NP-MRD: Showing NP-Card for n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid (NP0261822)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 04:22:57 UTC

Updated at

2022-09-08 04:22:58 UTC

NP-MRD ID

NP0261822

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid

Description

N-(3-{[(1S,3S,4S,10S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]Heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid 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. n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid is found in Corylus avellana, Taxus baccata, Taxus brevifolia, Taxus canadensis, Taxus cuspidata, Taxus media, Taxus sumatrana and Taxus wallichiana. Based on a literature review very few articles have been published on N-(3-{[(1S,3S,4S,10S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]Heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082206222D          

 60 65  0  0  1  0            999 V2000
   -6.7669   -0.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0531   -0.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3380   -0.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3367   -1.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6241   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6254    0.5238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9090   -0.7126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1952   -0.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1965    0.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9116    0.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9129    1.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1990    2.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4839    1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4826    0.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801   -0.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4788   -1.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663   -0.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7675    0.5283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0512   -0.7081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373   -0.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4275   -0.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2069   -0.2662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4741   -1.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0716   -0.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4801   -0.8335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0637   -1.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -1.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4723   -2.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2972   -2.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7058   -2.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2894   -3.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4644   -3.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558   -2.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6300    0.5385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3873    0.2114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8753   -0.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1795   -1.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957   -1.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6675   -1.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8797   -0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417    0.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493    0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540    1.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1966    1.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1013    2.6698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5346    1.3580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5372    2.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8611    1.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0494    2.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149    1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5962    2.4179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2287    2.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6351    1.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6474    3.1216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2918    0.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031    0.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8757    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835    1.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6923    0.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 35 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 34 46  1  0  0  0  0
 46 47  1  1  0  0  0
 46 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  2  0  0  0  0
 50 55  1  0  0  0  0
 55 56  2  0  0  0  0
 20 56  1  0  0  0  0
 56 57  1  0  0  0  0
 55 58  1  0  0  0  0
 22 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
M  END

     RDKit          3D

113118  0  0  0  0  0  0  0  0999 V2000
    6.4797    4.3786   -1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1857    2.9687   -1.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7253    1.9616   -1.9006 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6367    2.2661   -3.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4558    0.5738   -1.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0482   -0.4250   -2.2985 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6537    0.3503   -0.5750 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3078   -0.9987   -0.1461 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5240   -1.8211   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5529   -3.0317   -0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7455   -3.7555   -1.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9162   -3.2656   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8904   -2.0543    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7160   -1.3560    0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1185   -1.4602   -0.9123 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7624   -2.7394   -0.4826 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9562   -0.5366   -0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0107    0.6666   -1.1144 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724   -0.9915   -0.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6395   -0.2284   -0.0256 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5837   -0.6884   -0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7281   -0.5821    0.0697 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4727    0.8434    0.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1185   -0.3716   -0.2694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0655    0.1719   -1.6131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517   -0.5194   -2.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739   -1.6964   -2.5626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057    0.0175   -4.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9675    1.2926   -4.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9319    1.7846   -5.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3379    1.0078   -6.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -0.2714   -6.4527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8078   -0.7455   -5.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0051    0.4170    0.6424 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2929   -0.4080    0.8395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2369   -1.6962    0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2059   -2.6325    0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0345   -3.9256   -0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2626   -2.3946    0.8412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5712    0.2345    0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0099    0.3000    1.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9129   -0.4281    2.1392 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3034    0.4865    3.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8979    1.6772    2.4539 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6230    2.7959    3.2811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5796    1.3163    1.6980 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2653    2.7481    1.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6077    1.1252    2.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034    1.6139    3.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2148    0.4927    3.0895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5343    1.5334    3.6409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2733    1.7012    5.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883    2.9140    5.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6917    0.8397    5.8006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784   -0.2980    2.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3252    0.0731    1.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2696    0.8392    2.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4353   -1.4354    1.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5617   -2.0380    1.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -2.5307    1.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0020    5.0418   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5986    4.4846   -1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0748    4.5874   -2.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5190    2.7184   -0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3576    3.2480   -3.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5749    1.4507   -3.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6761    2.2507   -2.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0614   -0.4689   -3.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1089   -0.9233    0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6953   -3.4934   -1.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7913   -4.7149   -1.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8663   -3.7845   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8065   -1.6621    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7676   -0.3970    0.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3112   -1.5280   -1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9140   -2.9634   -0.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875    0.7978   -0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4100   -1.6252   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7403    0.0083   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313    1.3195   -0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5397   -1.4042   -0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6478    1.9089   -3.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5918    2.7806   -5.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3279    1.3501   -7.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1123   -0.9288   -7.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1568   -1.7501   -4.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4425    1.1830   -0.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9915   -4.0783   -0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7345   -3.9686   -1.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3406   -4.7613    0.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2419   -0.3926   -0.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4243    1.1699   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1936   -1.3666    2.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5294    0.0180    3.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1896    0.7903    3.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6451    2.0784    1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3278    2.8367    3.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3037    3.1150    1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9979    3.5001    1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3915    2.7070    0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857   -0.2084    3.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3423    2.9981    4.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1678    3.8002    5.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197    2.9122    6.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4800    0.3909    3.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993    1.9271    2.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2738    0.6614    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0115   -2.8127    1.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1122   -2.7071    2.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2391   -1.4348    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7543   -3.5104    1.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -2.8805    0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4942   -2.3354    1.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 24 34  1  0
 34 35  1  0
 35 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  1  6
 46 48  1  0
 48 49  2  0
 48 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 52 54  2  0
 50 55  1  0
 55 56  2  0
 56 57  1  0
 55 58  1  0
 58 59  1  0
 58 60  1  0
 35 36  1  6
 36 37  1  0
 37 38  1  0
 37 39  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 56 20  1  0
 14  9  1  0
 58 22  1  0
 33 28  1  0
 46 34  1  0
 42 35  1  0
  1 61  1  0
  1 62  1  0
  1 63  1  0
  2 64  1  0
  4 65  1  0
  4 66  1  0
  4 67  1  0
  6 68  1  0
  8 69  1  1
 15 75  1  6
 16 76  1  0
 20 77  1  6
 21 78  1  0
 21 79  1  0
 23 80  1  0
 24 81  1  6
 29 82  1  0
 30 83  1  0
 31 84  1  0
 32 85  1  0
 33 86  1  0
 34 87  1  6
 40 91  1  0
 40 92  1  0
 42 93  1  1
 43 94  1  0
 43 95  1  0
 44 96  1  6
 45 97  1  0
 47 98  1  0
 47 99  1  0
 47100  1  0
 50101  1  1
 53102  1  0
 53103  1  0
 53104  1  0
 57105  1  0
 57106  1  0
 57107  1  0
 59108  1  0
 59109  1  0
 59110  1  0
 60111  1  0
 60112  1  0
 60113  1  0
 38 88  1  0
 38 89  1  0
 38 90  1  0
 10 70  1  0
 11 71  1  0
 12 72  1  0
 13 73  1  0
 14 74  1  0
M  END


  Mrv1652309082206222D          

 60 65  0  0  1  0            999 V2000
   -6.7669   -0.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0531   -0.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3380   -0.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3367   -1.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6241   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6254    0.5238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9090   -0.7126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1952   -0.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1965    0.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9116    0.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9129    1.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1990    2.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4839    1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4826    0.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801   -0.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4788   -1.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663   -0.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7675    0.5283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0512   -0.7081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373   -0.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4275   -0.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2069   -0.2662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4741   -1.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0716   -0.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4801   -0.8335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0637   -1.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -1.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4723   -2.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2972   -2.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7058   -2.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2894   -3.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4644   -3.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558   -2.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6300    0.5385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3873    0.2114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8753   -0.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1795   -1.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957   -1.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6675   -1.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8797   -0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417    0.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493    0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540    1.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1966    1.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1013    2.6698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5346    1.3580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5372    2.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8611    1.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0494    2.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149    1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5962    2.4179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2287    2.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6351    1.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6474    3.1216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2918    0.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031    0.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8757    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835    1.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6923    0.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 35 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 34 46  1  0  0  0  0
 46 47  1  1  0  0  0
 46 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  2  0  0  0  0
 50 55  1  0  0  0  0
 55 56  2  0  0  0  0
 20 56  1  0  0  0  0
 56 57  1  0  0  0  0
 55 58  1  0  0  0  0
 22 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261822

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=C(C)C(O)=NC(C(O)C(=O)OC1C[C@@]2(O)C(OC(=O)C3=CC=CC=C3)[C@H]3[C@@]4(COC4CC(O)[C@@]3(C)C(=O)C(OC(C)=O)C(=C1C)C2(C)C)OC(C)=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C45H53NO14/c1-9-23(2)39(52)46-33(27-16-12-10-13-17-27)34(50)41(54)58-29-21-45(55)38(59-40(53)28-18-14-11-15-19-28)36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32(24(29)3)42(45,6)7/h9-19,29-31,33-36,38,49-50,55H,20-22H2,1-8H3,(H,46,52)/t29?,30?,31?,33?,34?,35?,36-,38?,43-,44+,45-/m1/s1

> <INCHI_KEY>
DBXFAPJCZABTDR-GZIDBCPXSA-N

> <FORMULA>
C45H53NO14

> <MOLECULAR_WEIGHT>
831.912

> <EXACT_MASS>
831.346605391

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
113

> <JCHEM_AVERAGE_POLARIZABILITY>
84.84490925628324

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(3-{[(1S,3S,4S,10S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid

> <JCHEM_LOGP>
4.042748199666665

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.36471213538492

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.096349993703975

> <JCHEM_PKA_STRONGEST_BASIC>
2.4942961480030146

> <JCHEM_POLAR_SURFACE_AREA>
224.77999999999997

> <JCHEM_REFRACTIVITY>
212.82400000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-(3-{[(1S,3S,4S,10S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid

> <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     -12.632  -1.338   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.299  -0.566   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.964  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.962  -2.874   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.632  -0.562   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -8.634   0.978   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      -7.297  -1.330   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -5.964  -0.558   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.967   0.982   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.302   1.750   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.304   3.290   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.972   4.062   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.637   3.294   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.634   1.754   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.630  -1.326   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.627  -2.866   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.297  -0.554   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.299   0.986   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.962  -1.322   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.630  -0.550   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.798  -1.270   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.253  -0.497   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.752  -1.954   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.867  -0.218   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.630  -1.556   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.852  -2.885   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.312  -2.877   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.615  -4.223   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.155  -4.232   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.917  -5.570   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.140  -6.899   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.600  -6.891   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.838  -5.553   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.909   1.005   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.323   0.395   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.367  -0.813   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       5.935  -2.244   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.459  -2.468   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       4.979  -3.452   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.242  -0.841   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       8.478   0.078   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       7.559   1.314   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.381   2.843   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.967   3.454   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       5.789   4.984   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       4.731   2.535   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.736   4.075   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       3.474   3.482   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       3.826   4.982   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       1.894   3.186   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       1.113   4.513   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -0.427   4.500   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -1.185   3.160   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -1.208   5.827   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       0.850   1.925   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -0.545   1.047   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -1.872   1.827   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       1.635   0.762   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       2.583   1.976   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       3.159   0.981   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15    8   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   56                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24   58                                             
CONECT   23   22                                                            
CONECT   24   22   25   34                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   24   35   46                                                  
CONECT   35   34   36   40   42                                             
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   35   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   35   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   34   47   48                                             
CONECT   47   46                                                            
CONECT   48   46   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51   55                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52                                                            
CONECT   55   50   56   58                                                  
CONECT   56   55   20   57                                                  
CONECT   57   56                                                            
CONECT   58   55   22   59   60                                             
CONECT   59   58                                                            
CONECT   60   58                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  130    0
END

View in JSmol

Synonyms

Value	Source
N-(3-{[(1S,3S,4S,10S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0,.0,]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidate	Generator

Chemical Formula

C₄₅H₅₃NO₁₄

Average Mass

831.9120 Da

Monoisotopic Mass

831.34661 Da

IUPAC Name

N-(3-{[(1S,3S,4S,10S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC=C(C)C(O)=NC(C(O)C(=O)OC1C[C@@]2(O)C(OC(=O)C3=CC=CC=C3)[C@H]3[C@@]4(COC4CC(O)[C@@]3(C)C(=O)C(OC(C)=O)C(=C1C)C2(C)C)OC(C)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C45H53NO14/c1-9-23(2)39(52)46-33(27-16-12-10-13-17-27)34(50)41(54)58-29-21-45(55)38(59-40(53)28-18-14-11-15-19-28)36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32(24(29)3)42(45,6)7/h9-19,29-31,33-36,38,49-50,55H,20-22H2,1-8H3,(H,46,52)/t29?,30?,31?,33?,34?,35?,36-,38?,43-,44+,45-/m1/s1

InChI Key

DBXFAPJCZABTDR-GZIDBCPXSA-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
Corylus avellana	LOTUS Database	35616633
Taxus baccata	LOTUS Database	35616633
Taxus brevifolia	LOTUS Database	35616633
Taxus canadensis	LOTUS Database	35616633
Taxus cuspidata	LOTUS Database	35616633
Taxus media	LOTUS Database	35616633
Taxus sumatrana	LOTUS Database	35616633
Taxus wallichiana	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
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Alpha-acyloxy ketone
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Oxetane
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.04	ChemAxon
pKa (Strongest Acidic)	6.1	ChemAxon
pKa (Strongest Basic)	2.49	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	224.78 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	212.82 m³·mol⁻¹	ChemAxon
Polarizability	84.84 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78432034

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

138113413

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid (NP0261822)

MOL for NP0261822 (n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid)

3D MOL for NP0261822 (n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid)

3D SDF for NP0261822 (n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid)

3D-SDF for NP0261822 (n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid)

PDB for NP0261822 (n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid)

3D PDB for NP0261822 (n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid)

SMILES for NP0261822 (n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid)

INCHI for NP0261822 (n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid)

Structure for NP0261822 (n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid)

3D Structure for NP0261822 (n-(3-{[(1s,3s,4s,10s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl)-2-methylbut-2-enimidic acid)