NP-MRD: Showing NP-Card for (+)-Taxuspine Z (NP0077817)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 22:58:21 UTC

Updated at

2022-04-28 22:58:21 UTC

NP-MRD ID

NP0077817

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Taxuspine Z

Description

Taxuspine Z 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. (+)-Taxuspine Z is found in Taxus chinensis, Taxus cuspidata and Taxus mairei. (+)-Taxuspine Z was first documented in 1999 (PMID: 10483381). Based on a literature review a small amount of articles have been published on Taxuspine Z (PMID: 9917305).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292200582D          

 47 50  0  0  1  0            999 V2000
   -2.2610   -4.5697    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6735   -3.8553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2610   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6735   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4360   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0235   -3.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4360   -4.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0235   -2.4263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1985   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2140   -3.1408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2140   -1.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -1.7119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4515   -2.4263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515   -0.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515    0.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765    0.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6890   -0.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765   -0.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5145   -3.6441    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2934   -4.0386    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1490   -4.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5148   -4.9365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9886   -5.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1242   -5.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425   -4.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3485   -5.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -4.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2770   -5.7512    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5089   -5.3738    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8814   -5.9094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038   -5.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9537   -4.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763   -6.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -6.5715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4353   -6.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686   -6.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3478   -7.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3219   -6.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3346   -5.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8246   -4.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6444   -4.4576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4947   -3.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6062   -2.8242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7710   -5.2335    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  6  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  5  8  1  1  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  6  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  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
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
  1 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 31 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 26 41  1  0  0  0  0
 25 42  1  1  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 22 46  1  1  0  0  0
  1 47  1  6  0  0  0
M  END

     RDKit          3D

 98101  0  0  0  0  0  0  0  0999 V2000
    0.3526    1.6569    1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3085    0.5482    0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5157   -0.3311    0.6842 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6015    0.3001    1.3129 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7801    0.6612    0.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8599    0.4018   -0.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945    1.3160    1.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512    1.6758    0.7704 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5684    0.5695   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2131   -0.5333    0.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6923   -1.5188   -0.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5455   -1.4465   -1.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9017   -0.3508   -2.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4247    0.6318   -1.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9981    2.3034    1.6181 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5377    1.6048    2.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8807    3.1882    0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782   -1.5914    1.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034   -1.8266    1.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -1.4200   -0.1243 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0531   -2.1148   -1.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9044    0.0698   -0.1036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9005    0.8064   -1.3733 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0987    1.8409   -1.3723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    1.4741   -1.8559 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6908    2.5746   -1.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0412    2.3324   -0.4217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9718    2.8467    0.9245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8311    3.7976    1.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7164    4.2998    2.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7235    4.2406    0.6496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3200    0.8560   -0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3400    0.4157    0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6407   -0.0489   -0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5325   -1.2247   -0.0383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5743   -2.1905   -0.2185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2482   -2.8379    0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3191   -3.8227    0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9801   -2.6171    1.9502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890   -2.0594   -0.3149 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3773   -3.1442    0.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137   -4.4444    0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6938   -5.5383    1.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662   -4.7117   -0.9568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2173    0.4576   -2.2357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7588   -0.5211   -3.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3020    1.2709   -2.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4556    2.3840    1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2638    1.9170    1.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8203   -0.4540   -0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0641    0.6600    2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3464    2.2819    1.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7203    2.4845    0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3499   -0.6395    1.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1980   -2.3708    0.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9291   -2.2331   -2.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7954   -0.3108   -3.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205    1.4920   -1.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5327    1.1687    2.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7969    2.3865    3.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8475    0.9291    3.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3364    3.8608    0.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4099    3.8740    1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6512    2.6611    0.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6823   -2.4765    1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2413   -1.4000    2.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078   -2.9172    1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9728   -1.3048    2.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7843   -2.5962   -0.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703   -2.9999   -1.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802   -1.5086   -1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7227    0.3802    0.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5412    0.1629   -2.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    2.1423   -2.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559    1.9254   -2.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8217    3.5184   -1.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9386    2.8748   -0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8729    2.8565   -0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7461    4.5010    3.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1631    5.2594    2.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2637    3.5039    3.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8745    1.3855    1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1456   -0.1688    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9280    0.0841    1.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4522   -1.0838    1.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0477   -4.8414    0.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3086   -3.4957    0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4332   -3.9752   -0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526   -2.5317   -1.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7262   -5.5867    1.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3373   -6.4955    0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0478   -5.1811    2.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8504   -1.0743   -3.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6330    0.0306   -4.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6110   -1.2281   -3.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0547    2.3222   -3.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5175    0.9031   -3.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2832    1.0774   -2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 17  1  0
 15  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  3  1  0
  3 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 27 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  2  0
 35 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 34 45  1  0
 45 46  1  6
 45 47  1  0
 22  2  1  0
  2  1  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2  3  1  0
 14  9  1  0
 40 20  1  0
 45 25  1  0
 16 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  0
 17 63  1  0
 17 64  1  0
  8 53  1  6
  7 51  1  0
  7 52  1  0
  3 50  1  6
 18 65  1  0
 18 66  1  0
 19 67  1  0
 19 68  1  0
 21 69  1  0
 21 70  1  0
 21 71  1  0
 22 72  1  1
 23 73  1  6
 24 74  1  0
 25 75  1  6
 26 76  1  0
 26 77  1  0
 27 78  1  6
 30 79  1  0
 30 80  1  0
 30 81  1  0
 33 82  1  0
 33 83  1  0
 33 84  1  0
 35 85  1  1
 38 86  1  0
 38 87  1  0
 38 88  1  0
 40 89  1  6
 43 90  1  0
 43 91  1  0
 43 92  1  0
 46 93  1  0
 46 94  1  0
 46 95  1  0
 47 96  1  0
 47 97  1  0
 47 98  1  0
  1 48  1  0
  1 49  1  0
 10 54  1  0
 11 55  1  0
 12 56  1  0
 13 57  1  0
 14 58  1  0
M  END


  Mrv1652304292200582D          

 47 50  0  0  1  0            999 V2000
   -2.2610   -4.5697    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6735   -3.8553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2610   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6735   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4360   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0235   -3.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4360   -4.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0235   -2.4263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1985   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2140   -3.1408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2140   -1.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -1.7119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4515   -2.4263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515   -0.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515    0.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765    0.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6890   -0.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2765   -0.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5145   -3.6441    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2934   -4.0386    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1490   -4.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5148   -4.9365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9886   -5.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1242   -5.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425   -4.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3485   -5.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -4.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2770   -5.7512    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5089   -5.3738    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8814   -5.9094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038   -5.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9537   -4.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763   -6.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -6.5715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4353   -6.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686   -6.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3478   -7.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3219   -6.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3346   -5.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8246   -4.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6444   -4.4576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4947   -3.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6062   -2.8242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7710   -5.2335    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  6  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  5  8  1  1  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  6  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  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
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
  1 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 31 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 26 41  1  0  0  0  0
 25 42  1  1  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 22 46  1  1  0  0  0
  1 47  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0077817

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C37H51NO9/c1-20-28(47-30(42)19-27(38(9)10)25-14-12-11-13-15-25)16-17-37(8)31(20)33(43)26-18-29(44-22(3)39)21(2)32(36(26,6)7)34(45-23(4)40)35(37)46-24(5)41/h11-15,26-29,31,33-35,43H,1,16-19H2,2-10H3/t26-,27+,28-,29-,31-,33+,34+,35-,37+/m0/s1

> <INCHI_KEY>
CKXBHBNBEFREKT-LTHGSNFJSA-N

> <FORMULA>
C37H51NO9

> <MOLECULAR_WEIGHT>
653.813

> <EXACT_MASS>
653.356382226

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
70.03624723188881

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.33

> <JCHEM_LOGP>
3.610160945333334

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.570244857126166

> <JCHEM_PKA_STRONGEST_BASIC>
8.70323817719444

> <JCHEM_POLAR_SURFACE_AREA>
128.67

> <JCHEM_REFRACTIVITY>
174.44460000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.44e-03 g/l

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

> <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      -4.220  -8.530   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.990  -7.196   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.220  -5.863   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.990  -4.529   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.680  -5.863   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.910  -7.196   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.680  -8.530   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.910  -4.529   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.370  -4.529   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.400  -5.863   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.400  -3.195   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.940  -3.195   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.710  -4.529   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       4.250  -4.529   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.940  -5.863   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.710  -1.862   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.940  -0.528   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.710   0.806   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.250   0.806   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.020  -0.528   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.250  -1.862   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.560  -6.802   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.014  -7.539   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.612  -7.792   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -10.294  -9.215   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.312 -10.450   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.698 -10.341   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.733  -8.926   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.250  -9.344   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.381  -8.189   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -6.117 -10.736   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.683 -10.031   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.512 -11.031   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -2.060 -10.516   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.780  -9.002   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.889 -11.516   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -5.954 -12.267   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -4.546 -12.891   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -3.301 -11.984   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -4.383 -14.422   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -9.934 -11.859   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0     -11.825  -9.387   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -12.739  -8.148   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -14.269  -8.321   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0     -12.123  -6.737   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -6.732  -5.272   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -3.306  -9.769   0.000  0.00  0.00           C+0
CONECT    1    2    7   32   47                                             
CONECT    2    1    3   22                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    1                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22    2   23   46                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   42                                                  
CONECT   26   25   27   41                                                  
CONECT   27   26   28   31                                                  
CONECT   28   27   23   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   27   32   37                                                  
CONECT   32   31    1   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   31   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   26                                                            
CONECT   42   25   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   22                                                            
CONECT   47    1                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₅₁NO₉

Average Mass

653.8130 Da

Monoisotopic Mass

653.35638 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C37H51NO9/c1-20-28(47-30(42)19-27(38(9)10)25-14-12-11-13-15-25)16-17-37(8)31(20)33(43)26-18-29(44-22(3)39)21(2)32(36(26,6)7)34(45-23(4)40)35(37)46-24(5)41/h11-15,26-29,31,33-35,43H,1,16-19H2,2-10H3/t26-,27+,28-,29-,31-,33+,34+,35-,37+/m0/s1

InChI Key

CKXBHBNBEFREKT-LTHGSNFJSA-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 chinensis	Plant	KNApSAcK
Taxus cuspidata	Plant	KNApSAcK
Taxus mairei	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
Tetracarboxylic acid or derivatives
Fatty acid ester
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Alcohol
Organic oxide
Amine
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	4.33	ALOGPS
logP	3.61	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	14.57	ChemAxon
pKa (Strongest Basic)	8.7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	128.67 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	174.44 m³·mol⁻¹	ChemAxon
Polarizability	70.04 Å³	ChemAxon
Number of Rings	4	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

C00041206

Chemspider ID

8207819

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10032249

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shen YC, Chen CY, Chen YJ: Taxumairol M: a new bicyclic taxoid from seeds of Taxus mairei. Planta Med. 1999 Aug;65(6):582-4. doi: 10.1055/s-2006-960833. [PubMed:10483381 ]
Chen YJ, Chen CY, Shen YC: New taxoids from the seeds of taxus chinensis J Nat Prod. 1999 Jan;62(1):149-51. doi: 10.1021/np9802365. [PubMed:9917305 ]

Showing NP-Card for (+)-Taxuspine Z (NP0077817)

MOL for NP0077817 ((+)-Taxuspine Z)

3D MOL for NP0077817 ((+)-Taxuspine Z)

3D SDF for NP0077817 ((+)-Taxuspine Z)

3D-SDF for NP0077817 ((+)-Taxuspine Z)

PDB for NP0077817 ((+)-Taxuspine Z)

3D PDB for NP0077817 ((+)-Taxuspine Z)

SMILES for NP0077817 ((+)-Taxuspine Z)

INCHI for NP0077817 ((+)-Taxuspine Z)

Structure for NP0077817 ((+)-Taxuspine Z)

3D Structure for NP0077817 ((+)-Taxuspine Z)