NP-MRD: Showing NP-Card for kuguacin K (NP0038017)

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Record Information

Version

2.0

Created at

2021-06-20 20:48:42 UTC

Updated at

2021-06-30 00:10:34 UTC

NP-MRD ID

NP0038017

Secondary Accession Numbers

None

Natural Product Identification

Common Name

kuguacin K

Provided By

JEOL Database JEOL Logo

Description

Kugacin K belongs to the class of organic compounds known as 14-alpha-methylsteroids. These are steroids substituted at the 14-position with a methyl group in the alpha-configuration. kuguacin K is found in Momordica charantia. kuguacin K was first documented in 2009 (Chen, J.-C., et al.). Based on a literature review very few articles have been published on Kugacin K.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122483D          

 65 69  0  0  0  0            999 V2000
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    3.1671   -3.4946   -1.7731 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306202122483D          

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   -2.4962   -2.2191   -1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1043   -2.1224   -3.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5622   -2.7525   -4.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0  0  0  0
 19 20  1  0  0  0  0
 19 18  1  0  0  0  0
 30  9  1  0  0  0  0
  2  3  1  0  0  0  0
 20 22  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  1  0  0  0  0
  6 30  1  0  0  0  0
 17 25  1  0  0  0  0
 30 31  1  6  0  0  0
  6  7  1  0  0  0  0
 16 14  1  0  0  0  0
 14 12  1  0  0  0  0
  6  2  1  0  0  0  0
 12 11  1  0  0  0  0
  2  1  1  0  0  0  0
 25 11  1  0  0  0  0
 12 13  2  0  0  0  0
 22 16  1  0  0  0  0
 22 23  1  1  0  0  0
 17 18  1  0  0  0  0
 25 26  1  6  0  0  0
  9 10  1  1  0  0  0
 22 24  1  0  0  0  0
 17 16  1  0  0  0  0
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 20 21  2  0  0  0  0
 26 27  2  0  0  0  0
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 11  9  1  0  0  0  0
  3  5  1  0  0  0  0
 30 29  1  0  0  0  0
  3  4  2  0  0  0  0
  2 35  1  6  0  0  0
 19 50  1  0  0  0  0
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 31 63  1  0  0  0  0
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 31 65  1  0  0  0  0
  6 37  1  1  0  0  0
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M  END
> <DATABASE_ID>
NP0038017

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]([H])(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]3([H])C(=O)[C@]4([H])O[C@]44[C@]([H])(C([H])([H])C([H])([H])C(=O)C4(C([H])([H])[H])C([H])([H])[H])[C@]3(C([H])=O)C([H])([H])C([H])([H])[C@]12C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O6/c1-13(20(29)30)14-8-9-23(5)18-17(28)19-25(31-19)15(6-7-16(27)21(25,2)3)24(18,12-26)11-10-22(14,23)4/h12-15,18-19H,6-11H2,1-5H3,(H,29,30)/t13-,14+,15+,18-,19-,22+,23-,24+,25+/m0/s1

> <INCHI_KEY>
JPATUKPENSZMCZ-VVQQGWJMSA-N

> <FORMULA>
C25H34O6

> <MOLECULAR_WEIGHT>
430.541

> <EXACT_MASS>
430.235538815

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
46.00510053402815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-[(1R,2R,7S,9R,11S,12S,15R,16R)-1-formyl-6,6,12,16-tetramethyl-5,10-dioxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadecan-15-yl]propanoic acid

> <ALOGPS_LOGP>
3.74

> <JCHEM_LOGP>
3.6263810146666664

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.473516621164897

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.224647944189943

> <JCHEM_PKA_STRONGEST_BASIC>
-4.29096294010421

> <JCHEM_POLAR_SURFACE_AREA>
101.03999999999999

> <JCHEM_REFRACTIVITY>
111.61199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(1R,2R,7S,9R,11S,12S,15R,16R)-1-formyl-6,6,12,16-tetramethyl-5,10-dioxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadecan-15-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 65 69  0  0  0  0  0  0  0  0999 V2000
    0.6365   -5.7305   -3.8335 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1671   -3.4946   -1.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6180   -0.7289   -0.8857 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.8781    2.4447    2.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5622   -2.7525   -4.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 19 20  1  0
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 30  9  1  0
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 17 25  1  0
 30 31  1  6
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 25 11  1  0
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 11  9  1  0
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 30 29  1  0
  3  4  2  0
  2 35  1  6
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 31 64  1  0
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  6 37  1  1
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 23 54  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
  5 36  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.637  -5.731  -3.833  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.942  -5.058  -3.415  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.947  -6.160  -3.140  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.869  -7.017  -2.275  0.00  0.00           O+0
HETATM    5  O   UNK     0       4.002  -6.122  -3.976  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.810  -4.162  -2.161  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.167  -3.495  -1.773  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.841  -2.103  -1.186  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.319  -2.132  -0.932  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.146  -2.902   0.423  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.618  -0.729  -0.886  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.025   0.030   0.367  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.124   0.565   0.477  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.088   0.091   1.506  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.806  -1.025   1.686  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.393   0.193   1.235  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.803   0.193  -0.223  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.317  -0.079  -0.336  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.120   0.954   0.432  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.758   0.883   1.894  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.648   0.873   2.746  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.264   0.953   2.255  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.103   0.403   3.689  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.878   2.445   2.254  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.940  -0.759  -1.164  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.189  -0.132  -2.547  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.828   1.002  -2.854  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.497  -2.213  -1.240  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.662  -3.268  -2.010  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.832  -2.942  -2.184  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.047  -2.211  -3.547  0.00  0.00           C+0
HETATM   32  H   UNK     0       0.161  -6.240  -2.988  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.817  -6.484  -4.609  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.074  -5.010  -4.245  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.315  -4.472  -4.263  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.562  -6.873  -3.688  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.516  -4.830  -1.341  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.691  -4.113  -1.035  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.836  -3.381  -2.634  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.426  -1.911  -0.280  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.112  -1.323  -1.906  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.539  -2.318   1.262  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.708  -3.840   0.462  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.113  -3.161   0.649  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.077  -0.125  -1.682  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.504   0.529   2.405  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.641   1.228  -0.556  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.555  -1.072   0.067  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.636  -0.059  -1.384  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.189   0.743   0.323  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.936   1.968   0.064  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.067   0.457   4.038  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.422  -0.645   3.747  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.711   0.967   4.406  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.848   2.593   2.594  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.535   3.026   2.912  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.955   2.881   1.252  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.751  -0.743  -3.276  0.00  0.00           H+0
HETATM   59  H   UNK     0      -2.496  -2.219  -1.696  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.667  -2.584  -0.223  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.132  -3.419  -2.989  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.780  -4.226  -1.488  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.657  -1.199  -3.574  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.104  -2.122  -3.816  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.562  -2.753  -4.366  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    3    6    1   35                                             
CONECT    3    2    5    4                                                  
CONECT    4    3                                                            
CONECT    5    3   36                                                       
CONECT    6   30    7    2   37                                             
CONECT    7    8    6   38   39                                             
CONECT    8    9    7   40   41                                             
CONECT    9   30    8   10   11                                             
CONECT   10    9   42   43   44                                             
CONECT   11   12   25    9   45                                             
CONECT   12   14   11   13                                                  
CONECT   13   12                                                            
CONECT   14   16   12   15   46                                             
CONECT   15   16   14                                                       
CONECT   16   14   22   17   15                                             
CONECT   17   25   18   16   47                                             
CONECT   18   19   17   48   49                                             
CONECT   19   20   18   50   51                                             
CONECT   20   19   22   21                                                  
CONECT   21   20                                                            
CONECT   22   20   16   23   24                                             
CONECT   23   22   52   53   54                                             
CONECT   24   22   55   56   57                                             
CONECT   25   17   11   26   28                                             
CONECT   26   25   27   58                                                  
CONECT   27   26                                                            
CONECT   28   29   25   59   60                                             
CONECT   29   28   30   61   62                                             
CONECT   30    9    6   31   29                                             
CONECT   31   30   63   64   65                                             
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    2                                                            
CONECT   36    5                                                            
CONECT   37    6                                                            
CONECT   38    7                                                            
CONECT   39    7                                                            
CONECT   40    8                                                            
CONECT   41    8                                                            
CONECT   42   10                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   11                                                            
CONECT   46   14                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   18                                                            
CONECT   50   19                                                            
CONECT   51   19                                                            
CONECT   52   23                                                            
CONECT   53   23                                                            
CONECT   54   23                                                            
CONECT   55   24                                                            
CONECT   56   24                                                            
CONECT   57   24                                                            
CONECT   58   26                                                            
CONECT   59   28                                                            
CONECT   60   28                                                            
CONECT   61   29                                                            
CONECT   62   29                                                            
CONECT   63   31                                                            
CONECT   64   31                                                            
CONECT   65   31                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  138    0
END

RDKit          3D

65 69  0  0  0  0  0  0  0  0999 V2000
    0.6365   -5.7305   -3.8335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422   -5.0582   -3.4150 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9470   -6.1599   -3.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8691   -7.0167   -2.2754 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016   -6.1222   -3.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101   -4.1620   -2.1614 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1671   -3.4946   -1.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8411   -2.1031   -1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3195   -2.1325   -0.9319 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1463   -2.9015    0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6180   -0.7289   -0.8857 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0248    0.0301    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    0.5651    0.4768 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0877    0.0911    1.5059 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8057   -1.0252    1.6857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3932    0.1934    1.2351 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8031    0.1926   -0.2229 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3173   -0.0794   -0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1197    0.9539    0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7578    0.8832    1.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6481    0.8726    2.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637    0.9530    2.2547 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1034    0.4028    3.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8781    2.4447    2.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9404   -0.7591   -1.1644 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1891   -0.1318   -2.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8278    1.0015   -2.8538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969   -2.2128   -1.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6624   -3.2678   -2.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318   -2.9420   -2.1841 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0466   -2.2105   -3.5465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1607   -6.2397   -2.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8167   -6.4842   -4.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736   -5.0095   -4.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3149   -4.4717   -4.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5621   -6.8732   -3.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5159   -4.8303   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6906   -4.1126   -1.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8360   -3.3813   -2.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4261   -1.9108   -0.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1124   -1.3225   -1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5387   -2.3176    1.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7077   -3.8398    0.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1134   -3.1607    0.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0766   -0.1247   -1.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5039    0.5289    2.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6408    1.2283   -0.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5551   -1.0720    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364   -0.0594   -1.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892    0.7433    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9363    1.9683    0.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0675    0.4567    4.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222   -0.6446    3.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114    0.9666    4.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8475    2.5930    2.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5345    3.0258    2.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9554    2.8806    1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7506   -0.7429   -3.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4962   -2.2191   -1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6668   -2.5840   -0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1323   -3.4194   -2.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7803   -4.2264   -1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6569   -1.1986   -3.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1043   -2.1224   -3.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5622   -2.7525   -4.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 19 20  1  0
 19 18  1  0
 30  9  1  0
  2  3  1  0
 20 22  1  0
  9  8  1  0
  8  7  1  0
  6 30  1  0
 17 25  1  0
 30 31  1  6
  6  7  1  0
 16 14  1  0
 14 12  1  0
  6  2  1  0
 12 11  1  0
  2  1  1  0
 25 11  1  0
 12 13  2  0
 22 16  1  0
 22 23  1  1
 17 18  1  0
 25 26  1  6
  9 10  1  1
 22 24  1  0
 17 16  1  0
 16 15  1  1
 14 15  1  0
 20 21  2  0
 26 27  2  0
 25 28  1  0
 26 58  1  0
 11  9  1  0
  3  5  1  0
 30 29  1  0
  3  4  2  0
  2 35  1  6
 19 50  1  0
 19 51  1  0
 18 48  1  0
 18 49  1  0
 17 47  1  6
 14 46  1  1
 11 45  1  6
 29 61  1  0
 29 62  1  0
 28 59  1  0
 28 60  1  0
 10 42  1  0
 10 43  1  0
 10 44  1  0
  8 40  1  0
  8 41  1  0
 31 63  1  0
 31 64  1  0
 31 65  1  0
  6 37  1  1
  7 38  1  0
  7 39  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
  5 36  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₄O₆

Average Mass

430.5410 Da

Monoisotopic Mass

430.23554 Da

IUPAC Name

(2S)-2-[(1R,2R,7S,9R,11S,12S,15R,16R)-1-formyl-6,6,12,16-tetramethyl-5,10-dioxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadecan-15-yl]propanoic acid

Traditional Name

(2S)-2-[(1R,2R,7S,9R,11S,12S,15R,16R)-1-formyl-6,6,12,16-tetramethyl-5,10-dioxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadecan-15-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@@]([H])(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]3([H])C(=O)[C@]4([H])O[C@]44[C@]([H])(C([H])([H])C([H])([H])C(=O)C4(C([H])([H])[H])C([H])([H])[H])[C@]3(C([H])=O)C([H])([H])C([H])([H])[C@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C25H34O6/c1-13(20(29)30)14-8-9-23(5)18-17(28)19-25(31-19)15(6-7-16(27)21(25,2)3)24(18,12-26)11-10-22(14,23)4/h12-15,18-19H,6-11H2,1-5H3,(H,29,30)/t13-,14+,15+,18-,19-,22+,23-,24+,25+/m0/s1

InChI Key

JPATUKPENSZMCZ-VVQQGWJMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Momordica charantia	JEOL database	Chen, J.-C., et al, Phytochemistry 70, 133 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 14-alpha-methylsteroids. These are steroids substituted at the 14-position with a methyl group in the alpha-configuration.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

14-alpha-methylsteroids

Direct Parent

14-alpha-methylsteroids

Alternative Parents

Substituents

14-alpha-methylsteroid
5,6-epoxysteroid
Sesquiterpenoid
Pinguisane sesquiterpenoid
Oxepane
Ketone
Cyclic ketone
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aldehyde
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	3.74	ALOGPS
logP	3.63	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.22	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	101.04 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	111.61 m³·mol⁻¹	ChemAxon
Polarizability	46.01 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

102283902

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chen, J.-C., et al. (2009). Chen, J.-C., et al, Phytochemistry 70, 133 (2009). Phytochem..

Showing NP-Card for kuguacin K (NP0038017)

MOL for NP0038017 (kuguacin K)

3D MOL for NP0038017 (kuguacin K)

3D SDF for NP0038017 (kuguacin K)

3D-SDF for NP0038017 (kuguacin K)

PDB for NP0038017 (kuguacin K)

3D PDB for NP0038017 (kuguacin K)

SMILES for NP0038017 (kuguacin K)

INCHI for NP0038017 (kuguacin K)

Structure for NP0038017 (kuguacin K)

3D Structure for NP0038017 (kuguacin K)