NP-MRD: Showing NP-Card for 12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione (NP0189436)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 05:55:03 UTC

Updated at

2022-09-04 05:55:03 UTC

NP-MRD ID

NP0189436

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione

Description

12-(3,4-Dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]Tetradec-12-ene-11,14-dione belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. 12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione is found in Garcinia xanthochymus. 12-(3,4-Dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]Tetradec-12-ene-11,14-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171515442D          

 44 47  0  0  0  0            999 V2000
    1.4628    6.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8431    5.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3992    4.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7795    3.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356    3.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7248    2.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413    2.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1847    2.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1679    1.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065    0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9575    0.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5941    1.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153    0.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1539    0.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432   -0.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160    0.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855    1.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    0.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1405    1.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070    0.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509   -0.4060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295    0.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959   -0.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7185   -0.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0746    0.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.5931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6081    1.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9642    1.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    1.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4829    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028    1.8926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0329    2.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514    2.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3927    2.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0770    3.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0201    3.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8182    2.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6691    2.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2142    1.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    3.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2012    3.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812    4.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584    0.2282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6673    5.2993    0.0000 C   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
  3  4  1  0  0  0  0
  4  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  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  2  0  0  0  0
 22 29  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 32 38  1  0  0  0  0
 17 38  1  0  0  0  0
 38 39  2  0  0  0  0
 32 40  1  0  0  0  0
  5 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 18 43  1  0  0  0  0
  2 44  1  0  0  0  0
M  END

     RDKit          3D

 94 97  0  0  0  0  0  0  0  0999 V2000
   -4.5656    3.5090    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2706    3.6493    0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8189    4.9014    0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4240    2.4606    0.0377 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9622    1.9290    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0998    0.7347    1.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9986   -0.0335    0.1236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1379   -1.5021    0.1649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7614   -2.0766    1.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1689   -1.6437    1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1286   -2.5437    1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8219   -4.0007    1.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5286   -2.1138    1.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0433   -2.3785   -0.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8704   -2.7433    0.8483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5740   -3.6788   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7845   -1.7621   -1.4258 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0009   -2.7258   -2.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8253   -2.0622   -3.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059   -2.6400   -4.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4304   -3.9718   -3.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6923   -1.8988   -5.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1294   -1.4073   -0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456   -2.0841   -1.1205 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2036   -0.1362   -0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1682   -0.1090    0.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9094   -1.2084    1.0041 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5205    0.8302    1.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8077    1.9404    2.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2409    2.8747    3.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4239    2.6850    3.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8702    3.5985    4.8686 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1647    1.5886    3.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3658    1.4185    4.2933 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7371    0.6908    2.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3447    0.8216   -0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9327    2.1075   -0.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0371    0.5589   -0.8565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6731    1.6676   -1.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4166    2.7460   -0.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4632    3.8774   -0.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2649    3.3636   -2.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816   -0.5713   -1.8781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3727   -0.5015   -2.9935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2378    4.3369    0.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0060    2.6045   -0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8518    4.9575    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9367    5.7485    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5579    5.1584    1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1630    1.7738   -0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8983    1.7061    1.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    2.8106    1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0923    1.0975    1.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4097    0.0436    2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0088    0.2736   -0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9889   -1.8063   -0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360   -1.9103    2.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -3.1999    1.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598   -0.6117    1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0566   -4.2502    2.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7328   -4.5785    2.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5797   -4.3639    0.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1388   -2.9802    2.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9697   -1.6702    1.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5737   -1.3473    2.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9790   -1.8982    1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737   -3.0871    0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -3.6219    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3185   -3.4270   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230   -4.2506   -0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1928   -4.3883   -1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0685   -3.0206   -3.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6224   -3.5973   -2.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5674   -1.0778   -4.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0480   -4.3879   -4.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256   -3.9437   -2.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6485   -4.7362   -3.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5093   -0.8251   -5.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3333   -2.3305   -6.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7628   -2.1491   -5.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8471    2.1755    1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6497    3.7396    3.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7492    3.4402    5.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9965    0.6242    4.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3286   -0.1700    2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1875    2.4922   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3345    1.1967   -2.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1596    2.1357   -2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246    3.9953   -1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9964    4.8786   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0180    3.8291    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9609    2.5974   -2.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6065    3.6565   -2.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600    4.1971   -1.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 13  1  0
 11 10  2  3
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  4 40  1  0
 40 41  1  0
 40 42  1  0
 40 39  1  0
 39 38  1  0
 38 36  1  1
 36 37  1  0
 36 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  2  0
 25 23  1  0
 23 24  2  0
 23 17  1  0
 17 18  1  6
 18 19  1  0
 19 20  2  3
 20 21  1  0
 20 22  1  0
 17 43  1  0
 43 44  2  0
 17 14  1  0
 14 15  1  0
 14 16  1  0
 14  8  1  0
 38  7  1  0
 43 38  1  0
 35 28  1  0
 12 60  1  0
 12 61  1  0
 12 62  1  0
 13 63  1  0
 13 64  1  0
 13 65  1  0
 10 59  1  0
  9 57  1  0
  9 58  1  0
  8 56  1  6
  7 55  1  6
  6 53  1  0
  6 54  1  0
  5 51  1  0
  5 52  1  0
  4 50  1  6
  3 47  1  0
  3 48  1  0
  3 49  1  0
  1 45  1  0
  1 46  1  0
 41 89  1  0
 41 90  1  0
 41 91  1  0
 42 92  1  0
 42 93  1  0
 42 94  1  0
 39 87  1  0
 39 88  1  0
 37 86  1  0
 29 81  1  0
 30 82  1  0
 32 83  1  0
 34 84  1  0
 35 85  1  0
 18 72  1  0
 18 73  1  0
 19 74  1  0
 21 75  1  0
 21 76  1  0
 21 77  1  0
 22 78  1  0
 22 79  1  0
 22 80  1  0
 15 66  1  0
 15 67  1  0
 15 68  1  0
 16 69  1  0
 16 70  1  0
 16 71  1  0
M  END


  Mrv1533004171515442D          

 44 47  0  0  0  0            999 V2000
    1.4628    6.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8431    5.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3992    4.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7795    3.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356    3.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7248    2.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413    2.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1847    2.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1679    1.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065    0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9575    0.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5941    1.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153    0.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1539    0.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432   -0.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160    0.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855    1.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    0.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1405    1.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070    0.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509   -0.4060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295    0.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959   -0.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7185   -0.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0746    0.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.5931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6081    1.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9642    1.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    1.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4829    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028    1.8926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0329    2.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514    2.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3927    2.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0770    3.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0201    3.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8182    2.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6691    2.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2142    1.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    3.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2012    3.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812    4.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584    0.2282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6673    5.2993    0.0000 C   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
  3  4  1  0  0  0  0
  4  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  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  2  0  0  0  0
 22 29  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 32 38  1  0  0  0  0
 17 38  1  0  0  0  0
 38 39  2  0  0  0  0
 32 40  1  0  0  0  0
  5 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 18 43  1  0  0  0  0
  2 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0189436

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1C2CCC(C(C)=C)C(C)(C)CC22C(O)=C(C(=O)C3=CC=C(O)C(O)=C3)C(=O)C(CC=C(C)C)(C2=O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H50O6/c1-21(2)11-13-26-27-15-14-25(23(5)6)35(7,8)20-37(27)32(42)30(31(41)24-12-16-28(39)29(40)19-24)33(43)38(34(37)44,36(26,9)10)18-17-22(3)4/h11-12,16-17,19,25-27,39-40,42H,5,13-15,18,20H2,1-4,6-10H3

> <INCHI_KEY>
IIOQLCJBRQEPIR-UHFFFAOYSA-N

> <FORMULA>
C38H50O6

> <MOLECULAR_WEIGHT>
602.812

> <EXACT_MASS>
602.36073933

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
68.13161470245124

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione

> <ALOGPS_LOGP>
6.19

> <JCHEM_LOGP>
8.780485895333335

> <ALOGPS_LOGS>
-5.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.019850221172732

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4366237386231155

> <JCHEM_PKA_STRONGEST_BASIC>
-6.329947984279959

> <JCHEM_POLAR_SURFACE_AREA>
111.89999999999999

> <JCHEM_REFRACTIVITY>
177.75350000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.58e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       2.731  11.327   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.440   9.960   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.612   8.662   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.322   7.296   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.493   5.998   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.220   4.552   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.744   4.862   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.945   3.884   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.913   2.329   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.292   1.643   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.387   0.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.576   2.494   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.695   1.369   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.887   0.394   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.006   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.203   1.751   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.400   3.122   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.346   1.831   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.262   1.902   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.133   0.631   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.468  -0.758   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.668   0.750   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.539  -0.520   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.074  -0.401   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.739   0.988   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -7.275   1.107   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.868   2.258   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.533   3.648   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.333   2.139   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.901   3.362   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.432   3.533   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.061   4.668   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.216   5.529   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.600   4.852   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.877   5.713   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.771   7.249   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -5.261   5.036   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.249   3.859   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.400   2.574   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.907   6.047   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.376   6.900   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.898   7.587   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.976   0.426   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       4.979   9.892   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   44                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   40                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17                                                       
CONECT   17   16    6   18   38                                             
CONECT   18   17   19   43                                                  
CONECT   19   18   20   30                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   22                                                       
CONECT   30   19   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   38   40                                             
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   32   17   39                                                  
CONECT   39   38                                                            
CONECT   40   32    5   41   42                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   18                                                            
CONECT   44    2                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₅₀O₆

Average Mass

602.8120 Da

Monoisotopic Mass

602.36074 Da

IUPAC Name

12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione

Traditional Name

12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1C2CCC(C(C)=C)C(C)(C)CC22C(O)=C(C(=O)C3=CC=C(O)C(O)=C3)C(=O)C(CC=C(C)C)(C2=O)C1(C)C

InChI Identifier

InChI=1S/C38H50O6/c1-21(2)11-13-26-27-15-14-25(23(5)6)35(7,8)20-37(27)32(42)30(31(41)24-12-16-28(39)29(40)19-24)33(43)38(34(37)44,36(26,9)10)18-17-22(3)4/h11-12,16-17,19,25-27,39-40,42H,5,13-15,18,20H2,1-4,6-10H3

InChI Key

IIOQLCJBRQEPIR-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
Garcinia xanthochymus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Benzoyl
Aryl ketone
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Enol
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	6.19	ALOGPS
logP	8.78	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	3.44	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	177.75 m³·mol⁻¹	ChemAxon
Polarizability	68.13 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

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 12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione (NP0189436)

MOL for NP0189436 (12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione)

3D MOL for NP0189436 (12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione)

3D SDF for NP0189436 (12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione)

3D-SDF for NP0189436 (12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione)

PDB for NP0189436 (12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione)

3D PDB for NP0189436 (12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione)

SMILES for NP0189436 (12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione)

INCHI for NP0189436 (12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione)

Structure for NP0189436 (12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione)

3D Structure for NP0189436 (12-(3,4-dihydroxybenzoyl)-13-hydroxy-3,3,9,9-tetramethyl-8,10-bis(3-methylbut-2-en-1-yl)-4-(prop-1-en-2-yl)tricyclo[8.3.1.0¹,⁷]tetradec-12-ene-11,14-dione)