NP-MRD: Showing NP-Card for Taxine A (NP0051383)

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Record Information

Version

2.0

Created at

2022-04-27 22:46:18 UTC

Updated at

2022-04-27 22:46:18 UTC

NP-MRD ID

NP0051383

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Taxine A

Description

(1R,2R,5S,7S,8S,10R,13S)-2,13-bis(acetyloxy)-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]Hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate 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. Taxine A is found in Taxus baccata , Taxus brevifolia and Taxus cuspidata. Based on a literature review very few articles have been published on (1R,2R,5S,7S,8S,10R,13S)-2,13-bis(acetyloxy)-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]Hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200462D          

 46 49  0  0  1  0            999 V2000
   -1.2671    3.9039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8546    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0296    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8546    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671    5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6204    6.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652304282200462D          

 46 49  0  0  1  0            999 V2000
   -1.2671    3.9039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8546    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296    3.1895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3829    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8546    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671    5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3829    5.3329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2079    5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    6.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    4.6184    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2079    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3829    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0296    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3829    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    1.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    3.1895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    4.6184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    5.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    1.7605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9204    1.7605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3329    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    1.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296    6.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1113    3.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1113    4.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0921    3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0921    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3296    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 13 20  1  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
 20 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 28 35  1  1  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 27 38  1  1  0  0  0
 11 39  1  1  0  0  0
  8 40  1  1  0  0  0
  4 41  1  0  0  0  0
  4 42  1  0  0  0  0
  1 43  1  6  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051383

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C35H47NO10/c1-18-24(44-19(2)37)15-23-26(45-20(3)38)14-22-17-35(6,32(42)30(40)28(18)34(23,4)5)27(39)16-25(22)46-33(43)31(41)29(36(7)8)21-12-10-9-11-13-21/h9-14,23-27,29-31,39-41H,15-17H2,1-8H3/b22-14+/t23-,24-,25-,26+,27-,29-,30+,31+,35-/m0/s1

> <INCHI_KEY>
KOTXAHKUCAQPQA-IDHCVNQCSA-N

> <FORMULA>
C35H47NO10

> <MOLECULAR_WEIGHT>
641.758

> <EXACT_MASS>
641.319996717

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
65.70634320143093

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5S,7S,8S,10R,13S)-2,13-bis(acetyloxy)-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1^{4,8}]hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.0952070216666665

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.310312364843245

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.708855070979293

> <JCHEM_PKA_STRONGEST_BASIC>
7.5284186028960915

> <JCHEM_POLAR_SURFACE_AREA>
159.89999999999998

> <JCHEM_REFRACTIVITY>
168.45950000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,7S,8S,10R,13S)-2,13-bis(acetyloxy)-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1^{4,8}]hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -2.365   7.287   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.595   5.954   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.055   5.954   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.715   7.287   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.055   8.621   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.595   8.621   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.365   9.955   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.715   9.955   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.255   9.955   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.025  11.288   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.025   8.621   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.255   7.287   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.025   5.954   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.255   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.715   4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.055   3.286   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.715   1.953   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.255   1.953   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.055   0.619   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.565   5.954   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   7.287   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.565   8.621   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.335   9.955   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.875   4.620   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.645   5.954   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.645   3.286   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.185   3.286   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.955   1.953   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.495   1.953   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.265   0.619   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.495  -0.715   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.955  -0.715   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.185   0.619   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0       9.955   4.620   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0       9.185   5.954   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      11.495   4.620   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       6.875   1.953   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       3.795   9.955   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -0.055  11.288   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.074   6.564   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.074   8.010   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -3.905   7.287   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -4.675   5.954   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -3.905   4.620   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -6.215   5.954   0.000  0.00  0.00           C+0
CONECT    1    2    6   43                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5   41   42                                             
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   40                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   22   39                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14    3   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   13   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   11   23                                                  
CONECT   23   22                                                            
CONECT   24   20   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   38                                                  
CONECT   28   27   29   35                                                  
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35   28   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   27                                                            
CONECT   39   11                                                            
CONECT   40    8                                                            
CONECT   41    4                                                            
CONECT   42    4                                                            
CONECT   43    1   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   98    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,5S,7S,8S,10R,13S)-2,13-Bis(acetyloxy)-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1,]hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoic acid	Generator

Chemical Formula

C₃₅H₄₇NO₁₀

Average Mass

641.7580 Da

Monoisotopic Mass

641.32000 Da

IUPAC Name

(1R,2R,5S,7S,8S,10R,13S)-2,13-bis(acetyloxy)-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1^{4,8}]hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate

Traditional Name

(1R,2R,5S,7S,8S,10R,13S)-2,13-bis(acetyloxy)-7,10-dihydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1^{4,8}]hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C35H47NO10/c1-18-24(44-19(2)37)15-23-26(45-20(3)38)14-22-17-35(6,32(42)30(40)28(18)34(23,4)5)27(39)16-25(22)46-33(43)31(41)29(36(7)8)21-12-10-9-11-13-21/h9-14,23-27,29-31,39-41H,15-17H2,1-8H3/b22-14+/t23-,24-,25-,26+,27-,29-,30+,31+,35-/m0/s1

InChI Key

KOTXAHKUCAQPQA-IDHCVNQCSA-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 baccata	Plant	KNApSAcK
Taxus brevifolia	LOTUS Database	35616633
Taxus cuspidata	LOTUS Database	35616633

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

Taxane diterpenoid
Tricarboxylic acid or derivatives
Aralkylamine
Fatty acid ester
Fatty acyl
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Ketone
Carboxylic acid ester
Amino acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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	2.2	ALOGPS
logP	2.1	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	11.71	ChemAxon
pKa (Strongest Basic)	7.53	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	159.9 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	168.46 m³·mol⁻¹	ChemAxon
Polarizability	65.71 Å³	ChemAxon
Number of Rings	4	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

162925599

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Taxine A (NP0051383)

MOL for NP0051383 (Taxine A)

3D MOL for NP0051383 (Taxine A)

3D SDF for NP0051383 (Taxine A)

3D-SDF for NP0051383 (Taxine A)

PDB for NP0051383 (Taxine A)

3D PDB for NP0051383 (Taxine A)

SMILES for NP0051383 (Taxine A)

INCHI for NP0051383 (Taxine A)

Structure for NP0051383 (Taxine A)

3D Structure for NP0051383 (Taxine A)