NP-MRD: Showing NP-Card for [(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate (NP0304505)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 19:38:42 UTC

Updated at

2022-09-10 19:38:42 UTC

NP-MRD ID

NP0304505

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Description

AKOS032961958 belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively. [(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate is found in Zanthoxylum avicennae. Based on a literature review very few articles have been published on AKOS032961958.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102221382D          

 43 46  0  0  1  0            999 V2000
   -0.8212    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0284   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4262   -2.3782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2108   -2.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9846   -1.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692   -0.7643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.3398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277    0.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4996   -2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2842   -2.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4557   -1.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3281   -3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9411   -3.7372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5434   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3719   -4.2471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -4.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303   -2.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356    2.4134    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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  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  1  0  0  0  0
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  2  0  0  0  0
 14 24  1  0  0  0  0
 13 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  2  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
 31 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 39  2  0  0  0  0
 29 39  1  0  0  0  0
  5 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

 79 82  0  0  0  0  0  0  0  0999 V2000
    7.1140    2.8591    2.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8944    1.6965    2.6876 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2777    0.5132    2.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8952    0.4526    2.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2549   -0.7083    1.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8144   -0.7977    1.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339    0.2377    1.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5751    0.0138    1.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2036   -1.1476    1.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6724    0.9922    1.5117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712    1.1485    1.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1652    0.9581   -0.0287 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5986    1.2157   -0.3045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9560    2.6087   -0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1727    2.8603   -1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5980    4.0889   -1.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8343    4.3015   -2.3232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6846    3.2037   -2.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727    5.1749   -1.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1967    6.4484   -1.8240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5687    4.9671   -0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7438    6.0462   -0.5891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5009    5.8660    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1538    3.6871   -0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257    0.3485   -1.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8547   -0.1172   -1.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966   -0.4249   -0.6443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8052   -1.4367    0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7644   -2.8159   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6586   -3.2973   -1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6108   -4.5974   -1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5042   -5.1111   -2.6877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5162   -4.2967   -3.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6733   -5.4890   -1.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6107   -6.8141   -1.6166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7845   -5.0267   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1527   -5.9175    0.2566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0805   -5.4379    1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8483   -3.7071    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0493   -1.8495    1.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3943   -1.7715    1.8328 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0436   -0.6203    2.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4115   -0.5330    2.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4820    3.0214    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7258    3.7457    3.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4013    2.6805    3.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3058    1.3633    2.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4087   -1.8085    1.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3923    1.2044    1.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9361    2.1788    1.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399    0.4665    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5876    1.6411   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1763    0.9873    0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8207    1.9852   -1.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2883    2.6280   -3.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7661    2.5547   -1.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6858    3.6354   -2.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0811    6.5739   -2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5796    5.2471    0.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2536    5.4769   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1455    6.8962    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981    3.5899   -0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9512   -0.9755   -2.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3156    0.7078   -2.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0076   -0.6925   -0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4940   -1.3758    1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8753   -1.1179    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3856   -2.6069   -1.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3860   -4.9661   -3.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312   -3.5933   -2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1658   -3.7077   -4.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076   -7.4046   -1.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -6.2366    1.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5449   -5.0630    2.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6109   -4.5648    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101   -3.4122    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5448   -2.7771    1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9943   -2.6807    1.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9632   -1.3721    2.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  2  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  2  0
 27 26  1  0
 26 25  1  0
 25 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
  5 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42  3  1  0
 13 12  1  0
 24 14  1  0
 39 29  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  6 48  1  0
  7 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  6
 27 65  1  6
 28 66  1  0
 28 67  1  0
 30 68  1  0
 33 69  1  0
 33 70  1  0
 33 71  1  0
 35 72  1  0
 38 73  1  0
 38 74  1  0
 38 75  1  0
 39 76  1  0
 26 63  1  0
 26 64  1  0
 13 53  1  1
 15 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 20 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 40 77  1  0
 41 78  1  0
 43 79  1  0
M  END


  Mrv1652309102221382D          

 43 46  0  0  1  0            999 V2000
   -0.8212    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0284   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4262   -2.3782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2108   -2.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9846   -1.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692   -0.7643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.3398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277    0.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4996   -2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2842   -2.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4557   -1.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3281   -3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9411   -3.7372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5434   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3719   -4.2471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -4.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303   -2.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356    2.4134    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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  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  1  0  0  0  0
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  2  0  0  0  0
 14 24  1  0  0  0  0
 13 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  2  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
 31 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 39  2  0  0  0  0
 29 39  1  0  0  0  0
  5 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0304505

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=CC(=O)OC[C@H]2[C@@H](CC3=CC(OC)=C(O)C(OC)=C3)CO[C@@H]2C2=CC(OC)=C(O)C(OC)=C2)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C32H36O11/c1-37-24-11-18(6-8-23(24)33)7-9-29(34)42-17-22-21(10-19-12-25(38-2)30(35)26(13-19)39-3)16-43-32(22)20-14-27(40-4)31(36)28(15-20)41-5/h6-9,11-15,21-22,32-33,35-36H,10,16-17H2,1-5H3/t21-,22-,32+/m0/s1

> <INCHI_KEY>
NTYDMYPTASSNQW-DRSMIVCTSA-N

> <FORMULA>
C32H36O11

> <MOLECULAR_WEIGHT>
596.629

> <EXACT_MASS>
596.225761979

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
63.194740205660835

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S,3R,4R)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <JCHEM_LOGP>
4.562621914333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.624186087194664

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.07416873063964

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9350221911129553

> <JCHEM_POLAR_SURFACE_AREA>
142.37000000000003

> <JCHEM_REFRACTIVITY>
158.1318

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4R)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.533   6.815   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.199   6.045   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.199   4.505   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.134   3.735   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.134   2.195   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.468   1.425   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.802   2.195   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.469   2.195   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       5.136  -0.115   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.802  -0.885   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.556  -3.330   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.091  -2.854   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.053  -3.885   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.518  -3.409   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.662  -4.439   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.127  -3.963   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.838  -1.903   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.303  -1.427   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.693  -0.872   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.014   0.634   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.478   1.110   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.771  -1.348   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.032  -4.795   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.572  -4.795   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.512  -2.854   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.657  -3.885   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.121  -3.409   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.266  -4.439   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      11.731  -3.963   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      12.051  -2.457   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.946  -5.946   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      11.090  -6.976   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       8.481  -6.422   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       8.161  -7.928   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       6.696  -8.404   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.337  -5.391   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.199   1.425   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.533   2.195   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.533   3.735   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -2.867   4.505   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   40                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   27                                                  
CONECT   13   12   14   25                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   14                                                       
CONECT   25   13   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   12   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   39                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   39                                                  
CONECT   37   36   38                                                       
CONECT   38   37                                                            
CONECT   39   36   29                                                       
CONECT   40    5   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41    3   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₃₆O₁₁

Average Mass

596.6290 Da

Monoisotopic Mass

596.22576 Da

IUPAC Name

[(2S,3R,4R)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Traditional Name

[(2S,3R,4R)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CC(=O)OC[C@H]2[C@@H](CC3=CC(OC)=C(O)C(OC)=C3)CO[C@@H]2C2=CC(OC)=C(O)C(OC)=C2)=CC=C1O

InChI Identifier

InChI=1S/C32H36O11/c1-37-24-11-18(6-8-23(24)33)7-9-29(34)42-17-22-21(10-19-12-25(38-2)30(35)26(13-19)39-3)16-43-32(22)20-14-27(40-4)31(36)28(15-20)41-5/h6-9,11-15,21-22,32-33,35-36H,10,16-17H2,1-5H3/t21-,22-,32+/m0/s1

InChI Key

NTYDMYPTASSNQW-DRSMIVCTSA-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
Zanthoxylum avicennae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

7,9'-epoxylignans

Alternative Parents

Substituents

7,9p-epoxylignan
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Phenoxy compound
Methoxybenzene
Styrene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	4.56	ChemAxon
pKa (Strongest Acidic)	9.07	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	142.37 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	158.13 m³·mol⁻¹	ChemAxon
Polarizability	63.19 Å³	ChemAxon
Number of Rings	4	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

57576823

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132586969

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate (NP0304505)

MOL for NP0304505 ([(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D MOL for NP0304505 ([(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D SDF for NP0304505 ([(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D-SDF for NP0304505 ([(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

PDB for NP0304505 ([(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D PDB for NP0304505 ([(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

SMILES for NP0304505 ([(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

INCHI for NP0304505 ([(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

Structure for NP0304505 ([(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D Structure for NP0304505 ([(2s,3r,4r)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)