NP-MRD: Showing NP-Card for 2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol (NP0271969)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 18:26:04 UTC

Updated at

2022-09-08 18:26:05 UTC

NP-MRD ID

NP0271969

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol

Description

Yaoundamine B belongs to the class of organic compounds known as naphthylisoquinolines. These are polycyclic aromatic compounds containing a naphthalene moiety linked to an isoquinoline through a CC or CN single bond. 2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol is found in Ancistrocladus korupensis. Based on a literature review very few articles have been published on Yaoundamine B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082220262D          

 39 43  0  0  1  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    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
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   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
    5.7158   -2.4750    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
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    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
    2.8579   -4.1250    0.0000 O   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
    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
    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 O   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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    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
    2.8579   -1.6500    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
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 19  2  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  0  0  0  0
 20 33  2  0  0  0  0
 25 33  1  0  0  0  0
  5 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
  4 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END

     RDKit          3D

 74 78  0  0  0  0  0  0  0  0999 V2000
   -3.5965    1.1785    0.6429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5909    1.5526    1.5656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3202    1.8372    1.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0338    3.1657    0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2325    3.4175    0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1290    2.3893    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8380    1.0821    0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    0.0625    0.1273 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0231    0.1686   -0.3781 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0071   -0.2758    0.5168 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287   -1.6102    0.8552 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8419   -1.9551    1.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0757   -2.5089   -0.3294 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3214   -2.2744   -0.9081 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0298   -2.1233   -1.3834 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7408   -2.2675   -0.8388 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2338   -0.6449   -1.6458 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5551   -0.4671   -2.0229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4286    0.8068    0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7924   -0.5350    1.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5980   -0.9811    2.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9456   -2.2593    2.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5019   -3.1161    1.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8591   -4.4040    2.3360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7085   -2.7033    0.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606   -3.5698   -0.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6102   -4.8530    0.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1813   -5.7381   -0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4499   -3.1201   -1.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0847   -1.8209   -1.8858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2968   -1.3620   -3.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -0.9792   -0.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515   -1.4226    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6398    4.7816   -0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3408    5.8483    0.0911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5293    6.6710   -1.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5723    5.4481    0.6620 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9663    4.2517    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2949    4.0153    1.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5928    1.5522    1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7501    0.0845    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4469    1.6863   -0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0890    2.6714   -0.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3261    1.1960   -0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841   -1.7809    1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3270   -1.8660    2.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2315   -2.9737    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6905   -1.2443    1.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062   -3.5527   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9264   -1.7925   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1629   -2.6605   -2.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2558   -2.9294   -1.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879   -0.3420   -2.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0416    0.1734   -1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1566   -0.3310    3.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7823   -2.5957    3.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7335   -4.7644    3.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1130   -5.3028   -1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4781   -5.8247   -1.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3561   -6.7388   -0.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8847   -3.8173   -2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2899   -0.2771   -3.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2944   -1.7172   -3.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5424   -1.8479   -3.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2666    0.0140   -1.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548    4.8214   -1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5893    4.9755    0.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1172    6.5755    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2009    7.5055   -1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5591    7.0291   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3069    6.0353   -2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3345    3.4037    2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5759    5.0566    1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1169    3.8932    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 27 26  1  0
 26 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 20 19  1  0
 19  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  7  6  2  0
  6  5  1  0
  5 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 38 39  1  0
 38  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
 25 26  1  0
  3 19  2  0
 25 33  1  0
 17  9  1  0
  4  5  2  0
 28 58  1  0
 28 59  1  0
 28 60  1  0
 29 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
 32 65  1  0
 21 55  1  0
 22 56  1  0
 24 57  1  0
  9 44  1  6
 11 45  1  1
 12 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  1
 14 50  1  0
 15 51  1  6
 16 52  1  0
 17 53  1  6
 18 54  1  0
  6 43  1  0
 34 66  1  0
 34 67  1  0
 35 68  1  1
 36 69  1  0
 36 70  1  0
 36 71  1  0
 39 72  1  0
 39 73  1  0
 39 74  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
M  END


  Mrv1652309082220262D          

 39 43  0  0  1  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    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
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   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
    5.7158   -2.4750    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
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    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
    2.8579   -4.1250    0.0000 O   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
    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
    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 O   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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    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
    2.8579   -1.6500    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
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 19  2  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  0  0  0  0
 20 33  2  0  0  0  0
 25 33  1  0  0  0  0
  5 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
  4 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0271969

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C)=CC2=C(C=CC(O)=C12)C1=C(OC2OC(C)C(O)C(O)C2O)C=C2C[C@@H](C)N=C(C)C2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C30H35NO8/c1-13-9-19-18(7-8-20(32)24(19)21(10-13)36-5)25-22(39-30-28(35)27(34)26(33)16(4)38-30)12-17-11-14(2)31-15(3)23(17)29(25)37-6/h7-10,12,14,16,26-28,30,32-35H,11H2,1-6H3/t14-,16?,26?,27?,28?,30?/m1/s1

> <INCHI_KEY>
XFVYCTDHBOOYMZ-NPGWMJMXSA-N

> <FORMULA>
C30H35NO8

> <MOLECULAR_WEIGHT>
537.609

> <EXACT_MASS>
537.236267091

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
57.78400651840258

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(3R)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol

> <JCHEM_LOGP>
3.2301866513333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.213800742088585

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.93702817848185

> <JCHEM_PKA_STRONGEST_BASIC>
5.473121528936728

> <JCHEM_POLAR_SURFACE_AREA>
130.20000000000002

> <JCHEM_REFRACTIVITY>
145.25949999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(3R)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0       0.000  -9.240   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5   38                                                  
CONECT    5    4    6   34                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    9   18                                                  
CONECT   18   17                                                            
CONECT   19    7    3   20                                                  
CONECT   20   19   21   33                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   33                                                  
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   20   25                                                  
CONECT   34    5   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37    4   39                                                  
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₅NO₈

Average Mass

537.6090 Da

Monoisotopic Mass

537.23627 Da

IUPAC Name

2-{[(3R)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol

Traditional Name

2-{[(3R)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

COC1=CC(C)=CC2=C(C=CC(O)=C12)C1=C(OC2OC(C)C(O)C(O)C2O)C=C2C[C@@H](C)N=C(C)C2=C1OC

InChI Identifier

InChI=1S/C30H35NO8/c1-13-9-19-18(7-8-20(32)24(19)21(10-13)36-5)25-22(39-30-28(35)27(34)26(33)16(4)38-30)12-17-11-14(2)31-15(3)23(17)29(25)37-6/h7-10,12,14,16,26-28,30,32-35H,11H2,1-6H3/t14-,16?,26?,27?,28?,30?/m1/s1

InChI Key

XFVYCTDHBOOYMZ-NPGWMJMXSA-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
Ancistrocladus korupensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthylisoquinolines. These are polycyclic aromatic compounds containing a naphthalene moiety linked to an isoquinoline through a CC or CN single bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Naphthylisoquinolines

Direct Parent

Naphthylisoquinolines

Alternative Parents

Substituents

Naphthylisoquinoline
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
1-naphthol
O-glycosyl compound
Dihydroisoquinoline
Naphthalene
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Benzenoid
Oxane
Ketimine
Secondary alcohol
Acetal
Ether
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Organic nitrogen compound
Hydrocarbon derivative
Imine
Organic oxygen compound
Organopnictogen compound
Alcohol
Organooxygen compound
Organonitrogen 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
logP	3.23	ChemAxon
pKa (Strongest Acidic)	8.94	ChemAxon
pKa (Strongest Basic)	5.47	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	130.2 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	145.26 m³·mol⁻¹	ChemAxon
Polarizability	57.78 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

347828

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

392430

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol (NP0271969)

MOL for NP0271969 (2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol)

3D MOL for NP0271969 (2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol)

3D SDF for NP0271969 (2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol)

3D-SDF for NP0271969 (2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol)

PDB for NP0271969 (2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol)

3D PDB for NP0271969 (2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol)

SMILES for NP0271969 (2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol)

INCHI for NP0271969 (2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol)

Structure for NP0271969 (2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol)

3D Structure for NP0271969 (2-{[(3r)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy}-6-methyloxane-3,4,5-triol)