NP-MRD: Showing NP-Card for 1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one (NP0288712)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 18:32:04 UTC

Updated at

2022-09-09 18:32:04 UTC

NP-MRD ID

NP0288712

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one

Description

1-(4-{[1,6-Dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]oxy}-2-hydroxyphenyl)-2-(4-methoxyphenyl)propan-1-one belongs to the class of organic compounds known as alpha-methyldeoxybenzoin flavonoids. These are flavonoids with a structure based on a 1,2-diphenyl-2-propan-2-one. 1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one is found in Pterocarpus angolensis. 1-(4-{[1,6-Dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]oxy}-2-hydroxyphenyl)-2-(4-methoxyphenyl)propan-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241506422D          

 35 38  0  0  0  0            999 V2000
   -6.6617   -2.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1314   -1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3189   -1.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7886   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9762   -1.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6940   -2.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2243   -2.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0368   -2.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8815   -2.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5994   -3.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3512   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6334   -0.9337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5388   -1.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0085   -1.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862   -2.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    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
    1.9592   -2.2820    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 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
   -0.4441   -2.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2566   -2.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -3.2594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  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
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 18 32  1  0  0  0  0
 26 32  1  0  0  0  0
 16 33  1  0  0  0  0
 33 34  2  0  0  0  0
 13 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

     RDKit          3D

 75 78  0  0  0  0  0  0  0  0999 V2000
   10.5050    2.4983    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9440    1.4467   -0.6378 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6913    0.9256   -0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1151   -0.0935   -1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8712   -0.6123   -0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1915   -0.0850    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8711   -0.5810    0.7681 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0157   -2.0350    1.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8554   -0.4220   -0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1823    0.0175   -1.4320 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4827   -0.7875   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0951   -1.2533    1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7583   -1.5831    1.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1981   -1.4543    0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4905   -1.7807    0.7046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5022   -0.9296    1.1968 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1242   -0.3722    2.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -1.8018    1.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2010   -2.3002    0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7185   -1.1410   -0.7494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0179   -0.6290   -0.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0483   -1.7871   -0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6701    0.4262   -1.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6299   -0.1584   -0.9309 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9370    1.0504   -1.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0308    2.2616   -1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3602    3.4321   -2.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8315    2.5199    0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4307    1.3388    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8426    0.2042    0.3010 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1991   -0.9839   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5386   -0.6492   -1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608   -0.1736   -2.2432 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7684    0.9352    1.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0056    1.4551    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7415    3.3266    0.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4397    2.8750   -0.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5578    2.1867    1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6522   -0.5040   -1.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4633   -1.4129   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5101   -0.0268    1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0017   -2.3830    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0523   -2.1617    2.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2699   -2.6936    0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8100   -1.3697    2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552   -1.9514    2.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8662   -1.2894    3.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2900    0.3332    2.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0424    0.0245    3.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3742   -2.6715    2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4962   -1.2979    2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3509   -2.7353   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9694   -3.0494    0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9569   -1.6001   -1.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9679   -0.2918    0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8768   -2.4580    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0338   -1.2854   -0.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0997   -2.2635   -1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2649    0.3849   -2.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7724    0.1798   -1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6695    1.4245   -0.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485   -0.7077   -1.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1020    0.9779   -2.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6969    3.3431   -2.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0703    4.3471   -1.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4237    3.4627   -2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269    3.3972    0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8116    2.9503    0.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2418    1.0590    1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6017    1.6901    1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443    0.5957   -0.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4611   -0.8437   -1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560   -0.0782   -2.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2586    1.3675    1.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4869    2.2517    1.3151 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 34  1  0
 34 35  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 16 15  1  6
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 14 31  1  0
 31 32  2  0
 32 33  1  0
 35  3  1  0
 32 11  1  0
 30 16  1  0
 30 24  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  5 40  1  0
 34 74  1  0
 35 75  1  0
  7 41  1  1
  8 42  1  0
  8 43  1  0
  8 44  1  0
 12 45  1  0
 13 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  6
 21 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  6
 25 63  1  0
 27 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  0
 29 70  1  0
 30 71  1  6
 31 72  1  0
 33 73  1  0
M  END


  Mrv1533004241506422D          

 35 38  0  0  0  0            999 V2000
   -6.6617   -2.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1314   -1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3189   -1.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7886   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9762   -1.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6940   -2.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2243   -2.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0368   -2.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8815   -2.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5994   -3.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3512   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6334   -0.9337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5388   -1.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0085   -1.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862   -2.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    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
    1.9592   -2.2820    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 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
   -0.4441   -2.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2566   -2.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -3.2594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  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
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 18 32  1  0  0  0  0
 26 32  1  0  0  0  0
 16 33  1  0  0  0  0
 33 34  2  0  0  0  0
 13 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0288712

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C(C)C(=O)C1=CC=C(OC2(C)CCC(C(C)C)C3C=C(C)CCC23)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C31H40O4/c1-19(2)25-15-16-31(5,28-14-7-20(3)17-27(25)28)35-24-12-13-26(29(32)18-24)30(33)21(4)22-8-10-23(34-6)11-9-22/h8-13,17-19,21,25,27-28,32H,7,14-16H2,1-6H3

> <INCHI_KEY>
RVLYYCCWEKBFCF-UHFFFAOYSA-N

> <FORMULA>
C31H40O4

> <MOLECULAR_WEIGHT>
476.657

> <EXACT_MASS>
476.292659768

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
56.21656768265101

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(4-{[1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]oxy}-2-hydroxyphenyl)-2-(4-methoxyphenyl)propan-1-one

> <ALOGPS_LOGP>
6.91

> <JCHEM_LOGP>
7.996608602333334

> <ALOGPS_LOGS>
-6.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.8361657077606

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.997962164881885

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5575146644458515

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
141.83369999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.77e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0     -12.435  -4.480   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0     -11.445  -3.300   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -9.929  -3.567   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.939  -2.388   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.422  -2.655   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.895  -4.102   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.885  -5.282   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.402  -5.015   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.379  -4.370   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.852  -5.817   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.389  -3.190   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.916  -1.743   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.872  -3.457   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.882  -2.278   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.366  -2.545   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.161  -3.992   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.677  -4.260   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.657  -4.260   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.829  -5.172   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.346  -4.905   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -3.336  -6.084   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   34                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   33                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20   32                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   22   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   18   26                                                  
CONECT   33   16   34                                                       
CONECT   34   33   13   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₄₀O₄

Average Mass

476.6570 Da

Monoisotopic Mass

476.29266 Da

IUPAC Name

1-(4-{[1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]oxy}-2-hydroxyphenyl)-2-(4-methoxyphenyl)propan-1-one

Traditional Name

1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C(C)C(=O)C1=CC=C(OC2(C)CCC(C(C)C)C3C=C(C)CCC23)C=C1O

InChI Identifier

InChI=1S/C31H40O4/c1-19(2)25-15-16-31(5,28-14-7-20(3)17-27(25)28)35-24-12-13-26(29(32)18-24)30(33)21(4)22-8-10-23(34-6)11-9-22/h8-13,17-19,21,25,27-28,32H,7,14-16H2,1-6H3

InChI Key

RVLYYCCWEKBFCF-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pterocarpus angolensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-methyldeoxybenzoin flavonoids. These are flavonoids with a structure based on a 1,2-diphenyl-2-propan-2-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Alpha-methyldeoxybenzoin flavonoids

Sub Class

Not Available

Direct Parent

Alpha-methyldeoxybenzoin flavonoids

Alternative Parents

Substituents

Alpha-methyldeoxybenzoin flavonoid
Cadinane sesquiterpenoid
Sesquiterpenoid
Stilbene
Alkyl-phenylketone
Phenylpropane
Phenylketone
Phenoxy compound
Methoxybenzene
Anisole
Aryl alkyl ketone
Aryl ketone
Benzoyl
Phenol ether
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Ether
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	6.91	ALOGPS
logP	8	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	141.83 m³·mol⁻¹	ChemAxon
Polarizability	56.22 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one (NP0288712)

MOL for NP0288712 (1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one)

3D MOL for NP0288712 (1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one)

3D SDF for NP0288712 (1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one)

3D-SDF for NP0288712 (1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one)

PDB for NP0288712 (1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one)

3D PDB for NP0288712 (1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one)

SMILES for NP0288712 (1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one)

INCHI for NP0288712 (1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one)

Structure for NP0288712 (1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one)

3D Structure for NP0288712 (1-{2-hydroxy-4-[(4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl)oxy]phenyl}-2-(4-methoxyphenyl)propan-1-one)