NP-MRD: Showing NP-Card for (+)-2,20-Dideacetyltaxuspine X (NP0078844)

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Record Information

Version

2.0

Created at

2022-04-28 23:56:22 UTC

Updated at

2022-04-28 23:56:22 UTC

NP-MRD ID

NP0078844

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-2,20-Dideacetyltaxuspine X

Description

(1R,2S,3E,5S,7S,10R,13S)-7,9,10,13-tetrakis(acetyloxy)-2-hydroxy-4-(hydroxymethyl)-8,12,15,15-tetramethylbicyclo[9.3.1]Pentadeca-3,8,11-trien-5-yl (2E)-3-phenylprop-2-enoate belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system. (+)-2,20-Dideacetyltaxuspine X is found in Taxus cuspidata . Based on a literature review very few articles have been published on (1R,2S,3E,5S,7S,10R,13S)-7,9,10,13-tetrakis(acetyloxy)-2-hydroxy-4-(hydroxymethyl)-8,12,15,15-tetramethylbicyclo[9.3.1]Pentadeca-3,8,11-trien-5-yl (2E)-3-phenylprop-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292201562D          

 49 51  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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 45 88  1  0
 45 89  1  0
 40 83  1  0
 40 84  1  0
 40 85  1  0
 48 90  1  0
 48 91  1  0
 48 92  1  0
 49 93  1  0
 49 94  1  0
 49 95  1  0
 18 63  1  0
 19 64  1  0
 21 65  1  0
 22 66  1  0
 23 67  1  0
 24 68  1  0
 25 69  1  0
M  END


  Mrv1652304292201562D          

 49 51  0  0  1  0            999 V2000
    3.4914    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.2211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8414    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    2.3645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2539    3.0789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0789    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164    2.3645    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164    0.9355    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7289    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664   -0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0289    5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0289    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489    1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189    1.3200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    3.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9824    2.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9824    1.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014   -1.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3264   -0.9604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  1 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 12 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 11 30  1  0  0  0  0
 30 31  1  0  0  0  0
  9 32  1  1  0  0  0
  8 33  1  0  0  0  0
  4 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
  6 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
  5 40  1  0  0  0  0
  3 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
  2 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 46 48  1  0  0  0  0
  1 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0078844

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1C[C@H]2[C@@H](O)\C=C(CO)\[C@H](C[C@H](OC(C)=O)\C(C)=C(OC(C)=O)\[C@H](OC(C)=O)C(=C1C)C2(C)C)OC(=O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C37H46O12/c1-20-30(45-22(3)39)17-28-29(43)16-27(19-38)32(49-33(44)15-14-26-12-10-9-11-13-26)18-31(46-23(4)40)21(2)35(47-24(5)41)36(48-25(6)42)34(20)37(28,7)8/h9-16,28-32,36,38,43H,17-19H2,1-8H3/b15-14+,27-16+,35-21-/t28-,29-,30-,31-,32-,36+/m0/s1

> <INCHI_KEY>
HDCVJVBXAPXPOQ-NKJCUGKCSA-N

> <FORMULA>
C37H46O12

> <MOLECULAR_WEIGHT>
682.763

> <EXACT_MASS>
682.298926921

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
71.12846434776263

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3E,5S,7S,8Z,10R,13S)-7,9,10,13-tetrakis(acetyloxy)-2-hydroxy-4-(hydroxymethyl)-8,12,15,15-tetramethylbicyclo[9.3.1]pentadeca-3,8,11-trien-5-yl (2E)-3-phenylprop-2-enoate

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
2.400919209999999

> <ALOGPS_LOGS>
-5.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.195274158562693

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.408803114377449

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7663804939515684

> <JCHEM_POLAR_SURFACE_AREA>
171.95999999999998

> <JCHEM_REFRACTIVITY>
179.20450000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3E,5S,7S,8Z,10R,13S)-7,9,10,13-tetrakis(acetyloxy)-2-hydroxy-4-(hydroxymethyl)-8,12,15,15-tetramethylbicyclo[9.3.1]pentadeca-3,8,11-trien-5-yl (2E)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       6.517   1.746   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.747   0.413   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.207   0.413   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.437   1.746   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.897   1.746   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.127   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.897   4.414   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.437   4.414   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.207   5.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.747   5.747   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.517   4.414   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.057   4.414   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.827   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.057   1.746   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.827   0.413   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.367   0.413   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.137  -0.921   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.137   1.746   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.827   5.747   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.367   5.747   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.137   4.414   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      11.137   7.081   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.677   7.081   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.447   8.415   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.677   9.748   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.447  11.082   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.987  11.082   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.757   9.748   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.987   8.415   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.131   2.772   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.515   2.464   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.437   7.081   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.207   3.080   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.567   3.803   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.567   2.357   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -0.413   3.080   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -1.183   4.414   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.723   4.414   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -0.413   5.747   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.127   0.413   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       3.437  -0.921   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       4.669  -2.717   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       6.209  -1.793   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       3.437  -3.588   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       6.517  -0.921   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       5.747  -2.255   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       6.517  -3.588   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       4.207  -2.255   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       5.747   3.080   0.000  0.00  0.00           C+0
CONECT    1    2   14   49                                                  
CONECT    2    1    3   45                                                  
CONECT    3    2    4   41                                                  
CONECT    4    3    5   33                                                  
CONECT    5    4    6   40                                                  
CONECT    6    5    7   36                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   33                                                  
CONECT    9    8   10   32                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   30                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13    1   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   12   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
CONECT   30   11   31                                                       
CONECT   31   30                                                            
CONECT   32    9                                                            
CONECT   33    8    4   34   35                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36    6   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40    5                                                            
CONECT   41    3   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45    2   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46                                                            
CONECT   49    1                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  102    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,3E,5S,7S,10R,13S)-7,9,10,13-Tetrakis(acetyloxy)-2-hydroxy-4-(hydroxymethyl)-8,12,15,15-tetramethylbicyclo[9.3.1]pentadeca-3,8,11-trien-5-yl (2E)-3-phenylprop-2-enoic acid	Generator

Chemical Formula

C₃₇H₄₆O₁₂

Average Mass

682.7630 Da

Monoisotopic Mass

682.29893 Da

IUPAC Name

(1R,2S,3E,5S,7S,8Z,10R,13S)-7,9,10,13-tetrakis(acetyloxy)-2-hydroxy-4-(hydroxymethyl)-8,12,15,15-tetramethylbicyclo[9.3.1]pentadeca-3,8,11-trien-5-yl (2E)-3-phenylprop-2-enoate

Traditional Name

(1R,2S,3E,5S,7S,8Z,10R,13S)-7,9,10,13-tetrakis(acetyloxy)-2-hydroxy-4-(hydroxymethyl)-8,12,15,15-tetramethylbicyclo[9.3.1]pentadeca-3,8,11-trien-5-yl (2E)-3-phenylprop-2-enoate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1C[C@H]2[C@@H](O)\C=C(CO)\[C@H](C[C@H](OC(C)=O)\C(C)=C(OC(C)=O)\[C@H](OC(C)=O)C(=C1C)C2(C)C)OC(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C37H46O12/c1-20-30(45-22(3)39)17-28-29(43)16-27(19-38)32(49-33(44)15-14-26-12-10-9-11-13-26)18-31(46-23(4)40)21(2)35(47-24(5)41)36(48-25(6)42)34(20)37(28,7)8/h9-16,28-32,36,38,43H,17-19H2,1-8H3/b15-14+,27-16+,35-21-/t28-,29-,30-,31-,32-,36+/m0/s1

InChI Key

HDCVJVBXAPXPOQ-NKJCUGKCSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Taxus cuspidata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Taxanes and derivatives

Alternative Parents

Substituents

3,8-seco-taxane diterpenoid
Pentacarboxylic acid or derivatives
Cinnamic acid ester
Cinnamic acid or derivatives
Styrene
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enol ester
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
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	3.23	ALOGPS
logP	2.4	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	14.41	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	171.96 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	179.2 m³·mol⁻¹	ChemAxon
Polarizability	71.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	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

163104244

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-2,20-Dideacetyltaxuspine X (NP0078844)

MOL for NP0078844 ((+)-2,20-Dideacetyltaxuspine X)

3D MOL for NP0078844 ((+)-2,20-Dideacetyltaxuspine X)

3D SDF for NP0078844 ((+)-2,20-Dideacetyltaxuspine X)

3D-SDF for NP0078844 ((+)-2,20-Dideacetyltaxuspine X)

PDB for NP0078844 ((+)-2,20-Dideacetyltaxuspine X)

3D PDB for NP0078844 ((+)-2,20-Dideacetyltaxuspine X)

SMILES for NP0078844 ((+)-2,20-Dideacetyltaxuspine X)

INCHI for NP0078844 ((+)-2,20-Dideacetyltaxuspine X)

Structure for NP0078844 ((+)-2,20-Dideacetyltaxuspine X)

3D Structure for NP0078844 ((+)-2,20-Dideacetyltaxuspine X)