NP-MRD: Showing NP-Card for 13β-taxusin (NP0341907)

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Record Information

Version

2.0

Created at

2024-10-21 18:46:04 UTC

Updated at

2024-10-21 20:00:30 UTC

NP-MRD ID

NP0341907

Natural Product DOI

https://doi.org/10.57994/3395

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13β-taxusin

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01182318572D          

 38 40  0  0  1  0            999 V2000
    3.6521    2.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4344    2.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505    1.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5036    1.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0585    1.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8015    2.6377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6061    2.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1665    2.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9710    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9223    1.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862    3.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8419    1.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3188    3.0700    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2959    3.8947    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4488    3.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208    2.7250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5680    1.9143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3202    1.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0601    1.2294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6414    0.5185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0477   -0.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8726   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6290   -0.9104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9152    1.1290    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1034    0.3258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8932    0.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4947    0.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0814   -0.7161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7812    3.5478    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0950    3.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3165    2.9895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6907    3.5271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434    4.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177    4.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219    4.6110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1638    2.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7896    1.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2477    4.0734    0.0000 C   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
  6  4  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
  2 12  1  0  0  0  0
 13  2  1  0  0  0  0
 13 11  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24  3  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 16 29  1  6  0  0  0
 16 30  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 17 37  1  0  0  0  0
 30 38  2  0  0  0  0
M  END


  Mrv2104 01182318572D          

 38 40  0  0  1  0            999 V2000
    3.6521    2.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4344    2.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505    1.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5036    1.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0585    1.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8015    2.6377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6061    2.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1665    2.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9710    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9223    1.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862    3.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8419    1.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3188    3.0700    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2959    3.8947    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4488    3.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208    2.7250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5680    1.9143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3202    1.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0601    1.2294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6414    0.5185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0477   -0.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8726   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6290   -0.9104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9152    1.1290    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1034    0.3258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8932    0.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4947    0.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0814   -0.7161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7812    3.5478    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0950    3.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3165    2.9895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6907    3.5271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434    4.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177    4.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219    4.6110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1638    2.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7896    1.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2477    4.0734    0.0000 C   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
  6  4  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
  2 12  1  0  0  0  0
 13  2  1  0  0  0  0
 13 11  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24  3  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 16 29  1  6  0  0  0
 16 30  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 17 37  1  0  0  0  0
 30 38  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0341907

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C[C@@H](OC(C)=O)C(C)=C([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@]3(C)CC[C@H](OC(C)=O)C(=C)[C@@]3([H])C1)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O8/c1-14-21-12-20-13-23(34-17(4)30)15(2)24(27(20,7)8)25(35-18(5)31)26(36-19(6)32)28(21,9)11-10-22(14)33-16(3)29/h20-23,25-26H,1,10-13H2,2-9H3/t20-,21-,22+,23-,25-,26+,28-/m1/s1

> <INCHI_KEY>
SKJSIVQEPKBFTJ-HYZFCXKRSA-N

> <FORMULA>
C28H40O8

> <MOLECULAR_WEIGHT>
504.62

> <EXACT_MASS>
504.272318248

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
53.55704201256385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3R,5S,8R,9R,10R,13R)-5,9,10-tris(acetyloxy)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-11-en-13-yl acetate

> <JCHEM_LOGP>
2.9282206003333346

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.412399127382139

> <JCHEM_POLAR_SURFACE_AREA>
105.20000000000002

> <JCHEM_REFRACTIVITY>
130.51790000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,5S,8R,9R,10R,13R)-5,9,10-tris(acetyloxy)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-11-en-13-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-JAN-23         0                                  
HETATM    1  C   UNK     0       6.817   4.834   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.277   4.345   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.681   3.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.273   3.425   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.309   2.285   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.830   4.924   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.331   5.265   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      13.377   4.134   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.879   4.475   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.922   2.663   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.681   6.036   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.171   3.273   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.062   5.731   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       8.019   7.270   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       6.438   5.945   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.079   5.087   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.794   3.573   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.331   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.712   2.295   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.931   0.968   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.689  -0.372   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.229  -0.386   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.907  -1.699   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.308   2.108   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.660   0.608   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.134   0.163   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.257   1.217   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.485  -1.337   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0       5.192   6.623   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0       3.911   6.090   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.457   5.580   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.289   6.584   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.574   8.097   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.406   9.101   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.028   8.607   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.172   4.067   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.341   3.063   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.196   7.604   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12   13                                             
CONECT    3    2    4   24                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   13                                                       
CONECT   12    2                                                            
CONECT   13    2   11   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   29   30                                             
CONECT   17   16   18   19   37                                             
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19    3   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   16                                                            
CONECT   30   16   31   38                                                  
CONECT   31   30   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   31   37                                                       
CONECT   37   36   17                                                       
CONECT   38   30                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₀O₈

Average Mass

504.6200 Da

Monoisotopic Mass

504.27232 Da

IUPAC Name

(1R,3R,5S,8R,9R,10R,13R)-5,9,10-tris(acetyloxy)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-11-en-13-yl acetate

Traditional Name

(1R,3R,5S,8R,9R,10R,13R)-5,9,10-tris(acetyloxy)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-11-en-13-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@]12C[C@@H](OC(C)=O)C(C)=C([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@]3(C)CC[C@H](OC(C)=O)C(=C)[C@@]3([H])C1)C2(C)C

InChI Identifier

InChI=1S/C28H40O8/c1-14-21-12-20-13-23(34-17(4)30)15(2)24(27(20,7)8)25(35-18(5)31)26(36-19(6)32)28(21,9)11-10-22(14)33-16(3)29/h20-23,25-26H,1,10-13H2,2-9H3/t20-,21-,22+,23-,25-,26+,28-/m1/s1

InChI Key

SKJSIVQEPKBFTJ-HYZFCXKRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-10-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-10-21	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-10-21	View Spectrum
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-10-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-10-21	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-10-21	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-10-21	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-10-21	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	2.93	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	105.2 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	130.52 m³·mol⁻¹	ChemAxon
Polarizability	53.56 Å³	ChemAxon
Number of Rings	3	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 13β-taxusin (NP0341907)

MOL for NP0341907 (13β-taxusin)

3D MOL for NP0341907 (13β-taxusin)

3D SDF for NP0341907 (13β-taxusin)

3D-SDF for NP0341907 (13β-taxusin)

PDB for NP0341907 (13β-taxusin)

3D PDB for NP0341907 (13β-taxusin)

SMILES for NP0341907 (13β-taxusin)

INCHI for NP0341907 (13β-taxusin)

Structure for NP0341907 (13β-taxusin)

3D Structure for NP0341907 (13β-taxusin)