Np mrd loader

Showing NP-Card for Cucurbitacin K (NP0046848)

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Record Information
Version2.0
Created at2022-03-17 20:30:31 UTC
Updated at2022-03-17 20:30:31 UTC
NP-MRD IDNP0046848
Secondary Accession NumbersNone
Natural Product Identification
Common NameCucurbitacin K
DescriptionCucurbitacin K belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. Cucurbitacin K is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0046848 (Cucurbitacin K)


  Mrv0541 02241223312D          

 76 82  0  0  0  0            999 V2000
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M  END
Download

3D MOL for NP0046848 (Cucurbitacin K)

Download
3D SDF for NP0046848 (Cucurbitacin K)

  Mrv0541 02241223312D          

 76 82  0  0  0  0            999 V2000
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  7  8  1  0  0  0  0
  7 20  1  0  0  0  0
  7 27  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 36  2  0  0  0  0
 10 11  1  0  0  0  0
 10 19  1  0  0  0  0
 10 28  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 37  2  0  0  0  0
 14 15  1  0  0  0  0
 14 38  2  0  0  0  0
 15 16  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 29  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 39 40  1  0  0  0  0
 39 62  1  0  0  0  0
 39 64  1  0  0  0  0
 39 73  1  0  0  0  0
 40 41  1  0  0  0  0
 40 71  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 70  2  0  0  0  0
 43 44  1  0  0  0  0
 43 63  1  0  0  0  0
 43 72  1  0  0  0  0
 44 45  1  0  0  0  0
 44 60  1  0  0  0  0
 45 46  1  0  0  0  0
 45 58  1  0  0  0  0
 45 65  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 74  2  0  0  0  0
 48 49  1  0  0  0  0
 48 57  1  0  0  0  0
 48 66  1  0  0  0  0
 49 50  1  0  0  0  0
 49 54  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 51 75  1  0  0  0  0
 52 53  1  0  0  0  0
 52 76  2  0  0  0  0
 53 54  1  0  0  0  0
 53 68  1  0  0  0  0
 53 69  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 67  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046848

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)C(O)CC(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(=O)C(=O)C4(C)C)C3(C)C(=O)CC12C.CC(C)(O)C(O)CC(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(C=C(O)C(=O)C4(C)C)C3(C)C(=O)CC12C

> <INCHI_IDENTIFIER>
InChI=1S/2C30H44O8/c2*1-25(2)15-9-10-19-27(5)13-18(32)23(30(8,38)21(34)12-20(33)26(3,4)37)28(27,6)14-22(35)29(19,7)16(15)11-17(31)24(25)36/h9,16,18-20,23,32-33,37-38H,10-14H2,1-8H3;9,11,16,18-20,23,31-33,37-38H,10,12-14H2,1-8H3

> <INCHI_KEY>
SGJHURBAWYYGJW-UHFFFAOYSA-N

> <FORMULA>
C60H88O16

> <MOLECULAR_WEIGHT>
1065.3311

> <EXACT_MASS>
1064.607236768

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
57.519163403817416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
13-hydroxy-1,6,6,11,15-pentamethyl-14-(2,5,6-trihydroxy-6-methyl-3-oxoheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-4,5,17-trione; 4,13-dihydroxy-1,6,6,11,15-pentamethyl-14-(2,5,6-trihydroxy-6-methyl-3-oxoheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-diene-5,17-dione

> <JCHEM_LOGP>
2.3349494156666664

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.501338960117323

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.39440841187069

> <JCHEM_PKA_STRONGEST_BASIC>
-2.883586026555645

> <JCHEM_POLAR_SURFACE_AREA>
149.2

> <JCHEM_REFRACTIVITY>
141.41280000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
13-hydroxy-1,6,6,11,15-pentamethyl-14-(2,5,6-trihydroxy-6-methyl-3-oxoheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-4,5,17-trione; 4,13-dihydroxy-1,6,6,11,15-pentamethyl-14-(2,5,6-trihydroxy-6-methyl-3-oxoheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-diene-5,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0046848 (Cucurbitacin K)
Download
PDB for NP0046848 (Cucurbitacin K)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.521   4.872   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.038   5.138   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.028   3.958   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.499   2.513   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.490   1.333   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.108  -0.568   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.574  -1.046   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.905  -0.276   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.240  -1.046   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.240  -2.585   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -11.574  -3.355   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.906  -2.585   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -14.240  -3.355   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.240  -4.895   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -12.906  -5.664   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -11.574  -4.895   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.240  -5.664   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.905  -4.895   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.905  -3.355   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.574  -2.585   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.108  -3.060   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.203  -1.816   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.663  -1.816   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.004   4.605   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.007   1.602   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.254   6.388   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.412   0.486   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -11.574  -1.816   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -7.412  -4.117   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -13.896  -6.842   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -11.918  -6.842   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.986   2.246   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -4.564   6.586   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.156   0.563   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -2.788   3.355   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0     -11.574  -0.276   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0     -15.572  -2.585   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0     -15.572  -5.664   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      14.055   5.128   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.539   5.395   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.548   4.215   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.077   2.770   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.086   1.589   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.468  -0.312   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.003  -0.789   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       7.671  -0.019   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       6.337  -0.789   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       6.337  -2.328   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       5.002  -3.098   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       3.671  -2.328   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       2.336  -3.098   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       2.336  -4.638   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       3.671  -5.408   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       5.002  -4.638   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       6.337  -5.408   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       7.671  -4.638   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       7.671  -3.098   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       9.003  -2.328   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      10.468  -2.803   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      11.374  -1.559   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      12.914  -1.559   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      15.572   4.861   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       9.570   1.859   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      14.322   6.645   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       9.164   0.743   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       5.002  -1.559   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       9.164  -3.861   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       2.680  -6.586   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       4.658  -6.586   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0      13.591   2.503   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      12.013   6.842   0.000  0.00  0.00           O+0
HETATM   72  O   UNK     0      12.421   0.820   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0      13.789   3.612   0.000  0.00  0.00           O+0
HETATM   74  O   UNK     0       5.002  -0.019   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0       1.004  -2.328   0.000  0.00  0.00           O+0
HETATM   76  O   UNK     0       1.004  -5.408   0.000  0.00  0.00           O+0
CONECT    1    2   24   26   35                                             
CONECT    2    1    3   33                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   32                                                  
CONECT    5    4    6   25   34                                             
CONECT    6    5    7   22                                                  
CONECT    7    6    8   20   27                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   36                                                  
CONECT   10    9   11   19   28                                             
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   37                                                  
CONECT   14   13   15   38                                                  
CONECT   15   14   16   30   31                                             
CONECT   16   11   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   10   18   20                                                  
CONECT   20    7   19   21   29                                             
CONECT   21   20   22                                                       
CONECT   22    6   21   23                                                  
CONECT   23   22                                                            
CONECT   24    1                                                            
CONECT   25    5                                                            
CONECT   26    1                                                            
CONECT   27    7                                                            
CONECT   28   10                                                            
CONECT   29   20                                                            
CONECT   30   15                                                            
CONECT   31   15                                                            
CONECT   32    4                                                            
CONECT   33    2                                                            
CONECT   34    5                                                            
CONECT   35    1                                                            
CONECT   36    9                                                            
CONECT   37   13                                                            
CONECT   38   14                                                            
CONECT   39   40   62   64   73                                             
CONECT   40   39   41   71                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   70                                                  
CONECT   43   42   44   63   72                                             
CONECT   44   43   45   60                                                  
CONECT   45   44   46   58   65                                             
CONECT   46   45   47                                                       
CONECT   47   46   48   74                                                  
CONECT   48   47   49   57   66                                             
CONECT   49   48   50   54                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52   75                                                  
CONECT   52   51   53   76                                                  
CONECT   53   52   54   68   69                                             
CONECT   54   49   53   55                                                  
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   48   56   58                                                  
CONECT   58   45   57   59   67                                             
CONECT   59   58   60                                                       
CONECT   60   44   59   61                                                  
CONECT   61   60                                                            
CONECT   62   39                                                            
CONECT   63   43                                                            
CONECT   64   39                                                            
CONECT   65   45                                                            
CONECT   66   48                                                            
CONECT   67   58                                                            
CONECT   68   53                                                            
CONECT   69   53                                                            
CONECT   70   42                                                            
CONECT   71   40                                                            
CONECT   72   43                                                            
CONECT   73   39                                                            
CONECT   74   47                                                            
CONECT   75   51                                                            
CONECT   76   52                                                            
MASTER        0    0    0    0    0    0    0    0   76    0  164    0
END

Download
3D PDB for NP0046848 (Cucurbitacin K)
Download
SMILES for NP0046848 (Cucurbitacin K)
CC(C)(O)C(O)CC(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(=O)C(=O)C4(C)C)C3(C)C(=O)CC12C.CC(C)(O)C(O)CC(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(C=C(O)C(=O)C4(C)C)C3(C)C(=O)CC12C
Download
INCHI for NP0046848 (Cucurbitacin K)
InChI=1S/2C30H44O8/c2*1-25(2)15-9-10-19-27(5)13-18(32)23(30(8,38)21(34)12-20(33)26(3,4)37)28(27,6)14-22(35)29(19,7)16(15)11-17(31)24(25)36/h9,16,18-20,23,32-33,37-38H,10-14H2,1-8H3;9,11,16,18-20,23,31-33,37-38H,10,12-14H2,1-8H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC60H88O16
Average Mass1065.3311 Da
Monoisotopic Mass1064.60724 Da
IUPAC Name13-hydroxy-1,6,6,11,15-pentamethyl-14-(2,5,6-trihydroxy-6-methyl-3-oxoheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-4,5,17-trione; 4,13-dihydroxy-1,6,6,11,15-pentamethyl-14-(2,5,6-trihydroxy-6-methyl-3-oxoheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-diene-5,17-dione
Traditional Name13-hydroxy-1,6,6,11,15-pentamethyl-14-(2,5,6-trihydroxy-6-methyl-3-oxoheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-4,5,17-trione; 4,13-dihydroxy-1,6,6,11,15-pentamethyl-14-(2,5,6-trihydroxy-6-methyl-3-oxoheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-diene-5,17-dione
CAS Registry NumberNot Available
SMILES
CC(C)(O)C(O)CC(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(=O)C(=O)C4(C)C)C3(C)C(=O)CC12C.CC(C)(O)C(O)CC(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(C=C(O)C(=O)C4(C)C)C3(C)C(=O)CC12C
InChI Identifier
InChI=1S/2C30H44O8/c2*1-25(2)15-9-10-19-27(5)13-18(32)23(30(8,38)21(34)12-20(33)26(3,4)37)28(27,6)14-22(35)29(19,7)16(15)11-17(31)24(25)36/h9,16,18-20,23,32-33,37-38H,10-14H2,1-8H3;9,11,16,18-20,23,31-33,37-38H,10,12-14H2,1-8H3
InChI KeySGJHURBAWYYGJW-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Momordica charantiaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassCucurbitacins  
Direct ParentCucurbitacins  
Alternative Parents
Substituents
  • Cucurbitacin skeleton
    • 

  • Triterpenoid
    • 

  • 25-hydroxysteroid
    • 

  • 24-hydroxysteroid
    • 

  • 22-oxosteroid
    • 

  • 21-oxosteroid
    • 

  • 20-hydroxysteroid
    • 

  • 3-oxo-delta-1-steroid
    • 

  • 3-oxo-delta-5-steroid
    • 

  • 3-oxosteroid
    • 

  • 2-hydroxysteroid
    • 

  • Hydroxysteroid
    • 

  • 11-oxosteroid
    • 

  • 16-hydroxysteroid
    • 

  • Oxosteroid
    • 

  • 2-oxosteroid
    • 

  • Delta-1-steroid
    • 

  • Delta-5-steroid
    • 

  • Cyclohexenone
    • 

  • Beta-hydroxy ketone
    • 

  • Acyloin
    • 

  • Tertiary alcohol
    • 

  • Alpha-hydroxy ketone
    • 

  • Cyclic alcohol
    • 

  • Cyclic ketone
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Polyol
    • 

  • Enol
    • 

  • Alcohol
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkNot Available
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.33ChemAxon
pKa (Strongest Acidic)11.39ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area149.2 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity141.41 m³·mol⁻¹ChemAxon
Polarizability57.52 ųChemAxon
Number of Rings8ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB006199  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available