NP-MRD: Showing NP-Card for [1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate (NP0205467)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 01:23:26 UTC

Updated at

2022-09-05 01:23:26 UTC

NP-MRD ID

NP0205467

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate

Description

[1-(Furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-3,5,6,7,8,8a-hexahydro-1H-isochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. [1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate is found in Xylocarpus granatum. [1-(Furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-3,5,6,7,8,8a-hexahydro-1H-isochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161506102D          

 38 41  0  0  0  0            999 V2000
   -3.1338    3.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3213    2.9253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391    2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5694    1.5180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2267    2.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    1.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1320    1.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    1.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1501    0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    0.1697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802   -0.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    0.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2594    0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1249    1.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -1.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -2.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663   -2.6447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8764   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    2.0945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    1.3099    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  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
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 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
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 21 32  1  0  0  0  0
 32 33  2  0  0  0  0
 27 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 34 38  1  0  0  0  0
M  END

     RDKit          3D

 74 77  0  0  0  0  0  0  0  0999 V2000
    5.3426    3.8824   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7461    2.6926    0.1002 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3415    1.4835   -0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4260    1.5466   -0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8617    0.1577    0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -0.5703   -0.9587 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9612    0.1312   -1.4817 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1688    1.4340   -2.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280    0.2288   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6254    1.3239    0.1515 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6254   -1.0423    0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3343   -1.2004    0.9374 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1773   -0.2859    2.0304 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0709   -0.6700    3.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0942    0.2965    4.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1108   -1.8947    3.6319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8813   -1.1043    0.0537 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7599   -1.9700   -1.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1282    0.2591   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5019    0.3959   -1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6273    0.0602   -0.1704 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5541   -0.8626   -0.9984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2106   -0.7470    0.9810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9361   -0.7191    2.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1442    0.1267    2.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8628    1.3098    1.5296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3845    1.2786    0.2618 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4342    1.6515   -0.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7439    1.1947   -0.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3323    1.7843   -1.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4432    2.5608   -2.4822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3087    2.5010   -1.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0231   -1.5706    0.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685   -2.6662    1.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4927   -2.0724    0.1308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7889   -1.9754   -0.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8628   -2.5683    0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177   -2.8951   -1.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3757    3.7429   -0.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7533    4.2185   -1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2543    4.7058    0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7703   -0.4517    0.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2191    0.2442    1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9076   -0.6528   -1.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164   -0.5712   -2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6218    2.2117   -1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1844    1.7117   -2.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5926    1.4570   -3.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360   -2.2607    1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1678    0.3895    4.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3837    1.2715    4.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4281   -0.1381    5.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2068   -2.1219   -1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403    1.0173    0.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4304    0.4249   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6128    1.4735   -1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5160   -0.1731   -2.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9478   -1.6372   -1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2634   -1.3921   -0.3456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0436   -0.2717   -1.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6298   -1.3139    2.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0557   -0.3866    1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3185    0.3598    3.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6358    2.1270    0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2002    0.5101   -0.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3506    1.6355   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    3.0242   -2.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1935   -2.9974    0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6829   -3.6555    0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8738   -2.1221    1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8553   -2.4856   -0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763   -2.6250   -2.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6106   -2.8334   -2.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5638   -3.9207   -1.3462 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 35  2  0
 35 36  1  0
 36 37  1  0
 36 38  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 12 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 27  1  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  2  0
 23 33  1  0
 33 34  2  0
 27 28  1  0
 28 32  2  0
 32 31  1  0
 31 30  1  0
 30 29  2  0
 36  6  1  0
 33 17  1  0
 29 28  1  0
 23 21  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  6
  7 45  1  6
  8 46  1  0
  8 47  1  0
  8 48  1  0
 35 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
 12 49  1  1
 15 50  1  0
 15 51  1  0
 15 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 22 58  1  0
 22 59  1  0
 22 60  1  0
 27 64  1  1
 25 62  1  0
 25 63  1  0
 24 61  1  0
 32 67  1  0
 30 66  1  0
 29 65  1  0
M  END


  Mrv1533004161506102D          

 38 41  0  0  0  0            999 V2000
   -3.1338    3.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3213    2.9253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391    2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5694    1.5180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2267    2.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    1.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1320    1.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    1.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1501    0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    0.1697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802   -0.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    0.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2594    0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1249    1.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -1.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -2.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663   -2.6447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8764   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    2.0945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    1.3099    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  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
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 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
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 21 32  1  0  0  0  0
 32 33  2  0  0  0  0
 27 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 34 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0205467

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1C(C)C(=O)C(=CC1(C)C)C(OC(C)=O)C1(O)CCC2(C)C(OCC=C2C1=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C29H36O9/c1-16-21(13-22(31)35-6)27(3,4)14-19(23(16)32)26(38-17(2)30)29(34)10-9-28(5)20(24(29)33)8-12-37-25(28)18-7-11-36-15-18/h7-8,11,14-16,21,25-26,34H,9-10,12-13H2,1-6H3

> <INCHI_KEY>
LTVZDKXEJSZVFG-UHFFFAOYSA-N

> <FORMULA>
C29H36O9

> <MOLECULAR_WEIGHT>
528.598

> <EXACT_MASS>
528.235932739

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
55.466955716989546

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-3,5,6,7,8,8a-hexahydro-1H-isochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
3.260199273333332

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.36972359670877

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.996669459655843

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8683097944706675

> <JCHEM_POLAR_SURFACE_AREA>
129.34000000000003

> <JCHEM_REFRACTIVITY>
137.12239999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -5.850   5.728   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.333   5.460   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.806   4.013   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -4.796   2.834   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.290   3.746   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.763   2.299   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.246   2.031   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.743   3.211   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.280   0.584   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.797   0.317   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.710  -0.595   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.226  -0.328   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.753   1.119   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.218   0.643   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.966   2.067   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.183  -2.043   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.173  -3.222   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.646  -4.669   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.870  -4.937   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.636  -5.849   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.807  -3.757   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.089   2.445   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.565   3.910   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.105   3.910   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.581   2.445   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12    6   14   15                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   11   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   22   23   32                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   31                                             
CONECT   26   25                                                            
CONECT   27   25   28   34                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   25   32                                                  
CONECT   32   31   21   33                                                  
CONECT   33   32                                                            
CONECT   34   27   35   38                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   34                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Value	Source
[1-(Furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-3,5,6,7,8,8a-hexahydro-1H-isochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetic acid	Generator

Chemical Formula

C₂₉H₃₆O₉

Average Mass

528.5980 Da

Monoisotopic Mass

528.23593 Da

IUPAC Name

[1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-3,5,6,7,8,8a-hexahydro-1H-isochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate

Traditional Name

[1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1C(C)C(=O)C(=CC1(C)C)C(OC(C)=O)C1(O)CCC2(C)C(OCC=C2C1=O)C1=COC=C1

InChI Identifier

InChI=1S/C29H36O9/c1-16-21(13-22(31)35-6)27(3,4)14-19(23(16)32)26(38-17(2)30)29(34)10-9-28(5)20(24(29)33)8-12-37-25(28)18-7-11-36-15-18/h7-8,11,14-16,21,25-26,34H,9-10,12-13H2,1-6H3

InChI Key

LTVZDKXEJSZVFG-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
Xylocarpus granatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Acyloin
Dicarboxylic acid or derivatives
Pyran
Cyclic alcohol
Heteroaromatic compound
Furan
Methyl ester
Tertiary alcohol
Carboxylic acid ester
Ether
Oxacycle
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
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	3.22	ALOGPS
logP	3.26	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	12	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	129.34 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	137.12 m³·mol⁻¹	ChemAxon
Polarizability	55.47 Å³	ChemAxon
Number of Rings	4	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate (NP0205467)

MOL for NP0205467 ([1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate)

3D MOL for NP0205467 ([1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate)

3D SDF for NP0205467 ([1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate)

3D-SDF for NP0205467 ([1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate)

PDB for NP0205467 ([1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate)

3D PDB for NP0205467 ([1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate)

SMILES for NP0205467 ([1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate)

INCHI for NP0205467 ([1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate)

Structure for NP0205467 ([1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate)

3D Structure for NP0205467 ([1-(furan-3-yl)-6-hydroxy-8a-methyl-5-oxo-1,3,7,8-tetrahydroisochromen-6-yl][4-(2-methoxy-2-oxoethyl)-3,3,5-trimethyl-6-oxocyclohex-1-en-1-yl]methyl acetate)