NP-MRD: Showing NP-Card for methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate (NP0202946)

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Record Information

Version

2.0

Created at

2022-09-04 22:16:40 UTC

Updated at

2022-09-04 22:16:40 UTC

NP-MRD ID

NP0202946

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate

Description

AC1L8K4K belongs to the class of organic compounds known as 6-hydroxysteroids. These are steroids carrying a hydroxyl group at the 6-position of the steroid backbone. methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate is found in Erythrophleum chlorostachys. AC1L8K4K is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201504312D          

 31 33  0  0  0  0            999 V2000
   -5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    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
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1100    6.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2773    6.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    7.6156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5472    6.8583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844    7.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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  2  0  0  0  0
  8  6  1  4  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  1  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
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 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
 22 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 13 30  1  0  0  0  0
  9 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 70 72  0  0  0  0  0  0  0  0999 V2000
    8.3902    1.2185    0.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2528    0.3880   -0.2106 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0514   -0.9942    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7073   -1.2538    0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6765   -0.8686   -0.1028 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3184   -1.0004    0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0648   -1.4654    1.3633 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3188   -0.5827   -0.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0172   -0.6428   -0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5025   -1.1804    0.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0342   -1.2927    0.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7561   -1.0000   -0.4283 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1592    0.2440   -0.9995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0287    1.0474   -1.8865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4384    2.3012   -2.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2947    1.3355   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0103    0.0154   -0.9219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3480    0.2904   -0.3583 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3121    0.4663   -1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4866    1.5496    0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7503    1.5067    1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3529    2.8246   -0.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4945    4.0051    0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9740   -0.8243    0.4491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0188   -0.2087    1.1916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0478   -1.4273    1.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5983   -1.0104    1.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2151   -1.0353   -0.2096 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7281   -2.3901   -0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1398   -0.1851   -1.6589 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7190    0.7816   -2.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2242    0.6376    1.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6435    2.0463    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4217    1.6348    0.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5637    0.7627   -0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8755   -1.3301    0.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1518   -1.5865   -0.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6681   -0.6668    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6640   -2.3510    0.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6780   -0.1748   -1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710   -2.2009    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -0.5687    1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051   -0.5842    1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2383   -2.3572    1.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -1.8503   -1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1518    0.9063   -0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3106    0.5814   -2.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    2.8229   -1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463    1.9864   -1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0323    1.7605   -0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1015   -0.3646   -1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2368   -0.3630   -2.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0445    1.4238   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3061    0.5940   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5897    4.3024    1.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9395    4.8204    0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2747    3.7878    1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5277   -1.5443   -0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6694   -0.8768    1.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3033   -1.1343    2.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1442   -2.5142    1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3983   -0.0206    1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0114   -1.7342    1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7944   -3.1453    0.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6102   -2.2827   -1.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9379   -2.8041   -1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761   -1.1143   -2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2270    1.6497   -2.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296    1.0206   -3.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4850    0.2190   -3.2294 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 28  1  0
 28 29  1  6
 28 27  1  0
 27 26  1  0
 26 24  1  0
 24 25  1  0
 24 18  1  0
 18 19  1  0
 18 20  1  1
 20 21  2  0
 20 22  1  0
 22 23  1  0
 13 30  1  0
 30 31  1  0
 30  9  1  0
 28 12  1  0
 18 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  8 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  6
 13 46  1  1
 14 47  1  6
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  6
 29 64  1  0
 29 65  1  0
 29 66  1  0
 27 62  1  0
 27 63  1  0
 26 60  1  0
 26 61  1  0
 24 58  1  6
 25 59  1  0
 19 52  1  0
 19 53  1  0
 19 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 30 67  1  6
 31 68  1  0
 31 69  1  0
 31 70  1  0
M  END


  Mrv1533004201504312D          

 31 33  0  0  0  0            999 V2000
   -5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    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
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1100    6.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2773    6.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    7.6156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5472    6.8583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844    7.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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  2  0  0  0  0
  8  6  1  4  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  1  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
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 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
 22 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 13 30  1  0  0  0  0
  9 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0202946

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CNCCOC(=O)C=C1CCC2C(C(O)CC3C2(C)CCC(O)C3(C)C(=O)OC)C1C

> <INCHI_IDENTIFIER>
InChI=1S/C24H39NO6/c1-14-15(12-20(28)31-11-10-25-4)6-7-16-21(14)17(26)13-18-23(16,2)9-8-19(27)24(18,3)22(29)30-5/h12,14,16-19,21,25-27H,6-11,13H2,1-5H3

> <INCHI_KEY>
BEHATSBFTMUVJZ-UHFFFAOYSA-N

> <FORMULA>
C24H39NO6

> <MOLECULAR_WEIGHT>
437.577

> <EXACT_MASS>
437.27773798

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
49.318739006868825

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-tetradecahydrophenanthrene-1-carboxylate

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
2.0187900893333337

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.453699719178612

> <JCHEM_PKA_STRONGEST_BASIC>
9.305978987208455

> <JCHEM_POLAR_SURFACE_AREA>
105.09000000000002

> <JCHEM_REFRACTIVITY>
117.3769

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2H-phenanthrene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0     -10.669   3.080   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -9.336   2.310   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -8.002   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.335   3.080   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.001   0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.667  13.860   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.205  11.604   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.518  12.856   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.241  14.216   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.021  12.802   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.838  14.108   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   30                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   30                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   12   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   17   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28                                                            
CONECT   30   13    9   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-tetradecahydrophenanthrene-1-carboxylic acid	Generator

Chemical Formula

C₂₄H₃₉NO₆

Average Mass

437.5770 Da

Monoisotopic Mass

437.27774 Da

IUPAC Name

methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-tetradecahydrophenanthrene-1-carboxylate

Traditional Name

methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2H-phenanthrene-1-carboxylate

CAS Registry Number

Not Available

SMILES

CNCCOC(=O)C=C1CCC2C(C(O)CC3C2(C)CCC(O)C3(C)C(=O)OC)C1C

InChI Identifier

InChI=1S/C24H39NO6/c1-14-15(12-20(28)31-11-10-25-4)6-7-16-21(14)17(26)13-18-23(16,2)9-8-19(27)24(18,3)22(29)30-5/h12,14,16-19,21,25-27H,6-11,13H2,1-5H3

InChI Key

BEHATSBFTMUVJZ-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
Erythrophleum chlorostachys	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-hydroxysteroids. These are steroids carrying a hydroxyl group at the 6-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

6-hydroxysteroids

Alternative Parents

Substituents

Cassane diterpenoid
Diterpenoid
6-hydroxysteroid
Hydrophenanthrene
Phenanthrene
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Secondary alcohol
Amino acid or derivatives
Carboxylic acid ester
Secondary amine
Carboxylic acid derivative
Secondary aliphatic amine
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organooxygen compound
Amine
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	1.68	ALOGPS
logP	2.02	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	14.45	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.09 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	117.38 m³·mol⁻¹	ChemAxon
Polarizability	49.32 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

427698

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate (NP0202946)

MOL for NP0202946 (methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate)

3D MOL for NP0202946 (methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate)

3D SDF for NP0202946 (methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate)

3D-SDF for NP0202946 (methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate)

PDB for NP0202946 (methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate)

3D PDB for NP0202946 (methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate)

SMILES for NP0202946 (methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate)

INCHI for NP0202946 (methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate)

Structure for NP0202946 (methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate)

3D Structure for NP0202946 (methyl 2,9-dihydroxy-1,4a,8-trimethyl-7-{2-[2-(methylamino)ethoxy]-2-oxoethylidene}-decahydro-2h-phenanthrene-1-carboxylate)