NP-MRD: Showing NP-Card for 5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione (NP0257468)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 22:36:09 UTC

Updated at

2022-09-07 22:36:09 UTC

NP-MRD ID

NP0257468

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione

Description

5-Hydroxy-2,2,6,6-tetramethyl-4-[(1S)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. 5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione is found in Corymbia peltata. Based on a literature review very few articles have been published on 5-hydroxy-2,2,6,6-tetramethyl-4-[(1S)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082200362D          

 38 40  0  0  1  0            999 V2000
   -0.7145   -0.4125    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 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
    0.7145   -3.7125    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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    4.2868   -1.6500    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
    3.5724   -2.8875    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
   -0.7145   -3.7125    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
   -2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    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
   -2.1434   -1.2375    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6085   -4.2112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -5.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -4.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401   -5.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6704   -4.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    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
   -1.7645   -0.8963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  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  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  5 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  2  0  0  0  0
 18 37  2  0  0  0  0
  2 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END

     RDKit          3D

 76 78  0  0  0  0  0  0  0  0999 V2000
    1.9733    1.9991   -3.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2363    1.5771   -1.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9476    0.9304   -0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867    0.7118   -1.0836 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371    0.5372    0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0725   -0.2842    1.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5147   -0.6100    2.3797 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401   -0.8026    1.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4193   -0.2138    2.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8023   -0.6597    1.9382 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542    0.0921    1.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0631   -0.3629    1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4409   -1.5692    1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4999   -2.3076    2.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2004   -1.8672    2.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080    0.8177    0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6847    0.4674    1.5361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466    1.4720   -0.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1888    1.4236   -0.5369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9995    2.0588    0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302    3.5658    0.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5514    4.1008   -0.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9198    4.3270    1.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5380   -0.0788   -0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410   -0.9173   -1.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986   -0.4458   -2.3860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3344   -2.3596   -1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2168   -3.1747   -0.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570   -2.8719   -2.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5854   -2.7427   -0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2405   -3.7142   -1.1317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884   -1.9748    0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5710   -1.7382    0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8566   -2.6955    1.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -0.6180    0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7844   -0.0197    1.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0942    1.8421   -1.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7526    2.4981   -2.8261 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861    2.5679   -2.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1957    1.1698   -3.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3259    2.7807   -3.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8389    0.9522   -1.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366   -0.7751    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4070   -1.9451    1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281   -0.4081    3.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3714    0.8832    1.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5268    1.0545    0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8047    0.2337    0.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4769   -1.9322    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7663   -3.2719    2.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4969   -2.5247    2.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4770    0.0409    2.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5876    1.7034   -1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0500    1.7718    0.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6177    1.7855    1.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9161    3.7881    1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4242    4.7575   -0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7656    4.7008   -1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8930    3.2330   -1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1853    3.8704    1.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3548    4.8074    0.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2553    5.2614    1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5607   -1.0024   -2.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5885   -4.2186   -0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0483   -2.7691    0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2728   -3.1349   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5470   -2.9707   -3.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -3.9175   -2.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0362   -2.1620   -3.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9421   -1.2686    1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1259   -2.6794    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7918   -1.0066   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011   -1.9921    2.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5251   -3.5532    1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8205   -2.9916    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6870    2.7690   -2.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 23  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 37  2  0
 37 38  1  0
 37  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  5 16  2  0
 16 17  1  0
 19 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
 35 36  2  0
 16 18  1  0
 35 24  1  0
 15 10  1  0
 22 57  1  0
 22 58  1  0
 22 59  1  0
 21 56  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 20 54  1  0
 20 55  1  0
 19 53  1  6
 38 76  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 17 52  1  0
 26 63  1  0
 28 64  1  0
 28 65  1  0
 28 66  1  0
 29 67  1  0
 29 68  1  0
 29 69  1  0
 33 70  1  0
 33 71  1  0
 33 72  1  0
 34 73  1  0
 34 74  1  0
 34 75  1  0
M  END


  Mrv1652309082200362D          

 38 40  0  0  1  0            999 V2000
   -0.7145   -0.4125    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 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
    0.7145   -3.7125    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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    4.2868   -1.6500    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
    3.5724   -2.8875    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
   -0.7145   -3.7125    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
   -2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    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
   -2.1434   -1.2375    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6085   -4.2112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -5.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -4.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401   -5.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6704   -4.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    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
   -1.7645   -0.8963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  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  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  5 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  2  0  0  0  0
 18 37  2  0  0  0  0
  2 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0257468

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@@H](C1=C(O)C(C)=C(O)C(C(=O)CCC2=CC=CC=C2)=C1O)C1=C(O)C(C)(C)C(=O)C(C)(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H38O7/c1-16(2)15-19(22-27(36)30(4,5)29(38)31(6,7)28(22)37)21-24(33)17(3)25(34)23(26(21)35)20(32)14-13-18-11-9-8-10-12-18/h8-12,16,19,33-36H,13-15H2,1-7H3/t19-/m0/s1

> <INCHI_KEY>
LCFIVEWYLOYPOX-IBGZPJMESA-N

> <FORMULA>
C31H38O7

> <MOLECULAR_WEIGHT>
522.638

> <EXACT_MASS>
522.261753564

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
57.16231493842764

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-2,2,6,6-tetramethyl-4-[(1S)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione

> <JCHEM_LOGP>
8.522268732

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.174616800567804

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.290712389265341

> <JCHEM_PKA_STRONGEST_BASIC>
-4.592441505505271

> <JCHEM_POLAR_SURFACE_AREA>
132.13

> <JCHEM_REFRACTIVITY>
148.13910000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2,2,6,6-tetramethyl-4-[(1S)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.136  -7.861   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.141 -10.687   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.151  -8.973   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -5.861 -10.687   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.851  -8.973   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -3.294  -1.673   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   37                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   16                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    5   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   37                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25   35                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32   24   36                                                  
CONECT   36   35                                                            
CONECT   37   18    2   38                                                  
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₃₈O₇

Average Mass

522.6380 Da

Monoisotopic Mass

522.26175 Da

IUPAC Name

5-hydroxy-2,2,6,6-tetramethyl-4-[(1S)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione

Traditional Name

5-hydroxy-2,2,6,6-tetramethyl-4-[(1S)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione

CAS Registry Number

Not Available

SMILES

CC(C)C[C@@H](C1=C(O)C(C)=C(O)C(C(=O)CCC2=CC=CC=C2)=C1O)C1=C(O)C(C)(C)C(=O)C(C)(C)C1=O

InChI Identifier

InChI=1S/C31H38O7/c1-16(2)15-19(22-27(36)30(4,5)29(38)31(6,7)28(22)37)21-24(33)17(3)25(34)23(26(21)35)20(32)14-13-18-11-9-8-10-12-18/h8-12,16,19,33-36H,13-15H2,1-7H3/t19-/m0/s1

InChI Key

LCFIVEWYLOYPOX-IBGZPJMESA-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
Corymbia peltata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxy-dihydrochalcones

Alternative Parents

Substituents

2'-hydroxy-dihydrochalcone
Cinnamylphenol
Alkyl-phenylketone
Acylphloroglucinol derivative
Butyrophenone
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Benzenetriol
Phenylketone
Phloroglucinol derivative
Benzoyl
M-benzoquinone
Aryl alkyl ketone
O-cresol
P-cresol
Aryl ketone
Quinone
Cyclohexenone
Phenol
Toluene
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Cyclic ketone
Enol
Polyol
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
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	8.52	ChemAxon
pKa (Strongest Acidic)	4.29	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.13 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	148.14 m³·mol⁻¹	ChemAxon
Polarizability	57.16 Å³	ChemAxon
Number of Rings	3	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

57642925

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162919424

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione (NP0257468)

MOL for NP0257468 (5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione)

3D MOL for NP0257468 (5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione)

3D SDF for NP0257468 (5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione)

3D-SDF for NP0257468 (5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione)

PDB for NP0257468 (5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione)

3D PDB for NP0257468 (5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione)

SMILES for NP0257468 (5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione)

INCHI for NP0257468 (5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione)

Structure for NP0257468 (5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione)

3D Structure for NP0257468 (5-hydroxy-2,2,6,6-tetramethyl-4-[(1s)-3-methyl-1-[2,4,6-trihydroxy-3-methyl-5-(3-phenylpropanoyl)phenyl]butyl]cyclohex-4-ene-1,3-dione)