NP-MRD: Showing NP-Card for 8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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 (NP0313042)

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Record Information

Version

2.0

Created at

2022-09-11 10:19:15 UTC

Updated at

2022-09-11 10:19:15 UTC

NP-MRD ID

NP0313042

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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-{10,14-Dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]Octadeca-7(18),8,10,15-tetraen-8-yl}-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 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-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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-{10,14-Dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]Octadeca-7(18),8,10,15-tetraen-8-yl}-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 a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251515482D          

 42 51  0  0  0  0            999 V2000
    8.2554   -1.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9099   -0.4296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4180    0.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8383    1.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9521    1.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2403    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5276    2.3549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8496    1.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0175    1.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6620    2.6348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    1.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743    0.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6987    0.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1846   -0.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405   -0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0641    0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8883    0.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4922    1.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0987    1.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5464    2.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1310    1.0677    0.0000 C   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
  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
  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
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 21  2  0  0  0  0
  5 21  1  0  0  0  0
  8 21  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 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
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  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
 22 36  1  0  0  0  0
 36 37  2  0  0  0  0
 26 37  1  0  0  0  0
 37 38  1  0  0  0  0
 28 38  1  0  0  0  0
 33 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 34 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 78 87  0  0  0  0  0  0  0  0999 V2000
   -3.2013    3.1764   -1.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9401    1.9562   -1.4129 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7366    2.0688   -0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7627    0.9493    0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2056   -0.3561    0.2716 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9365   -0.7129    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8084    0.0022    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6395   -0.3856    1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5058    0.4489    1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4360    1.8021    1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5176    2.6668    1.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4452    4.0074    1.5478 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7647    2.2099    0.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7416    0.8719    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7260   -0.0141    0.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0207   -1.4256    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4769   -1.7566    0.1588 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4712   -0.7834    0.7159 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8516   -0.9205    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6520    0.1418    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2297    1.5652    0.1651 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1577    2.1484    1.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9222    1.5976    0.7443 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0401    2.7000    0.5272 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0678    0.5295    0.0493 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1583    0.5600   -1.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663   -0.6952   -1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8511   -1.8751   -1.2508 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3337   -3.0365   -1.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7125   -1.4757    2.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931   -2.1904    2.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -3.2633    3.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0584   -1.7940    1.7146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3761   -2.2633    1.6624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0666   -1.4975    0.6883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6237   -2.2646   -0.4740 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7342   -3.2379   -0.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8780   -1.3588   -1.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9822   -0.4102   -2.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7720   -0.3659   -1.1934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9654    0.8759   -1.3581 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9064    1.1315   -0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0931    3.0003   -1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3769    3.8669   -0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5545    3.6072   -2.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4397    3.0278    0.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7915    2.2910   -0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2038    1.2483    1.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8141    0.7755    1.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4911    2.2737    1.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5598    4.3632    1.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980   -1.5415   -0.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6319   -2.1751    1.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7521   -2.7639    0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3431   -0.6506    1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2893   -1.9101    0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6823   -0.0242   -0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3806    2.1329   -0.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7411    2.8326    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9491    1.4531    1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1632    0.6889   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5589    1.4215   -1.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0371   -0.8492   -3.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4955   -0.5356   -2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094   -2.8406   -2.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0836   -3.8487   -1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1700   -3.4679   -2.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1929   -1.7518    2.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823   -3.8260    3.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9546   -1.0686    1.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5859   -2.7455   -0.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1603   -4.0024   -1.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7805   -1.4545   -2.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1627    0.2389   -2.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1341   -1.2828   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5239    0.8355   -2.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2711    2.0562    0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9776    1.2989   -0.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  1
  5 35  1  0
 35 34  1  0
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 33 31  2  0
 31 32  1  0
 31 30  1  0
 30  8  2  0
  8  7  1  0
  7 42  1  0
 42 41  1  0
 41 40  1  0
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  7  6  2  0
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 41  2  1  0
 15  9  1  0
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 26 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 29 65  1  0
 29 66  1  0
 29 67  1  0
M  END


  Mrv1533004251515482D          

 42 51  0  0  0  0            999 V2000
    8.2554   -1.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9099   -0.4296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4180    0.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8383    1.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9521    1.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2403    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5276    2.3549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8496    1.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0175    1.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6620    2.6348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    1.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743    0.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6987    0.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1846   -0.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405   -0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0641    0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8883    0.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4922    1.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0987    1.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5464    2.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1310    1.0677    0.0000 C   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
  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
  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
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 21  2  0  0  0  0
  5 21  1  0  0  0  0
  8 21  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 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
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  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
 22 36  1  0  0  0  0
 36 37  2  0  0  0  0
 26 37  1  0  0  0  0
 37 38  1  0  0  0  0
 28 38  1  0  0  0  0
 33 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 34 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0313042

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CCC23C4OC5=C(O)C=C(C(CC1C2C=CC4O)=C35)C1=CC(O)=C2OC3C(O)C=CC4C5CC1=C2C34CCN5C

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

> <INCHI_KEY>
CPYIEKQJQMBWIB-UHFFFAOYSA-N

> <FORMULA>
C34H36N2O6

> <MOLECULAR_WEIGHT>
568.67

> <EXACT_MASS>
568.257336887

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
61.97757296261619

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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>
2.06

> <JCHEM_LOGP>
1.2546887227511574

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
10.473889611650051

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.415545093161153

> <JCHEM_PKA_STRONGEST_BASIC>
9.939940034501719

> <JCHEM_POLAR_SURFACE_AREA>
105.86000000000001

> <JCHEM_REFRACTIVITY>
159.32299999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      15.410  -2.200   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      14.765  -0.802   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      15.714   0.505   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.631   1.933   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.977   2.076   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.515   3.544   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.185   4.396   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.919   3.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.366   3.529   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.702   4.918   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.458   2.261   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.099   0.842   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.638   0.623   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.545  -0.724   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.142  -0.674   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.186   0.801   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.725   0.760   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.852   2.044   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.118   3.452   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      15.953   4.745   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.445   1.993   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.174  -0.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.756  -1.819   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.785  -3.043   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.378  -4.465   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.201  -2.868   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.873  -3.696   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.630  -2.757   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.089  -3.056   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.612  -4.521   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.046  -1.936   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.630  -0.553   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.447  -0.278   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.549   1.188   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.077   1.168   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.635  -0.229   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.659  -1.435   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.031  -1.204   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.454  -0.087   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.188   1.570   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0       3.534   2.286   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0       3.792   3.805   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   16   21                                             
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14    2   16                                                  
CONECT   16   15    5   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    6   20                                                  
CONECT   20   19                                                            
CONECT   21   13    5    8                                                  
CONECT   22   12   23   36                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   37                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   38                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   38                                                  
CONECT   34   33   35   41                                                  
CONECT   35   34   36                                                       
CONECT   36   35   22   37                                                  
CONECT   37   36   26   38                                                  
CONECT   38   37   28   33   39                                             
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   34   42                                                  
CONECT   42   41                                                            
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(O)C=C(C(CC1C2C=CC4O)=C35)C1=CC(O)=C2OC3C(O)C=CC4C5CC1=C2C34CCN5C

InChI Identifier

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

InChI Key

CPYIEKQJQMBWIB-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

Morphinan
Phenanthrene
Tetralin
Coumaran
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Piperidine
Benzenoid
Secondary alcohol
Tertiary aliphatic amine
Tertiary amine
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
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	2.06	ALOGPS
logP	1.25	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.42	ChemAxon
pKa (Strongest Basic)	9.94	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	105.86 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	159.32 m³·mol⁻¹	ChemAxon
Polarizability	61.98 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

75144636

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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 (NP0313042)

MOL for NP0313042 (8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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 NP0313042 (8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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 NP0313042 (8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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 NP0313042 (8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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 NP0313042 (8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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 NP0313042 (8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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 NP0313042 (8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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 NP0313042 (8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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 NP0313042 (8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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 NP0313042 (8-{10,14-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-8-yl}-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)