NP-MRD: Showing NP-Card for (+)-Garcinielliptone K (NP0079054)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 00:07:46 UTC

Updated at

2022-04-29 00:07:46 UTC

NP-MRD ID

NP0079054

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Garcinielliptone K

Description

(1S,4R,8S,10S)-1-benzoyl-4-(2-hydroxypropan-2-yl)-9,9-dimethyl-8,10-bis(3-methylbut-2-en-1-yl)-3-oxatricyclo[6.3.1.0²,⁶]Dodec-2(6)-ene-5,12-dione belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. (+)-Garcinielliptone K is found in Garcinia subelliptica. Based on a literature review very few articles have been published on (1S,4R,8S,10S)-1-benzoyl-4-(2-hydroxypropan-2-yl)-9,9-dimethyl-8,10-bis(3-methylbut-2-en-1-yl)-3-oxatricyclo[6.3.1.0²,⁶]Dodec-2(6)-ene-5,12-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292202072D          

 38 41  0  0  1  0            999 V2000
    0.3155    0.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2405   -0.2077    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7684   -0.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5900   -0.9168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2239   -0.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2990    0.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7711    1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9495    1.1417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7044    1.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2641    2.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0688    2.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285    2.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139    1.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0124    0.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310    0.2972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1035    0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4288    1.3734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5257   -0.0935    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9821   -0.7141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3473   -0.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1689   -0.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723   -0.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4223    0.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350   -1.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398   -1.8861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2754   -2.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5205   -3.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9608   -3.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1560   -3.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0891   -2.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706   -2.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473   -0.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289   -1.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5167   -1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228   -0.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983   -2.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698    1.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5092    0.6350    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  2  0  0  0  0
  6 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  5 19  1  0  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
  4 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
  2 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
M  END

     RDKit          3D

 80 83  0  0  0  0  0  0  0  0999 V2000
   -4.6083   -1.7230   -1.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3867   -2.5127   -1.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0796   -3.7118   -2.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5486   -2.2828   -0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6658   -1.1812    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4444   -0.3105    0.6910 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2948   -1.1670    1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9736   -0.3616    1.2990 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6655   -0.8129    2.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8521   -1.2788    2.3039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2234   -0.8081    3.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0066   -0.3458    4.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3768   -0.3697    5.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4695   -0.8659    6.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6955   -1.3354    6.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0615   -1.3063    4.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6187    1.0749    1.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8052    1.8437    2.1972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0320    1.5335   -0.0277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3730    2.9642    0.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7014    3.7543   -0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7240    4.5639   -1.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6980    4.8309    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9481    5.3154   -2.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1761    1.5168   -0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8249    0.1937   -0.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8778   -0.5817    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495   -1.5857   -0.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938   -1.7782   -1.4606 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4310   -2.0791   -1.8357 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3457   -0.9399   -1.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4543   -2.3890   -3.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8130   -3.2532   -1.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234   -0.5042   -2.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6832   -0.0910   -3.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1236    0.6017   -0.4359 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4160    1.3837   -0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8223   -0.1842   -1.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0191   -1.3415   -0.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3798   -0.8786   -2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3221   -2.3994   -2.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9963   -3.7778   -2.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4646   -4.5806   -1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -3.5835   -3.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844   -2.9423   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307   -1.7080    1.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6135   -0.6400    0.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6899    0.3728    1.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5798   -1.7444    2.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0667   -1.9489    0.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883    0.0528    3.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429    0.0009    5.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1504   -0.8762    7.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3578   -1.7256    6.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -1.6914    4.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1513    3.0897    0.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5415    3.4609    0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    3.6783   -1.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1671    4.8144    0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5944    4.1844    0.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1022    5.8720   -0.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9491    5.6100   -2.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3984    4.6079   -3.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5320    6.2220   -2.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0141    1.8887   -1.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9097    2.2229   -0.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3194   -2.6183   -1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9554   -0.3014   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5892   -0.3516   -2.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3291   -1.3570   -1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3244   -3.0276   -3.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -2.8993   -3.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4781   -1.4201   -3.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1242   -3.5189   -0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7106    1.9938    0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1808    0.5977   -0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3038    1.9168   -1.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4182   -1.1972   -1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8038   -0.2861   -2.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1999    0.4127   -2.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  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
  8 27  1  0
 27 26  2  0
 26 25  1  0
 25 19  1  0
 19 20  1  1
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 19 17  1  0
 17 18  2  0
 19 36  1  0
 36 37  1  6
 36 38  1  0
 26 34  1  0
 34 35  2  0
 34 29  1  0
 29 28  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  1
 36  6  1  0
 17  8  1  0
 16 11  1  0
 28 27  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  3 43  1  0
  3 44  1  0
  4 45  1  0
  5 46  1  0
  5 47  1  0
  6 48  1  1
  7 49  1  0
  7 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 16 55  1  0
 25 65  1  0
 25 66  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 24 64  1  0
 37 75  1  0
 37 76  1  0
 37 77  1  0
 38 78  1  0
 38 79  1  0
 38 80  1  0
 29 67  1  6
 31 68  1  0
 31 69  1  0
 31 70  1  0
 32 71  1  0
 32 72  1  0
 32 73  1  0
 33 74  1  0
M  END


  Mrv1652304292202072D          

 38 41  0  0  1  0            999 V2000
    0.3155    0.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2405   -0.2077    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7684   -0.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5900   -0.9168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2239   -0.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2990    0.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7711    1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9495    1.1417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7044    1.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2641    2.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0688    2.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285    2.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139    1.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0124    0.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310    0.2972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1035    0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4288    1.3734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5257   -0.0935    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9821   -0.7141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3473   -0.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1689   -0.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723   -0.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4223    0.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350   -1.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398   -1.8861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2754   -2.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5205   -3.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9608   -3.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1560   -3.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0891   -2.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706   -2.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473   -0.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289   -1.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5167   -1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228   -0.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983   -2.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698    1.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5092    0.6350    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  2  0  0  0  0
  6 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  5 19  1  0  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
  4 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
  2 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0079054

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC[C@H]1C[C@@]2(C(=O)C3=CC=CC=C3)C3=C(C[C@](CC=C(C)C)(C2=O)C1(C)C)C(=O)[C@H](O3)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C33H42O5/c1-20(2)14-15-23-18-33(26(35)22-12-10-9-11-13-22)27-24(25(34)28(38-27)31(7,8)37)19-32(29(33)36,30(23,5)6)17-16-21(3)4/h9-14,16,23,28,37H,15,17-19H2,1-8H3/t23-,28-,32+,33+/m0/s1

> <INCHI_KEY>
MYOYCXPSRKJXLX-XSQJIXQYSA-N

> <FORMULA>
C33H42O5

> <MOLECULAR_WEIGHT>
518.694

> <EXACT_MASS>
518.303224452

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
58.44495318901429

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4R,8S,10S)-1-benzoyl-4-(2-hydroxypropan-2-yl)-9,9-dimethyl-8,10-bis(3-methylbut-2-en-1-yl)-3-oxatricyclo[6.3.1.0^{2,6}]dodec-2(6)-ene-5,12-dione

> <ALOGPS_LOGP>
5.58

> <JCHEM_LOGP>
6.682419586666668

> <ALOGPS_LOGS>
-5.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.84013412352429

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.541452041026441

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1861244320400806

> <JCHEM_POLAR_SURFACE_AREA>
80.67000000000002

> <JCHEM_REFRACTIVITY>
152.55290000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,8S,10S)-1-benzoyl-4-(2-hydroxypropan-2-yl)-9,9-dimethyl-8,10-bis(3-methylbut-2-en-1-yl)-3-oxatricyclo[6.3.1.0^{2,6}]dodec-2(6)-ene-5,12-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       0.589   1.146   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.449  -0.388   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.434  -1.571   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.968  -1.711   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.151  -0.726   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.291   0.808   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.306   1.991   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.772   2.131   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.315   3.602   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.360   4.733   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.862   4.394   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.907   5.526   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.319   2.924   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.890   0.061   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.431   0.555   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.793   1.148   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.400   2.564   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.581  -0.175   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.567  -1.333   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.115  -0.315   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.649  -0.455   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.975  -1.848   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.255   1.219   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.425  -3.182   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.928  -3.521   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.381  -4.313   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.838  -5.784   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.793  -6.915   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.291  -6.576   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.166  -5.106   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.878  -3.974   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.022  -0.845   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.361  -2.347   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.831  -2.805   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.963  -1.760   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.170  -4.307   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.317   2.391   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.951   1.185   0.000  0.00  0.00           C+0
CONECT    1    2    8   37   38                                             
CONECT    2    1    3   32                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14   24                                             
CONECT    5    4    6   19                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    1    9   14                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8    4   15                                                  
CONECT   15   14                                                            
CONECT   16    6   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18    5                                                       
CONECT   20   18   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24    4   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26                                                       
CONECT   32    2   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₂O₅

Average Mass

518.6940 Da

Monoisotopic Mass

518.30322 Da

IUPAC Name

(1S,4R,8S,10S)-1-benzoyl-4-(2-hydroxypropan-2-yl)-9,9-dimethyl-8,10-bis(3-methylbut-2-en-1-yl)-3-oxatricyclo[6.3.1.0^{2,6}]dodec-2(6)-ene-5,12-dione

Traditional Name

(1S,4R,8S,10S)-1-benzoyl-4-(2-hydroxypropan-2-yl)-9,9-dimethyl-8,10-bis(3-methylbut-2-en-1-yl)-3-oxatricyclo[6.3.1.0^{2,6}]dodec-2(6)-ene-5,12-dione

CAS Registry Number

Not Available

SMILES

CC(C)=CC[C@H]1C[C@@]2(C(=O)C3=CC=CC=C3)C3=C(C[C@](CC=C(C)C)(C2=O)C1(C)C)C(=O)[C@H](O3)C(C)(C)O

InChI Identifier

InChI=1S/C33H42O5/c1-20(2)14-15-23-18-33(26(35)22-12-10-9-11-13-22)27-24(25(34)28(38-27)31(7,8)37)19-32(29(33)36,30(23,5)6)17-16-21(3)4/h9-14,16,23,28,37H,15,17-19H2,1-8H3/t23-,28-,32+,33+/m0/s1

InChI Key

MYOYCXPSRKJXLX-XSQJIXQYSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Garcinia subelliptica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Monoterpenoid
Aromatic monoterpenoid
Aryl alkyl ketone
Benzoyl
Cyclohexenone
Benzenoid
3-furanone
Monocyclic benzene moiety
Vinylogous ester
Tertiary alcohol
Dihydrofuran
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
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	5.58	ALOGPS
logP	6.68	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	7.54	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	152.55 m³·mol⁻¹	ChemAxon
Polarizability	58.44 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

162821326

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Garcinielliptone K (NP0079054)

MOL for NP0079054 ((+)-Garcinielliptone K)

3D MOL for NP0079054 ((+)-Garcinielliptone K)

3D SDF for NP0079054 ((+)-Garcinielliptone K)

3D-SDF for NP0079054 ((+)-Garcinielliptone K)

PDB for NP0079054 ((+)-Garcinielliptone K)

3D PDB for NP0079054 ((+)-Garcinielliptone K)

SMILES for NP0079054 ((+)-Garcinielliptone K)

INCHI for NP0079054 ((+)-Garcinielliptone K)

Structure for NP0079054 ((+)-Garcinielliptone K)

3D Structure for NP0079054 ((+)-Garcinielliptone K)