NP-MRD: Showing NP-Card for 2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol (NP0197826)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 16:09:43 UTC

Updated at

2022-09-04 16:09:43 UTC

NP-MRD ID

NP0197826

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol

Description

2-({[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]Nonadeca-1(17),2,4,6(19),11,14(18),15-heptaen-5-yl}oxy)oxane-3,4,5-triol belongs to the class of organic compounds known as meta,meta-bridged biphenyls. These are cyclic diarylheptanoids where the two aryl groups are linked to each other by an ether group conjugated to their 3-position. 2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol is found in Morella rubra. 2-({[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]Nonadeca-1(17),2,4,6(19),11,14(18),15-heptaen-5-yl}oxy)oxane-3,4,5-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171522252D          

 45 49  0  0  0  0            999 V2000
    6.2048   -0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3819   -0.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0206   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976   -1.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -0.6381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1582    0.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7928   -2.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980   -2.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0892   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1114   -3.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3339   -4.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697   -4.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450   -4.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6134   -4.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7887   -4.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3571   -3.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -2.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3187   -2.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7118   -1.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365   -1.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297   -0.6119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9681   -2.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750   -2.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4823   -1.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3018   -1.8718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7937   -2.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6133   -2.4392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1052   -3.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9247   -3.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2523   -2.2495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0718   -2.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4768   -1.4359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2855   -1.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8928   -1.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7128   -0.2353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3804   -2.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0992   -2.8234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6303   -2.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4673   -3.5706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7776   -3.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2695   -4.5210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9580   -3.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6304   -4.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4661   -3.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6466   -3.3861    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  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  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
 12 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
  9 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  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
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 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
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 31 38  1  0  0  0  0
 38 39  1  0  0  0  0
 28 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 26 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END

     RDKit          2D

 87 91  0  0  0  0  0  0  0  0999 V2000
    0.7500   -3.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -2.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    2.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000    2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395    4.0753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886    5.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386    6.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3886    7.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386    8.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6349   10.0513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3849   11.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146   11.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6443   12.5705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8521   11.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0089   12.5303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0089    9.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4761    9.8586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2981    4.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7981    4.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5586    3.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3086    1.7502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4095    2.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6595    0.7860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447    2.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    2.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6363    2.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8707    1.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5678    0.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5678   -0.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8707   -2.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6363   -3.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1430   -4.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7630   -5.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5639   -4.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1839   -4.8136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447   -2.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472   -3.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -4.6634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5490   -3.1471    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0490   -4.6471    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395    1.1209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395    6.0037    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3396    7.0885    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0194    5.7524    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4251    8.0549    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8484   12.7769    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6247   13.3308    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4045   10.5901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4307   11.6889    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3521   11.0385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3792   13.1404    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4724    8.1201    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4798    8.7438    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7367    5.9609    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7009    3.3285    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202    3.3866    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8086    1.7502    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5586    1.1209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5623   -0.4119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5000   -2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1308   -0.7130    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510   -2.0490    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422    2.9537    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5618    3.9106    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2968    4.1894    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6772    4.3570    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4575    4.2622    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7577    3.7691    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4046    3.3226    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3598    2.1016    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0242    0.9516    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0242   -1.2663    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3598   -2.4164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2297   -3.6920    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3422   -5.4399    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5822   -6.6158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -6.3026    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6115   -4.6695    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 29  1  0
 29  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 44 45  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 11 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
  7 29  1  0
 27  9  1  0
 44  4  1  0
 21 14  1  0
 45 39  2  0
 31 69  1  0
 31 70  1  0
 31 71  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  5 49  1  0
 32 72  1  0
 32 73  1  0
 33 74  1  0
 33 75  1  0
 34 76  1  0
 34 77  1  0
 35 78  1  0
 35 79  1  0
 36 80  1  0
 37 81  1  0
 38 82  1  0
 38 83  1  0
 40 84  1  0
 41 85  1  0
 43 86  1  0
 45 87  1  0
  9 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 14 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 19 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 23 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
 27 67  1  0
 28 68  1  0
M  END


  Mrv1533004171522252D          

 45 49  0  0  0  0            999 V2000
    6.2048   -0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3819   -0.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0206   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976   -1.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -0.6381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1582    0.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7928   -2.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980   -2.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0892   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1114   -3.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3339   -4.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697   -4.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450   -4.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6134   -4.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7887   -4.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3571   -3.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -2.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3187   -2.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7118   -1.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365   -1.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297   -0.6119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9681   -2.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750   -2.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4823   -1.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3018   -1.8718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7937   -2.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6133   -2.4392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1052   -3.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9247   -3.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2523   -2.2495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0718   -2.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4768   -1.4359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2855   -1.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8928   -1.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7128   -0.2353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3804   -2.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0992   -2.8234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6303   -2.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4673   -3.5706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7776   -3.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2695   -4.5210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9580   -3.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6304   -4.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4661   -3.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6466   -3.3861    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  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  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
 12 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
  9 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  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
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 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
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 31 38  1  0  0  0  0
 38 39  1  0  0  0  0
 28 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 26 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0197826

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C2=CC(CCCCC=CCC3=CC=C(O)C2=C3)=C1OC1OC(COC2OC(CO)C(O)C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C32H42O13/c1-40-29-19-13-17(9-7-5-3-4-6-8-16-10-11-20(34)18(19)12-16)28(30(29)41-2)45-32-27(39)25(37)24(36)22(44-32)15-42-31-26(38)23(35)21(14-33)43-31/h4,6,10-13,21-27,31-39H,3,5,7-9,14-15H2,1-2H3

> <INCHI_KEY>
CKGPMQKYPJTHRX-UHFFFAOYSA-N

> <FORMULA>
C32H42O13

> <MOLECULAR_WEIGHT>
634.675

> <EXACT_MASS>
634.262541412

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
65.75282001032713

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2(19),3,5,11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol

> <ALOGPS_LOGP>
2.11

> <JCHEM_LOGP>
1.7134677506666665

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.937163295774136

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.995033636638796

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981143337099244

> <JCHEM_POLAR_SURFACE_AREA>
196.98999999999998

> <JCHEM_REFRACTIVITY>
159.07940000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2(19),3,5,11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      11.582  -0.902   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.046  -1.010   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.372  -2.395   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.836  -2.503   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.029  -1.191   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       7.762   0.163   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.080  -3.767   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.023  -5.164   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.500  -5.600   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.541  -7.140   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.090  -7.655   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.223  -9.100   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.684  -9.141   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.878  -7.829   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.339  -7.870   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.533  -6.558   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.267  -5.204   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.462  -3.891   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.195  -2.538   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.735  -2.496   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.469  -1.142   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.540  -3.809   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.807  -5.162   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.234  -3.671   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.763  -3.494   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.682  -4.730   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      14.211  -4.553   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      15.130  -5.790   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.659  -5.612   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      17.271  -4.199   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      18.801  -4.022   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      19.557  -2.680   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      21.066  -2.985   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      22.200  -1.942   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      21.864  -0.439   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      21.243  -4.514   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      22.585  -5.270   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      19.843  -5.156   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      19.539  -6.665   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      14.518  -7.203   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      15.436  -8.439   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      12.988  -7.380   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      12.377  -8.793   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      12.070  -6.144   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      10.540  -6.321   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8   22                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   24                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    7   23                                                  
CONECT   23   22   17                                                       
CONECT   24    9    3   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   44                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   40                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   38                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   31   39                                                  
CONECT   39   38                                                            
CONECT   40   28   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   26   45                                                  
CONECT   45   44                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₂O₁₃

Average Mass

634.6750 Da

Monoisotopic Mass

634.26254 Da

IUPAC Name

2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2(19),3,5,11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol

Traditional Name

2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2(19),3,5,11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C2=CC(CCCCC=CCC3=CC=C(O)C2=C3)=C1OC1OC(COC2OC(CO)C(O)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C32H42O13/c1-40-29-19-13-17(9-7-5-3-4-6-8-16-10-11-20(34)18(19)12-16)28(30(29)41-2)45-32-27(39)25(37)24(36)22(44-32)15-42-31-26(38)23(35)21(14-33)43-31/h4,6,10-13,21-27,31-39H,3,5,7-9,14-15H2,1-2H3

InChI Key

CKGPMQKYPJTHRX-UHFFFAOYSA-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
Morella rubra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as meta,meta-bridged biphenyls. These are cyclic diarylheptanoids where the two aryl groups are linked to each other by an ether group conjugated to their 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Cyclic diarylheptanoids

Direct Parent

Meta,meta-bridged biphenyls

Alternative Parents

Substituents

Meta,meta-bridged biphenyl
Phenolic glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Fatty acyl
Benzenoid
Oxane
Oxolane
Secondary alcohol
Organoheterocyclic compound
Ether
Acetal
Oxacycle
Polyol
Organooxygen compound
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxygen 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	2.11	ALOGPS
logP	1.71	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	196.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	159.08 m³·mol⁻¹	ChemAxon
Polarizability	65.75 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol (NP0197826)

MOL for NP0197826 (2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol)

3D MOL for NP0197826 (2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol)

3D SDF for NP0197826 (2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol)

3D-SDF for NP0197826 (2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol)

PDB for NP0197826 (2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol)

3D PDB for NP0197826 (2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol)

SMILES for NP0197826 (2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol)

INCHI for NP0197826 (2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol)

Structure for NP0197826 (2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol)

3D Structure for NP0197826 (2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({17-hydroxy-3,4-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),11,14,16-heptaen-5-yl}oxy)oxane-3,4,5-triol)