NP-MRD: Showing NP-Card for [(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate (NP0232128)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 13:15:23 UTC

Updated at

2022-09-06 13:15:23 UTC

NP-MRD ID

NP0232128

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Description

[(2R,3S,4S,5R,6S)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. [(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate is found in Amburana cearensis. Based on a literature review very few articles have been published on [(2R,3S,4S,5R,6S)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062215152D          

 41 44  0  0  1  0            999 V2000
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 17 25  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  1  0  0  0
  8 32  1  0  0  0  0
 32 33  2  0  0  0  0
  5 33  1  0  0  0  0
  2 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 34 41  1  0  0  0  0
M  END

     RDKit          3D

 67 70  0  0  0  0  0  0  0  0999 V2000
    6.2300   -1.7047   -0.3929 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8661   -0.6260   -0.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8410    0.1728   -1.4984 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1345   -0.1270   -2.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6825   -0.1867   -2.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1450    0.1737   -1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7933    0.1108   -0.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823   -0.3209   -1.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5950   -0.3844   -1.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6866   -0.4510   -1.5948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2293    0.3055   -0.5829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6079    0.3323   -0.5993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1192    1.3381    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4661    1.4073    0.5494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3822    0.6476    1.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9662   -0.3609    1.8336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8199    0.9267    1.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6509    0.1129    1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0113    0.3314    1.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8409   -0.5119    2.7278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5836    1.4021    1.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9486    1.6375    1.4049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7224    2.2093    0.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2822    3.3007   -0.0469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3529    2.0050    0.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2549   -0.9724   -0.5691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6073   -0.9017   -0.9832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6312   -1.9090   -1.6476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1492   -3.1750   -1.3848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577   -1.9376   -1.3685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4606   -2.6989   -2.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844   -0.6778   -3.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8178   -0.6168   -3.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6245   -0.2353    0.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6253   -1.0266    1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3279   -0.6257    3.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0486    0.5695    3.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7399    0.9326    4.2213 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0093    1.3241    1.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7109    2.5344    1.8990 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3148    0.9522    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3196    0.6487   -3.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4866   -1.0878   -3.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7759    0.5462   -0.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3239    0.3941   -0.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958   -0.2196   -2.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8272    0.7481   -1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6754    2.3678    0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5914    1.1002    1.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2847   -0.7643    2.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4406   -1.3234    3.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5238    1.0081    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6875    3.9258   -0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7167    2.6505   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1522   -1.5476    0.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8895   -1.7765   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8746   -1.5235   -2.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844   -3.7089   -2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0076   -2.2144   -0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9186   -3.5604   -2.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829   -1.0139   -3.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2864   -0.8958   -4.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0857   -1.9877    1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3408   -1.2452    3.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2705    1.7438    4.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2345    2.8602    2.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3213    1.5995   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 28 26  1  0
 26 27  1  0
 26 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  2  0
  5 33  1  0
 33 32  2  0
 10 30  1  0
 30 31  1  0
 30 28  1  0
 25 17  1  0
 32  8  1  0
 41 34  1  0
 29 58  1  0
 28 57  1  6
 26 55  1  1
 27 56  1  0
 12 47  1  6
 13 48  1  0
 13 49  1  0
 18 50  1  0
 20 51  1  0
 22 52  1  0
 24 53  1  0
 25 54  1  0
 10 46  1  6
  7 45  1  0
  6 44  1  0
  4 42  1  0
  4 43  1  0
 35 63  1  0
 36 64  1  0
 38 65  1  0
 40 66  1  0
 41 67  1  0
 33 62  1  0
 32 61  1  0
 30 59  1  1
 31 60  1  0
M  END


  Mrv1652309062215152D          

 41 44  0  0  1  0            999 V2000
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 17 25  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  1  0  0  0
  8 32  1  0  0  0  0
 32 33  2  0  0  0  0
  5 33  1  0  0  0  0
  2 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 34 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0232128

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1[C@H](O)[C@@H](COC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@@H](OC2=CC=C(COC(=O)C3=CC=C(O)C(O)=C3)C=C2)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H26O14/c28-16-6-3-13(7-17(16)29)25(36)38-10-12-1-4-15(5-2-12)40-27-24(35)23(34)22(33)20(41-27)11-39-26(37)14-8-18(30)21(32)19(31)9-14/h1-9,20,22-24,27-35H,10-11H2/t20-,22-,23+,24-,27-/m1/s1

> <INCHI_KEY>
OPHFAKQJRDLXKV-UFOFBUIZSA-N

> <FORMULA>
C27H26O14

> <MOLECULAR_WEIGHT>
574.491

> <EXACT_MASS>
574.132255517

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
55.429372724349534

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

> <JCHEM_LOGP>
2.107035722666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.68841823418061

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.975851419698968

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6491104813346

> <JCHEM_POLAR_SURFACE_AREA>
232.89999999999995

> <JCHEM_REFRACTIVITY>
136.54770000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334 -14.630   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.334 -16.170   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667 -16.940   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.000 -16.940   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.000 -18.480   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334 -19.250   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.334 -20.790   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.667 -18.480   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.001 -19.250   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.001 -16.170   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.334 -16.170   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.000 -12.320   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   34                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   33                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   32                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   30                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   26                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   17                                                       
CONECT   26   12   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   10   31                                                  
CONECT   31   30                                                            
CONECT   32    8   33                                                       
CONECT   33   32    5                                                       
CONECT   34    2   35   41                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   34                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Value	Source
[(2R,3S,4S,5R,6S)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoic acid	Generator

Chemical Formula

C₂₇H₂₆O₁₄

Average Mass

574.4910 Da

Monoisotopic Mass

574.13226 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Traditional Name

[(2R,3S,4S,5R,6S)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@H](O)[C@@H](COC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@@H](OC2=CC=C(COC(=O)C3=CC=C(O)C(O)=C3)C=C2)[C@@H]1O

InChI Identifier

InChI=1S/C27H26O14/c28-16-6-3-13(7-17(16)29)25(36)38-10-12-1-4-15(5-2-12)40-27-24(35)23(34)22(33)20(41-27)11-39-26(37)14-8-18(30)21(32)19(31)9-14/h1-9,20,22-24,27-35H,10-11H2/t20-,22-,23+,24-,27-/m1/s1

InChI Key

OPHFAKQJRDLXKV-UFOFBUIZSA-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
Amburana cearensis	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Galloyl ester
Gallic acid or derivatives
O-glycosyl compound
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Benzyloxycarbonyl
Benzoate ester
Pyrogallol derivative
Benzenetriol
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Catechol
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Dicarboxylic acid or derivatives
Carboxylic acid ester
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Alcohol
Organic oxide
Hydrocarbon derivative
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	2.11	ChemAxon
pKa (Strongest Acidic)	7.98	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	232.9 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	136.55 m³·mol⁻¹	ChemAxon
Polarizability	55.43 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162918643

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate (NP0232128)

MOL for NP0232128 ([(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D MOL for NP0232128 ([(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D SDF for NP0232128 ([(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D-SDF for NP0232128 ([(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

PDB for NP0232128 ([(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D PDB for NP0232128 ([(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

SMILES for NP0232128 ([(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

INCHI for NP0232128 ([(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

Structure for NP0232128 ([(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D Structure for NP0232128 ([(2r,3s,4s,5r,6s)-6-{4-[(3,4-dihydroxybenzoyloxy)methyl]phenoxy}-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate)