NP-MRD: Showing NP-Card for 7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one (NP0211075)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 09:11:03 UTC

Updated at

2022-09-05 09:11:04 UTC

NP-MRD ID

NP0211075

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one

Description

7-{[(2S,3R,4S,5S,6R)-6-({[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)-4H-chromen-4-one belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. 7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one is found in Cyclopia intermedia. Based on a literature review very few articles have been published on 7-{[(2S,3R,4S,5S,6R)-6-({[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)-4H-chromen-4-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052211112D          

 40 44  0  0  1  0            999 V2000
   -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 O   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
   -1.4289   -1.6500    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
    0.0000   -1.6500    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
    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 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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6599    0.8205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4669    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8794    0.2775    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5468    0.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4314   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2384   -0.1640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3273   -0.3356    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4989   -1.1425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  2  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
    5.0013   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   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 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
    1.4289   -1.6500    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   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  2  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  1  0  0  0
 24 25  1  0  0  0  0
 22 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  6  0  0  0
 16 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 14 32  1  0  0  0  0
 32 33  1  1  0  0  0
 12 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 10 36  1  0  0  0  0
 36 37  1  0  0  0  0
  7 37  1  0  0  0  0
 37 38  2  0  0  0  0
  6 39  1  0  0  0  0
 39 40  2  0  0  0  0
  3 40  1  0  0  0  0
M  END

     RDKit          3D

 70 74  0  0  0  0  0  0  0  0999 V2000
   10.8952    2.8154    1.9520 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3649    2.2131    0.7925 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0970    1.6458    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6325    1.0705   -0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3808    0.4871   -0.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5488    0.4701    0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2319   -0.1318    0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7819   -0.9565    1.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047   -1.4867    1.4263 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -1.2680    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728   -1.8478    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6762   -1.6504   -0.6998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5516   -2.2640   -0.6801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5119   -2.1436   -1.6663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6389   -1.4677   -1.1377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4003   -0.9453   -2.2077 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7060   -0.4582   -1.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3943    0.5295   -0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5244    1.0385   -0.0348 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5801    2.3916   -0.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1850    3.0225    0.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0245    2.1945    1.9450 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1742    2.8037    2.8748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3623    1.8570    2.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2246    0.9915    3.6290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3019    0.9730    1.4539 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9266    1.0563    1.7085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966   -2.0663   -3.1637 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8864   -2.0332   -4.2988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4795   -3.3760   -2.4415 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1408   -3.3262   -1.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0014   -3.5167   -2.1594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3686   -3.8752   -3.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1239   -0.8282   -1.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3826   -0.2168   -1.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2053   -0.4565   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4403    0.1331   -0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8298    0.8756   -1.5117 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9786    1.0362    1.7640 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2471    1.6180    1.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1085    3.3811    2.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2252    1.9936    2.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7553    3.4595    1.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2568    1.0600   -1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0333    0.0382   -1.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4187   -1.1557    2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2518   -2.4872    1.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703   -1.5275   -2.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8531   -0.0985   -2.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2308   -1.2555   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3869   -0.0482   -2.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4533    0.5641   -0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8910    4.0869    0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2931    3.0310    0.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9444    3.7265    2.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7896    2.8107    2.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0357    1.4962    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9504    1.0848    4.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7265    0.0329    1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606    0.5994    2.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7458   -2.0402   -3.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7688   -1.1264   -4.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8697   -4.2114   -3.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5604   -3.6876   -0.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8304   -4.2617   -1.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6171   -3.2811   -3.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259   -0.5984   -2.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7018    0.4261   -2.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3088    1.0195    2.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5801    2.0608    2.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 39  1  0
 39 40  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 22 26  1  0
 26 27  1  0
 16 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 12 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 40  3  1  0
 37  7  1  0
 36 10  1  0
 32 14  1  0
 26 19  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  4 44  1  0
  5 45  1  0
 39 69  1  0
 40 70  1  0
  8 46  1  0
 11 47  1  0
 14 48  1  6
 16 49  1  6
 17 50  1  0
 17 51  1  0
 19 52  1  1
 21 53  1  0
 21 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 25 58  1  0
 26 59  1  1
 27 60  1  0
 28 61  1  6
 29 62  1  0
 30 63  1  6
 31 64  1  0
 32 65  1  1
 33 66  1  0
 34 67  1  0
 35 68  1  0
M  END


  Mrv1652309052211112D          

 40 44  0  0  1  0            999 V2000
   -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 O   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
   -1.4289   -1.6500    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
    0.0000   -1.6500    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
    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 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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6599    0.8205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4669    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8794    0.2775    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5468    0.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4314   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2384   -0.1640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3273   -0.3356    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4989   -1.1425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  2  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
    5.0013   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   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 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
    1.4289   -1.6500    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   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  2  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  1  0  0  0
 24 25  1  0  0  0  0
 22 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  6  0  0  0
 16 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 14 32  1  0  0  0  0
 32 33  1  1  0  0  0
 12 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 10 36  1  0  0  0  0
 36 37  1  0  0  0  0
  7 37  1  0  0  0  0
 37 38  2  0  0  0  0
  6 39  1  0  0  0  0
 39 40  2  0  0  0  0
  3 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0211075

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C1=COC2=CC(O[C@@H]3O[C@H](CO[C@@H]4OC[C@@](O)(CO)[C@@H]4O)[C@@H](O)[C@H](O)[C@H]3O)=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O13/c1-35-14-4-2-13(3-5-14)17-9-36-18-8-15(6-7-16(18)20(17)29)39-25-23(32)22(31)21(30)19(40-25)10-37-26-24(33)27(34,11-28)12-38-26/h2-9,19,21-26,28,30-34H,10-12H2,1H3/t19-,21-,22+,23-,24-,25-,26-,27+/m1/s1

> <INCHI_KEY>
PJHJORWYAZKNAL-YPHRCLHISA-N

> <FORMULA>
C27H30O13

> <MOLECULAR_WEIGHT>
562.524

> <EXACT_MASS>
562.168641026

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
55.534126859938546

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-{[(2S,3R,4S,5S,6R)-6-({[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)-4H-chromen-4-one

> <JCHEM_LOGP>
-0.6682353859999993

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.31172454685996

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.701740204336943

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1423790163389214

> <JCHEM_POLAR_SURFACE_AREA>
193.82999999999998

> <JCHEM_REFRACTIVITY>
132.9989

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
7-{[(2S,3R,4S,5S,6R)-6-({[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.669  -0.000   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337  -0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      14.670  -0.770   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      16.004  -0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      16.165   1.532   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      17.671   1.852   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.441   0.518   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      19.687   1.423   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      19.472  -0.626   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      20.978  -0.306   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      17.411  -0.626   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      17.731  -2.133   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   40                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   39                                                  
CONECT    7    6    8   37                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   36                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   34                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   32                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   26                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   22   19   27                                                  
CONECT   27   26                                                            
CONECT   28   16   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   14   33                                                  
CONECT   33   32                                                            
CONECT   34   12   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   10   37                                                  
CONECT   37   36    7   38                                                  
CONECT   38   37                                                            
CONECT   39    6   40                                                       
CONECT   40   39    3                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₀O₁₃

Average Mass

562.5240 Da

Monoisotopic Mass

562.16864 Da

IUPAC Name

7-{[(2S,3R,4S,5S,6R)-6-({[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

7-{[(2S,3R,4S,5S,6R)-6-({[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1=COC2=CC(O[C@@H]3O[C@H](CO[C@@H]4OC[C@@](O)(CO)[C@@H]4O)[C@@H](O)[C@H](O)[C@H]3O)=CC=C2C1=O

InChI Identifier

InChI=1S/C27H30O13/c1-35-14-4-2-13(3-5-14)17-9-36-18-8-15(6-7-16(18)20(17)29)39-25-23(32)22(31)21(30)19(40-25)10-37-26-24(33)27(34,11-28)12-38-26/h2-9,19,21-26,28,30-34H,10-12H2,1H3/t19-,21-,22+,23-,24-,25-,26-,27+/m1/s1

InChI Key

PJHJORWYAZKNAL-YPHRCLHISA-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
Cyclopia intermedia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavonoid O-glycosides

Direct Parent

Isoflavonoid O-glycosides

Alternative Parents

Substituents

Isoflavonoid o-glycoside
Isoflavonoid-7-o-glycoside
4p-o-methylisoflavone
Isoflavone
Phenolic glycoside
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Pyranone
Alkyl aryl ether
Oxane
Benzenoid
Pyran
Monocyclic benzene moiety
Tetrahydrofuran
Tertiary alcohol
Heteroaromatic compound
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Primary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
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	-0.67	ChemAxon
pKa (Strongest Acidic)	11.7	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	193.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	133 m³·mol⁻¹	ChemAxon
Polarizability	55.53 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

162992860

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one (NP0211075)

MOL for NP0211075 (7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one)

3D MOL for NP0211075 (7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one)

3D SDF for NP0211075 (7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one)

3D-SDF for NP0211075 (7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one)

PDB for NP0211075 (7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one)

3D PDB for NP0211075 (7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one)

SMILES for NP0211075 (7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one)

INCHI for NP0211075 (7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one)

Structure for NP0211075 (7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one)

3D Structure for NP0211075 (7-{[(2s,3r,4s,5s,6r)-6-({[(2r,3s,4s)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-methoxyphenyl)chromen-4-one)