NP-MRD: Showing NP-Card for (3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one (NP0297709)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 08:18:15 UTC

Updated at

2022-09-10 08:18:15 UTC

NP-MRD ID

NP0297709

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one

Description

Pseudorepanduline belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. Based on a literature review very few articles have been published on Pseudorepanduline.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102210182D          

 45 52  0  0  1  0            999 V2000
    6.7657    3.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5371    2.7175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8678    1.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6291    0.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4392    0.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9892    0.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8959    0.7065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6771    0.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8112   -0.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0078   -0.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4781   -1.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8578   -2.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6270   -3.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0333   -3.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6653   -2.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1209   -1.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1825   -3.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3595   -3.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9450   -2.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1259   -2.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5949   -3.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9895   -3.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8314   -4.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8568   -2.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795   -2.1006    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2639   -1.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0146   -0.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0712   -0.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4118    0.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6731    0.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042   -0.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8354   -1.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7101   -1.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3635   -2.3410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0817   -3.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4636    1.3140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1873    1.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9332    1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7969    0.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6737    1.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3938    2.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9762   -0.0774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9953   -0.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3476   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5869   -0.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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
  7  8  1  0  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  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
  9 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 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
 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
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 25 34  1  6  0  0  0
 34 35  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
  6 38  1  0  0  0  0
 38 39  1  0  0  0  0
 28 39  1  0  0  0  0
 38 40  1  0  0  0  0
  3 40  1  0  0  0  0
 40 41  2  0  0  0  0
  7 42  1  6  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
  5 45  1  0  0  0  0
M  END

     RDKit          3D

 83 90  0  0  0  0  0  0  0  0999 V2000
    0.3068   -4.9363    2.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8859   -4.8147    1.1474 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5169   -3.6304    0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8265   -3.4386    0.9066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292   -2.2251    0.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -1.1782   -0.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5021    0.1383   -0.1458 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5228    0.8677    1.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851    2.0202    1.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2085    3.1471    0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6231    4.3800    0.5113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3508    4.4924    1.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7674    5.7478    0.8729 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4714    6.7985    0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    3.3891    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012    2.1662    1.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    3.7863    2.0027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7885    3.0022    1.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3537    2.1218    2.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    1.2830    2.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9695    1.3970    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4354    2.2837   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196    3.1022    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9704    0.3849    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5131   -0.5129   -0.6838 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0590   -0.6620   -1.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8946   -0.3597   -0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -0.6291   -1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7014   -1.1760   -2.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8577   -1.4958   -3.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0112   -1.2309   -2.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3064   -1.6056   -3.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2174   -2.3112   -2.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0214   -1.8691   -0.6818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2607   -1.9167    0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -1.3853   -2.9208 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968   -1.9853   -2.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775   -1.4499   -0.6721 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5977   -0.3881   -0.6439 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7860   -2.5542    0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4560   -2.5331    0.1934 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8180   -0.0437   -0.6958 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9273    0.6558   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2291   -1.4382   -0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9063   -2.0533    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1232   -5.9432    2.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5150   -4.1784    2.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0209   -4.7168    3.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3681   -4.2609    1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9335    0.7334   -0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5395    0.1040    1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6034    1.2846    1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308    3.0823    0.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1466    5.2087    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7602    6.5294   -0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9457    7.7594    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4659    6.9896    0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    1.2893    2.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708    1.9129    3.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7413    0.6776    3.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7039    2.5822   -1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0351    3.7814   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9469    0.8411    0.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4097   -0.2826    1.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0552   -0.0742   -1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7606    0.0465    0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8233   -1.9214   -4.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7854   -0.7233   -3.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0485   -2.2633   -3.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0129   -3.3893   -2.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2773   -2.1437   -2.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7993   -0.9619   -0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9001   -2.7786   -0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1514   -2.1010    1.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5385   -1.7620   -2.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4267   -3.0746   -2.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1578    0.2699    0.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9197    1.7394   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8929    0.3194   -0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6943   -1.9883   -1.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187   -1.4701   -0.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4404   -3.0241    0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2221   -1.4339    1.3769 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
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 24  1  0
 24 25  1  0
 25 34  1  0
 34 35  1  0
 34 33  1  0
 33 32  1  0
 32 31  1  0
 31 30  2  0
 30 29  1  0
 29 28  2  0
 28 39  1  0
 39 38  1  0
 38 37  1  0
 37 36  1  0
 38 40  1  1
 40 41  2  0
 28 27  1  0
 27 26  2  0
 21 22  1  0
 22 23  2  0
 15 16  2  0
  7 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 40  3  1  0
 45  5  1  0
 38  6  1  0
 16  9  1  0
 23 18  1  0
 26 25  1  0
 26 31  1  0
 36 29  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  4 49  1  0
  7 50  1  6
  8 51  1  0
  8 52  1  0
 10 53  1  0
 11 54  1  0
 14 55  1  0
 14 56  1  0
 14 57  1  0
 19 59  1  0
 20 60  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  6
 35 72  1  0
 35 73  1  0
 35 74  1  0
 33 70  1  0
 33 71  1  0
 32 68  1  0
 32 69  1  0
 30 67  1  0
 37 75  1  0
 37 76  1  0
 27 66  1  0
 22 61  1  0
 23 62  1  0
 16 58  1  0
 43 77  1  0
 43 78  1  0
 43 79  1  0
 44 80  1  0
 44 81  1  0
 45 82  1  0
 45 83  1  0
M  END


  Mrv1652309102210182D          

 45 52  0  0  1  0            999 V2000
    6.7657    3.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5371    2.7175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8678    1.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6291    0.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4392    0.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9892    0.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8959    0.7065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6771    0.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8112   -0.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0078   -0.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4781   -1.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8578   -2.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6270   -3.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0333   -3.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6653   -2.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1209   -1.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1825   -3.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3595   -3.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9450   -2.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1259   -2.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5949   -3.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9895   -3.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8314   -4.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8568   -2.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795   -2.1006    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2639   -1.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0146   -0.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0712   -0.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4118    0.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6731    0.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042   -0.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8354   -1.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7101   -1.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3635   -2.3410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0817   -3.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4636    1.3140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1873    1.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9332    1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7969    0.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6737    1.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3938    2.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9762   -0.0774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9953   -0.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3476   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5869   -0.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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
  7  8  1  0  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  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
  9 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 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
 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
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 25 34  1  6  0  0  0
 34 35  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
  6 38  1  0  0  0  0
 38 39  1  0  0  0  0
 28 39  1  0  0  0  0
 38 40  1  0  0  0  0
  3 40  1  0  0  0  0
 40 41  2  0  0  0  0
  7 42  1  6  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
  5 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0297709

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C3[C@@H](CC4=CC=C(OC)C(OC5=CC=C(C[C@@H]6N(C)CCC7=CC8=C(OC3(CO8)C1=O)C=C67)C=C5)=C4)N(C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C37H38N2O6/c1-38-13-11-24-18-31-33-20-27(24)28(38)15-22-5-8-26(9-6-22)44-32-17-23(7-10-30(32)41-3)16-29-35-25(12-14-39(29)2)19-34(42-4)36(40)37(35,45-33)21-43-31/h5-10,17-20,28-29H,11-16,21H2,1-4H3/t28-,29+,37?/m0/s1

> <INCHI_KEY>
TUDMQHCIVDDCMY-IEUXKMPTSA-N

> <FORMULA>
C37H38N2O6

> <MOLECULAR_WEIGHT>
606.719

> <EXACT_MASS>
606.272986952

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
65.9449053114123

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,22R)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1^{7,11}.1^{10,14}.1^{14,18}.1^{24,28}.0^{3,8}.0^{22,36}]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one

> <JCHEM_LOGP>
5.021643883666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
7.937004925907326

> <JCHEM_POLAR_SURFACE_AREA>
69.7

> <JCHEM_REFRACTIVITY>
174.14069999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S,22R)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1^{7,11}.1^{10,14}.1^{14,18}.1^{24,28}.0^{3,8}.0^{22,36}]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      12.629   6.639   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.203   5.073   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      12.820   3.458   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.374   1.646   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.886   0.766   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.913   1.847   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.606   1.319   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.064   0.318   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.314  -1.408   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.815  -1.606   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.826  -2.798   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.534  -4.114   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.104  -5.630   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      16.862  -7.238   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.042  -4.324   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.892  -2.930   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      17.141  -5.724   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      15.604  -6.365   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.831  -5.012   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.302  -4.819   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.311  -6.006   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.047  -7.431   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.619  -7.608   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.933  -5.041   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.668  -3.921   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.826  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.227  -1.640   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.333  -0.069   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.102   0.884   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.723   0.231   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.595  -1.323   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.159  -1.867   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.926  -3.390   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       8.145  -4.370   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       7.619  -5.880   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      10.199   2.453   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      11.550   3.135   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.942   2.359   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      12.688   0.606   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      14.324   3.452   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      15.669   4.317   0.000  0.00  0.00           O+0
HETATM   42  N   UNK     0      16.756  -0.145   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      18.658  -0.380   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      15.582  -1.148   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      14.162  -0.772   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   40                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   45                                                  
CONECT    6    5    7   38                                                  
CONECT    7    6    8   42                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15    9                                                       
CONECT   17   15   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   21   25                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   39                                                  
CONECT   29   28   30   36                                                  
CONECT   30   29   31                                                       
CONECT   31   30   26   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   25   35                                                  
CONECT   35   34                                                            
CONECT   36   29   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37    6   39   40                                             
CONECT   39   38   28                                                       
CONECT   40   38    3   41                                                  
CONECT   41   40                                                            
CONECT   42    7   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44    5                                                       
MASTER        0    0    0    0    0    0    0    0   45    0  104    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₃₈N₂O₆

Average Mass

606.7190 Da

Monoisotopic Mass

606.27299 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC2=C3[C@@H](CC4=CC=C(OC)C(OC5=CC=C(C[C@@H]6N(C)CCC7=CC8=C(OC3(CO8)C1=O)C=C67)C=C5)=C4)N(C)CC2

InChI Identifier

InChI=1S/C37H38N2O6/c1-38-13-11-24-18-31-33-20-27(24)28(38)15-22-5-8-26(9-6-22)44-32-17-23(7-10-30(32)41-3)16-29-35-25(12-14-39(29)2)19-34(42-4)36(40)37(35,45-33)21-43-31/h5-10,17-20,28-29H,11-16,21H2,1-4H3/t28-,29+,37?/m0/s1

InChI Key

TUDMQHCIVDDCMY-IEUXKMPTSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Oxyneolignan skeleton
Diaryl ether
Isoquinolone
Tetrahydroisoquinoline
Anisole
Phenol ether
Alkyl aryl ether
Aralkylamine
Benzenoid
Para-dioxin
Tertiary aliphatic amine
Tertiary amine
Ketone
Azacycle
Oxacycle
Organoheterocyclic compound
Ether
Amine
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organooxygen compound
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

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

102152736

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one (NP0297709)

MOL for NP0297709 ((3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one)

3D MOL for NP0297709 ((3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one)

3D SDF for NP0297709 ((3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one)

3D-SDF for NP0297709 ((3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one)

PDB for NP0297709 ((3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one)

3D PDB for NP0297709 ((3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one)

SMILES for NP0297709 ((3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one)

INCHI for NP0297709 ((3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one)

Structure for NP0297709 ((3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one)

3D Structure for NP0297709 ((3s,22r)-16,27-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.1⁷,¹¹.1¹⁰,¹⁴.1¹⁴,¹⁸.1²⁴,²⁸.0³,⁸.0²²,³⁶]octatriaconta-1(32),7(38),8,10,16,18(36),24,26,28(35),30,33-undecaen-15-one)