NP-MRD: Showing NP-Card for 8-isothiocyanato-15-formamidoamphilect-11(20)-ene (NP0036678)

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Record Information

Version

2.0

Created at

2021-06-20 19:47:17 UTC

Updated at

2021-06-30 00:08:27 UTC

NP-MRD ID

NP0036678

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-isothiocyanato-15-formamidoamphilect-11(20)-ene

Provided By

JEOL Database JEOL Logo

Description

CHEMBL2036055 belongs to the class of organic compounds known as amphilectane, neoamphilectane, cycloamphilectane, and adociane diterpenoids. These are diterpenoids with a structure based on the amphilectane or a seco-,neo-, or cyclo- derivative thereof. Amphilectane is a tricyclic structure made up of three cyclohexane fused together, with a methyl group at the C11-, C7-, and C3- positions. Additionally, it carries a 2-methylpropyl group at the C1-position. Amphilectanes are presumably derived from serrulatanes. Cycloamphilectanes represent a further cyclisation. 8-isothiocyanato-15-formamidoamphilect-11(20)-ene is found in Stylissa cf. massa. 8-isothiocyanato-15-formamidoamphilect-11(20)-ene was first documented in 2012 (Chanthathamrongsiri, N., et al.). Based on a literature review very few articles have been published on CHEMBL2036055.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121473D          

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  Mrv1652306202121473D          

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    1.0414   -3.0651   -4.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7805    0.0010   -0.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3950   -2.1332   -2.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0
  2  3  1  0  0  0  0
 13 41  1  6  0  0  0
  3  4  1  0  0  0  0
  9 10  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
 13 26  1  0  0  0  0
  2  1  2  3  0  0  0
 17 25  1  0  0  0  0
 25 59  1  6  0  0  0
 17 18  1  0  0  0  0
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 26  5  1  0  0  0  0
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  5  9  1  0  0  0  0
  6  7  2  0  0  0  0
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  7  8  2  0  0  0  0
 11 12  1  0  0  0  0
 25  2  1  0  0  0  0
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  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
  4 31  1  0  0  0  0
  4 32  1  0  0  0  0
  9 33  1  1  0  0  0
 11 37  1  0  0  0  0
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  1 27  1  0  0  0  0
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 21 56  1  0  0  0  0
 22 57  1  0  0  0  0
 18 49  1  0  0  0  0
 18 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036678

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C1C([H])([H])C([H])([H])[C@]2(N=C=S)[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]3([H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(C([H])([H])C(N([H])C([H])=O)(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])[C@@]23[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H34N2OS/c1-14-8-9-22(24-13-26)16(3)6-7-18-15(2)10-17(19(14)20(18)22)11-21(4,5)23-12-25/h12,15-20H,1,6-11H2,2-5H3,(H,23,25)/t15-,16-,17-,18+,19-,20-,22-/m0/s1

> <INCHI_KEY>
KAIKLVFUIDYGPS-XQOOQLJESA-N

> <FORMULA>
C22H34N2OS

> <MOLECULAR_WEIGHT>
374.59

> <EXACT_MASS>
374.239184897

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
43.554960623414935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{1-[(1S,3S,3aR,3a^{1}S,6S,6aS,9aS)-6a-isothiocyanato-3,6-dimethyl-9-methylidene-dodecahydro-1H-phenalen-1-yl]-2-methylpropan-2-yl}formamide

> <ALOGPS_LOGP>
5.06

> <JCHEM_LOGP>
4.819408336666667

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.09953873522557

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9710246583388255

> <JCHEM_POLAR_SURFACE_AREA>
41.46

> <JCHEM_REFRACTIVITY>
110.76429999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.80e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{1-[(1S,3S,3aR,3a^{1}S,6S,6aS,9aS)-6a-isothiocyanato-3,6-dimethyl-9-methylidene-decahydro-1H-phenalen-1-yl]-2-methylpropan-2-yl}formamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
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   -0.3950   -2.1332   -2.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  2  3  1  0
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  9 10  1  0
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  2  1  2  3
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 19 22  1  1
 16 17  1  0
 22 23  1  0
 13 12  1  0
 23 24  2  0
 26  5  1  0
 23 58  1  0
  5  9  1  0
  6  7  2  0
  9 11  1  0
  7  8  2  0
 11 12  1  0
 25  2  1  0
 26 60  1  1
 14 42  1  1
 16 46  1  0
 16 47  1  0
 17 48  1  1
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  3 30  1  0
  4 31  1  0
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  9 33  1  1
 11 37  1  0
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 10 34  1  0
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 22 57  1  0
 18 49  1  0
 18 50  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      -2.074  -1.368   0.149  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.251  -0.641  -0.625  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.780   0.556  -1.371  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.679   0.304  -2.874  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.249  -0.088  -3.346  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.736   1.023  -3.184  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.411   2.131  -3.394  0.00  0.00           C+0
HETATM    8  S   UNK     0      -0.045   3.848  -3.679  0.00  0.00           S+0
HETATM    9  C   UNK     0      -0.273  -0.573  -4.835  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.810   0.441  -5.853  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.107  -1.062  -5.294  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.654  -2.162  -4.395  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.692  -1.754  -2.913  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.204  -2.905  -2.019  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.583  -3.426  -2.441  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.277  -2.424  -0.567  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.905  -1.994  -0.023  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.008  -1.655   1.502  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.502  -0.262   2.019  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.856   0.133   1.413  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.679  -0.387   3.550  0.00  0.00           C+0
HETATM   22  N   UNK     0       0.472   0.755   1.757  0.00  0.00           N+0
HETATM   23  C   UNK     0       0.588   2.098   2.006  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.559   2.680   2.463  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.222  -0.932  -0.927  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.287  -1.282  -2.450  0.00  0.00           C+0
HETATM   27  H   UNK     0      -1.764  -2.274   0.656  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.119  -1.095   0.275  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.214   1.448  -1.080  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.827   0.761  -1.114  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.052   1.190  -3.397  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.371  -0.509  -3.135  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.953  -1.436  -4.882  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.144   1.301  -5.966  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.898  -0.028  -6.840  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.807   0.801  -5.584  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.043  -1.448  -6.319  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.818  -0.227  -5.323  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.041  -3.065  -4.514  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.659  -2.412  -4.751  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.397  -0.917  -2.815  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.500  -3.747  -2.076  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.311  -2.611  -2.514  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.963  -4.154  -1.716  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.539  -3.938  -3.407  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.674  -3.233   0.060  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.998  -1.604  -0.512  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.291  -2.906  -0.076  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.648  -2.427   1.953  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.021  -1.834   1.949  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.579  -0.685   1.500  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.299   0.992   1.926  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.763   0.415   0.360  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.022   0.551   3.999  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.732  -0.651   4.035  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.414  -1.159   3.803  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.438   0.433   1.455  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.339   2.634   1.744  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.781   0.001  -0.783  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.395  -2.133  -2.608  0.00  0.00           H+0
CONECT    1    2   27   28                                                  
CONECT    2    3    1   25                                                  
CONECT    3    2    4   29   30                                             
CONECT    4    3    5   31   32                                             
CONECT    5    4    6   26    9                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9   10    5   11   33                                             
CONECT   10    9   34   35   36                                             
CONECT   11    9   12   37   38                                             
CONECT   12   13   11   39   40                                             
CONECT   13   41   26   14   12                                             
CONECT   14   15   16   13   42                                             
CONECT   15   14   43   44   45                                             
CONECT   16   14   17   46   47                                             
CONECT   17   25   18   16   48                                             
CONECT   18   17   19   49   50                                             
CONECT   19   18   20   21   22                                             
CONECT   20   19   51   52   53                                             
CONECT   21   19   54   55   56                                             
CONECT   22   19   23   57                                                  
CONECT   23   22   24   58                                                  
CONECT   24   23                                                            
CONECT   25   17   59   26    2                                             
CONECT   26   13   25    5   60                                             
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    3                                                            
CONECT   30    3                                                            
CONECT   31    4                                                            
CONECT   32    4                                                            
CONECT   33    9                                                            
CONECT   34   10                                                            
CONECT   35   10                                                            
CONECT   36   10                                                            
CONECT   37   11                                                            
CONECT   38   11                                                            
CONECT   39   12                                                            
CONECT   40   12                                                            
CONECT   41   13                                                            
CONECT   42   14                                                            
CONECT   43   15                                                            
CONECT   44   15                                                            
CONECT   45   15                                                            
CONECT   46   16                                                            
CONECT   47   16                                                            
CONECT   48   17                                                            
CONECT   49   18                                                            
CONECT   50   18                                                            
CONECT   51   20                                                            
CONECT   52   20                                                            
CONECT   53   20                                                            
CONECT   54   21                                                            
CONECT   55   21                                                            
CONECT   56   21                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
CONECT   59   25                                                            
CONECT   60   26                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

RDKit          3D

60 62  0  0  0  0  0  0  0  0999 V2000
   -2.0744   -1.3679    0.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2511   -0.6408   -0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7802    0.5561   -1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6789    0.3036   -2.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2490   -0.0876   -3.3456 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7355    1.0230   -3.1844 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4112    2.1310   -3.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0448    3.8484   -3.6793 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727   -0.5730   -4.8351 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8101    0.4407   -5.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1073   -1.0619   -5.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0076   -1.6551    1.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8560    0.1325    1.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6790   -0.3874    3.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720    0.7551    1.7566 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880    2.0977    2.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5588    2.6802    2.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2224   -0.9316   -0.9273 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2872   -1.2815   -2.4496 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7635   -2.2742    0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194   -1.0955    0.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2136    1.4479   -1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8267    0.7606   -1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0516    1.1904   -3.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3710   -0.5094   -3.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9533   -1.4360   -4.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444    1.3006   -5.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8980   -0.0280   -6.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8066    0.8008   -5.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0430   -1.4481   -6.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8180   -0.2266   -5.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0414   -3.0651   -4.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6593   -2.4116   -4.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973   -0.9166   -2.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5004   -3.7469   -2.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3108   -2.6114   -2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9630   -4.1544   -1.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5388   -3.9375   -3.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6739   -3.2331    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9975   -1.6044   -0.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914   -2.9062   -0.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -2.4273    1.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0210   -1.8337    1.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5795   -0.6853    1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2990    0.9924    1.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7631    0.4146    0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0218    0.5511    3.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319   -0.6506    4.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4145   -1.1595    3.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4384    0.4331    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3394    2.6344    1.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7805    0.0010   -0.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3950   -2.1332   -2.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  2  3  1  0
 13 41  1  6
  3  4  1  0
  9 10  1  0
  4  5  1  0
  5  6  1  6
 13 26  1  0
  2  1  2  3
 17 25  1  0
 25 59  1  6
 17 18  1  0
 26 25  1  0
 18 19  1  0
 14 16  1  0
 19 20  1  0
 19 21  1  0
 14 13  1  0
 19 22  1  1
 16 17  1  0
 22 23  1  0
 13 12  1  0
 23 24  2  0
 26  5  1  0
 23 58  1  0
  5  9  1  0
  6  7  2  0
  9 11  1  0
  7  8  2  0
 11 12  1  0
 25  2  1  0
 26 60  1  1
 14 42  1  1
 16 46  1  0
 16 47  1  0
 17 48  1  1
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  9 33  1  1
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
  1 27  1  0
  1 28  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 18 49  1  0
 18 50  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₄N₂OS

Average Mass

374.5900 Da

Monoisotopic Mass

374.23918 Da

IUPAC Name

N-{1-[(1S,3S,3aR,3a^{1}S,6S,6aS,9aS)-6a-isothiocyanato-3,6-dimethyl-9-methylidene-dodecahydro-1H-phenalen-1-yl]-2-methylpropan-2-yl}formamide

Traditional Name

N-{1-[(1S,3S,3aR,3a^{1}S,6S,6aS,9aS)-6a-isothiocyanato-3,6-dimethyl-9-methylidene-decahydro-1H-phenalen-1-yl]-2-methylpropan-2-yl}formamide

CAS Registry Number

Not Available

SMILES

[H]C([H])=C1C([H])([H])C([H])([H])[C@]2(N=C=S)[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]3([H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(C([H])([H])C(N([H])C([H])=O)(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])[C@@]23[H]

InChI Identifier

InChI=1S/C22H34N2OS/c1-14-8-9-22(24-13-26)16(3)6-7-18-15(2)10-17(19(14)20(18)22)11-21(4,5)23-12-25/h12,15-20H,1,6-11H2,2-5H3,(H,23,25)/t15-,16-,17-,18+,19-,20-,22-/m0/s1

InChI Key

KAIKLVFUIDYGPS-XQOOQLJESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₆D₆, 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
Stylissa massa	JEOL database	Chanthathamrongsiri, N., et al, J. Nat. Prod. 75, 789 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amphilectane, neoamphilectane, cycloamphilectane, and adociane diterpenoids. These are diterpenoids with a structure based on the amphilectane or a seco-,neo-, or cyclo- derivative thereof. Amphilectane is a tricyclic structure made up of three cyclohexane fused together, with a methyl group at the C11-, C7-, and C3- positions. Additionally, it carries a 2-methylpropyl group at the C1-position. Amphilectanes are presumably derived from serrulatanes. Cycloamphilectanes represent a further cyclisation.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Amphilectane, neoamphilectane, cycloamphilectane, and adociane diterpenoids

Alternative Parents

Substituents

Amphilectane, neoamphilectane, cycloamphilectane, or adociane diterpenoid
Carboxamide group
Isothiocyanate
Secondary carboxylic acid amide
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	5.06	ALOGPS
logP	4.82	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	16.1	ChemAxon
pKa (Strongest Basic)	-0.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.76 m³·mol⁻¹	ChemAxon
Polarizability	43.55 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	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

28508175

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57409663

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chanthathamrongsiri, N., et al. (2012). Chanthathamrongsiri, N., et al, J. Nat. Prod. 75, 789 (2012). J. Nat. Prod..

Showing NP-Card for 8-isothiocyanato-15-formamidoamphilect-11(20)-ene (NP0036678)

MOL for NP0036678 (8-isothiocyanato-15-formamidoamphilect-11(20)-ene)

3D MOL for NP0036678 (8-isothiocyanato-15-formamidoamphilect-11(20)-ene)

3D SDF for NP0036678 (8-isothiocyanato-15-formamidoamphilect-11(20)-ene)

3D-SDF for NP0036678 (8-isothiocyanato-15-formamidoamphilect-11(20)-ene)

PDB for NP0036678 (8-isothiocyanato-15-formamidoamphilect-11(20)-ene)

3D PDB for NP0036678 (8-isothiocyanato-15-formamidoamphilect-11(20)-ene)

SMILES for NP0036678 (8-isothiocyanato-15-formamidoamphilect-11(20)-ene)

INCHI for NP0036678 (8-isothiocyanato-15-formamidoamphilect-11(20)-ene)

Structure for NP0036678 (8-isothiocyanato-15-formamidoamphilect-11(20)-ene)

3D Structure for NP0036678 (8-isothiocyanato-15-formamidoamphilect-11(20)-ene)