NP-MRD: Showing NP-Card for (6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate (NP0282952)

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Record Information

Version

2.0

Created at

2022-09-09 09:59:45 UTC

Updated at

2022-09-09 09:59:45 UTC

NP-MRD ID

NP0282952

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate

Description

(6S,8S,11R,12S,14R,15S,16R)-15-[(1S)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]Octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate belongs to the class of organic compounds known as buxus alkaloids. These are alkaloids with a triterpenoid-steroid pregnane type structure with C-4 methyl groups, a 9beta,10beta-cycloartenol system, and a degraded C-20 side chain. Structurally, they are derivatives of either a 9beta,10beta-cyclo-4,4,14alpha-trimethyl-5alpha-pregnane or a 9(10->19)abeo 4,4,14alpha-trimethyl-5alpha-pregnane system. (6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate is found in Buxus sempervirens. Based on a literature review very few articles have been published on (6S,8S,11R,12S,14R,15S,16R)-15-[(1S)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]Octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092211592D          

 42 46  0  0  1  0            999 V2000
   -2.9026    2.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163    2.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5834    0.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368    0.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9505   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2108    0.0447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039   -1.1439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176   -1.6018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.3511   -1.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0093    1.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6956    1.5108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
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  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
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  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

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 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
M  END


  Mrv1652309092211592D          

 42 46  0  0  1  0            999 V2000
   -2.9026    2.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163    2.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2697    1.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5834    0.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368    0.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9505   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2108    0.0447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039   -1.1439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176   -1.6018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4562   -1.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9674   -1.9632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3511   -1.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907   -2.0166    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1412   -1.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436   -1.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5938   -1.5860    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6020   -2.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9622   -2.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561   -2.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6983   -3.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -3.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -2.6495    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0175   -3.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2846   -2.4261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9321   -2.9373    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6986   -2.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132   -3.7537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3206   -2.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -2.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0226   -1.5716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7329   -1.1520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7246   -0.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4515   -1.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3040   -1.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6840   -0.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9094   -0.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764   -0.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627    0.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8024   -0.1357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4887    0.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0093    1.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6956    1.5108    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 13 19  1  6  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 25 27  1  1  0  0  0
 17 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 30 34  1  0  0  0  0
 16 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
  5 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  2  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282952

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1O)C(=O)O[C@@H]1C[C@@]2(C)[C@@H]3CC[C@H]4C(CC[C@H](N(C)C)C4(C)C)=CC3=CC[C@]2(C)[C@H]1[C@H](C)N

> <INCHI_IDENTIFIER>
InChI=1S/C35H52N2O5/c1-20(36)30-28(42-32(39)23-17-26(40-8)31(38)27(18-23)41-9)19-35(5)25-12-11-24-21(16-22(25)14-15-34(30,35)4)10-13-29(37(6)7)33(24,2)3/h14,16-18,20,24-25,28-30,38H,10-13,15,19,36H2,1-9H3/t20-,24-,25+,28+,29-,30-,34+,35-/m0/s1

> <INCHI_KEY>
HGEURJWODKLRBG-ALACSZDWSA-N

> <FORMULA>
C35H52N2O5

> <MOLECULAR_WEIGHT>
580.81

> <EXACT_MASS>
580.387622782

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
67.97255970181295

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6S,8S,11R,12S,14R,15S,16R)-15-[(1S)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate

> <JCHEM_LOGP>
3.966242802771607

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.423377473922297

> <JCHEM_PKA_STRONGEST_BASIC>
10.647011407528392

> <JCHEM_POLAR_SURFACE_AREA>
94.25

> <JCHEM_REFRACTIVITY>
168.78979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(6S,8S,11R,12S,14R,15S,16R)-15-[(1S)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.418   5.039   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.137   4.184   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.237   2.648   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.956   1.793   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.055   0.256   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.774  -0.599   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.394   0.084   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.874  -2.135   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.593  -2.990   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.852  -2.456   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.806  -3.665   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.522  -2.301   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.343  -3.764   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.997  -2.370   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.495  -2.012   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.708  -2.961   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.724  -4.500   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.530  -5.473   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.025  -5.145   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.170  -6.426   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.633  -6.326   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.951  -4.946   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.033  -6.130   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.531  -4.529   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.740  -5.483   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.171  -4.913   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      -1.518  -7.007   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       8.065  -5.257   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.391  -4.474   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.376  -2.934   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      10.701  -2.150   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      10.686  -0.610   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.043  -2.907   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.034  -2.177   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.744  -0.810   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.298  -0.825   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.436  -0.426   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -5.717   0.429   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -7.098  -0.253   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -8.379   0.601   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -5.617   1.965   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -6.898   2.820   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   41                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   37                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   24                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   22                                             
CONECT   12   11                                                            
CONECT   13   11   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   34                                                  
CONECT   17   16   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   13   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   11   23   24                                             
CONECT   23   22                                                            
CONECT   24   22    9   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   17   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   34                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   30   16   35   36                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37    5   38                                                       
CONECT   38   37   39   41                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   38    3   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
(6S,8S,11R,12S,14R,15S,16R)-15-[(1S)-1-Aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0,.0,]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoic acid	Generator

Chemical Formula

C₃₅H₅₂N₂O₅

Average Mass

580.8100 Da

Monoisotopic Mass

580.38762 Da

IUPAC Name

(6S,8S,11R,12S,14R,15S,16R)-15-[(1S)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate

Traditional Name

(6S,8S,11R,12S,14R,15S,16R)-15-[(1S)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C(=O)O[C@@H]1C[C@@]2(C)[C@@H]3CC[C@H]4C(CC[C@H](N(C)C)C4(C)C)=CC3=CC[C@]2(C)[C@H]1[C@H](C)N

InChI Identifier

InChI=1S/C35H52N2O5/c1-20(36)30-28(42-32(39)23-17-26(40-8)31(38)27(18-23)41-9)19-35(5)25-12-11-24-21(16-22(25)14-15-34(30,35)4)10-13-29(37(6)7)33(24,2)3/h14,16-18,20,24-25,28-30,38H,10-13,15,19,36H2,1-9H3/t20-,24-,25+,28+,29-,30-,34+,35-/m0/s1

InChI Key

HGEURJWODKLRBG-ALACSZDWSA-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
Buxus sempervirens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as buxus alkaloids. These are alkaloids with a triterpenoid-steroid pregnane type structure with C-4 methyl groups, a 9beta,10beta-cycloartenol system, and a degraded C-20 side chain. Structurally, they are derivatives of either a 9beta,10beta-cyclo-4,4,14alpha-trimethyl-5alpha-pregnane or a 9(10->19)abeo 4,4,14alpha-trimethyl-5alpha-pregnane system.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal alkaloids

Direct Parent

Buxus alkaloids

Alternative Parents

Substituents

Abeo-9(10->19)-4,4-14(alpha)-trimethyl-5(alpha)-pregnane-skeleton
Abeoabietane diterpenoid
Diterpenoid
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Benzoate ester
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Benzoic acid or derivatives
Methoxybenzene
Phenol ether
Anisole
Benzoyl
Phenoxy compound
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Ether
Primary amine
Organic nitrogen compound
Organic oxide
Amine
Primary aliphatic amine
Hydrocarbon derivative
Organonitrogen compound
Organopnictogen compound
Organooxygen compound
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	3.97	ChemAxon
pKa (Strongest Acidic)	8.42	ChemAxon
pKa (Strongest Basic)	10.65	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.25 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	168.79 m³·mol⁻¹	ChemAxon
Polarizability	67.97 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163192947

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate (NP0282952)

MOL for NP0282952 ((6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate)

3D MOL for NP0282952 ((6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate)

3D SDF for NP0282952 ((6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate)

3D-SDF for NP0282952 ((6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate)

PDB for NP0282952 ((6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate)

3D PDB for NP0282952 ((6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate)

SMILES for NP0282952 ((6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate)

INCHI for NP0282952 ((6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate)

Structure for NP0282952 ((6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate)

3D Structure for NP0282952 ((6s,8s,11r,12s,14r,15s,16r)-15-[(1s)-1-aminoethyl]-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2-dien-14-yl 4-hydroxy-3,5-dimethoxybenzoate)