NP-MRD: Showing NP-Card for (1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate (NP0162452)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 20:51:03 UTC

Updated at

2022-09-02 20:51:03 UTC

NP-MRD ID

NP0162452

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate

Description

CHEMBL391841 belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene). (1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate is found in Zinowiewia costaricensis. Based on a literature review very few articles have been published on CHEMBL391841.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022222512D          

 38 42  0  0  1  0            999 V2000
    2.6419    2.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9588    1.5562    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7894    1.4798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2671    2.1524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1332    0.7251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9548    0.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6590    0.0462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0079   -0.7014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8298   -0.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3028   -0.0971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1786   -1.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0005   -1.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3494   -2.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8764   -3.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0545   -2.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7056   -2.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8281    0.1194    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2176   -0.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4117   -0.6435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8164   -1.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960   -2.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8007   -2.7913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711   -2.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1508   -2.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3258   -2.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945   -3.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9195   -3.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3241   -2.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -2.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5574   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1508    0.1622    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8101    0.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4154    0.8988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7079    1.4538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9575    1.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4557    1.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375    0.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 34 33  1  6  0  0  0
  2 34  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 32 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
M  END

     RDKit          3D

 74 78  0  0  0  0  0  0  0  0999 V2000
   -4.0076   -1.7727   -1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1634   -1.6224   -0.0624 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2046   -0.2327    0.5266 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2181   -0.1114    1.5076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9348    0.1893    1.1822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6247   -0.4292    2.3657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357    0.1996    0.1523 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0714    1.3596   -0.6334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774    2.4611   -0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7692    2.4807   -0.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908    3.5456   -1.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0906    4.6715   -1.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2513    5.7442   -2.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4027    5.6986   -3.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1931    4.5806   -3.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8393    3.5257   -2.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7786   -1.0691   -0.6910 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2184   -0.6031   -2.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5947   -1.6494   -0.7957 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5386   -0.7828   -0.2229 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449   -0.1230   -0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5903   -0.3409   -2.1008 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4983    0.7691   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4647    1.0050    1.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3946    1.8825    1.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4037    2.5585    1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2466    3.3809    1.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0885    3.5363    3.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0699    2.8517    3.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2368    2.0403    3.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7582   -3.0749   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269   -3.9586   -0.4842 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6298   -3.2863   -1.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7549   -2.1275   -0.2092 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3793   -2.6473    1.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0696   -3.9691    0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1842   -4.9425    1.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0244   -4.4015    1.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4629   -2.2633   -2.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4906   -0.8033   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8993   -2.4543   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752   -2.2624    0.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4669    0.5488   -0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9610   -0.6828    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1015    1.2736    1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9335    0.1144    2.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1457    0.4084    0.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0062    4.7776   -1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3718    6.6119   -2.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6959    6.5224   -3.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    4.5248   -3.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4846    2.6355   -2.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2273   -0.2199   -2.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105   -1.2787   -2.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5669    0.3148   -2.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9032   -1.6336   -1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2402    1.2326   -0.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6784    0.4958    1.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590    2.4612    0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0471    3.9055    1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7589    4.1876    3.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9252    2.9592    4.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4360    1.5175    3.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835   -3.1826    0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5577   -3.5838   -1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2546   -4.9651   -0.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4915   -3.0813   -2.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4659   -4.0149   -1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2517   -5.3783    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1784   -4.6015    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235   -5.8188    0.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3955   -3.5270    2.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5239   -5.0066    2.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7384   -5.0700    1.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  7 17  1  0
 17 18  1  6
 17 19  1  0
 19 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  1
 35 36  1  0
 36 37  1  0
 36 38  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 34  2  1  0
 30 25  1  0
 16 11  1  0
 34 17  1  0
 36 32  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  1
  3 43  1  6
  4 44  1  0
  5 45  1  1
  6 46  1  0
  7 47  1  1
 12 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 18 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  6
 31 64  1  0
 31 65  1  0
 32 66  1  6
 33 67  1  0
 33 68  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
 38 72  1  0
 38 73  1  0
 38 74  1  0
 23 57  1  0
 24 58  1  0
 26 59  1  0
 27 60  1  0
 28 61  1  0
 29 62  1  0
 30 63  1  0
M  END


  Mrv1652309022222512D          

 38 42  0  0  1  0            999 V2000
    2.6419    2.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9588    1.5562    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7894    1.4798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2671    2.1524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1332    0.7251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9548    0.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6590    0.0462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0079   -0.7014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8298   -0.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3028   -0.0971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1786   -1.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0005   -1.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3494   -2.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8764   -3.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0545   -2.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7056   -2.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8281    0.1194    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2176   -0.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4117   -0.6435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8164   -1.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960   -2.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8007   -2.7913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711   -2.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1508   -2.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3258   -2.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945   -3.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9195   -3.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3241   -2.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -2.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5574   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1508    0.1622    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8101    0.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4154    0.8988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7079    1.4538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9575    1.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4557    1.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375    0.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 34 33  1  6  0  0  0
  2 34  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 32 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0162452

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@@H](O)[C@@H](O)[C@H](OC(=O)C2=CC=CC=C2)[C@@]2(C)[C@H](C[C@@H]3C[C@]12OC3(C)C)OC(=O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C31H36O7/c1-19-25(33)26(34)27(37-28(35)21-13-9-6-10-14-21)30(4)23(17-22-18-31(19,30)38-29(22,2)3)36-24(32)16-15-20-11-7-5-8-12-20/h5-16,19,22-23,25-27,33-34H,17-18H2,1-4H3/b16-15+/t19-,22-,23+,25-,26-,27+,30-,31+/m1/s1

> <INCHI_KEY>
KIKMHSYUECQPAT-LIGCDIBHSA-N

> <FORMULA>
C31H36O7

> <MOLECULAR_WEIGHT>
520.622

> <EXACT_MASS>
520.246103499

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
55.790089833652054

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,3R,4R,5R,6R,7S,9R)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2E)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-5-yl benzoate

> <ALOGPS_LOGP>
4.27

> <JCHEM_LOGP>
4.919049212000001

> <ALOGPS_LOGS>
-5.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.71143139244279

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.073184110173326

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3252931640235284

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
141.56990000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3R,4R,5R,6R,7S,9R)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2E)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-5-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       4.932   4.327   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.523   2.905   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.074   2.762   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.965   4.018   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.715   1.354   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       9.249   1.213   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.830   0.086   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.481  -1.309   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.016  -1.443   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.899  -0.181   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.667  -2.839   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.201  -2.972   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.852  -4.368   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.969  -5.630   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.435  -5.496   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.784  -4.100   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.279   0.223   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.006  -1.135   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.502  -1.201   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.257  -2.543   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.473  -3.868   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.228  -5.211   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.933  -3.852   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.148  -5.177   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.608  -5.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.176  -6.485   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.716  -6.468   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.472  -5.126   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.687  -3.801   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.147  -3.818   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.907  -1.128   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.148   0.303   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.379   0.935   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.509   1.678   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.188   2.714   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.787   1.878   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.851   3.100   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.257   1.709   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   34                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    7   18   19   34                                             
CONECT   18   17                                                            
CONECT   19   17   20   31                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   19   32                                                       
CONECT   32   31   33   36                                                  
CONECT   33   32   34                                                       
CONECT   34   33    2   17   35                                             
CONECT   35   34   36                                                       
CONECT   36   35   32   37   38                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₃₆O₇

Average Mass

520.6220 Da

Monoisotopic Mass

520.24610 Da

IUPAC Name

(1S,2R,3R,4R,5R,6R,7S,9R)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2E)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-5-yl benzoate

Traditional Name

(1S,2R,3R,4R,5R,6R,7S,9R)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2E)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-5-yl benzoate

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@@H](O)[C@@H](O)[C@H](OC(=O)C2=CC=CC=C2)[C@@]2(C)[C@H](C[C@@H]3C[C@]12OC3(C)C)OC(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C31H36O7/c1-19-25(33)26(34)27(37-28(35)21-13-9-6-10-14-21)30(4)23(17-22-18-31(19,30)38-29(22,2)3)36-24(32)16-15-20-11-7-5-8-12-20/h5-16,19,22-23,25-27,33-34H,17-18H2,1-4H3/b16-15+/t19-,22-,23+,25-,26-,27+,30-,31+/m1/s1

InChI Key

KIKMHSYUECQPAT-LIGCDIBHSA-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
Zinowiewia costaricensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Agarofurans

Alternative Parents

Substituents

Agarofuran
Cinnamic acid or derivatives
Cinnamic acid ester
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Styrene
Fatty acid ester
Oxepane
Cyclitol or derivatives
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Cyclic alcohol
Tetrahydrofuran
Carboxylic acid ester
1,2-diol
Secondary alcohol
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Ether
Alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.27	ALOGPS
logP	4.92	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	13.07	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	141.57 m³·mol⁻¹	ChemAxon
Polarizability	55.79 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	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

9366695

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11191616

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate (NP0162452)

MOL for NP0162452 ((1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

3D MOL for NP0162452 ((1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

3D SDF for NP0162452 ((1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

3D-SDF for NP0162452 ((1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

PDB for NP0162452 ((1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

3D PDB for NP0162452 ((1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

SMILES for NP0162452 ((1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

INCHI for NP0162452 ((1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

Structure for NP0162452 ((1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

3D Structure for NP0162452 ((1s,2r,3r,4r,5r,6r,7s,9r)-3,4-dihydroxy-2,6,10,10-tetramethyl-7-{[(2e)-3-phenylprop-2-enoyl]oxy}-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)