NP-MRD: Showing NP-Card for 8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol (NP0302579)

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Record Information

Version

2.0

Created at

2022-09-10 16:15:50 UTC

Updated at

2022-09-10 16:15:50 UTC

NP-MRD ID

NP0302579

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol

Description

8-({14-Hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]Octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]Octadeca-7,9,11(18),15-tetraene-10,14-diol belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. 8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol is found in Papaver somniferum. 8-({14-Hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]Octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]Octadeca-7,9,11(18),15-tetraene-10,14-diol is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171520172D          

 42 51  0  0  0  0            999 V2000
   10.0200    1.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2024    1.5496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8838    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9272    2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3874    1.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8781    2.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1108    1.8758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1802    1.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6933    0.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743    0.4510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3790   -0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6907   -0.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -1.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882   -2.3919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3221   -1.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -1.9798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9449   -1.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191   -1.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638   -2.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8730   -0.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8469   -0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    0.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    0.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543   -0.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0315   -0.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1595   -0.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3144   -0.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721    0.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8935    1.2248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0057   -0.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8315   -0.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3726    0.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2420    0.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6783    0.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0240    1.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4843    1.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2275    2.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3801    2.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0353    3.6801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9847    0.8508    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 13 15  2  0  0  0  0
 15 16  1  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  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
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 11 25  1  0  0  0  0
 25 26  2  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 23 30  1  0  0  0  0
 30 31  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
  2 36  1  0  0  0  0
 36 37  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
  6 40  1  0  0  0  0
 40 41  1  0  0  0  0
 34 42  2  0  0  0  0
  5 42  1  0  0  0  0
  8 42  1  0  0  0  0
M  END

     RDKit          3D

 78 87  0  0  0  0  0  0  0  0999 V2000
    2.9155    1.9177    2.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.9568    1.8255 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1051   -0.3122    2.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550   -1.2909    1.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8837   -0.6921   -0.1171 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9463   -0.7151   -1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0119    0.2501   -1.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774    0.0856   -2.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1728    0.9796   -2.7234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919    1.2943   -1.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134    2.5959   -1.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1792    2.9023   -0.6180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0772    1.9032   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1991   -0.3515    0.9653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9994    0.9304    0.9478 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2065    2.1725    0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0734    0.8639   -0.0366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3668    1.0564    0.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0691   -0.3523   -0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7243   -0.6423   -1.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6436   -0.5381   -0.4021 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3412   -1.0116   -3.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3608   -1.9505   -3.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -3.0464   -3.8924 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2176   -1.8066   -1.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3191   -2.4670   -1.3957 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0421   -1.4057   -0.7496 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0115   -1.7179    0.2670 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2748   -1.9432   -0.3308 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2108   -0.4784    1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4410    0.6154    1.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3169    0.7620    0.0949 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0977    1.4520    0.5575 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9689    1.3959   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0350    2.1227    3.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1964    2.9145    2.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7671    1.6075    3.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3610   -1.7690    0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4549    3.4057   -1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5833   -1.4389    0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8762    2.5726    1.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9032    2.9102    0.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4141    0.7092    1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.7800   -0.2024   -1.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7474   -1.7072   -1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4724   -0.8012   -1.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
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 26 25  1  0
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 20 55  1  0
 18 53  1  6
 19 54  1  0
M  END


  Mrv1533004171520172D          

 42 51  0  0  0  0            999 V2000
   10.0200    1.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2024    1.5496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8838    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9272    2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3874    1.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8781    2.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1108    1.8758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1802    1.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6933    0.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743    0.4510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3790   -0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6907   -0.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -1.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882   -2.3919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3221   -1.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -1.9798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9449   -1.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191   -1.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638   -2.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8730   -0.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8469   -0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    0.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    0.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543   -0.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0315   -0.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1595   -0.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3144   -0.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721    0.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8935    1.2248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0057   -0.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8315   -0.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3726    0.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2420    0.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6783    0.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0240    1.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4843    1.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2275    2.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3801    2.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0353    3.6801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9847    0.8508    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 13 15  2  0  0  0  0
 15 16  1  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  2  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
 24 25  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  2  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 23 30  1  0  0  0  0
 30 31  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
  2 36  1  0  0  0  0
 36 37  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
  6 40  1  0  0  0  0
 40 41  1  0  0  0  0
 34 42  2  0  0  0  0
  5 42  1  0  0  0  0
  8 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0302579

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CCC23C4OC5=C(OC6=CC(O)=C7OC8C(O)C=CC9C%10CC6=C7C89CCN%10C)C=CC(CC1C2C=CC4O)=C35

> <INCHI_IDENTIFIER>
InChI=1S/C34H36N2O6/c1-35-11-9-33-18-4-6-22(37)31(33)42-30-25(8-3-16(27(30)33)13-20(18)35)40-26-15-24(39)29-28-17(26)14-21-19-5-7-23(38)32(41-29)34(19,28)10-12-36(21)2/h3-8,15,18-23,31-32,37-39H,9-14H2,1-2H3

> <INCHI_KEY>
NPUAGQSOGDMMPN-UHFFFAOYSA-N

> <FORMULA>
C34H36N2O6

> <MOLECULAR_WEIGHT>
568.67

> <EXACT_MASS>
568.257336887

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
61.32487453100891

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
1.7191760660087183

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
13.481915383992444

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.93411048722039

> <JCHEM_PKA_STRONGEST_BASIC>
9.207846439625902

> <JCHEM_POLAR_SURFACE_AREA>
94.86000000000001

> <JCHEM_REFRACTIVITY>
158.4467

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.74e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      18.704   2.687   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      17.178   2.893   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      16.583   4.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.797   4.246   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.790   2.927   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.839   4.168   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.407   3.501   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.536   1.920   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.628   0.657   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.099   0.842   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.174  -0.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.756  -1.819   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.785  -3.043   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.378  -4.465   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.201  -2.868   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.873  -3.696   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.630  -2.757   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.089  -3.056   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.612  -4.521   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.046  -1.936   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.630  -0.553   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.447  -0.278   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.549   1.188   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.077   1.168   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.635  -0.229   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.659  -1.435   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.031  -1.204   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.454  -0.087   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.188   1.570   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       3.534   2.286   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       3.792   3.805   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.211  -0.790   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.752  -1.009   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.762   0.172   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      15.385   0.216   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      16.200   1.591   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.978   2.419   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      15.837   3.696   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      15.358   5.336   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.776   5.471   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      13.132   6.870   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      13.038   1.588   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   36                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   37   42                                             
CONECT    6    5    7   40                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   42                                                  
CONECT    9    8   10   32                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   25                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   27                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   11   26                                                  
CONECT   26   25   15   27                                                  
CONECT   27   26   17   22   28                                             
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   23   31                                                  
CONECT   31   30                                                            
CONECT   32    9   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   42                                                  
CONECT   35   34   36                                                       
CONECT   36   35    2   37                                                  
CONECT   37   36    5   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39    6   41                                                  
CONECT   41   40                                                            
CONECT   42   34    5    8                                                  
MASTER        0    0    0    0    0    0    0    0   42    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₃₆N₂O₆

Average Mass

568.6700 Da

Monoisotopic Mass

568.25734 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CN1CCC23C4OC5=C(OC6=CC(O)=C7OC8C(O)C=CC9C%10CC6=C7C89CCN%10C)C=CC(CC1C2C=CC4O)=C35

InChI Identifier

InChI=1S/C34H36N2O6/c1-35-11-9-33-18-4-6-22(37)31(33)42-30-25(8-3-16(27(30)33)13-20(18)35)40-26-15-24(39)29-28-17(26)14-21-19-5-7-23(38)32(41-29)34(19,28)10-12-36(21)2/h3-8,15,18-23,31-32,37-39H,9-14H2,1-2H3

InChI Key

NPUAGQSOGDMMPN-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
Papaver somniferum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Morphinans

Sub Class

Not Available

Direct Parent

Morphinans

Alternative Parents

Substituents

Oxyneolignan skeleton
Morphinan
Phenanthrene
Diaryl ether
Tetralin
Coumaran
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Benzenoid
Piperidine
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Ether
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.42	ALOGPS
logP	1.72	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.93	ChemAxon
pKa (Strongest Basic)	9.21	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.86 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	158.45 m³·mol⁻¹	ChemAxon
Polarizability	61.32 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

75144564

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol (NP0302579)

MOL for NP0302579 (8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol)

3D MOL for NP0302579 (8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol)

3D SDF for NP0302579 (8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol)

3D-SDF for NP0302579 (8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol)

PDB for NP0302579 (8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol)

3D PDB for NP0302579 (8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol)

SMILES for NP0302579 (8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol)

INCHI for NP0302579 (8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol)

Structure for NP0302579 (8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol)

3D Structure for NP0302579 (8-({14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-10-yl}oxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol)