NP-MRD: Showing NP-Card for (1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate (NP0324295)

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Record Information

Version

2.0

Created at

2022-09-12 04:17:28 UTC

Updated at

2022-09-12 04:17:28 UTC

NP-MRD ID

NP0324295

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate

Description

Sapintoxin C belongs to the class of organic compounds known as tigliane and ingenane diterpenoids. These are diterpenoids containing the tigliane or ingenane carbon skeleton. The tigliane skeleton is a tetracyclic ring that consists of the 4/7/6/3 ring junction. It is derived from casbane by 6,10- and 5,14-cyclizations and is a framework of phorbol. The ingenane skeleton is derived by rearrangement of tigliane. (1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate is found in Triadica sebifera. It was first documented in 2009 (PMID: 19512879). Based on a literature review a significant number of articles have been published on Sapintoxin C (PMID: 26431317) (PMID: 21542090) (PMID: 20100661) (PMID: 19432558).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122206172D          

 38 42  0  0  1  0            999 V2000
    1.6228   -4.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0589   -4.3361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2554   -4.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158   -5.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -5.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515   -4.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119   -4.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3084   -3.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0688   -3.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7347   -2.9444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -2.5294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930   -1.7399    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4105   -1.5527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9743   -2.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501   -0.7633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1674   -1.4060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862   -0.1611    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2055    0.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9181    1.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8528    1.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6875    0.7730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2897    1.3369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9342   -0.0142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7271   -0.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3775    0.2656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7555   -1.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4392   -1.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9801   -1.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725   -0.6980    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7172   -0.3483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5207   -0.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8446    0.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2117   -0.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9569   -1.1377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5591   -1.7016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3719   -2.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -2.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742   -3.0689    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 29 28  1  1  0  0  0
 23 29  1  0  0  0  0
 15 29  1  0  0  0  0
 17 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
 31 34  1  0  0  0  0
 12 34  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
M  END


  Mrv1652309122206172D          

 38 42  0  0  1  0            999 V2000
    1.6228   -4.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0589   -4.3361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2554   -4.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158   -5.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -5.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515   -4.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119   -4.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3084   -3.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0688   -3.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7347   -2.9444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -2.5294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930   -1.7399    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4105   -1.5527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9743   -2.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501   -0.7633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1674   -1.4060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862   -0.1611    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2055    0.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9181    1.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8528    1.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6875    0.7730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2897    1.3369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9342   -0.0142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7271   -0.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3775    0.2656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7555   -1.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4392   -1.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9801   -1.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725   -0.6980    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7172   -0.3483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5207   -0.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8446    0.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2117   -0.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9569   -1.1377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5591   -1.7016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3719   -2.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -2.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742   -3.0689    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 29 28  1  1  0  0  0
 23 29  1  0  0  0  0
 15 29  1  0  0  0  0
 17 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
 31 34  1  0  0  0  0
 12 34  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0324295

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CNC1=CC=CC=C1C(=O)O[C@@H]1[C@@H](C)[C@]2(O)[C@@H]3C=C(C)C(=O)[C@H]3[C@H](O)C(C)=C[C@H]2[C@@H]2C(C)(C)[C@]12OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H37NO7/c1-14-12-19-22(23(14)33)24(34)15(2)13-20-25-28(5,6)30(25,38-17(4)32)26(16(3)29(19,20)36)37-27(35)18-10-8-9-11-21(18)31-7/h8-13,16,19-20,22,24-26,31,34,36H,1-7H3/t16-,19-,20+,22+,24-,25-,26-,29+,30-/m1/s1

> <INCHI_KEY>
KESIQXYRXFIECZ-UNEHIJSCSA-N

> <FORMULA>
C30H37NO7

> <MOLECULAR_WEIGHT>
523.626

> <EXACT_MASS>
523.257002535

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
56.74765397577849

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,6R,7S,10S,11R,13S,14R,15R)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate

> <JCHEM_LOGP>
3.3459640476666657

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.360905564182808

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.70667535951877

> <JCHEM_PKA_STRONGEST_BASIC>
2.1295415757810545

> <JCHEM_POLAR_SURFACE_AREA>
122.16000000000003

> <JCHEM_REFRACTIVITY>
143.0763

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,6R,7S,10S,11R,13S,14R,15R)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       3.029  -9.218   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.977  -8.094   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.477  -8.443   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.030  -9.917   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.470 -10.266   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.523  -9.142   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.076  -7.669   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.576  -7.319   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.128  -5.846   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.371  -5.496   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.181  -4.721   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.734  -3.248   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.766  -2.898   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.819  -4.023   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.214  -1.425   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.179  -2.625   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.161  -0.301   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.384   1.223   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.714   1.999   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.592   3.534   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.150   1.443   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.274   2.496   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.610  -0.027   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.091  -0.452   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.305   0.496   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.144  -1.991   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.420  -2.853   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.696  -2.517   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.749  -1.303   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.339  -0.650   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.839  -1.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.443   0.417   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.129  -1.841   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.786  -2.124   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.910  -3.176   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.561  -4.676   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.298  -5.557   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -3.685  -5.729   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   34                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17   29                                             
CONECT   16   15                                                            
CONECT   17   15   18   30                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   29                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   23   15                                                  
CONECT   30   17   31   34                                                  
CONECT   31   30   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31   12   30   35                                             
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₇NO₇

Average Mass

523.6260 Da

Monoisotopic Mass

523.25700 Da

IUPAC Name

(1R,2R,6R,7S,10S,11R,13S,14R,15R)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate

Traditional Name

(1R,2R,6R,7S,10S,11R,13S,14R,15R)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate

CAS Registry Number

Not Available

SMILES

CNC1=CC=CC=C1C(=O)O[C@@H]1[C@@H](C)[C@]2(O)[C@@H]3C=C(C)C(=O)[C@H]3[C@H](O)C(C)=C[C@H]2[C@@H]2C(C)(C)[C@]12OC(C)=O

InChI Identifier

InChI=1S/C30H37NO7/c1-14-12-19-22(23(14)33)24(34)15(2)13-20-25-28(5,6)30(25,38-17(4)32)26(16(3)29(19,20)36)37-27(35)18-10-8-9-11-21(18)31-7/h8-13,16,19-20,22,24-26,31,34,36H,1-7H3/t16-,19-,20+,22+,24-,25-,26-,29+,30-/m1/s1

InChI Key

KESIQXYRXFIECZ-UNEHIJSCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Triadica sebifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tigliane and ingenane diterpenoids. These are diterpenoids containing the tigliane or ingenane carbon skeleton. The tigliane skeleton is a tetracyclic ring that consists of the 4/7/6/3 ring junction. It is derived from casbane by 6,10- and 5,14-cyclizations and is a framework of phorbol. The ingenane skeleton is derived by rearrangement of tigliane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Tigliane and ingenane diterpenoids

Alternative Parents

Substituents

Tigliane diterpenoid
Aminobenzoic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Phenylalkylamine
Aniline or substituted anilines
Secondary aliphatic/aromatic amine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Vinylogous amide
Tertiary alcohol
Cyclic alcohol
Amino acid or derivatives
Secondary alcohol
Ketone
Carboxylic acid ester
Secondary amine
Carboxylic acid derivative
Hydrocarbon derivative
Amine
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organonitrogen compound
Organooxygen 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	3.35	ChemAxon
pKa (Strongest Acidic)	13.71	ChemAxon
pKa (Strongest Basic)	2.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.16 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	143.08 m³·mol⁻¹	ChemAxon
Polarizability	56.75 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

C00045060

Chemspider ID

138493

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157367

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Glover KP, Chen Z, Markell LK, Han X: Synergistic Gene Expression Signature Observed in TK6 Cells upon Co-Exposure to UVC-Irradiation and Protein Kinase C-Activating Tumor Promoters. PLoS One. 2015 Oct 2;10(10):e0139850. doi: 10.1371/journal.pone.0139850. eCollection 2015. [PubMed:26431317 ]
Kedei N, Lubart E, Lewin NE, Telek A, Lim L, Mannan P, Garfield SH, Kraft MB, Keck GE, Kolusheva S, Jelinek R, Blumberg PM: Some phorbol esters might partially resemble bryostatin 1 in their actions on LNCaP prostate cancer cells and U937 leukemia cells. Chembiochem. 2011 May 16;12(8):1242-51. doi: 10.1002/cbic.201100064. Epub 2011 May 3. [PubMed:21542090 ]
Majhi A, Rahman GM, Panchal S, Das J: Binding of curcumin and its long chain derivatives to the activator binding domain of novel protein kinase C. Bioorg Med Chem. 2010 Feb 15;18(4):1591-8. doi: 10.1016/j.bmc.2009.12.075. Epub 2010 Jan 6. [PubMed:20100661 ]
Wickley PJ, Yuge R, Martin BA, Meyer JS, Damron DS: Propofol activates and allosterically modulates recombinant protein kinase C epsilon. Anesthesiology. 2009 Jul;111(1):36-43. doi: 10.1097/ALN.0b013e3181a3274b. [PubMed:19512879 ]
Das J, Pany S, Rahman GM, Slater SJ: PKC epsilon has an alcohol-binding site in its second cysteine-rich regulatory domain. Biochem J. 2009 Jul 15;421(3):405-13. doi: 10.1042/BJ20082271. [PubMed:19432558 ]
LOTUS database [Link]

Showing NP-Card for (1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate (NP0324295)

MOL for NP0324295 ((1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate)

3D MOL for NP0324295 ((1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate)

3D SDF for NP0324295 ((1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate)

3D-SDF for NP0324295 ((1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate)

PDB for NP0324295 ((1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate)

3D PDB for NP0324295 ((1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate)

SMILES for NP0324295 ((1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate)

INCHI for NP0324295 ((1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate)

Structure for NP0324295 ((1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate)

3D Structure for NP0324295 ((1r,2r,6r,7s,10s,11r,13s,14r,15r)-13-(acetyloxy)-1,7-dihydroxy-4,8,12,12,15-pentamethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl 2-(methylamino)benzoate)