NP-MRD: Showing NP-Card for (1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate (NP0265809)

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Record Information

Version

2.0

Created at

2022-09-08 09:55:51 UTC

Updated at

2022-09-08 09:55:51 UTC

NP-MRD ID

NP0265809

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate

Description

(2R,3S)-2-Hydroxy-3-(dimethylamino)-3-phenylpropanoic acid 2alpha,7beta,9alpha,10beta,13-pentaacetoxy-11-hydroxytaxa 4(20),12-diene-5alpha-yl ester 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. (1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate is found in Taxus canadensis. Based on a literature review very few articles have been published on (2R,3S)-2-Hydroxy-3-(dimethylamino)-3-phenylpropanoic acid 2alpha,7beta,9alpha,10beta,13-pentaacetoxy-11-hydroxytaxa 4(20),12-diene-5alpha-yl ester.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082211552D          

 56 59  0  0  1  0            999 V2000
   -3.9042    1.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917    2.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6667    2.0758    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2542    1.3614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292    1.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    2.0758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    0.6469    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4292   -0.0676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1917    0.6469    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2208   -0.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458   -0.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4583   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458   -1.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2208   -1.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1917   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2208    1.3614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1917    2.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458    1.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2542    2.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6667    3.5048    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2542    4.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292    4.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6347    6.1913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5077    4.6862    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4202    5.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0869    5.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9994    6.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3549    4.4751    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4278    5.2968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5525    5.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5653    3.9640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0552    3.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7254    2.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8751    3.3926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3797    3.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5241    2.9736    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7452    2.5792    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8369    1.7593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5928    1.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6845    0.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2570    1.9181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9042    2.7903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3732    3.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6489    3.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5792    3.9407    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  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  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  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  9 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 41 46  1  0  0  0  0
 47 46  1  6  0  0  0
 47 48  1  0  0  0  0
 48 49  1  6  0  0  0
 49 50  1  0  0  0  0
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 48 53  1  0  0  0  0
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 25 53  1  0  0  0  0
 47 54  1  0  0  0  0
 37 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
M  END

     RDKit          3D

111114  0  0  0  0  0  0  0  0999 V2000
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    6.1750    0.8963   -0.3463 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5631    1.1176    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3991   -0.0103    0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6847    0.1170    0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1418    1.3757    1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3473    2.4868    0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8274    1.6432   -0.9894 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309082211552D          

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 54 55  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0265809

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)[C@H]([C@@H](O)C(=O)O[C@H]1C[C@H](OC(C)=O)[C@]2(C)[C@H]([C@H](OC(C)=O)[C@@H]3CC(OC(C)=O)=C(C)[C@](O)([C@@H](OC(C)=O)[C@@H]2OC(C)=O)C3(C)C)C1=C)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C41H55NO14/c1-20-29(56-38(49)34(48)33(42(11)12)27-16-14-13-15-17-27)19-31(52-23(4)44)40(10)32(20)35(53-24(5)45)28-18-30(51-22(3)43)21(2)41(50,39(28,8)9)37(55-26(7)47)36(40)54-25(6)46/h13-17,28-29,31-37,48,50H,1,18-19H2,2-12H3/t28-,29-,31-,32-,33-,34+,35+,36-,37-,40+,41-/m0/s1

> <INCHI_KEY>
FEIRMDARBNDFRX-KNZBYGLZSA-N

> <FORMULA>
C41H55NO14

> <MOLECULAR_WEIGHT>
785.884

> <EXACT_MASS>
785.362255455

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
111

> <JCHEM_AVERAGE_POLARIZABILITY>
80.46567735550806

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3R,5S,7S,8S,9R,10S,11S)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-12-en-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate

> <JCHEM_LOGP>
1.5435788056666668

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.826527266436823

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.948601919381785

> <JCHEM_PKA_STRONGEST_BASIC>
8.227318768461238

> <JCHEM_POLAR_SURFACE_AREA>
201.49999999999997

> <JCHEM_REFRACTIVITY>
197.57520000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3R,5S,7S,8S,9R,10S,11S)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-12-en-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.288   2.541   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.518   3.875   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.978   3.875   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -4.208   2.541   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.668   2.541   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.898   3.875   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.898   1.208   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.668  -0.126   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.358   1.208   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.412  -0.126   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.952  -0.126   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.722  -1.460   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.952  -2.794   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.412  -2.794   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.358  -1.460   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.412   2.541   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -0.358   3.875   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.952   2.541   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.208   5.209   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.978   6.542   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.208   7.876   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.668   7.876   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.898   9.210   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.898   6.542   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.518   6.542   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.603   7.781   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.981   8.043   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.809   9.043   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -6.089  10.557   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -7.541  11.072   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.918  11.557   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -8.414   8.748   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -8.251  10.279   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -9.496  11.186   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -10.903  10.562   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -9.332  12.717   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -9.996   8.353   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -10.132   9.887   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0     -11.609   8.462   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -12.231   9.871   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -12.592   7.227   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0     -14.122   7.399   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -15.036   6.160   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -14.421   4.749   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0     -16.567   6.333   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0     -11.909   5.804   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -10.312   5.551   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -8.858   4.814   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -9.029   3.284   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0     -10.440   2.667   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -10.611   1.137   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0     -11.680   3.580   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -7.288   5.209   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -10.030   6.938   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -8.678   6.201   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -8.548   7.356   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   53                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   16                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    9   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    3   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26   27   53                                             
CONECT   26   25                                                            
CONECT   27   25   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   32   38   39   54                                             
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   41   47                                                       
CONECT   47   46   48   54                                                  
CONECT   48   47   49   53                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50                                                            
CONECT   53   48    2   25                                                  
CONECT   54   47   37   55   56                                             
CONECT   55   54                                                            
CONECT   56   54                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  118    0
END

View in JSmol

Synonyms

Value	Source
(2R,3S)-2-Hydroxy-3-(dimethylamino)-3-phenylpropanoate 2a,7b,9a,10b,13-pentaacetoxy-11-hydroxytaxa 4(20),12-diene-5a-yl ester	Generator
(2R,3S)-2-Hydroxy-3-(dimethylamino)-3-phenylpropanoate 2alpha,7beta,9alpha,10beta,13-pentaacetoxy-11-hydroxytaxa 4(20),12-diene-5alpha-yl ester	Generator
(2R,3S)-2-Hydroxy-3-(dimethylamino)-3-phenylpropanoate 2α,7β,9α,10β,13-pentaacetoxy-11-hydroxytaxa 4(20),12-diene-5α-yl ester	Generator
(2R,3S)-2-Hydroxy-3-(dimethylamino)-3-phenylpropanoic acid 2a,7b,9a,10b,13-pentaacetoxy-11-hydroxytaxa 4(20),12-diene-5a-yl ester	Generator
(2R,3S)-2-Hydroxy-3-(dimethylamino)-3-phenylpropanoic acid 2α,7β,9α,10β,13-pentaacetoxy-11-hydroxytaxa 4(20),12-diene-5α-yl ester	Generator

Chemical Formula

C₄₁H₅₅NO₁₄

Average Mass

785.8840 Da

Monoisotopic Mass

785.36226 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CN(C)[C@H]([C@@H](O)C(=O)O[C@H]1C[C@H](OC(C)=O)[C@]2(C)[C@H]([C@H](OC(C)=O)[C@@H]3CC(OC(C)=O)=C(C)[C@](O)([C@@H](OC(C)=O)[C@@H]2OC(C)=O)C3(C)C)C1=C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C41H55NO14/c1-20-29(56-38(49)34(48)33(42(11)12)27-16-14-13-15-17-27)19-31(52-23(4)44)40(10)32(20)35(53-24(5)45)28-18-30(51-22(3)43)21(2)41(50,39(28,8)9)37(55-26(7)47)36(40)54-25(6)46/h13-17,28-29,31-37,48,50H,1,18-19H2,2-12H3/t28-,29-,31-,32-,33-,34+,35+,36-,37-,40+,41-/m0/s1

InChI Key

FEIRMDARBNDFRX-KNZBYGLZSA-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
Taxus canadensis	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
Hexacarboxylic acid or derivatives
Fatty acid ester
Aralkylamine
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Monosaccharide
Enol ester
Tertiary alcohol
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Amine
Organonitrogen 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

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

102474304

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate (NP0265809)

MOL for NP0265809 ((1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

3D MOL for NP0265809 ((1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

3D SDF for NP0265809 ((1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

3D-SDF for NP0265809 ((1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

PDB for NP0265809 ((1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

3D PDB for NP0265809 ((1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

SMILES for NP0265809 ((1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

INCHI for NP0265809 ((1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

Structure for NP0265809 ((1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

3D Structure for NP0265809 ((1r,2r,3r,5s,7s,8s,9r,10s,11s)-2,7,9,10,13-pentakis(acetyloxy)-11-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-12-en-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)