NP-MRD: Showing NP-Card for methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate (NP0287148)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 16:04:38 UTC

Updated at

2022-09-09 16:04:39 UTC

NP-MRD ID

NP0287148

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate

Description

Methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-3-ethylidene-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate is found in Jasminum sambac. Methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-3-ethylidene-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161507352D          

 65 71  0  0  0  0            999 V2000
   -4.9311   -4.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9311   -3.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -3.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456    0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0746    0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7890    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5035    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2180    0.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7890    1.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5035    1.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0746    1.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0746    2.6326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601    1.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456    1.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9311   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9311   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877   -2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0733   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3588   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443   -1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312   -2.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861   -3.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341   -3.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -4.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -3.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751   -4.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -3.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -2.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012    2.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -3.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443   -3.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443   -4.3799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3588   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0733   -3.5549    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
  3  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  4  0  0  0
 21 24  1  0  0  0  0
  5 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
 26 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
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 34 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 47 50  2  0  0  0  0
 42 50  1  0  0  0  0
 37 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 56 59  2  0  0  0  0
 51 59  1  0  0  0  0
 32 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
 30 64  1  0  0  0  0
 64 65  1  0  0  0  0
M  END

     RDKit          3D

119125  0  0  0  0  0  0  0  0999 V2000
    5.1669   -3.1065    1.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8138   -1.8027    1.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1153   -0.7583    1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    0.5789    1.0132 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9824    0.5887    0.6999 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1808    0.6084    0.4121 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4266    1.6283   -0.5778 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7314    2.0243   -0.6105 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2172    2.8250    0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4741    4.0021    0.6830 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7127    0.9021   -0.8942 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5290    0.5525   -2.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4094   -0.2777   -0.0239 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7965   -0.0825    1.2960 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9266   -0.5846   -0.1330 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6909   -0.7421   -1.5196 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8568    1.3522    0.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9924    0.7285   -0.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3519   -0.3763   -0.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4351   -1.1050   -1.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1578   -0.7383   -2.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7891   -2.2543   -0.7091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8853   -2.9450   -1.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6515   -0.8570    1.0963 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8869    0.0563    2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4476   -0.0490    1.7545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205   -1.0076    2.2980 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051    0.7960    0.9524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7042    0.5776    0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2132    1.6359   -0.1521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5588    1.5592   -0.4246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398    0.2936   -0.9381 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2445    0.4203   -1.3230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1887   -0.2735   -0.5934 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5447    0.0596   -1.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3041    0.6380   -0.1347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5747    0.8909    0.9852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4545    2.3257    1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1847    3.2642    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0504    4.6109    0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1882    5.0286    1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0574    6.3672    2.3152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4677    4.1005    3.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5902    4.5351    4.2184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7534    4.7341    5.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5941    2.7353    2.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2526    0.2233    0.8408 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2595   -1.0676    1.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -2.0086    0.7246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9540   -1.7325   -0.4417 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3945   -2.5944   -1.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5859   -2.1752   -2.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9934   -3.0575   -3.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2092   -4.3824   -3.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6191   -5.2952   -4.4431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0213   -4.8419   -2.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2432   -6.1796   -1.8920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0560   -6.6635   -0.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6159   -3.9404   -1.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0724   -0.1015   -2.0920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8118   -0.4647   -3.2335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1532    1.0135   -2.5699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9143    1.8745   -3.3582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4405    1.6960   -1.4542 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2923    3.0464   -1.8491 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3532   -3.0395    2.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9238   -3.8481    2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7491   -3.5796    0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8734   -1.7038    1.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6391    1.0648    2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8508    0.9990    1.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8205    2.7003   -1.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2602    3.1728    0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3515    2.2885    1.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7789    4.3966    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7278    1.2806   -0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1928    1.3223   -2.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0114   -1.1451   -0.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0430   -0.9465    1.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7721   -1.5174    0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1683    0.0586   -1.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8402    1.1342   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4576   -3.7814   -2.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0136   -3.2939   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5550   -2.2798   -2.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877   -1.9041    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1465   -0.2499    3.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1822    1.1136    1.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2063    0.6721    1.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7760   -0.4561    0.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0467    2.6173    0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7451   -0.3931   -0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1119   -0.8714   -1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5013    0.6993   -2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1445    0.4007    1.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0827    2.9172   -0.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8318    5.3423   -0.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8595    7.0408    1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4900    5.7858    5.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1322    4.1016    6.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8288    4.6183    5.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8110    2.0347    3.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3910    0.8692    1.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0277   -0.9926    2.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2955   -1.2942    2.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9205   -1.9775   -0.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4295   -1.1335   -3.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1488   -2.7122   -4.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7762   -6.2566   -4.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2557   -7.7532   -0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7902   -6.1855    0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0068   -6.4550   -0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4715   -4.3003   -0.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3981   -0.9566   -1.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8273   -1.4502   -3.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4217    0.5278   -3.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8788    1.6656   -3.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5553    1.2424   -1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6488    3.6027   -1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  3 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 34 33  1  6
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  2  0
 54 55  1  0
 54 56  1  0
 56 57  1  0
 57 58  1  0
 56 59  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 44 45  1  0
 43 46  2  0
 32 60  1  0
 60 61  1  0
 60 62  1  0
 62 63  1  0
 62 64  1  0
 64 65  1  0
 24 19  1  0
 64 30  1  0
 15  6  1  0
 47 34  1  0
 59 51  1  0
 46 38  1  0
 50 34  1  0
 23 83  1  0
 23 84  1  0
 23 85  1  0
 18 82  1  0
  4 70  1  1
  6 71  1  1
  8 72  1  6
  9 73  1  0
  9 74  1  0
 10 75  1  0
 11 76  1  6
 12 77  1  0
 13 78  1  6
 14 79  1  0
 15 80  1  1
 16 81  1  0
  2 69  1  0
  1 66  1  0
  1 67  1  0
  1 68  1  0
 24 86  1  6
 25 87  1  0
 25 88  1  0
 29 89  1  0
 29 90  1  0
 30 91  1  1
 32 92  1  1
 35 93  1  0
 35 94  1  0
 37 95  1  1
 47103  1  1
 48104  1  0
 48105  1  0
 50106  1  1
 52107  1  0
 53108  1  0
 55109  1  0
 58110  1  0
 58111  1  0
 58112  1  0
 59113  1  0
 39 96  1  0
 40 97  1  0
 42 98  1  0
 45 99  1  0
 45100  1  0
 45101  1  0
 46102  1  0
 60114  1  1
 61115  1  0
 62116  1  6
 63117  1  0
 64118  1  1
 65119  1  0
M  END


  Mrv1533004161507352D          

 65 71  0  0  0  0            999 V2000
   -4.9311   -4.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9311   -3.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -3.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456    0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0746    0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7890    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5035    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2180    0.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7890    1.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5035    1.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0746    1.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0746    2.6326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601    1.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456    1.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9311   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9311   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877   -2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0733   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3588   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443   -1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312   -2.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861   -3.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341   -3.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -4.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -3.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751   -4.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -3.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -2.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012    2.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -3.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443   -3.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443   -4.3799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3588   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0733   -3.5549    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
  3  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  4  0  0  0
 21 24  1  0  0  0  0
  5 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
 26 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
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 34 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 47 50  2  0  0  0  0
 42 50  1  0  0  0  0
 37 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 56 59  2  0  0  0  0
 51 59  1  0  0  0  0
 32 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
 30 64  1  0  0  0  0
 64 65  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0287148

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C(=CC)C1CC(=O)OCC1OC(OC23COC(C2COC3C2=CC=C(O)C(OC)=C2)C2=CC=C(O)C(OC)=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C43H54O22/c1-5-20-21(22(39(54)57-4)14-60-40(20)64-41-35(52)33(50)31(48)28(13-44)62-41)12-30(47)58-16-29-32(49)34(51)36(53)42(63-29)65-43-17-61-37(18-6-8-24(45)26(10-18)55-2)23(43)15-59-38(43)19-7-9-25(46)27(11-19)56-3/h5-11,14,21,23,28-29,31-38,40-42,44-46,48-53H,12-13,15-17H2,1-4H3

> <INCHI_KEY>
URBPIXMUXQEKHZ-UHFFFAOYSA-N

> <FORMULA>
C43H54O22

> <MOLECULAR_WEIGHT>
922.883

> <EXACT_MASS>
922.310673379

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
119

> <JCHEM_AVERAGE_POLARIZABILITY>
90.08924551193238

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-3-ethylidene-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

> <ALOGPS_LOGP>
1.08

> <JCHEM_LOGP>
-0.8192356440000006

> <ALOGPS_LOGS>
-3.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.204089159804727

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.606312747687273

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483799871248435

> <JCHEM_POLAR_SURFACE_AREA>
317.74

> <JCHEM_REFRACTIVITY>
215.02209999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -9.205  -8.176   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -9.205  -6.636   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0     -10.538  -5.866   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0     -11.872  -6.636   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0     -10.538  -4.326   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.872  -3.556   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -11.872  -2.016   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -10.538  -1.246   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -10.538   0.294   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -11.872   1.064   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -13.206   0.294   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -14.540   1.064   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -15.873   0.294   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0     -17.207   1.064   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0     -14.540   2.604   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -15.873   3.374   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -13.206   3.374   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -13.206   4.914   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -11.872   2.604   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0     -10.538   3.374   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -9.205  -2.016   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -7.871  -1.246   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.871   0.294   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.205  -3.556   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.871  -4.326   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.537  -3.556   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -6.537  -2.016   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.204  -4.326   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.870  -3.556   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.536  -4.326   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.203  -3.556   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.131  -4.326   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.465  -3.556   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -0.905  -1.246   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.929  -0.000   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       3.834  -1.246   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.405  -3.956   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.911  -4.277   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.387  -5.741   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       4.357  -6.886   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       4.833  -8.350   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       2.851  -6.565   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       1.820  -7.710   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       0.314  -7.390   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       2.375  -5.101   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -0.476   1.465   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -1.982   1.785   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -2.458   3.249   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -1.428   4.394   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -1.904   5.859   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       0.079   4.074   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       1.109   5.218   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       2.615   4.898   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       0.555   2.609   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       0.131  -5.866   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0       1.465  -6.636   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      -1.203  -6.636   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      -1.203  -8.176   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      -2.536  -5.866   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      -3.870  -6.636   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   10   20                                                  
CONECT   20   19                                                            
CONECT   21    8   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21    5   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   64                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   60                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   38   41                                             
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   51                                                  
CONECT   38   37   34   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   34   42                                                  
CONECT   42   41   43   50                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48   50                                                  
CONECT   48   47   49                                                       
CONECT   49   48                                                            
CONECT   50   47   42                                                       
CONECT   51   37   52   59                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57   59                                                  
CONECT   57   56   58                                                       
CONECT   58   57                                                            
CONECT   59   56   51                                                       
CONECT   60   32   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62   30   65                                                  
CONECT   65   64                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  142    0
END

View in JSmol

Synonyms

Value	Source
Methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-3-ethylidene-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid	Generator

Chemical Formula

C₄₃H₅₄O₂₂

Average Mass

922.8830 Da

Monoisotopic Mass

922.31067 Da

IUPAC Name

methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-3-ethylidene-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

Traditional Name

methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C(=CC)C1CC(=O)OCC1OC(OC23COC(C2COC3C2=CC=C(O)C(OC)=C2)C2=CC=C(O)C(OC)=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C43H54O22/c1-5-20-21(22(39(54)57-4)14-60-40(20)64-41-35(52)33(50)31(48)28(13-44)62-41)12-30(47)58-16-29-32(49)34(51)36(53)42(63-29)65-43-17-61-37(18-6-8-24(45)26(10-18)55-2)23(43)15-59-38(43)19-7-9-25(46)27(11-19)56-3/h5-11,14,21,23,28-29,31-38,40-42,44-46,48-53H,12-13,15-17H2,1-4H3

InChI Key

URBPIXMUXQEKHZ-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
Jasminum sambac	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Furanoid lignan
Saccharolipid
Terpene glycoside
Furofuran lignan skeleton
Glycosyl compound
Secoiridoid-skeleton
O-glycosyl compound
Bicyclic monoterpenoid
Methoxyphenol
Monoterpenoid
Aromatic monoterpenoid
Methoxybenzene
Phenol ether
Furofuran
Phenoxy compound
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Sugar acid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Monosaccharide
Oxane
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Oxolane
Vinylogous ester
Secondary alcohol
Carboxylic acid ester
Polyol
Organoheterocyclic compound
Ether
Acetal
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organic oxide
Carbonyl group
Alcohol
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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	1.08	ALOGPS
logP	-0.82	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.61	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	317.74 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	215.02 m³·mol⁻¹	ChemAxon
Polarizability	90.09 Å³	ChemAxon
Number of Rings	7	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

75111059

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate (NP0287148)

MOL for NP0287148 (methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate)

3D MOL for NP0287148 (methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate)

3D SDF for NP0287148 (methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate)

3D-SDF for NP0287148 (methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate)

PDB for NP0287148 (methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate)

3D PDB for NP0287148 (methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate)

SMILES for NP0287148 (methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate)

INCHI for NP0287148 (methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate)

Structure for NP0287148 (methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate)

3D Structure for NP0287148 (methyl 4-{2-[(6-{[1,4-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1h-furo[3,4-c]furan-3a-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-2-oxoethyl}-5-ethylidene-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate)