Source of Polyphenols for the Treatment of Skin Disorders: A Review. J Agric Food Chem. 2021 Jul 7;69(26):7268-7284. doi: 10.1021/acs.jafc.1c00296. Epub 2021 Jun 28. [PubMed:34180235 ]
Malliou F, Andriopoulou CE, Gonzalez FJ, Kofinas A, Skaltsounis AL, Konstandi M: Oleuropein-Induced Acceleration of Cytochrome P450-Catalyzed Drug Metabolism: Central Role for Nuclear Receptor Peroxisome Proliferator-Activated Receptor alpha. Drug Metab Dispos. 2021 Sep;49(9):833-843. doi: 10.1124/dmd.120.000302. Epub 2021 Jun 23. [PubMed:34162688 ]
Karagiannis E, Michailidis M, Skodra C, Stamatakis G, Dasenaki M, Ganopoulos I, Samiotaki M, Thomaidis NS, Molassiotis A, Tanou G: Proteo-metabolomic journey across olive drupe development and maturation. Food Chem. 2021 Nov 30;363:130339. doi: 10.1016/j.foodchem.2021.130339. Epub 2021 Jun 9. [PubMed:34147896 ]
He, Z.-D., et al. (2001). He, Z.-D., et al, Chem. Pharm. Bull. 49, 780 (2001). Chem. Pharm. Bull..

Showing NP-Card for Oleuropein (NP0025721)

MOL for NP0025721 (Oleuropein)

3D MOL for NP0025721 (Oleuropein)

3D SDF for NP0025721 (Oleuropein)

3D-SDF for NP0025721 (Oleuropein)

PDB for NP0025721 (Oleuropein)

3D PDB for NP0025721 (Oleuropein)

SMILES for NP0025721 (Oleuropein)

INCHI for NP0025721 (Oleuropein)

Structure for NP0025721 (Oleuropein)

3D Structure for NP0025721 (Oleuropein)