NP-MRD: Showing NP-Card for (3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one (NP0156375)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 13:34:33 UTC

Updated at

2022-09-02 13:34:33 UTC

NP-MRD ID

NP0156375

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one

Description

Epiactephilol A belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. (3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one is found in Actephila excelsa. Based on a literature review very few articles have been published on Epiactephilol A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022215342D          

 43 49  0  0  1  0            999 V2000
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  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  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 19  1  0  0  0  0
 12 19  1  0  0  0  0
  9 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 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
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 33 34  1  0  0  0  0
 22 34  2  0  0  0  0
 27 34  1  0  0  0  0
 23 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 21 40  1  0  0  0  0
 40 41  1  6  0  0  0
 41 42  1  0  0  0  0
 40 43  1  0  0  0  0
  8 43  1  0  0  0  0
M  END

     RDKit          3D

 75 81  0  0  0  0  0  0  0  0999 V2000
    6.6844    2.9738   -1.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5350    1.6106   -1.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2651    1.1205   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1392    1.9024   -0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8878    1.3938   -0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7630    2.2096   -0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    3.6236   -0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5260    1.6981   -0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4174    0.3754    0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5628   -0.4331    0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8182    0.0558   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430   -0.7544   -0.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8109   -2.0695    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9718   -2.8468    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -4.1679    0.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1957   -2.2983    0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3872   -3.1930    0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2996   -0.9782   -0.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1660   -0.1949   -0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8360   -0.1644    0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    0.5717   -0.2116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2355   -0.0290    0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2833    0.6949    0.5500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4828    0.0460    0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6693   -1.2723    0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8864   -1.9178    0.6088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6329   -2.0050   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8381   -3.3469   -0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8289   -4.0942   -1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -5.5347   -1.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6202   -3.4753   -1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5867   -4.2016   -1.7949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201   -2.1326   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4265   -1.3657   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1788    2.1400    0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0663    2.2825    2.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4508    2.8728    0.5027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9864    2.7117    0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    3.7644   -0.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7454    1.9627    0.3579 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2940    1.8850    1.6978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9311    3.1592    2.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6377    2.4915   -0.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4951    3.5924   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9846    3.1794   -2.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7441    3.1126   -1.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2410    2.9491   -1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7336    4.1297   -0.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686    3.7118   -2.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0135    4.2176   -0.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905   -1.4557    0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8783   -2.5457    0.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6927   -4.7501    0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2857   -2.6026   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5433   -3.4978    1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2664   -4.1123   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2677   -0.5504   -0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7150    0.6231   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3388    0.5868    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6389   -1.3888    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8030   -3.7981   -0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -5.9830   -1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5672   -5.5849   -2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6434   -6.0578   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -3.7719   -1.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4466   -1.6967   -1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2958    1.6521    2.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9545    3.3729    2.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620    1.9838    2.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8618    2.4865   -0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2454    3.9526    0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2071    2.6332    1.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5862    3.1159    3.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0367    3.5361    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7279    3.8902    1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 22 34  2  0
 34 33  1  0
 33 31  2  0
 31 32  1  0
 31 29  1  0
 29 30  1  0
 29 28  2  0
 28 27  1  0
 27 25  2  0
 25 26  1  0
 25 24  1  0
 24 23  2  0
 23 35  1  0
 35 36  1  0
 35 37  1  0
 35 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  1
 41 42  1  0
 40 43  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19  3  1  0
 11  5  1  0
 19 12  1  0
 43  8  1  0
 40 21  1  0
 23 22  1  0
 27 34  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  7 48  1  0
  7 49  1  0
  7 50  1  0
 21 58  1  6
 33 66  1  0
 32 65  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
 28 61  1  0
 26 60  1  0
 24 59  1  0
 36 67  1  0
 36 68  1  0
 36 69  1  0
 37 70  1  0
 37 71  1  0
 37 72  1  0
 42 73  1  0
 42 74  1  0
 42 75  1  0
 10 51  1  0
 13 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
M  END


  Mrv1652309022215342D          

 43 49  0  0  1  0            999 V2000
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  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  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 19  1  0  0  0  0
 12 19  1  0  0  0  0
  9 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 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
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 33 34  1  0  0  0  0
 22 34  2  0  0  0  0
 27 34  1  0  0  0  0
 23 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 21 40  1  0  0  0  0
 40 41  1  6  0  0  0
 41 42  1  0  0  0  0
 40 43  1  0  0  0  0
  8 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0156375

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C)C3=C(O[C@H]4C5=C6C=C(O)C(C)=CC6=C(O)C=C5C(C)(C)C(=O)[C@]4(OC)O3)C=C2C2=CC(O)=C(C)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C35H32O8/c1-15-8-21-23(11-26(15)37)30-24(14-27(21)38)34(4,5)33(39)35(41-7)32(30)42-29-13-20-18(17(3)31(29)43-35)12-28(40-6)22-9-16(2)25(36)10-19(20)22/h8-14,32,36-38H,1-7H3/t32-,35+/m0/s1

> <INCHI_KEY>
VUGWMUHXJGIMLL-HJIQQCSTSA-N

> <FORMULA>
C35H32O8

> <MOLECULAR_WEIGHT>
580.633

> <EXACT_MASS>
580.20971799

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
63.483485238609546

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,16R)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0^{3,16}.0^{4,13}.0^{5,10}.0^{20,29}.0^{23,28}]triaconta-1(18),4,6,8,10,12,19,21,23,25,27,29-dodecaen-15-one

> <ALOGPS_LOGP>
5.85

> <JCHEM_LOGP>
8.296237118333334

> <ALOGPS_LOGS>
-5.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.848463815198969

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.999579787550902

> <JCHEM_PKA_STRONGEST_BASIC>
-4.127247318739932

> <JCHEM_POLAR_SURFACE_AREA>
114.68

> <JCHEM_REFRACTIVITY>
161.59230000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.97e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,16R)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0^{3,16}.0^{4,13}.0^{5,10}.0^{20,29}.0^{23,28}]triaconta-1(18),4,6,8,10,12,19,21,23,25,27,29-dodecaen-15-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      14.670  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.337   1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.151  -4.353   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.141  -6.067   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       5.335  -6.160   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   43                                                  
CONECT    9    8   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18    3   12                                                  
CONECT   20    9   21                                                       
CONECT   21   20   22   40                                                  
CONECT   22   21   23   34                                                  
CONECT   23   22   24   35                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   34                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   22   27                                                  
CONECT   35   23   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   21   41   43                                             
CONECT   41   40   42                                                       
CONECT   42   41                                                            
CONECT   43   40    8                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₃₂O₈

Average Mass

580.6330 Da

Monoisotopic Mass

580.20972 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C)C3=C(O[C@H]4C5=C6C=C(O)C(C)=CC6=C(O)C=C5C(C)(C)C(=O)[C@]4(OC)O3)C=C2C2=CC(O)=C(C)C=C12

InChI Identifier

InChI=1S/C35H32O8/c1-15-8-21-23(11-26(15)37)30-24(14-27(21)38)34(4,5)33(39)35(41-7)32(30)42-29-13-20-18(17(3)31(29)43-35)12-28(40-6)22-9-16(2)25(36)10-19(20)22/h8-14,32,36-38H,1-7H3/t32-,35+/m0/s1

InChI Key

VUGWMUHXJGIMLL-HJIQQCSTSA-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
Actephila excelsa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
1-naphthol
2-naphthol
Tetralin
Naphthalene
Anisole
1-hydroxy-2-unsubstituted benzenoid
Ketal
Alkyl aryl ether
Para-dioxin
Ketone
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aldehyde
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	5.85	ALOGPS
logS	-5.8	ALOGPS

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

8523691

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10348233

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one (NP0156375)

MOL for NP0156375 ((3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one)

3D MOL for NP0156375 ((3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one)

3D SDF for NP0156375 ((3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one)

3D-SDF for NP0156375 ((3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one)

PDB for NP0156375 ((3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one)

3D PDB for NP0156375 ((3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one)

SMILES for NP0156375 ((3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one)

INCHI for NP0156375 ((3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one)

Structure for NP0156375 ((3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one)

3D Structure for NP0156375 ((3s,16r)-7,11,26-trihydroxy-16,22-dimethoxy-8,14,14,19,25-pentamethyl-2,17-dioxaheptacyclo[16.12.0.0³,¹⁶.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁹.0²³,²⁸]triaconta-1(30),4(13),5,7,9,11,18,20(29),21,23(28),24,26-dodecaen-15-one)