NP-MRD: Showing NP-Card for [(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate (NP0141536)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-01 19:52:52 UTC

Updated at

2022-09-01 19:52:52 UTC

NP-MRD ID

NP0141536

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate

Description

CHEMBL3775733 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). Based on a literature review very few articles have been published on CHEMBL3775733.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309012221522D          

 35 37  0  0  1  0            999 V2000
    4.6708   -2.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947   -1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2644   -2.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7488   -0.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726   -0.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8267    0.1195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4112   -0.6432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8162   -1.3619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3962   -2.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -2.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5713   -2.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568   -0.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1157   -1.3012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500    0.1616    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8099    0.4997    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2262   -0.2126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150    0.9000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7071    1.4552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9577    1.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554    1.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377    0.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9585    1.5568    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2312    1.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1961    2.3468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7894    1.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1324    0.7246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9539    0.6490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302    1.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0849    2.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2517    1.2470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582    0.0461    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0068   -0.7016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8287   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3019   -0.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1774   -1.5212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 12  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  1  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 26 31  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
M  END

     RDKit          3D

 67 69  0  0  0  0  0  0  0  0999 V2000
    1.7799    2.9989    3.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6883    1.8447    2.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6915    1.4942    1.9167 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5750    1.1764    2.3374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0098    0.1843    1.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.0433    0.2727 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3853    1.1005   -0.0990 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0737    1.6348    0.9764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0232    2.9151    1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8245    3.3796    2.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2646    3.6982    0.8329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3917    0.6396   -1.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7360    1.4116   -1.9456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9738   -0.7445   -0.9400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3696   -1.2821    0.3651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9316   -2.4946    0.7235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -1.3478   -0.0433 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9491   -1.4526   -1.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1952   -1.5212   -1.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563   -0.7984   -3.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7450   -2.8764   -2.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1630   -2.4970    0.3733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3296   -3.0430    1.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6103   -3.5757   -0.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2900   -2.2785    0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -1.0847   -0.6366 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0239   -0.6629   -0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1447   -0.6168   -0.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4193   -0.1487   -0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0550   -0.9799   -2.1814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8327    0.0959   -0.6472 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5742    1.2638   -0.7314 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6221    2.1289   -1.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4883    3.3270   -1.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9498    1.8663   -2.8383 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1012    3.8034    3.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4322    2.7405    4.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796    3.4328    3.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0450    0.1397    2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5321   -0.7773    2.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7501    1.9244   -0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4345    2.9844    3.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9341    4.4637    2.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    2.9290    2.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0338   -0.7887   -0.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010   -0.5876    1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5409   -2.4430    1.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501    0.0287   -3.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8227   -1.5187   -4.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1940   -0.5076   -3.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9898   -3.4464   -2.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1840   -3.4095   -1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5977   -2.7258   -2.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6087   -3.1575    2.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1207   -2.4893    2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364   -4.0628    1.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0726   -4.2742   -0.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8555   -2.4587    1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6627   -3.1765   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9303   -1.3497   -1.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731    0.3477    0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9140    0.6203   -1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1606   -0.9897   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047    0.0680   -1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9256    4.1572   -1.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3387    3.0899   -1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9464    3.6348   -2.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  6  5  1  1
  6 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 31 26  1  0
 26 25  1  0
 25 22  1  0
 22 23  1  0
 22 24  1  6
 22 17  1  0
 17 18  1  6
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 14  1  0
 14 15  1  0
 15 16  1  0
 14 12  1  0
 12 13  2  0
 12  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 17  6  1  0
 15 17  1  0
  7  6  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  5 39  1  0
  5 40  1  0
 31 64  1  6
 34 65  1  0
 34 66  1  0
 34 67  1  0
 26 60  1  6
 25 58  1  0
 25 59  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 14 45  1  1
 15 46  1  1
 16 47  1  0
  7 41  1  6
 10 42  1  0
 10 43  1  0
 10 44  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
M  END


  Mrv1652309012221522D          

 35 37  0  0  1  0            999 V2000
    4.6708   -2.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947   -1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2644   -2.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7488   -0.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726   -0.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8267    0.1195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4112   -0.6432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8162   -1.3619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3962   -2.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -2.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5713   -2.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568   -0.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1157   -1.3012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500    0.1616    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8099    0.4997    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2262   -0.2126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150    0.9000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7071    1.4552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9577    1.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554    1.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377    0.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9585    1.5568    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2312    1.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1961    2.3468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7894    1.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1324    0.7246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9539    0.6490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302    1.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0849    2.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2517    1.2470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582    0.0461    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0068   -0.7016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8287   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3019   -0.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1774   -1.5212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 12  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  1  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 26 31  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0141536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@@]12[C@@H](OC(C)=O)[C@H](C[C@](C)(O)[C@]11OC(C)(C)[C@@H]([C@H]1O)C(=O)[C@H]2OC(C)=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O12/c1-10(24)31-9-22-18(33-12(3)26)14(32-11(2)25)8-21(7,30)23(22)17(29)15(20(5,6)35-23)16(28)19(22)34-13(4)27/h14-15,17-19,29-30H,8-9H2,1-7H3/t14-,15+,17+,18-,19+,21-,22-,23-/m0/s1

> <INCHI_KEY>
YKMBUOCGIIAMJY-CQDPYAFZSA-N

> <FORMULA>
C23H32O12

> <MOLECULAR_WEIGHT>
500.497

> <EXACT_MASS>
500.18937647

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
48.353890604292964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S,2S,4S,5R,6S,7S,9R,12R)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl acetate

> <ALOGPS_LOGP>
0.47

> <JCHEM_LOGP>
-1.5737981150000004

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.292915519829773

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.099768663603571

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3809935475336186

> <JCHEM_POLAR_SURFACE_AREA>
171.95999999999998

> <JCHEM_REFRACTIVITY>
112.40320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2S,4S,5R,6S,7S,9R,12R)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-22         0                                  
HETATM    1  C   UNK     0       8.719  -3.852   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.270  -3.330   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.094  -4.324   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.998  -1.815   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.549  -1.293   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.277   0.223   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.501  -1.201   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.257  -2.542   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.473  -3.868   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.229  -5.209   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.933  -3.852   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.906  -1.128   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.083  -2.429   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.147   0.302   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.378   0.933   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.156  -0.397   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.508   1.680   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.187   2.716   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.788   1.877   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.850   3.099   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.257   1.709   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.522   2.906   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.165   3.633   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.966   4.381   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.074   2.762   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.714   1.353   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.247   1.211   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      10.136   2.469   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.492   3.868   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      11.670   2.328   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.829   0.086   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       7.479  -1.310   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       9.014  -1.444   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.897  -0.182   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.664  -2.840   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17   31                                             
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    6   18   22                                             
CONECT   18   17   19                                                       
CONECT   19   18   14   20   21                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   26    6   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₂O₁₂

Average Mass

500.4970 Da

Monoisotopic Mass

500.18938 Da

IUPAC Name

[(1S,2S,4S,5R,6S,7S,9R,12R)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl acetate

Traditional Name

[(1S,2S,4S,5R,6S,7S,9R,12R)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@@]12[C@@H](OC(C)=O)[C@H](C[C@](C)(O)[C@]11OC(C)(C)[C@@H]([C@H]1O)C(=O)[C@H]2OC(C)=O)OC(C)=O

InChI Identifier

InChI=1S/C23H32O12/c1-10(24)31-9-22-18(33-12(3)26)14(32-11(2)25)8-21(7,30)23(22)17(29)15(20(5,6)35-23)16(28)19(22)34-13(4)27/h14-15,17-19,29-30H,8-9H2,1-7H3/t14-,15+,17+,18-,19+,21-,22-,23-/m0/s1

InChI Key

YKMBUOCGIIAMJY-CQDPYAFZSA-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

Not Available

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
Tetracarboxylic acid or derivatives
Alpha-acyloxy ketone
Oxepane
Cyclitol or derivatives
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organic oxide
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.47	ALOGPS
logP	-1.6	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	10.1	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	171.96 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	112.4 m³·mol⁻¹	ChemAxon
Polarizability	48.35 Å³	ChemAxon
Number of Rings	3	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

9246282

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11071130

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate (NP0141536)

MOL for NP0141536 ([(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate)

3D MOL for NP0141536 ([(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate)

3D SDF for NP0141536 ([(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate)

3D-SDF for NP0141536 ([(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate)

PDB for NP0141536 ([(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate)

3D PDB for NP0141536 ([(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate)

SMILES for NP0141536 ([(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate)

INCHI for NP0141536 ([(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate)

Structure for NP0141536 ([(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate)

3D Structure for NP0141536 ([(1s,2s,4s,5r,6s,7s,9r,12r)-4,5,7-tris(acetyloxy)-2,12-dihydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-6-yl]methyl acetate)