NP-MRD: Showing NP-Card for 6''-O-3-hydroxy-3-methylglutaroylorientin (NP0037936)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-20 20:44:55 UTC

Updated at

2021-06-30 00:10:26 UTC

NP-MRD ID

NP0037936

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6''-O-3-hydroxy-3-methylglutaroylorientin

Provided By

JEOL Database JEOL Logo

Description

6''-O-3-hydroxy-3-methylglutaroylorientin is found in Eleusine coracana. It was first documented in 2008 (Alamgir, K. M., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122443D          

 70 73  0  0  0  0            999 V2000
   -2.9240   -4.5977   -0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019   -4.7665   -0.3461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1978   -6.1346   -0.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716   -3.8477   -1.4637 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6294   -3.8185   -1.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3619   -4.7794   -1.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -2.5734   -1.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -4.5896    1.0332 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5393   -3.1506    1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214   -2.3039    1.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7652   -2.9280    1.7686 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -1.5937    2.2067 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2139   -0.6110    1.0336 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8456    0.6977    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108    1.6764    0.4469 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5483    1.3582   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5984    1.1846   -1.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5055    1.4184   -2.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7710    0.7860   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306    0.5632   -1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0300    0.1550   -2.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9357    0.7693   -0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1503    0.5499    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1940    0.1822   -0.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0657    0.7967    1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074    1.2337    2.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7440    1.5145    3.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177    1.2339    4.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    1.4986    5.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3618    2.0556    6.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388    2.3394    7.9449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5741    2.3490    5.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891    2.9057    6.7229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7736    2.0891    4.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7610    1.4453    1.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692    1.1843    0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    1.8453   -0.1662 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2245    2.8338   -1.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7286    0.5133   -0.6270 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1143    0.6918   -0.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6420   -0.5576    0.4668 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0676   -1.8076   -0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4066   -4.8362   -1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2097   -3.5797    0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452   -5.2920    0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2396   -6.2641   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2423   -2.8257   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -4.1907   -2.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477   -2.6066   -1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2329   -5.1022    1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211   -5.0854    1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -1.6466    2.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078   -1.2587    2.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5235   -0.9246    0.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893    2.6361    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    1.1444   -3.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014    0.6429   -3.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7738    0.0362   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9577    0.6061    2.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6980    0.7990    3.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3673    1.2656    6.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448    2.0812    8.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2249    2.9953    7.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7296    2.3522    4.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    2.2161    0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5762    2.5783   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568    0.1463   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    1.5546   -1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3511   -0.3113    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -1.6291   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  2  0  0  0  0
 26 35  1  0  0  0  0
 22 36  2  0  0  0  0
  8  2  1  0  0  0  0
  2  4  1  0  0  0  0
 15 37  1  0  0  0  0
 37 39  1  0  0  0  0
 39 41  1  0  0  0  0
 22 20  1  0  0  0  0
 36 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 27 28  2  0  0  0  0
 41 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 41 42  1  0  0  0  0
 39 40  1  0  0  0  0
 37 38  1  0  0  0  0
 27 34  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 32  1  0  0  0  0
 32 34  2  0  0  0  0
 26 27  1  0  0  0  0
 23 24  2  0  0  0  0
 12 11  1  0  0  0  0
 17 18  1  0  0  0  0
  9  8  1  0  0  0  0
 30 31  1  0  0  0  0
  4  5  1  0  0  0  0
 20 21  1  0  0  0  0
 11  9  1  0  0  0  0
 32 33  1  0  0  0  0
  5  7  1  0  0  0  0
  9 10  2  0  0  0  0
 36 35  1  0  0  0  0
  2  3  1  6  0  0  0
 22 23  1  0  0  0  0
  2  1  1  0  0  0  0
 23 25  1  0  0  0  0
  5  6  2  0  0  0  0
 13 12  1  0  0  0  0
 15 16  1  0  0  0  0
  8 50  1  0  0  0  0
  8 51  1  0  0  0  0
  4 47  1  0  0  0  0
  4 48  1  0  0  0  0
  7 49  1  0  0  0  0
 15 55  1  1  0  0  0
 41 69  1  1  0  0  0
 42 70  1  0  0  0  0
 39 67  1  6  0  0  0
 40 68  1  0  0  0  0
 37 65  1  1  0  0  0
 38 66  1  0  0  0  0
 12 52  1  0  0  0  0
 12 53  1  0  0  0  0
 13 54  1  6  0  0  0
 25 59  1  0  0  0  0
 19 57  1  0  0  0  0
 28 60  1  0  0  0  0
 29 61  1  0  0  0  0
 34 64  1  0  0  0  0
 18 56  1  0  0  0  0
 31 62  1  0  0  0  0
 21 58  1  0  0  0  0
 33 63  1  0  0  0  0
  3 46  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
  1 45  1  0  0  0  0
M  END

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
   -2.9240   -4.5977   -0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019   -4.7665   -0.3461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1978   -6.1346   -0.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716   -3.8477   -1.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294   -3.8185   -1.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3619   -4.7794   -1.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -2.5734   -1.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -4.5896    1.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393   -3.1506    1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214   -2.3039    1.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7652   -2.9280    1.7686 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -1.5937    2.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139   -0.6110    1.0336 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8456    0.6977    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108    1.6764    0.4469 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5483    1.3582   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5984    1.1846   -1.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5055    1.4184   -2.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7710    0.7860   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306    0.5632   -1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0300    0.1550   -2.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9357    0.7693   -0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1503    0.5499    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1940    0.1822   -0.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0657    0.7967    1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074    1.2337    2.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7440    1.5145    3.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177    1.2339    4.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    1.4986    5.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3618    2.0556    6.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388    2.3394    7.9449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5741    2.3490    5.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891    2.9057    6.7229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7736    2.0891    4.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7610    1.4453    1.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692    1.1843    0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    1.8453   -0.1662 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2245    2.8338   -1.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7286    0.5133   -0.6270 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1143    0.6918   -0.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6420   -0.5576    0.4668 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0676   -1.8076   -0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4066   -4.8362   -1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2097   -3.5797    0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452   -5.2920    0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2396   -6.2641   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2423   -2.8257   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -4.1907   -2.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477   -2.6066   -1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2329   -5.1022    1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211   -5.0854    1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -1.6466    2.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078   -1.2587    2.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5235   -0.9246    0.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893    2.6361    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    1.1444   -3.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014    0.6429   -3.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7738    0.0362   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9577    0.6061    2.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6980    0.7990    3.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3673    1.2656    6.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448    2.0812    8.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2249    2.9953    7.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7296    2.3522    4.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    2.2161    0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5762    2.5783   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568    0.1463   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    1.5546   -1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3511   -0.3113    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -1.6291   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  2  0
 26 35  1  0
 22 36  2  0
  8  2  1  0
  2  4  1  0
 15 37  1  0
 37 39  1  0
 39 41  1  0
 22 20  1  0
 36 16  1  0
 16 17  2  0
 17 19  1  0
 19 20  2  0
 27 28  2  0
 41 13  1  0
 13 14  1  0
 14 15  1  0
 41 42  1  0
 39 40  1  0
 37 38  1  0
 27 34  1  0
 28 29  1  0
 29 30  2  0
 30 32  1  0
 32 34  2  0
 26 27  1  0
 23 24  2  0
 12 11  1  0
 17 18  1  0
  9  8  1  0
 30 31  1  0
  4  5  1  0
 20 21  1  0
 11  9  1  0
 32 33  1  0
  5  7  1  0
  9 10  2  0
 36 35  1  0
  2  3  1  6
 22 23  1  0
  2  1  1  0
 23 25  1  0
  5  6  2  0
 13 12  1  0
 15 16  1  0
  8 50  1  0
  8 51  1  0
  4 47  1  0
  4 48  1  0
  7 49  1  0
 15 55  1  1
 41 69  1  1
 42 70  1  0
 39 67  1  6
 40 68  1  0
 37 65  1  1
 38 66  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  6
 25 59  1  0
 19 57  1  0
 28 60  1  0
 29 61  1  0
 34 64  1  0
 18 56  1  0
 31 62  1  0
 21 58  1  0
 33 63  1  0
  3 46  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
M  END


  Mrv1652306202122443D          

 70 73  0  0  0  0            999 V2000
   -2.9240   -4.5977   -0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019   -4.7665   -0.3461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1978   -6.1346   -0.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716   -3.8477   -1.4637 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6294   -3.8185   -1.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3619   -4.7794   -1.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -2.5734   -1.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -4.5896    1.0332 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5393   -3.1506    1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214   -2.3039    1.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7652   -2.9280    1.7686 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -1.5937    2.2067 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2139   -0.6110    1.0336 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8456    0.6977    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108    1.6764    0.4469 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5483    1.3582   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5984    1.1846   -1.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5055    1.4184   -2.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7710    0.7860   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306    0.5632   -1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0300    0.1550   -2.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9357    0.7693   -0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1503    0.5499    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1940    0.1822   -0.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0657    0.7967    1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074    1.2337    2.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7440    1.5145    3.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177    1.2339    4.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    1.4986    5.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3618    2.0556    6.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388    2.3394    7.9449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5741    2.3490    5.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891    2.9057    6.7229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7736    2.0891    4.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7610    1.4453    1.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692    1.1843    0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    1.8453   -0.1662 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2245    2.8338   -1.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7286    0.5133   -0.6270 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1143    0.6918   -0.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6420   -0.5576    0.4668 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0676   -1.8076   -0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4066   -4.8362   -1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2097   -3.5797    0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452   -5.2920    0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2396   -6.2641   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2423   -2.8257   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -4.1907   -2.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477   -2.6066   -1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2329   -5.1022    1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211   -5.0854    1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -1.6466    2.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078   -1.2587    2.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5235   -0.9246    0.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893    2.6361    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    1.1444   -3.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014    0.6429   -3.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7738    0.0362   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9577    0.6061    2.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6980    0.7990    3.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3673    1.2656    6.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448    2.0812    8.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2249    2.9953    7.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7296    2.3522    4.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    2.2161    0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5762    2.5783   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568    0.1463   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    1.5546   -1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3511   -0.3113    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -1.6291   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  2  0  0  0  0
 26 35  1  0  0  0  0
 22 36  2  0  0  0  0
  8  2  1  0  0  0  0
  2  4  1  0  0  0  0
 15 37  1  0  0  0  0
 37 39  1  0  0  0  0
 39 41  1  0  0  0  0
 22 20  1  0  0  0  0
 36 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 27 28  2  0  0  0  0
 41 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 41 42  1  0  0  0  0
 39 40  1  0  0  0  0
 37 38  1  0  0  0  0
 27 34  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 32  1  0  0  0  0
 32 34  2  0  0  0  0
 26 27  1  0  0  0  0
 23 24  2  0  0  0  0
 12 11  1  0  0  0  0
 17 18  1  0  0  0  0
  9  8  1  0  0  0  0
 30 31  1  0  0  0  0
  4  5  1  0  0  0  0
 20 21  1  0  0  0  0
 11  9  1  0  0  0  0
 32 33  1  0  0  0  0
  5  7  1  0  0  0  0
  9 10  2  0  0  0  0
 36 35  1  0  0  0  0
  2  3  1  6  0  0  0
 22 23  1  0  0  0  0
  2  1  1  0  0  0  0
 23 25  1  0  0  0  0
  5  6  2  0  0  0  0
 13 12  1  0  0  0  0
 15 16  1  0  0  0  0
  8 50  1  0  0  0  0
  8 51  1  0  0  0  0
  4 47  1  0  0  0  0
  4 48  1  0  0  0  0
  7 49  1  0  0  0  0
 15 55  1  1  0  0  0
 41 69  1  1  0  0  0
 42 70  1  0  0  0  0
 39 67  1  6  0  0  0
 40 68  1  0  0  0  0
 37 65  1  1  0  0  0
 38 66  1  0  0  0  0
 12 52  1  0  0  0  0
 12 53  1  0  0  0  0
 13 54  1  6  0  0  0
 25 59  1  0  0  0  0
 19 57  1  0  0  0  0
 28 60  1  0  0  0  0
 29 61  1  0  0  0  0
 34 64  1  0  0  0  0
 18 56  1  0  0  0  0
 31 62  1  0  0  0  0
 21 58  1  0  0  0  0
 33 63  1  0  0  0  0
  3 46  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
  1 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037936

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])[C@](O[H])(C([H])([H])[H])C([H])([H])C(=O)OC([H])([H])[C@@]1([H])O[C@]([H])(C2=C(O[H])C([H])=C(O[H])C3=C2OC(=C([H])C3=O)C2=C([H])C([H])=C(O[H])C(O[H])=C2[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H28O15/c1-27(39,7-18(33)34)8-19(35)40-9-17-22(36)23(37)24(38)26(42-17)21-14(31)5-13(30)20-15(32)6-16(41-25(20)21)10-2-3-11(28)12(29)4-10/h2-6,17,22-24,26,28-31,36-39H,7-9H2,1H3,(H,33,34)/t17-,22-,23+,24-,26-,27-/m1/s1

> <INCHI_KEY>
BWELTCCPHZTPMI-DFXBOLKQSA-N

> <FORMULA>
C27H28O15

> <MOLECULAR_WEIGHT>
592.506

> <EXACT_MASS>
592.142820202

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
55.020130784838756

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-5-{[(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

> <ALOGPS_LOGP>
0.85

> <JCHEM_LOGP>
-0.437967209333334

> <ALOGPS_LOGS>
-2.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.174285742799192

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.751513233914312

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6454383087603377

> <JCHEM_POLAR_SURFACE_AREA>
260.96999999999997

> <JCHEM_REFRACTIVITY>
138.6586

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-5-{[(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
   -2.9240   -4.5977   -0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019   -4.7665   -0.3461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1978   -6.1346   -0.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716   -3.8477   -1.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294   -3.8185   -1.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3619   -4.7794   -1.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -2.5734   -1.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -4.5896    1.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393   -3.1506    1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214   -2.3039    1.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7652   -2.9280    1.7686 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -1.5937    2.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139   -0.6110    1.0336 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8456    0.6977    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108    1.6764    0.4469 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5483    1.3582   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5984    1.1846   -1.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5055    1.4184   -2.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7710    0.7860   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306    0.5632   -1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0300    0.1550   -2.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9357    0.7693   -0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1503    0.5499    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1940    0.1822   -0.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0657    0.7967    1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074    1.2337    2.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7440    1.5145    3.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177    1.2339    4.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    1.4986    5.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3618    2.0556    6.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388    2.3394    7.9449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5741    2.3490    5.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891    2.9057    6.7229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7736    2.0891    4.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7610    1.4453    1.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692    1.1843    0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    1.8453   -0.1662 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2245    2.8338   -1.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7286    0.5133   -0.6270 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1143    0.6918   -0.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6420   -0.5576    0.4668 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0676   -1.8076   -0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4066   -4.8362   -1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2097   -3.5797    0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452   -5.2920    0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2396   -6.2641   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2423   -2.8257   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -4.1907   -2.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477   -2.6066   -1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2329   -5.1022    1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211   -5.0854    1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -1.6466    2.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078   -1.2587    2.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5235   -0.9246    0.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893    2.6361    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    1.1444   -3.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014    0.6429   -3.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7738    0.0362   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9577    0.6061    2.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6980    0.7990    3.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3673    1.2656    6.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448    2.0812    8.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2249    2.9953    7.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7296    2.3522    4.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    2.2161    0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5762    2.5783   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568    0.1463   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    1.5546   -1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3511   -0.3113    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -1.6291   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  2  0
 26 35  1  0
 22 36  2  0
  8  2  1  0
  2  4  1  0
 15 37  1  0
 37 39  1  0
 39 41  1  0
 22 20  1  0
 36 16  1  0
 16 17  2  0
 17 19  1  0
 19 20  2  0
 27 28  2  0
 41 13  1  0
 13 14  1  0
 14 15  1  0
 41 42  1  0
 39 40  1  0
 37 38  1  0
 27 34  1  0
 28 29  1  0
 29 30  2  0
 30 32  1  0
 32 34  2  0
 26 27  1  0
 23 24  2  0
 12 11  1  0
 17 18  1  0
  9  8  1  0
 30 31  1  0
  4  5  1  0
 20 21  1  0
 11  9  1  0
 32 33  1  0
  5  7  1  0
  9 10  2  0
 36 35  1  0
  2  3  1  6
 22 23  1  0
  2  1  1  0
 23 25  1  0
  5  6  2  0
 13 12  1  0
 15 16  1  0
  8 50  1  0
  8 51  1  0
  4 47  1  0
  4 48  1  0
  7 49  1  0
 15 55  1  1
 41 69  1  1
 42 70  1  0
 39 67  1  6
 40 68  1  0
 37 65  1  1
 38 66  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  6
 25 59  1  0
 19 57  1  0
 28 60  1  0
 29 61  1  0
 34 64  1  0
 18 56  1  0
 31 62  1  0
 21 58  1  0
 33 63  1  0
  3 46  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.924  -4.598  -0.241  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.402  -4.766  -0.346  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.198  -6.135  -0.752  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.872  -3.848  -1.464  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.629  -3.818  -1.486  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.362  -4.779  -1.317  0.00  0.00           O+0
HETATM    7  O   UNK     0       1.108  -2.573  -1.648  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.738  -4.590   1.033  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.539  -3.151   1.438  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.421  -2.304   1.450  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.765  -2.928   1.769  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.073  -1.594   2.207  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.214  -0.611   1.034  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.846   0.698   1.510  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.711   1.676   0.447  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.548   1.358  -0.367  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.598   1.185  -1.758  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.505   1.418  -2.529  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.771   0.786  -2.411  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.931   0.563  -1.683  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.030   0.155  -2.387  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.936   0.769  -0.306  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.150   0.550   0.488  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.194   0.182  -0.042  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.066   0.797   1.931  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.907   1.234   2.443  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.744   1.515   3.886  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.518   1.234   4.520  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.324   1.499   5.881  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.362   2.056   6.614  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.239   2.339   7.945  0.00  0.00           O+0
HETATM   32  C   UNK     0      -3.574   2.349   5.998  0.00  0.00           C+0
HETATM   33  O   UNK     0      -4.589   2.906   6.723  0.00  0.00           O+0
HETATM   34  C   UNK     0      -3.774   2.089   4.647  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.761   1.445   1.696  0.00  0.00           O+0
HETATM   36  C   UNK     0      -1.769   1.184   0.341  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.124   1.845  -0.166  0.00  0.00           C+0
HETATM   38  O   UNK     0       2.224   2.834  -1.193  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.729   0.513  -0.627  0.00  0.00           C+0
HETATM   40  O   UNK     0       4.114   0.692  -0.977  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.642  -0.558   0.467  0.00  0.00           C+0
HETATM   42  O   UNK     0       3.068  -1.808  -0.102  0.00  0.00           O+0
HETATM   43  H   UNK     0      -3.407  -4.836  -1.197  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.210  -3.580   0.039  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.345  -5.292   0.495  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.240  -6.264  -0.906  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.242  -2.826  -1.319  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.204  -4.191  -2.450  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.048  -2.607  -1.333  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.233  -5.102   1.047  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.321  -5.085   1.819  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.006  -1.647   2.780  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.308  -1.259   2.918  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.524  -0.925   0.245  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.489   2.636   0.934  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.309   1.144  -3.446  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.801   0.643  -3.488  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.774   0.036  -1.752  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.958   0.606   2.513  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.698   0.799   3.951  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.367   1.266   6.337  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.345   2.081   8.228  0.00  0.00           H+0
HETATM   63  H   UNK     0      -4.225   2.995   7.626  0.00  0.00           H+0
HETATM   64  H   UNK     0      -4.730   2.352   4.204  0.00  0.00           H+0
HETATM   65  H   UNK     0       2.777   2.216   0.636  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.576   2.578  -1.882  0.00  0.00           H+0
HETATM   67  H   UNK     0       2.257   0.146  -1.542  0.00  0.00           H+0
HETATM   68  H   UNK     0       4.157   1.555  -1.439  0.00  0.00           H+0
HETATM   69  H   UNK     0       3.351  -0.311   1.268  0.00  0.00           H+0
HETATM   70  H   UNK     0       3.987  -1.629  -0.399  0.00  0.00           H+0
CONECT    1    2   43   44   45                                             
CONECT    2    8    4    3    1                                             
CONECT    3    2   46                                                       
CONECT    4    2    5   47   48                                             
CONECT    5    4    7    6                                                  
CONECT    6    5                                                            
CONECT    7    5   49                                                       
CONECT    8    2    9   50   51                                             
CONECT    9    8   11   10                                                  
CONECT   10    9                                                            
CONECT   11   12    9                                                       
CONECT   12   11   13   52   53                                             
CONECT   13   41   14   12   54                                             
CONECT   14   13   15                                                       
CONECT   15   37   14   16   55                                             
CONECT   16   36   17   15                                                  
CONECT   17   16   19   18                                                  
CONECT   18   17   56                                                       
CONECT   19   17   20   57                                                  
CONECT   20   22   19   21                                                  
CONECT   21   20   58                                                       
CONECT   22   36   20   23                                                  
CONECT   23   24   22   25                                                  
CONECT   24   23                                                            
CONECT   25   26   23   59                                                  
CONECT   26   25   35   27                                                  
CONECT   27   28   34   26                                                  
CONECT   28   27   29   60                                                  
CONECT   29   28   30   61                                                  
CONECT   30   29   32   31                                                  
CONECT   31   30   62                                                       
CONECT   32   30   34   33                                                  
CONECT   33   32   63                                                       
CONECT   34   27   32   64                                                  
CONECT   35   26   36                                                       
CONECT   36   22   16   35                                                  
CONECT   37   15   39   38   65                                             
CONECT   38   37   66                                                       
CONECT   39   37   41   40   67                                             
CONECT   40   39   68                                                       
CONECT   41   39   13   42   69                                             
CONECT   42   41   70                                                       
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    1                                                            
CONECT   46    3                                                            
CONECT   47    4                                                            
CONECT   48    4                                                            
CONECT   49    7                                                            
CONECT   50    8                                                            
CONECT   51    8                                                            
CONECT   52   12                                                            
CONECT   53   12                                                            
CONECT   54   13                                                            
CONECT   55   15                                                            
CONECT   56   18                                                            
CONECT   57   19                                                            
CONECT   58   21                                                            
CONECT   59   25                                                            
CONECT   60   28                                                            
CONECT   61   29                                                            
CONECT   62   31                                                            
CONECT   63   33                                                            
CONECT   64   34                                                            
CONECT   65   37                                                            
CONECT   66   38                                                            
CONECT   67   39                                                            
CONECT   68   40                                                            
CONECT   69   41                                                            
CONECT   70   42                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  146    0
END

RDKit          3D

70 73  0  0  0  0  0  0  0  0999 V2000
   -2.9240   -4.5977   -0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019   -4.7665   -0.3461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1978   -6.1346   -0.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716   -3.8477   -1.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294   -3.8185   -1.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3619   -4.7794   -1.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -2.5734   -1.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -4.5896    1.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393   -3.1506    1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214   -2.3039    1.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7652   -2.9280    1.7686 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -1.5937    2.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139   -0.6110    1.0336 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8456    0.6977    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108    1.6764    0.4469 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5483    1.3582   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5984    1.1846   -1.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5055    1.4184   -2.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7710    0.7860   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306    0.5632   -1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0300    0.1550   -2.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9357    0.7693   -0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1503    0.5499    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1940    0.1822   -0.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0657    0.7967    1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074    1.2337    2.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7440    1.5145    3.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177    1.2339    4.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    1.4986    5.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3618    2.0556    6.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388    2.3394    7.9449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5741    2.3490    5.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891    2.9057    6.7229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7736    2.0891    4.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7610    1.4453    1.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692    1.1843    0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    1.8453   -0.1662 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2245    2.8338   -1.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7286    0.5133   -0.6270 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1143    0.6918   -0.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6420   -0.5576    0.4668 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0676   -1.8076   -0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4066   -4.8362   -1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2097   -3.5797    0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452   -5.2920    0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2396   -6.2641   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2423   -2.8257   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -4.1907   -2.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477   -2.6066   -1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2329   -5.1022    1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211   -5.0854    1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -1.6466    2.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078   -1.2587    2.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5235   -0.9246    0.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893    2.6361    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    1.1444   -3.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014    0.6429   -3.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7738    0.0362   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9577    0.6061    2.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6980    0.7990    3.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3673    1.2656    6.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448    2.0812    8.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2249    2.9953    7.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7296    2.3522    4.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    2.2161    0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5762    2.5783   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568    0.1463   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    1.5546   -1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3511   -0.3113    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -1.6291   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 26  2  0
 26 35  1  0
 22 36  2  0
  8  2  1  0
  2  4  1  0
 15 37  1  0
 37 39  1  0
 39 41  1  0
 22 20  1  0
 36 16  1  0
 16 17  2  0
 17 19  1  0
 19 20  2  0
 27 28  2  0
 41 13  1  0
 13 14  1  0
 14 15  1  0
 41 42  1  0
 39 40  1  0
 37 38  1  0
 27 34  1  0
 28 29  1  0
 29 30  2  0
 30 32  1  0
 32 34  2  0
 26 27  1  0
 23 24  2  0
 12 11  1  0
 17 18  1  0
  9  8  1  0
 30 31  1  0
  4  5  1  0
 20 21  1  0
 11  9  1  0
 32 33  1  0
  5  7  1  0
  9 10  2  0
 36 35  1  0
  2  3  1  6
 22 23  1  0
  2  1  1  0
 23 25  1  0
  5  6  2  0
 13 12  1  0
 15 16  1  0
  8 50  1  0
  8 51  1  0
  4 47  1  0
  4 48  1  0
  7 49  1  0
 15 55  1  1
 41 69  1  1
 42 70  1  0
 39 67  1  6
 40 68  1  0
 37 65  1  1
 38 66  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  6
 25 59  1  0
 19 57  1  0
 28 60  1  0
 29 61  1  0
 34 64  1  0
 18 56  1  0
 31 62  1  0
 21 58  1  0
 33 63  1  0
  3 46  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₂₈O₁₅

Average Mass

592.5060 Da

Monoisotopic Mass

592.14282 Da

IUPAC Name

(3R)-5-{[(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

Traditional Name

(3R)-5-{[(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])[C@](O[H])(C([H])([H])[H])C([H])([H])C(=O)OC([H])([H])[C@@]1([H])O[C@]([H])(C2=C(O[H])C([H])=C(O[H])C3=C2OC(=C([H])C3=O)C2=C([H])C([H])=C(O[H])C(O[H])=C2[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C27H28O15/c1-27(39,7-18(33)34)8-19(35)40-9-17-22(36)23(37)24(38)26(42-17)21-14(31)5-13(30)20-15(32)6-16(41-25(20)21)10-2-3-11(28)12(29)4-10/h2-6,17,22-24,26,28-31,36-39H,7-9H2,1H3,(H,33,34)/t17-,22-,23+,24-,26-,27-/m1/s1

InChI Key

BWELTCCPHZTPMI-DFXBOLKQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, 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
Eleusine coracana	JEOL database	Alamgir, K. M., et al, Phytochem. Letts. 1, 111 (2008)

Chemical Taxonomy

Classification

Not classified

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	0.85	ALOGPS
logP	-0.44	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.75	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	260.97 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	138.66 m³·mol⁻¹	ChemAxon
Polarizability	55.02 Å³	ChemAxon
Number of Rings	4	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

Not Available

References

General References

Alamgir, K. M., et al. (2008). Alamgir, K. M., et al, Phytochem. Letts. 1, 111 (2008). Phytochem..

Showing NP-Card for 6''-O-3-hydroxy-3-methylglutaroylorientin (NP0037936)

MOL for NP0037936 (6''-O-3-hydroxy-3-methylglutaroylorientin)

3D MOL for NP0037936 (6''-O-3-hydroxy-3-methylglutaroylorientin)

3D SDF for NP0037936 (6''-O-3-hydroxy-3-methylglutaroylorientin)

3D-SDF for NP0037936 (6''-O-3-hydroxy-3-methylglutaroylorientin)

PDB for NP0037936 (6''-O-3-hydroxy-3-methylglutaroylorientin)

3D PDB for NP0037936 (6''-O-3-hydroxy-3-methylglutaroylorientin)

SMILES for NP0037936 (6''-O-3-hydroxy-3-methylglutaroylorientin)

INCHI for NP0037936 (6''-O-3-hydroxy-3-methylglutaroylorientin)

Structure for NP0037936 (6''-O-3-hydroxy-3-methylglutaroylorientin)

3D Structure for NP0037936 (6''-O-3-hydroxy-3-methylglutaroylorientin)