NP-MRD: Showing NP-Card for 2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione (NP0311614)

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Record Information

Version

1.0

Created at

2022-09-11 07:43:29 UTC

Updated at

2022-09-11 07:43:30 UTC

NP-MRD ID

NP0311614

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione

Description

3,4,13-Trichloro-2-(chloromethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-1(10),5,7,13-tetraene-9,12-dione belongs to the class of organic compounds known as androstane steroids. These are steroids with a structure based on the 19-carbon androstane skeleton. 2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione is found in Cliona viridis. 3,4,13-Trichloro-2-(chloromethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-1(10),5,7,13-tetraene-9,12-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241500402D          

 25 28  0  0  0  0            999 V2000
    4.3228    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -1.1135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7927   -0.1062    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220   -1.3344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492    1.6739    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751    1.9643    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474    2.1565    0.0000 Cl  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  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
 10 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  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
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
  5 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 41 44  0  0  0  0  0  0  0  0999 V2000
    3.9608   -1.1448    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5435   -0.7464   -0.0044 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6884    0.0166   -1.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9239    1.2733   -0.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    2.6022   -2.0687 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9516    1.4388    0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5118    2.2665    1.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832    0.2916    0.9756 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6888    0.6853    0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1418   -0.2825    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2639   -1.7103    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647   -1.9448   -0.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4936    0.0118   -0.1869 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3982   -0.2289   -1.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9210    0.0634   -2.5375 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9334    1.3975   -0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1168    2.3574    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2565    2.0753    0.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375    2.9989    0.9538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3536    1.7418   -0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2590    0.8432   -0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8489   -0.3678    0.6593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1127   -1.6194    0.3653 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5497   -0.9727    0.2657 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8405   -2.2255   -0.9593 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9658   -1.6051    1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5385   -0.1905    0.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3890   -1.8277   -0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6133   -0.3899   -2.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2304    0.0549    2.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1627   -2.0077    1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4237   -2.3222   -0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1320   -2.7715    0.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6538   -2.2810   -1.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0562   -1.2648   -1.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6017    0.4504   -2.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4982    3.4043    0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5753    2.6568   -0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2996    1.0169   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749   -0.2302    1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1415   -1.5135    1.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  6  1  0
  6  7  2  0
  6  4  1  0
  4  5  1  0
  4  3  2  0
  9 18  1  0
 18 19  2  0
 18 17  1  0
 17 16  2  0
 16 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 13  1  0
 13 14  1  6
 14 15  1  0
  8  2  1  0
 13 16  1  0
  3  2  1  0
 13 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 12 33  1  0
 12 34  1  0
 11 31  1  0
 11 32  1  0
  8 30  1  1
  3 29  1  0
 17 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  1
 24 41  1  1
 14 35  1  0
 14 36  1  0
M  END


  Mrv1533004241500402D          

 25 28  0  0  0  0            999 V2000
    4.3228    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -1.1135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7927   -0.1062    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220   -1.3344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492    1.6739    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751    1.9643    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474    2.1565    0.0000 Cl  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  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
 10 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  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
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
  5 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0311614

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCC3=C(C1C(=O)C(Cl)=C2)C(=O)C=C1C=CC(Cl)C(Cl)C31CCl

> <INCHI_IDENTIFIER>
InChI=1S/C19H16Cl4O2/c1-18-5-4-10-14(15(18)16(25)12(22)7-18)13(24)6-9-2-3-11(21)17(23)19(9,10)8-20/h2-3,6-7,11,15,17H,4-5,8H2,1H3

> <INCHI_KEY>
ZNBLDVJPJJWYKW-UHFFFAOYSA-N

> <FORMULA>
C19H16Cl4O2

> <MOLECULAR_WEIGHT>
418.14

> <EXACT_MASS>
415.9904406

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
38.91828137523291

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,13-trichloro-2-(chloromethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),5,7,13-tetraene-9,12-dione

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
4.393732226333333

> <ALOGPS_LOGS>
-6.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.720580886927205

> <JCHEM_PKA_STRONGEST_BASIC>
-6.208119373667935

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
104.86869999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.95e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,13-trichloro-2-(chloromethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),5,7,13-tetraene-9,12-dione

> <JCHEM_VEBER_RULE>
1

$$$$

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       8.069   3.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.398   1.854   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.405   3.032   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.889   2.761   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.366   1.312   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.358   0.135   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.874   0.406   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.090  -0.539   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.040  -2.078   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.365   0.325   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.937   1.804   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0      10.813  -0.198   0.000  0.00  0.00          Cl+0
HETATM   13  C   UNK     0       4.835  -1.314   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.828  -2.491   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.319  -1.585   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.326  -0.407   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.810  -0.678   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.182   0.499   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.341   1.947   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0      -0.652   3.125   0.000  0.00  0.00          Cl+0
HETATM   21  C   UNK     0       1.857   2.218   0.000  0.00  0.00           C+0
HETATM   22 Cl   UNK     0       2.380   3.667   0.000  0.00  0.00          Cl+0
HETATM   23  C   UNK     0       2.850   1.041   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.373   2.489   0.000  0.00  0.00           C+0
HETATM   25 Cl   UNK     0       3.262   4.025   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    7   11                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7   13                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10    2                                                       
CONECT   12   10                                                            
CONECT   13    6   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    5   16   24                                             
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆Cl₄O₂

Average Mass

418.1400 Da

Monoisotopic Mass

415.99044 Da

IUPAC Name

3,4,13-trichloro-2-(chloromethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),5,7,13-tetraene-9,12-dione

Traditional Name

3,4,13-trichloro-2-(chloromethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),5,7,13-tetraene-9,12-dione

CAS Registry Number

Not Available

SMILES

CC12CCC3=C(C1C(=O)C(Cl)=C2)C(=O)C=C1C=CC(Cl)C(Cl)C31CCl

InChI Identifier

InChI=1S/C19H16Cl4O2/c1-18-5-4-10-14(15(18)16(25)12(22)7-18)13(24)6-9-2-3-11(21)17(23)19(9,10)8-20/h2-3,6-7,11,15,17H,4-5,8H2,1H3

InChI Key

ZNBLDVJPJJWYKW-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
Cliona viridis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androstane steroids. These are steroids with a structure based on the 19-carbon androstane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androstane steroids

Alternative Parents

Substituents

Androstane-skeleton
2-halo-steroid
19-halo-steroid
16-halo-steroid
1-halo-steroid
7-oxosteroid
Halo-steroid
Oxosteroid
15-oxosteroid
Alpha-haloketone
Alpha-chloroketone
Ketone
Chloroalkene
Haloalkene
Vinyl halide
Vinyl chloride
Alkyl halide
Alkyl chloride
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organohalogen compound
Organochloride
Organooxygen compound
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	4.48	ALOGPS
logP	4.39	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	12.72	ChemAxon
pKa (Strongest Basic)	-6.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	104.87 m³·mol⁻¹	ChemAxon
Polarizability	38.92 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

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 2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione (NP0311614)

MOL for NP0311614 (2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione)

3D MOL for NP0311614 (2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione)

3D SDF for NP0311614 (2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione)

3D-SDF for NP0311614 (2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione)

PDB for NP0311614 (2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione)

3D PDB for NP0311614 (2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione)

SMILES for NP0311614 (2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione)

INCHI for NP0311614 (2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione)

Structure for NP0311614 (2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione)

3D Structure for NP0311614 (2,8,9-trichloro-9a-(chloromethyl)-11a-methyl-3ah,8h,9h,10h,11h-cyclopenta[a]phenanthrene-3,4-dione)