NP-MRD: Showing NP-Card for Triptregelol A (NP0086126)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 06:29:30 UTC

Updated at

2022-04-29 06:29:31 UTC

NP-MRD ID

NP0086126

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Triptregelol A

Description

Triptregelol A is found in Tripterygium regelii. Based on a literature review very few articles have been published on (1S,2S,5S,6S,7S,8R,9R,12R)-12-(acetyloxy)-6-[(acetyloxy)methyl]-2,5,8-trihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-7-yl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292208292D          

 36 39  0  0  1  0            999 V2000
    0.1215    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9577   -0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3714   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500    0.6634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5568    1.4290    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6531    1.5114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112    1.4682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4308    2.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635    3.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7634    3.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484    4.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9512    5.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7691    5.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841    4.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812    3.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3359    3.8463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8267    0.7055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6719    1.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6799    1.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4713    1.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8615    2.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2710    1.3187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150   -0.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9585   -0.7318    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2314   -1.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2056   -1.5829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7894   -0.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1324    0.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582    0.7789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1952    1.5619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8099    0.3253    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0210    1.1387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5785    2.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8296    2.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7395    2.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071   -0.6302    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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  9 16  2  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  1  0  0  0
 23 31  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 23 36  1  6  0  0  0
  2 36  1  0  0  0  0
M  END

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
    2.4857   -4.0279    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117   -3.2207    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6401   -3.5146    1.6658 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421   -2.1176   -0.0922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056   -1.3251    0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3283   -0.2499   -0.7358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4901   -0.9064   -2.1075 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7046   -1.5204   -2.4652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5396   -1.9726   -2.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7928   -1.5383   -1.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8606   -0.1140   -0.9057 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9153   -0.0999    0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5643    0.5706   -1.9450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6129    0.5883   -0.5856 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4306    1.5509   -1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2993    2.7802   -1.0684 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5675    3.5331   -0.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4018    3.5994   -2.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5755    2.4675    0.2150 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7727    1.9733   -0.1397 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5963    2.1655    0.9852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709    0.6048   -0.7279 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8954   -0.0400    0.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1081   -0.4328   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3662   -0.2271   -1.6424 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1306   -1.0855    0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3380   -1.4678   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3074   -2.0804    0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1040   -2.3298    1.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8912   -1.9439    2.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9249   -1.3328    1.7411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631    1.2924    0.6920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6044    1.8282    1.2962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8940    1.7895    2.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1186    2.3695    3.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    1.2277    3.4096 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1731   -4.0641    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1870   -5.0449   -0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192   -3.5718   -0.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0649   -1.9448    0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1153   -0.9213    1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8081   -0.1348   -2.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6604   -2.5123   -2.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6896   -2.3622   -3.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1631   -2.8768   -1.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489   -2.2550   -0.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6152   -1.6990   -2.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693   -0.5681    1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4342    0.8614    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7224   -0.7957   -0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2888   -0.0438   -2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4430    2.9236   -0.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8492    4.0695   -1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3691    4.3520   -0.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2109    2.9694   -2.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119    4.1681   -2.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717    4.3634   -1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5373    3.2703    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999    2.6919   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9306    3.1094    1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3341    0.6357   -1.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5030   -1.2714   -1.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2500   -2.3758    0.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8489   -2.8087    2.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7354   -2.1420    3.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9802   -1.0364    2.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8208    0.8171    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6974    1.5050    3.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8658    3.0804    4.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7734    2.8186    2.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  6  5  1  1
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  6
 11 14  1  0
 14 15  1  6
 15 16  1  0
 16 17  1  1
 16 18  1  0
 16 19  1  0
 19 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 14  6  1  0
 32 14  1  0
 31 26  1  0
 22  6  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  6
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 12 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 17 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  1
 32 67  1  1
 35 68  1  0
 35 69  1  0
 35 70  1  0
 20 59  1  6
 21 60  1  0
 22 61  1  6
 27 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  0
 31 66  1  0
M  END


  Mrv1652304292208292D          

 36 39  0  0  1  0            999 V2000
    0.1215    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9577   -0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3714   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500    0.6634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5568    1.4290    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6531    1.5114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112    1.4682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4308    2.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635    3.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7634    3.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484    4.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9512    5.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7691    5.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841    4.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812    3.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3359    3.8463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8267    0.7055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6719    1.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6799    1.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4713    1.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8615    2.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2710    1.3187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150   -0.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9585   -0.7318    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2314   -1.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2056   -1.5829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7894   -0.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1324    0.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582    0.7789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1952    1.5619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8099    0.3253    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0210    1.1387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5785    2.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8296    2.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7395    2.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071   -0.6302    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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  9 16  2  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  1  0  0  0
 23 31  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 23 36  1  6  0  0  0
  2 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086126

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@@]12[C@@H](O)CC[C@](C)(O)[C@]11OC(C)(C)[C@@H]([C@H]1OC(C)=O)[C@@H](O)[C@H]2OC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O10/c1-14(27)33-13-25-17(29)11-12-24(5,32)26(25)20(34-15(2)28)18(23(3,4)36-26)19(30)21(25)35-22(31)16-9-7-6-8-10-16/h6-10,17-21,29-30,32H,11-13H2,1-5H3/t17-,18+,19+,20+,21+,24-,25-,26-/m0/s1

> <INCHI_KEY>
RKIWKRNVTDWCCD-NKMZTVQKSA-N

> <FORMULA>
C26H34O10

> <MOLECULAR_WEIGHT>
506.548

> <EXACT_MASS>
506.215197295

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
51.16686130160384

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5S,6S,7S,8R,9R,12R)-12-(acetyloxy)-6-[(acetyloxy)methyl]-2,5,8-trihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl benzoate

> <ALOGPS_LOGP>
1.46

> <JCHEM_LOGP>
0.5884175440000012

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.938125099840835

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.395306678771842

> <JCHEM_PKA_STRONGEST_BASIC>
-3.042369183553207

> <JCHEM_POLAR_SURFACE_AREA>
148.82000000000002

> <JCHEM_REFRACTIVITY>
123.2472

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,6S,7S,8R,9R,12R)-12-(acetyloxy)-6-[(acetyloxy)methyl]-2,5,8-trihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl benzoate

> <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       0.227   0.164   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.788  -0.337   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.693  -1.556   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.147   1.238   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.906   2.668   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.219   2.821   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.501   2.741   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.537   4.535   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.852   6.292   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.158   7.232   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.570   8.655   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.509   9.876   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.036   9.673   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.624   8.250   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.685   7.029   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.494   7.180   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.277   1.317   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.854   2.380   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.736   2.142   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.213   3.009   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.941   4.445   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      11.706   2.462   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.508  -0.140   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.522  -1.366   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.165  -2.150   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.984  -2.955   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.074  -1.222   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.714   0.187   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.829   1.454   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.831   2.916   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.378   0.607   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.773   2.126   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.947   3.743   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.549   4.602   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.247   5.235   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       3.187  -1.176   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   36                                             
CONECT    3    2                                                            
CONECT    4    2    5   31                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    9                                                            
CONECT   17    7   18   23   29                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   17   24   31   36                                             
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   17   30                                                  
CONECT   30   29                                                            
CONECT   31   23    4   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   23    2                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Value	Source
(1S,2S,5S,6S,7S,8R,9R,12R)-12-(Acetyloxy)-6-[(acetyloxy)methyl]-2,5,8-trihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0,]dodecan-7-yl benzoic acid	Generator

Chemical Formula

C₂₆H₃₄O₁₀

Average Mass

506.5480 Da

Monoisotopic Mass

506.21520 Da

IUPAC Name

(1S,2S,5S,6S,7S,8R,9R,12R)-12-(acetyloxy)-6-[(acetyloxy)methyl]-2,5,8-trihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl benzoate

Traditional Name

(1S,2S,5S,6S,7S,8R,9R,12R)-12-(acetyloxy)-6-[(acetyloxy)methyl]-2,5,8-trihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@@]12[C@@H](O)CC[C@](C)(O)[C@]11OC(C)(C)[C@@H]([C@H]1OC(C)=O)[C@@H](O)[C@H]2OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C26H34O10/c1-14(27)33-13-25-17(29)11-12-24(5,32)26(25)20(34-15(2)28)18(23(3,4)36-26)19(30)21(25)35-22(31)16-9-7-6-8-10-16/h6-10,17-21,29-30,32H,11-13H2,1-5H3/t17-,18+,19+,20+,21+,24-,25-,26-/m0/s1

InChI Key

RKIWKRNVTDWCCD-NKMZTVQKSA-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
Tripterygium regelii	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.46	ALOGPS
logP	0.59	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	13.4	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	123.25 m³·mol⁻¹	ChemAxon
Polarizability	51.17 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00056264

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

163183969

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Triptregelol A (NP0086126)

MOL for NP0086126 (Triptregelol A)

3D MOL for NP0086126 (Triptregelol A)

3D SDF for NP0086126 (Triptregelol A)

3D-SDF for NP0086126 (Triptregelol A)

PDB for NP0086126 (Triptregelol A)

3D PDB for NP0086126 (Triptregelol A)

SMILES for NP0086126 (Triptregelol A)

INCHI for NP0086126 (Triptregelol A)

Structure for NP0086126 (Triptregelol A)

3D Structure for NP0086126 (Triptregelol A)