NP-MRD: Showing NP-Card for 1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one (NP0152572)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 09:05:01 UTC

Updated at

2022-09-02 09:05:01 UTC

NP-MRD ID

NP0152572

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one

Description

Alpha,beta-Dihydro-2',4'-dihydroxy-4,6'-dimethoxy-3'-[(1R,2R,3S)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]chalcone belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group. 1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one is found in Iryanthera lancifolia. Based on a literature review very few articles have been published on alpha,beta-Dihydro-2',4'-dihydroxy-4,6'-dimethoxy-3'-[(1R,2R,3S)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]chalcone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022211052D          

 42 45  0  0  1  0            999 V2000
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -13.6125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -14.0250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -14.8500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -17.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -18.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 32 38  1  0  0  0  0
 18 39  2  0  0  0  0
 11 39  1  0  0  0  0
 39 40  1  0  0  0  0
  6 41  1  0  0  0  0
 41 42  2  0  0  0  0
  3 42  1  0  0  0  0
M  END

     RDKit          3D

 80 83  0  0  0  0  0  0  0  0999 V2000
    6.9603    4.6055   -0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8101    4.0429   -0.0823 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6888    2.6618   -0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328    1.8383   -0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5082    0.4768   -0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4116   -0.1281   -0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2927   -1.6211   -0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5602   -2.0614   -1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2382   -1.4482   -1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1425   -0.2901   -1.8795 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0259   -2.0018   -0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0483   -3.2179   -0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1904   -3.9979   -0.0469 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1223   -5.2455    0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8888   -3.6996    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2871   -2.9948    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997   -3.5548    0.8395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3593   -1.7404   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6454   -0.9969   -0.3412 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7668   -1.7689   -0.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8655   -1.9734   -2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8774   -2.6942   -2.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8590   -3.2555   -2.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8738   -3.9784   -2.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7712   -3.0591   -0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7706   -2.3470   -0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7621   -0.0776    0.7998 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7145   -0.6359    2.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6691    1.0915    0.6170 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0885    0.8217    0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    2.0166    1.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4553    3.2117    1.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7398    3.2663    2.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5160    4.3867    2.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9985    5.5209    1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7750    6.6799    1.2946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7039    5.4527    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9226    4.3239    1.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -1.2701   -0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8731   -0.0418   -1.4737 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4552    0.6749    0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5728    2.0572    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8597    4.1102   -0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9249    4.4909   -1.7736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9709    5.6768   -0.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5195    2.2733   -1.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2725   -0.1414   -1.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2925   -2.0891   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7249   -1.8959    0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1619   -1.5839   -2.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6216   -3.1253   -1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7213   -5.1270    1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0837   -5.7530    0.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3519   -5.8697    0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8933   -4.6858    0.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3684   -4.4568    1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4588   -0.2593   -1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1104   -1.5496   -2.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8868   -2.8113   -3.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5766   -4.3738   -2.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5512   -3.5057   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7325   -2.2038    0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7276    0.4651    0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3552    0.1600    2.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9222   -1.4022    2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6922   -0.9095    2.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2494    1.7057   -0.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6318    0.1682    0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1914    0.4134   -0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7103    1.7638    0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5372    2.2924    2.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9271    1.3763    2.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1540    2.3978    2.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5362    4.4688    2.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3336    6.7672    0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2811    6.3409    0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8875    4.3103    0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1674    0.6202   -1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955    0.2100    0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8172    2.7029    0.9424 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  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 18 39  2  0
 39 40  1  0
  6 41  1  0
 41 42  2  0
 42  3  1  0
 39 11  1  0
 38 32  1  0
 26 20  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  4 46  1  0
  5 47  1  0
  7 48  1  0
  7 49  1  0
  8 50  1  0
  8 51  1  0
 14 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 17 56  1  0
 19 57  1  6
 27 63  1  1
 28 64  1  0
 28 65  1  0
 28 66  1  0
 29 67  1  6
 30 68  1  0
 30 69  1  0
 30 70  1  0
 31 71  1  0
 31 72  1  0
 33 73  1  0
 34 74  1  0
 36 75  1  0
 37 76  1  0
 38 77  1  0
 21 58  1  0
 22 59  1  0
 24 60  1  0
 25 61  1  0
 26 62  1  0
 40 78  1  0
 41 79  1  0
 42 80  1  0
M  END


  Mrv1652309022211052D          

 42 45  0  0  1  0            999 V2000
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -13.6125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -14.0250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -14.8500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -17.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -18.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 32 38  1  0  0  0  0
 18 39  2  0  0  0  0
 11 39  1  0  0  0  0
 39 40  1  0  0  0  0
  6 41  1  0  0  0  0
 41 42  2  0  0  0  0
  3 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0152572

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(CCC(=O)C2=C(OC)C=C(O)C([C@H]([C@H](C)[C@@H](C)CC3=CC=C(O)C=C3)C3=CC=C(O)C=C3)=C2O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C35H38O7/c1-21(19-24-5-12-26(36)13-6-24)22(2)32(25-10-14-27(37)15-11-25)34-30(39)20-31(42-4)33(35(34)40)29(38)18-9-23-7-16-28(41-3)17-8-23/h5-8,10-17,20-22,32,36-37,39-40H,9,18-19H2,1-4H3/t21-,22+,32+/m0/s1

> <INCHI_KEY>
YMKNHLSWQAAXRA-TUSYCDLHSA-N

> <FORMULA>
C35H38O7

> <MOLECULAR_WEIGHT>
570.682

> <EXACT_MASS>
570.261753564

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
62.56898001450467

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{2,4-dihydroxy-3-[(1R,2R,3S)-1-(4-hydroxyphenyl)-3-[(4-hydroxyphenyl)methyl]-2-methylbutyl]-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one

> <ALOGPS_LOGP>
5.94

> <JCHEM_LOGP>
8.350559285

> <ALOGPS_LOGS>
-5.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.918303242150316

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.589821788644374

> <JCHEM_PKA_STRONGEST_BASIC>
-4.432885120181752

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
163.91469999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{2,4-dihydroxy-3-[(1R,2R,3S)-1-(4-hydroxyphenyl)-3-[(4-hydroxyphenyl)methyl]-2-methylbutyl]-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.002 -12.320   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336 -16.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002 -18.480   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336 -19.250   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336 -20.790   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.002 -21.560   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.669 -21.560   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003 -20.790   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.003 -19.250   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.337 -18.480   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337 -21.560   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337 -23.100   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      14.670 -23.870   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.003 -23.870   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003 -25.410   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669 -26.180   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669 -27.720   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336 -28.490   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002 -27.720   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.668 -28.490   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.002 -26.180   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336 -25.410   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.337 -26.180   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.670 -25.410   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.337 -27.720   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.003 -28.490   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.670 -28.490   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.670 -30.030   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.004 -30.800   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.004 -32.340   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.670 -33.110   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      14.670 -34.650   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      13.337 -32.340   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.337 -30.800   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.669 -23.100   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       9.336 -23.870   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   41                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   39                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   39                                                  
CONECT   19   18   20   27                                                  
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   20                                                       
CONECT   27   19   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   38                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   32                                                       
CONECT   39   18   11   40                                                  
CONECT   40   39                                                            
CONECT   41    6   42                                                       
CONECT   42   41    3                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
a,b-Dihydro-2',4'-dihydroxy-4,6'-dimethoxy-3'-[(1R,2R,3S)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]chalcone	Generator
Α,β-dihydro-2',4'-dihydroxy-4,6'-dimethoxy-3'-[(1R,2R,3S)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]chalcone	Generator

Chemical Formula

C₃₅H₃₈O₇

Average Mass

570.6820 Da

Monoisotopic Mass

570.26175 Da

IUPAC Name

1-{2,4-dihydroxy-3-[(1R,2R,3S)-1-(4-hydroxyphenyl)-3-[(4-hydroxyphenyl)methyl]-2-methylbutyl]-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one

Traditional Name

1-{2,4-dihydroxy-3-[(1R,2R,3S)-1-(4-hydroxyphenyl)-3-[(4-hydroxyphenyl)methyl]-2-methylbutyl]-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C(CCC(=O)C2=C(OC)C=C(O)C([C@H]([C@H](C)[C@@H](C)CC3=CC=C(O)C=C3)C3=CC=C(O)C=C3)=C2O)C=C1

InChI Identifier

InChI=1S/C35H38O7/c1-21(19-24-5-12-26(36)13-6-24)22(2)32(25-10-14-27(37)15-11-25)34-30(39)20-31(42-4)33(35(34)40)29(38)18-9-23-7-16-28(41-3)17-8-23/h5-8,10-17,20-22,32,36-37,39-40H,9,18-19H2,1-4H3/t21-,22+,32+/m0/s1

InChI Key

YMKNHLSWQAAXRA-TUSYCDLHSA-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
Iryanthera lancifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Curcuminoids

Alternative Parents

Substituents

Bis-desmethoxycurcumin
Dibenzylbutane lignan skeleton
Norlignan skeleton
2'-hydroxy-dihydrochalcone
Linear 1,3-diarylpropanoid
Cinnamylphenol
Diphenylmethane
Alkyl-phenylketone
Butyrophenone
Methoxyphenol
Phenylketone
Phenylpropane
Anisole
Benzoyl
Phenoxy compound
Phenol ether
Methoxybenzene
Resorcinol
Aryl alkyl ketone
Aryl ketone
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	5.94	ALOGPS
logP	8.35	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	7.59	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	163.91 m³·mol⁻¹	ChemAxon
Polarizability	62.57 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

100991795

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one (NP0152572)

MOL for NP0152572 (1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one)

3D MOL for NP0152572 (1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one)

3D SDF for NP0152572 (1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one)

3D-SDF for NP0152572 (1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one)

PDB for NP0152572 (1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one)

3D PDB for NP0152572 (1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one)

SMILES for NP0152572 (1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one)

INCHI for NP0152572 (1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one)

Structure for NP0152572 (1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one)

3D Structure for NP0152572 (1-{3-[(1r,2r,3s)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbutyl]-2,4-dihydroxy-6-methoxyphenyl}-3-(4-methoxyphenyl)propan-1-one)