NP-MRD: Showing NP-Card for Candletoxin A (NP0051994)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 23:11:31 UTC

Updated at

2022-04-27 23:11:31 UTC

NP-MRD ID

NP0051994

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Candletoxin A

Description

[(1R,2S,6R,10R,11R,12S,13S,15R)-8-[(acetyloxy)methyl]-1,6-dihydroxy-4,12,15-trimethyl-5-oxo-13-[(2-phenylacetyl)oxy]tetracyclo[8.5.0.0²,⁶.0¹¹,¹³]Pentadeca-3,8-dien-12-yl]methyl (2S)-2-methylbutanoate belongs to the class of organic compounds known as phorbol esters. These are tigliane diterpenoids which are esters of phorbol. Candletoxin A is found in Euphorbia poisonii . Based on a literature review very few articles have been published on [(1R,2S,6R,10R,11R,12S,13S,15R)-8-[(acetyloxy)methyl]-1,6-dihydroxy-4,12,15-trimethyl-5-oxo-13-[(2-phenylacetyl)oxy]tetracyclo[8.5.0.0²,⁶.0¹¹,¹³]Pentadeca-3,8-dien-12-yl]methyl (2S)-2-methylbutanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201112D          

 44 48  0  0  1  0            999 V2000
    5.5966    0.2916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0582   -0.3921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8115   -1.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0422   -1.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3296   -1.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2103   -0.2453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7742    0.3570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5345    1.1464    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7311    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1672    0.7314    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4068   -0.0581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6033    0.1291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0941   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2774   -0.4035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7682   -1.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0757   -1.8181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0486   -0.9361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3561   -0.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578   -1.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745   -1.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8192    0.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5650    1.2952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7522    2.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1499    2.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5416    2.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7288    3.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265    3.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3137    4.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1032    4.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7054    4.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5182    3.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0984    1.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2914    0.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9768   -2.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319   -2.6543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5524   -2.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.5411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6177   -1.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8512   -0.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5015   -0.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8796    0.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1042    0.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5633    1.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6346   -0.9824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  6  0  0  0
  7  6  1  0  0  0  0
  7  1  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 21  1  6  0  0  0
 10 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
  8 32  1  1  0  0  0
  7 33  1  1  0  0  0
  4 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
  2 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
  1 42  1  6  0  0  0
 41 43  1  0  0  0  0
  2 44  1  6  0  0  0
M  END

     RDKit          3D

 88 92  0  0  0  0  0  0  0  0999 V2000
    3.9052   -5.4829    2.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1613   -4.2379    1.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4844   -3.9800    0.4811 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0005   -3.7818    0.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8836   -2.7150   -0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0810   -2.8015   -0.9833 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1422   -1.4867    0.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -0.2313    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1710   -0.0495    0.2246 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7079   -0.2978    1.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4334   -0.3937   -0.9910 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9470   -0.9319   -1.0790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5145   -1.4704    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6689   -1.3927    0.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7235   -2.1804    2.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9491   -1.5678    3.2071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9294   -0.9136    3.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8416   -0.3102    5.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0264   -0.7555    3.2384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8840   -0.7055    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1838   -0.3694   -0.9981 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7397    0.9081   -1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2889   -1.2401   -1.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0819   -1.9790   -0.9966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1265   -0.9410   -3.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2627   -0.9969   -4.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8710   -0.6134   -3.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1509   -0.7102   -1.9778 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8549   -0.0362   -1.9062 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3035   -0.0875   -3.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7607    1.3660   -1.4721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1226    2.2789   -2.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8280    1.5387   -0.2607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5663    1.0284   -0.5587 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3177    1.9758   -1.2709 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1482    2.8784   -0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2461    2.8942    0.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9603    3.8680   -1.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7348    4.6813   -0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9993    4.3625   -0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7075    5.1543    0.8299 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1384    6.3115    1.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789    6.6572    0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825    5.8531   -0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5796   -5.8586    3.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6449   -6.2826    1.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0046   -5.3579    2.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5276   -3.4093    2.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0813   -4.4318    2.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2171   -4.8136   -0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -4.7538    0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3902   -3.2921    1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2127   -3.1480   -0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0018    0.1342   -0.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1193    0.4655    0.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3125    0.4072    2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0353   -1.3158    2.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -0.0870    1.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377   -0.5610   -1.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8589   -1.8553   -1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7891   -2.1025    0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086   -2.9796    1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7528   -2.7658    2.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0137   -0.7620    5.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7767   -0.5831    5.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8013    0.7869    5.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9390    0.2324    1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7915   -1.3079    0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8237    1.0432   -2.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5014   -0.0153   -4.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1598   -1.4257   -3.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9462   -1.7292   -4.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4644   -0.3307   -4.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9826   -1.8336   -1.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4632   -0.9797   -3.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6665    1.8921   -1.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2495    1.7894   -2.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749    3.2516   -2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812    2.4052   -3.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7577    2.6397   -0.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3068    1.1326    0.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945    3.2777   -2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3348    4.4418   -2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4356    3.4466   -0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7062    4.8509    1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6893    6.9358    1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4305    7.5698    1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006    6.1828   -0.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  9  8  1  6
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 14 20  1  0
 20 21  1  0
 21 22  1  1
 21 28  1  0
 28 27  1  0
 27 25  2  0
 25 26  1  0
 25 23  1  0
 23 24  2  0
 28 29  1  0
 29 30  1  6
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 34 35  1  6
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 34  9  1  0
 44 39  1  0
 34 11  1  0
 29 12  1  0
 23 21  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  3 50  1  6
  4 51  1  0
  4 52  1  0
  4 53  1  0
  8 54  1  0
  8 55  1  0
 10 56  1  0
 10 57  1  0
 10 58  1  0
 11 59  1  6
 12 60  1  6
 13 61  1  0
 15 62  1  0
 15 63  1  0
 18 64  1  0
 18 65  1  0
 18 66  1  0
 20 67  1  0
 20 68  1  0
 22 69  1  0
 28 74  1  1
 27 73  1  0
 26 70  1  0
 26 71  1  0
 26 72  1  0
 30 75  1  0
 31 76  1  1
 32 77  1  0
 32 78  1  0
 32 79  1  0
 33 80  1  0
 33 81  1  0
 38 82  1  0
 38 83  1  0
 40 84  1  0
 41 85  1  0
 42 86  1  0
 43 87  1  0
 44 88  1  0
M  END


  Mrv1652304282201112D          

 44 48  0  0  1  0            999 V2000
    5.5966    0.2916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0582   -0.3921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8115   -1.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0422   -1.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3296   -1.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2103   -0.2453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7742    0.3570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5345    1.1464    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7311    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1672    0.7314    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4068   -0.0581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6033    0.1291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0941   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2774   -0.4035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7682   -1.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0757   -1.8181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0486   -0.9361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3561   -0.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578   -1.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745   -1.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8192    0.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5650    1.2952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7522    2.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1499    2.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5416    2.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7288    3.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265    3.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3137    4.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1032    4.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7054    4.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5182    3.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0984    1.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2914    0.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9768   -2.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319   -2.6543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5524   -2.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.5411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6177   -1.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8512   -0.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5015   -0.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8796    0.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1042    0.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5633    1.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6346   -0.9824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  6  0  0  0
  7  6  1  0  0  0  0
  7  1  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 21  1  6  0  0  0
 10 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
  8 32  1  1  0  0  0
  7 33  1  1  0  0  0
  4 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
  2 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
  1 42  1  6  0  0  0
 41 43  1  0  0  0  0
  2 44  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0051994

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)C(=O)OC[C@]1(C)[C@H]2[C@H]3C=C(COC(C)=O)C[C@@]4(O)[C@@H](C=C(C)C4=O)[C@@]3(O)[C@H](C)C[C@@]12OC(=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C35H44O9/c1-7-20(2)31(39)43-19-32(6)29-26-14-25(18-42-23(5)36)17-33(40)27(13-21(3)30(33)38)35(26,41)22(4)16-34(29,32)44-28(37)15-24-11-9-8-10-12-24/h8-14,20,22,26-27,29,40-41H,7,15-19H2,1-6H3/t20-,22+,26+,27+,29+,32+,33+,34-,35+/m0/s1

> <INCHI_KEY>
RWBRLONUEAWHRE-WFKBQKJZSA-N

> <FORMULA>
C35H44O9

> <MOLECULAR_WEIGHT>
608.728

> <EXACT_MASS>
608.298532997

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
66.19547929680586

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1R,2S,6R,10R,11R,12S,13S,15R)-8-[(acetyloxy)methyl]-1,6-dihydroxy-4,12,15-trimethyl-5-oxo-13-[(2-phenylacetyl)oxy]tetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-12-yl]methyl (2S)-2-methylbutanoate

> <ALOGPS_LOGP>
3.88

> <JCHEM_LOGP>
3.817499819999999

> <ALOGPS_LOGS>
-5.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.037561681734672

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.575734129278864

> <JCHEM_PKA_STRONGEST_BASIC>
-3.271896260315578

> <JCHEM_POLAR_SURFACE_AREA>
136.42999999999998

> <JCHEM_REFRACTIVITY>
162.26820000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2S,6R,10R,11R,12S,13S,15R)-8-[(acetyloxy)methyl]-1,6-dihydroxy-4,12,15-trimethyl-5-oxo-13-[(2-phenylacetyl)oxy]tetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-12-yl]methyl (2S)-2-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      10.447   0.544   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.309  -0.732   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.848  -2.201   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.412  -2.758   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.082  -1.982   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.859  -0.458   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.912   0.666   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.464   2.140   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.965   2.489   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.912   1.365   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.359  -0.108   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.860   0.241   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.909  -0.971   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.384  -0.753   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.434  -1.965   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.008  -3.394   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.091  -1.747   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.665  -0.318   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.041  -2.959   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.566  -2.742   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.396   0.720   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.788   2.418   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.137   3.918   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.013   4.970   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.611   4.365   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.960   5.865   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.836   6.917   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.186   8.417   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.659   8.864   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.783   7.812   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.434   6.312   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.517   3.264   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.877   1.866   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.290  -4.293   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       7.900  -4.955   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.631  -4.081   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.241  -4.743   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       6.753  -2.546   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.789  -0.307   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      14.003  -1.254   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      12.842   1.232   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.394   1.758   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      14.118   2.094   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      12.385  -1.834   0.000  0.00  0.00           O+0
CONECT    1    2    7   42                                                  
CONECT    2    1    3   39   44                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   34                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    1    8   33                                             
CONECT    8    7    9   32                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   22                                             
CONECT   11   10    6   12                                                  
CONECT   12   11   10   13   21                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   12                                                            
CONECT   22   10   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26                                                       
CONECT   32    8                                                            
CONECT   33    7                                                            
CONECT   34    4   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39    2   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41    1                                                       
CONECT   43   41                                                            
CONECT   44    2                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Value	Source
[(1R,2S,6R,10R,11R,12S,13S,15R)-8-[(Acetyloxy)methyl]-1,6-dihydroxy-4,12,15-trimethyl-5-oxo-13-[(2-phenylacetyl)oxy]tetracyclo[8.5.0.0,.0,]pentadeca-3,8-dien-12-yl]methyl (2S)-2-methylbutanoic acid	Generator

Chemical Formula

C₃₅H₄₄O₉

Average Mass

608.7280 Da

Monoisotopic Mass

608.29853 Da

IUPAC Name

[(1R,2S,6R,10R,11R,12S,13S,15R)-8-[(acetyloxy)methyl]-1,6-dihydroxy-4,12,15-trimethyl-5-oxo-13-[(2-phenylacetyl)oxy]tetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-12-yl]methyl (2S)-2-methylbutanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@H](C)C(=O)OC[C@]1(C)[C@H]2[C@H]3C=C(COC(C)=O)C[C@@]4(O)[C@@H](C=C(C)C4=O)[C@@]3(O)[C@H](C)C[C@@]12OC(=O)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C35H44O9/c1-7-20(2)31(39)43-19-32(6)29-26-14-25(18-42-23(5)36)17-33(40)27(13-21(3)30(33)38)35(26,41)22(4)16-34(29,32)44-28(37)15-24-11-9-8-10-12-24/h8-14,20,22,26-27,29,40-41H,7,15-19H2,1-6H3/t20-,22+,26+,27+,29+,32+,33+,34-,35+/m0/s1

InChI Key

RWBRLONUEAWHRE-WFKBQKJZSA-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
Euphorbia poisonii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phorbol esters. These are tigliane diterpenoids which are esters of phorbol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Phorbol esters

Alternative Parents

Substituents

Phorbol ester
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Cyclic alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.88	ALOGPS
logP	3.82	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	12.58	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	136.43 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	162.27 m³·mol⁻¹	ChemAxon
Polarizability	66.2 Å³	ChemAxon
Number of Rings	5	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

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

163077110

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Candletoxin A (NP0051994)

MOL for NP0051994 (Candletoxin A)

3D MOL for NP0051994 (Candletoxin A)

3D SDF for NP0051994 (Candletoxin A)

3D-SDF for NP0051994 (Candletoxin A)

PDB for NP0051994 (Candletoxin A)

3D PDB for NP0051994 (Candletoxin A)

SMILES for NP0051994 (Candletoxin A)

INCHI for NP0051994 (Candletoxin A)

Structure for NP0051994 (Candletoxin A)

3D Structure for NP0051994 (Candletoxin A)