NP-MRD: Showing NP-Card for 12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate (NP0242340)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 02:38:23 UTC

Updated at

2022-09-07 02:38:23 UTC

NP-MRD ID

NP0242340

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate

Description

12-(Acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]Pentadec-6-en-10-yl butanoate belongs to the class of organic compounds known as briarane diterpenoids. These are marine diterpenoids with a structure based on the briarane (3,8-cyclocembrane) skeleton. 12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate is found in Briareum asbestinum. Based on a literature review very few articles have been published on 12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]Pentadec-6-en-10-yl butanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072204382D          

 36 38  0  0  0  0            999 V2000
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0724   -1.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8112   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2237   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2237   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387   -0.4987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3941   -1.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 30 35  1  0  0  0  0
  7 35  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END

     RDKit          3D

 76 78  0  0  0  0  0  0  0  0999 V2000
   -5.9135   -1.1609   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1974   -0.1313   -2.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6795   -0.3078   -2.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2784   -0.1676   -0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1051    0.0529    0.0525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0039   -0.2622   -0.4007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4998   -0.1404    0.8869 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1714   -1.5696    1.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2736   -2.1173    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6504   -3.2100    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5011   -4.4430    1.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7333   -3.0644   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8225   -1.7931   -1.1224 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9100   -1.2959   -1.7193 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5746   -0.6897   -0.5356 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5846   -1.0091    0.5493 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3208    0.2030    1.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5953   -2.0109    0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8121   -3.0985    0.7144 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3745   -1.7560   -1.0105 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3594   -2.6782   -1.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8753    0.6496   -0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6584    1.5969   -0.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    0.8542   -0.4894 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1812    2.1291   -1.3159 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1879    2.0671   -2.4527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3715    3.3953   -0.5937 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6421    3.9924   -0.7608 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0095    3.2715    0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309    2.1624    0.9174 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8812    2.2799    2.0064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1904    2.6645    1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1414    2.7895    3.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5594    2.9131    0.7294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3402    0.7974    0.8098 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5705    0.8162    2.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2159   -0.7741   -0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -2.1016   -1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8611   -1.4297   -2.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4864    0.8706   -1.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5702   -0.1643   -3.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238    0.4894   -2.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4411   -1.2891   -2.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479    0.1718    1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1724   -2.0289    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230   -1.3887    2.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936   -1.2888    0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7086   -2.0455   -0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7212   -5.3405    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2222   -4.3797    2.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5288   -4.5370    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4504   -3.8757   -0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8705   -1.5750   -1.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0479   -1.4623    1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6979    0.8472    0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3051   -0.1716    1.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7988    0.7675    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8156   -3.2332   -0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1301   -2.0780   -1.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9436   -3.3860   -2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0044    0.1054   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8252    2.0986   -1.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808    2.8604   -2.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6775    1.0767   -2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407    2.2749   -3.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3151    4.1566   -1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9920    4.2669    0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8925    3.0837    1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5123    4.1987    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6411    2.3024    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8998    2.0987    3.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1826    2.5624    2.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1413    3.8469    3.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5437    1.1845    1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6388   -0.0650    2.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2983    1.6218    2.7666 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
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 15 14  1  6
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 15 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 30 35  1  0
 35 36  1  1
 35  7  1  0
 15 13  1  0
 35 24  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  2 41  1  0
  3 42  1  0
  3 43  1  0
  7 44  1  1
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 11 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 13 53  1  6
 16 54  1  1
 17 55  1  0
 17 56  1  0
 17 57  1  0
 21 58  1  0
 21 59  1  0
 21 60  1  0
 24 61  1  6
 25 62  1  6
 26 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  6
 28 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  6
 33 71  1  0
 33 72  1  0
 33 73  1  0
 36 74  1  0
 36 75  1  0
 36 76  1  0
M  END


  Mrv1652309072204382D          

 36 38  0  0  0  0            999 V2000
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0724   -1.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8112   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2237   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2237   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387   -0.4987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3941   -1.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 30 35  1  0  0  0  0
  7 35  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0242340

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)OC1CCC(C)=CC2OC2(C(C)C(=O)OC)C(=O)C2C(C)C(O)CC(OC(C)=O)C12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O9/c1-8-9-22(30)35-19-11-10-14(2)12-21-27(36-21,16(4)25(32)33-7)24(31)23-15(3)18(29)13-20(26(19,23)6)34-17(5)28/h12,15-16,18-21,23,29H,8-11,13H2,1-7H3

> <INCHI_KEY>
JNVDEYRCWCZIIT-UHFFFAOYSA-N

> <FORMULA>
C27H40O9

> <MOLECULAR_WEIGHT>
508.608

> <EXACT_MASS>
508.267232868

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
52.78175379536759

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0^{3,5}]pentadec-6-en-10-yl butanoate

> <JCHEM_LOGP>
3.026041768666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.904793163257601

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.542438015078378

> <JCHEM_PKA_STRONGEST_BASIC>
-2.865863002080588

> <JCHEM_POLAR_SURFACE_AREA>
128.73

> <JCHEM_REFRACTIVITY>
128.98930000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0^{3,5}]pentadec-6-en-10-yl butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.004   1.540   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      17.338   0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      16.004  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.774  -1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.935  -2.865   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.314  -1.334   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      19.084  -0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      19.084  -2.667   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      20.624  -2.667   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      13.139  -0.931   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.536  -3.241   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      17.338  -5.390   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   35                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   15                                                       
CONECT   15   14   13   16   22                                             
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   15   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   35                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   30    7   24   36                                             
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

View in JSmol

Synonyms

Value	Source
12-(Acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0,]pentadec-6-en-10-yl butanoic acid	Generator

Chemical Formula

C₂₇H₄₀O₉

Average Mass

508.6080 Da

Monoisotopic Mass

508.26723 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCC(=O)OC1CCC(C)=CC2OC2(C(C)C(=O)OC)C(=O)C2C(C)C(O)CC(OC(C)=O)C12C

InChI Identifier

InChI=1S/C27H40O9/c1-8-9-22(30)35-19-11-10-14(2)12-21-27(36-21,16(4)25(32)33-7)24(31)23-15(3)18(29)13-20(26(19,23)6)34-17(5)28/h12,15-16,18-21,23,29H,8-11,13H2,1-7H3

InChI Key

JNVDEYRCWCZIIT-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Briareum asbestinum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as briarane diterpenoids. These are marine diterpenoids with a structure based on the briarane (3,8-cyclocembrane) skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Briarane diterpenoids

Alternative Parents

Substituents

Briarane diterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Cyclic alcohol
Methyl ester
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73818026

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate (NP0242340)

MOL for NP0242340 (12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate)

3D MOL for NP0242340 (12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate)

3D SDF for NP0242340 (12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate)

3D-SDF for NP0242340 (12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate)

PDB for NP0242340 (12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate)

3D PDB for NP0242340 (12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate)

SMILES for NP0242340 (12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate)

INCHI for NP0242340 (12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate)

Structure for NP0242340 (12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate)

3D Structure for NP0242340 (12-(acetyloxy)-14-hydroxy-3-(1-methoxy-1-oxopropan-2-yl)-7,11,15-trimethyl-2-oxo-4-oxatricyclo[9.4.0.0³,⁵]pentadec-6-en-10-yl butanoate)