NP-MRD: Showing NP-Card for [3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate (NP0148605)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 04:22:35 UTC

Updated at

2022-09-02 04:22:35 UTC

NP-MRD ID

NP0148605

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Description

Mangiferin 6'-gallate belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. Mangiferin 6'-gallate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Mangiferin 6'-gallate has been detected, but not quantified in, fruits. [3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate is found in Mangifera indica. This could make mangiferin 6'-gallate a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061310592D          

 41 45  0  0  0  0            999 V2000
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  3  2  0  0  0  0
 10  4  2  0  0  0  0
 10  9  1  0  0  0  0
 11  5  2  0  0  0  0
 12  1  1  0  0  0  0
 13  2  2  0  0  0  0
 14  4  1  0  0  0  0
 14  8  2  0  0  0  0
 15  5  1  0  0  0  0
 16  6  1  0  0  0  0
 17 11  1  0  0  0  0
 18 15  2  0  0  0  0
 19  8  1  0  0  0  0
 19 18  1  0  0  0  0
 20 12  2  0  0  0  0
 20 13  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  2  0  0  0  0
 22 18  1  0  0  0  0
 23 21  1  0  0  0  0
 24 23  1  0  0  0  0
 25 17  1  0  0  0  0
 25 24  1  0  0  0  0
 26  7  1  0  0  0  0
 27  9  1  0  0  0  0
 28 10  1  0  0  0  0
 29 11  1  0  0  0  0
 30 12  1  0  0  0  0
 31 13  1  0  0  0  0
 32 19  2  0  0  0  0
 33 20  1  0  0  0  0
 34 21  1  0  0  0  0
 35 22  1  0  0  0  0
 36 23  1  0  0  0  0
 37 24  1  0  0  0  0
 38 26  2  0  0  0  0
 39  6  1  0  0  0  0
 39 26  1  0  0  0  0
 40 14  1  0  0  0  0
 40 15  1  0  0  0  0
 41 16  1  0  0  0  0
 41 25  1  0  0  0  0
M  END

     RDKit          3D

 63 67  0  0  0  0  0  0  0  0999 V2000
   -4.3333    2.6841    0.1448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7787    1.6351    0.6074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8666    0.8344    1.2473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233    0.9721    1.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200    0.8588    0.1358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3831    0.7867    0.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716   -0.0832   -0.3384 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8029   -0.0855    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1607   -0.6526    1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1981   -1.1415    2.2617 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913   -0.7543    1.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5198   -0.2988    0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759   -0.4500    1.2786 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7800   -0.0790    0.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0812   -0.2833    0.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1096    0.1025    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4402   -0.0852    0.5546 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8714    0.6816   -1.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9386    1.0705   -1.8662 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5886    0.8756   -1.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5084    0.5059   -0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1998    0.6923   -1.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0067    1.2148   -2.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1446    0.2819   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8203    0.4049   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4356    0.9771   -1.8395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0523   -1.5409   -0.0286 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0084   -2.1231   -1.3539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4948   -1.5937    0.3291 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0144   -2.8059   -0.1492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1296   -0.4796   -0.5282 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6561   -0.6162   -1.7965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1751    1.1812    0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1229    1.9935   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4098    1.5376   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3889    2.3760   -0.7349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7819    0.2430    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0921   -0.1398   -0.0356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8043   -0.5721    0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1651   -1.8454    1.0576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5060   -0.1072    0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1240    0.2623    2.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2947    1.9960    1.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614    1.7176   -0.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4268    0.1500   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4955   -1.5425    3.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7630   -1.1953    2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2472   -0.7339    1.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6909   -0.4968    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8807    0.8681   -1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3548    1.3447   -2.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253    1.3684   -2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6327   -2.0992    0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3371   -3.0393   -1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7118   -1.4564    1.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5079   -3.5005    0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052   -0.5870   -0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7755    0.1361   -2.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9122    3.0095   -0.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3475    2.0216   -0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4965   -1.0310    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5928   -2.5695    1.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7795   -0.7955    1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 31  1  0
 31 32  1  0
 31  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  2  0
  5  6  1  0
  6  7  1  0
  7 27  1  0
 27 28  1  0
  7  8  1  0
  8 25  2  0
 25 26  1  0
 25 24  1  0
 24 12  2  0
 12 13  1  0
 13 14  1  0
 14 21  2  0
 21 20  1  0
 20 18  2  0
 18 19  1  0
 18 16  1  0
 16 17  1  0
 16 15  2  0
 21 22  1  0
 22 23  2  0
 12 11  1  0
 11  9  2  0
  9 10  1  0
 27 29  1  0
  9  8  1  0
 41 33  1  0
 22 24  1  0
 15 14  1  0
 30 56  1  0
 29 55  1  1
 31 57  1  6
 32 58  1  0
  5 44  1  6
  4 42  1  0
  4 43  1  0
 34 59  1  0
 36 60  1  0
 38 61  1  0
 40 62  1  0
 41 63  1  0
  7 45  1  6
 27 53  1  1
 28 54  1  0
 26 52  1  0
 20 51  1  0
 19 50  1  0
 17 49  1  0
 15 48  1  0
 11 47  1  0
 10 46  1  0
M  END


  Mrv0541 05061310592D          

 41 45  0  0  0  0            999 V2000
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  3  2  0  0  0  0
 10  4  2  0  0  0  0
 10  9  1  0  0  0  0
 11  5  2  0  0  0  0
 12  1  1  0  0  0  0
 13  2  2  0  0  0  0
 14  4  1  0  0  0  0
 14  8  2  0  0  0  0
 15  5  1  0  0  0  0
 16  6  1  0  0  0  0
 17 11  1  0  0  0  0
 18 15  2  0  0  0  0
 19  8  1  0  0  0  0
 19 18  1  0  0  0  0
 20 12  2  0  0  0  0
 20 13  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  2  0  0  0  0
 22 18  1  0  0  0  0
 23 21  1  0  0  0  0
 24 23  1  0  0  0  0
 25 17  1  0  0  0  0
 25 24  1  0  0  0  0
 26  7  1  0  0  0  0
 27  9  1  0  0  0  0
 28 10  1  0  0  0  0
 29 11  1  0  0  0  0
 30 12  1  0  0  0  0
 31 13  1  0  0  0  0
 32 19  2  0  0  0  0
 33 20  1  0  0  0  0
 34 21  1  0  0  0  0
 35 22  1  0  0  0  0
 36 23  1  0  0  0  0
 37 24  1  0  0  0  0
 38 26  2  0  0  0  0
 39  6  1  0  0  0  0
 39 26  1  0  0  0  0
 40 14  1  0  0  0  0
 40 15  1  0  0  0  0
 41 16  1  0  0  0  0
 41 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0148605

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C(O)C(COC(=O)C2=CC(O)=C(O)C(O)=C2)OC(C1O)C1=C(O)C2=C(OC3=C(C=C(O)C(O)=C3)C2=O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H22O15/c27-9-3-8-14(4-10(9)28)40-15-5-11(29)17(22(35)18(15)19(8)32)25-24(37)23(36)21(34)16(41-25)6-39-26(38)7-1-12(30)20(33)13(31)2-7/h1-5,16,21,23-25,27-31,33-37H,6H2

> <INCHI_KEY>
PIAVWKNSDNBFSQ-UHFFFAOYSA-N

> <FORMULA>
C26H22O15

> <MOLECULAR_WEIGHT>
574.4439

> <EXACT_MASS>
574.095870034

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
54.00728499953

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxo-9H-xanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
1.32

> <JCHEM_LOGP>
1.222661912333333

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.59459363233553

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.985987320963526

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6977554072362713

> <JCHEM_POLAR_SURFACE_AREA>
264.12999999999994

> <JCHEM_REFRACTIVITY>
133.62289999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -8.002   9.240   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.667   9.240   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -5.335  10.780   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    7   12                                                       
CONECT    2    7   13                                                       
CONECT    3    8    9                                                       
CONECT    4   10   14                                                       
CONECT    5   11   15                                                       
CONECT    6   16   39                                                       
CONECT    7    1    2   26                                                  
CONECT    8    3   14   19                                                  
CONECT    9    3   10   27                                                  
CONECT   10    4    9   28                                                  
CONECT   11    5   17   29                                                  
CONECT   12    1   20   30                                                  
CONECT   13    2   20   31                                                  
CONECT   14    4    8   40                                                  
CONECT   15    5   18   40                                                  
CONECT   16    6   21   41                                                  
CONECT   17   11   22   25                                                  
CONECT   18   15   19   22                                                  
CONECT   19    8   18   32                                                  
CONECT   20   12   13   33                                                  
CONECT   21   16   23   34                                                  
CONECT   22   17   18   35                                                  
CONECT   23   21   24   36                                                  
CONECT   24   23   25   37                                                  
CONECT   25   17   24   41                                                  
CONECT   26    7   38   39                                                  
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   19                                                            
CONECT   33   20                                                            
CONECT   34   21                                                            
CONECT   35   22                                                            
CONECT   36   23                                                            
CONECT   37   24                                                            
CONECT   38   26                                                            
CONECT   39    6   26                                                       
CONECT   40   14   15                                                       
CONECT   41   16   25                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

View in JSmol

Synonyms

Value	Source
Mangiferin 6'-gallic acid	Generator
[3,4,5-Trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxo-9H-xanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoic acid	Generator

Chemical Formula

C₂₆H₂₂O₁₅

Average Mass

574.4439 Da

Monoisotopic Mass

574.09587 Da

IUPAC Name

[3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxo-9H-xanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Traditional Name

[3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

CAS Registry Number

Not Available

SMILES

OC1C(O)C(COC(=O)C2=CC(O)=C(O)C(O)=C2)OC(C1O)C1=C(O)C2=C(OC3=C(C=C(O)C(O)=C3)C2=O)C=C1O

InChI Identifier

InChI=1S/C26H22O15/c27-9-3-8-14(4-10(9)28)40-15-5-11(29)17(22(35)18(15)19(8)32)25-24(37)23(36)21(34)16(41-25)6-39-26(38)7-1-12(30)20(33)13(31)2-7/h1-5,16,21,23-25,27-31,33-37H,6H2

InChI Key

PIAVWKNSDNBFSQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Mangifera indica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Phenolic glycoside
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
Chromone
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
C-glycosyl compound
Glycosyl compound
Benzoate ester
Pyrogallol derivative
Benzoic acid or derivatives
Benzenetriol
Benzoyl
Phenol
1-hydroxy-4-unsubstituted benzenoid
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Pyran
Benzenoid
Oxane
Monocyclic benzene moiety
Monosaccharide
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Polyol
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.32	ALOGPS
logP	1.22	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	6.99	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	264.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	133.62 m³·mol⁻¹	ChemAxon
Polarizability	54.01 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0039306

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018856

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752602

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate (NP0148605)

MOL for NP0148605 ([3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D MOL for NP0148605 ([3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D SDF for NP0148605 ([3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D-SDF for NP0148605 ([3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

PDB for NP0148605 ([3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D PDB for NP0148605 ([3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

SMILES for NP0148605 ([3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

INCHI for NP0148605 ([3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

Structure for NP0148605 ([3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D Structure for NP0148605 ([3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)