NP-MRD: Showing NP-Card for 2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate (NP0206952)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 03:23:01 UTC

Updated at

2022-09-05 03:23:01 UTC

NP-MRD ID

NP0206952

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate

Description

Pinocembrin 7-o-neohesperidoside 3'''-o-acetate belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. 2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate is found in Nierembergia linariifolia. Pinocembrin 7-o-neohesperidoside 3'''-o-acetate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201504132D          

 43 47  0  0  0  0            999 V2000
   -4.2868   -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
   -2.8579   -2.4750    0.0000 O   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
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   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
   -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    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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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
    0.7145   -0.4125    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
   -2.1434   -3.7125    0.0000 C   0  0  0  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
   -2.8579   -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
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    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
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 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
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  2  0  0  0  0
 17 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
  4 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 37 42  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

 77 81  0  0  0  0  0  0  0  0999 V2000
   -6.4526    3.6158   -2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8127    2.8184   -1.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5702    2.3953   -0.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4819    2.5139   -1.0017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9731    1.7435    0.0767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3491    0.4463   -0.3812 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2557   -0.5810   -0.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1128    0.1829    0.4563 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6810   -1.1182    0.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7115   -1.8766    1.3228 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2840   -2.2371    1.6695 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4536   -2.6681    0.5733 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370   -2.1337    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2316   -2.7022   -1.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4052   -2.1973   -1.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0190   -2.7498   -2.6826 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0731   -1.1343   -0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5078   -0.5650    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3104   -1.0693    0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1348    0.4995    0.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3045    1.1195    0.2281 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0034    2.3829   -0.4752 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5506    2.6805   -1.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2294    3.8994   -2.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3809    4.8016   -1.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8301    4.5177   -0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1436    3.3205    0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1554    0.1989   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3226   -0.6148   -1.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6620   -0.8390   -2.6939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120   -3.1630    2.7151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1068   -4.1950    2.6306 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5029   -5.5162    3.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6096   -5.8774    2.3655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -4.3397    1.3047 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7149   -5.3939    1.4330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5974   -3.0712    1.0956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5773   -3.0624    2.1048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566    1.1042    0.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6087    2.3876    0.2506 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5982    3.1272   -1.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9611    2.5188    0.8575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3641    3.8745    0.9171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6937    4.2541   -2.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9306    2.9100   -2.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2566    4.2347   -1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8223    1.4861    0.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0810    0.4858   -1.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1609   -0.2489    0.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3603    0.2760    1.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727   -1.2452    2.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1675   -1.3134    2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7406   -3.5344   -1.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5623   -3.5377   -3.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8843   -0.5943    1.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9071    1.3898    1.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155    2.0572   -2.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6526    4.1420   -3.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1597    5.7323   -2.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1475    5.2234   -0.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6996    3.0936    1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0076    0.6845   -1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5358   -0.5843    0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9215   -3.9748    3.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377   -6.3404    3.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2490   -5.4333    4.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0382   -5.1111    1.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1140   -4.4886    0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2725   -6.2768    1.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0267   -3.1352    0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7019   -2.1705    2.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8976    2.9732    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5838    3.0516   -1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8201    4.2025   -0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3066    2.7229   -1.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9596    2.1595    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3443    3.8662    1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
 41 40  1  0
 40 39  1  0
 39  8  1  0
  8  9  1  0
  9 10  1  0
 10 37  1  0
 37 38  1  0
 37 35  1  0
 35 36  1  0
 35 32  1  0
 32 33  1  0
 33 34  1  0
 32 31  1  0
 31 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 29  1  0
 29 30  2  0
 29 28  1  0
 28 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
  8  6  1  0
  6  7  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 42  1  0
 42 43  1  0
 42 40  1  0
 11 10  1  0
 19 13  1  0
 27 22  1  0
 18 17  1  0
 41 73  1  0
 41 74  1  0
 41 75  1  0
 40 72  1  1
  8 50  1  1
 10 51  1  1
 37 70  1  6
 38 71  1  0
 35 68  1  6
 36 69  1  0
 32 64  1  1
 33 65  1  0
 33 66  1  0
 34 67  1  0
 11 52  1  1
 14 53  1  0
 16 54  1  0
 28 62  1  0
 28 63  1  0
 21 56  1  1
 19 55  1  0
 23 57  1  0
 24 58  1  0
 25 59  1  0
 26 60  1  0
 27 61  1  0
  6 48  1  6
  7 49  1  0
  5 47  1  1
  1 44  1  0
  1 45  1  0
  1 46  1  0
 42 76  1  1
 43 77  1  0
M  END


  Mrv1533004201504132D          

 43 47  0  0  0  0            999 V2000
   -4.2868   -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
   -2.8579   -2.4750    0.0000 O   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
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   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
   -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    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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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
    0.7145   -0.4125    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
   -2.1434   -3.7125    0.0000 C   0  0  0  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
   -2.8579   -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
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    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
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 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
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  2  0  0  0  0
 17 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
  4 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 37 42  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0206952

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2C(O)C(O)C(CO)OC2OC2=CC(O)=C3C(=O)CC(OC3=C2)C2=CC=CC=C2)C(O)C(OC(C)=O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H34O14/c1-12-22(34)26(39-13(2)31)25(37)28(38-12)43-27-24(36)23(35)20(11-30)42-29(27)40-15-8-16(32)21-17(33)10-18(41-19(21)9-15)14-6-4-3-5-7-14/h3-9,12,18,20,22-30,32,34-37H,10-11H2,1-2H3

> <INCHI_KEY>
WNCCOUHWSQKGPO-UHFFFAOYSA-N

> <FORMULA>
C29H34O14

> <MOLECULAR_WEIGHT>
606.577

> <EXACT_MASS>
606.194855775

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
60.524600912395115

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate

> <ALOGPS_LOGP>
0.43

> <JCHEM_LOGP>
0.5878050099999993

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.13448123231561

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.638906042607887

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092569339441

> <JCHEM_POLAR_SURFACE_AREA>
210.89999999999998

> <JCHEM_REFRACTIVITY>
141.47440000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -8.002  -7.700   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   42                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   35                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14    6   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   27                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   21   28                                                  
CONECT   28   27   17                                                       
CONECT   29   25   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35    4   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   37    2   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Value	Source
Pinocembrin 7-O-neohesperidoside 3'''-O-acetic acid	Generator

Chemical Formula

C₂₉H₃₄O₁₄

Average Mass

606.5770 Da

Monoisotopic Mass

606.19486 Da

IUPAC Name

2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate

Traditional Name

2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate

CAS Registry Number

Not Available

SMILES

CC1OC(OC2C(O)C(O)C(CO)OC2OC2=CC(O)=C3C(=O)CC(OC3=C2)C2=CC=CC=C2)C(O)C(OC(C)=O)C1O

InChI Identifier

InChI=1S/C29H34O14/c1-12-22(34)26(39-13(2)31)25(37)28(38-12)43-27-24(36)23(35)20(11-30)42-29(27)40-15-8-16(32)21-17(33)10-18(41-19(21)9-15)14-6-4-3-5-7-14/h3-9,12,18,20,22-30,32,34-37H,10-11H2,1-2H3

InChI Key

WNCCOUHWSQKGPO-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
Nierembergia linariifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
Flavanone
5-hydroxyflavonoid
Hydroxyflavonoid
Flavan
Phenolic glycoside
Glycosyl compound
Disaccharide
O-glycosyl compound
Chromone
1-benzopyran
Benzopyran
Chromane
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Oxane
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Ketone
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140140 )

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	0.43	ALOGPS
logP	0.59	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	8.64	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	210.9 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	141.47 m³·mol⁻¹	ChemAxon
Polarizability	60.52 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	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate (NP0206952)

MOL for NP0206952 (2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate)

3D MOL for NP0206952 (2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate)

3D SDF for NP0206952 (2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate)

3D-SDF for NP0206952 (2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate)

PDB for NP0206952 (2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate)

3D PDB for NP0206952 (2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate)

SMILES for NP0206952 (2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate)

INCHI for NP0206952 (2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate)

Structure for NP0206952 (2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate)

3D Structure for NP0206952 (2-({4,5-dihydroxy-2-[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,5-dihydroxy-6-methyloxan-4-yl acetate)