NP-MRD: Showing NP-Card for methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate (NP0213739)

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Record Information

Version

2.0

Created at

2022-09-05 12:48:51 UTC

Updated at

2022-09-05 12:48:51 UTC

NP-MRD ID

NP0213739

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate

Description

2-Methoxy-4-(methoxycarbonyl)phenyl 17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosane-5-carboxylate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate is found in Ocimum basilicum. 2-Methoxy-4-(methoxycarbonyl)phenyl 17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosane-5-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251506352D          

 45 50  0  0  0  0            999 V2000
   -2.4016   -9.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9066   -9.0157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2307   -8.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0497   -8.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7357   -7.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0597   -6.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5647   -6.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7456   -6.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2506   -5.6171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8925   -6.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635   -5.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2592   -4.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1855   -4.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9442   -3.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868   -4.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117   -4.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7350   -3.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5599   -3.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9615   -4.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864   -4.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -3.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2097   -3.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0346   -3.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4362   -4.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2611   -4.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0129   -5.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838   -5.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -5.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1880   -5.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7647   -5.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9398   -5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5382   -5.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1149   -5.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7133   -5.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146   -5.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2900   -5.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -5.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9163   -2.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5233   -2.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4216   -7.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3975   -7.1345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216   -7.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9166   -7.6958    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 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
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 20 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 17 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 12 38  1  0  0  0  0
 15 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
  8 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 42 45  2  0  0  0  0
  5 45  1  0  0  0  0
M  END

     RDKit          3D

101106  0  0  0  0  0  0  0  0999 V2000
    0.6179    3.5077   -3.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1753    3.1806   -2.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3162    3.1262   -2.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0194    2.9607   -1.1902 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5027    2.9855   -1.7354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6484    1.6118   -2.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9468    0.7315   -1.2407 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0702    0.1104   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2102    0.3935    0.7327 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690   -0.7579   -1.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014   -1.3067   -0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359   -2.5231    0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8824   -3.0428    1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0903   -2.3578    1.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1672   -2.9528    1.9497 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0028   -4.0458    2.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3994   -2.3292    2.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4237   -2.9289    2.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2575   -1.1552    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2144   -0.6443   -0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3817    0.5682   -0.8750 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5631    1.3131   -0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1467   -0.2912   -1.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2666   -0.4770   -1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3872   -0.2267    0.0101 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4162   -1.3989    0.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1460    1.1190    0.4572 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7848    2.0472    1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218    1.7866    1.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6721    0.6519    0.2250 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1489    0.4558    0.2407 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6883    1.3822   -0.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8257    1.0314    1.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3160    1.1121    1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8150   -0.2854    1.1204 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0986   -0.2269    0.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9393   -1.3158    0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7897   -2.0256   -0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7733   -2.4253    1.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6471   -0.8973   -0.0606 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6509   -2.0152    0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3171   -1.6717   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8034   -0.5068    0.5225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7392   -0.8621    1.9911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1567    1.7256   -0.4104 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6437    3.6422   -3.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736    3.6725   -4.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7019    2.1834   -2.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7603    3.2673   -1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7052    4.0088   -2.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0609    3.9011   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1482    3.0189   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7353    3.8361   -2.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1431    1.4784   -3.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6953    1.3273   -2.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9159   -3.0794    0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8063   -3.9799    1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9692   -3.7079    3.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0990   -3.4625    2.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9206   -2.1579    3.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1725   -0.6120    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4355    0.7546   -1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8430    1.6736    0.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4223    2.1879   -1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6464   -1.2869   -1.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0562   -0.0585   -3.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5049   -1.5725   -1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9944    0.0249   -2.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940   -0.9717    1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1046   -1.8633   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2370   -2.1592    1.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    0.7488    1.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5421    2.2584    2.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5879    3.0852    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608    1.5783    2.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8087    2.6862    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3457    0.9923   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5695    0.9326   -1.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9078    1.4154   -1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7940    2.4080   -0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5495    2.0913    1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7671    0.3906    2.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5294    1.7012    0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7629    1.6839    1.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0845   -0.5218    2.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5250    0.5923    0.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3214   -2.9571   -0.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7946   -2.1727   -0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8988   -1.2745   -1.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3621   -3.3407    1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8422   -2.6730    1.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3204   -2.0479    2.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7114   -0.9973   -1.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6558   -2.2451    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0002   -2.9266   -0.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966   -1.2726   -1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6870   -2.5585   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5122   -0.3663    2.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -0.5320    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696   -1.9434    2.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0164    2.0688    0.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 15  1  0
 15 16  2  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  7  8  1  1
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4 45  1  0
 45 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 37 40  1  0
 40 41  1  0
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 42 43  1  0
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 43 25  1  0
 25 26  1  1
 25 24  1  0
 24 23  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 11 20  1  0
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 45  7  1  0
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 23  7  1  0
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 18 58  1  0
 18 59  1  0
 18 60  1  0
 13 57  1  0
 12 56  1  0
  6 54  1  0
  6 55  1  0
  5 52  1  0
  5 53  1  0
  4 51  1  1
 45101  1  1
 27 72  1  1
 28 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  6
 32 78  1  0
 32 79  1  0
 32 80  1  0
 33 81  1  0
 33 82  1  0
 34 83  1  0
 34 84  1  0
 35 85  1  1
 36 86  1  0
 38 87  1  0
 38 88  1  0
 38 89  1  0
 39 90  1  0
 39 91  1  0
 39 92  1  0
 40 93  1  6
 41 94  1  0
 41 95  1  0
 42 96  1  0
 42 97  1  0
 44 98  1  0
 44 99  1  0
 44100  1  0
 26 69  1  0
 26 70  1  0
 26 71  1  0
 24 67  1  0
 24 68  1  0
 23 65  1  0
 23 66  1  0
  3 48  1  0
  3 49  1  0
  3 50  1  0
  1 46  1  0
  1 47  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
 19 61  1  0
M  END


  Mrv1533004251506352D          

 45 50  0  0  0  0            999 V2000
   -2.4016   -9.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9066   -9.0157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2307   -8.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0497   -8.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7357   -7.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0597   -6.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5647   -6.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7456   -6.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2506   -5.6171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8925   -6.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635   -5.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2592   -4.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1855   -4.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9442   -3.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868   -4.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117   -4.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7350   -3.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5599   -3.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9615   -4.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864   -4.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -3.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2097   -3.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0346   -3.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4362   -4.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2611   -4.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0129   -5.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838   -5.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -5.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1880   -5.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7647   -5.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9398   -5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5382   -5.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1149   -5.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7133   -5.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146   -5.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2900   -5.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -5.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9163   -2.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5233   -2.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4216   -7.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3975   -7.1345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216   -7.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9166   -7.6958    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 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
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 20 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 17 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 12 38  1  0  0  0  0
 15 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
  8 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 42 45  2  0  0  0  0
  5 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0213739

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CC=C(OC(=O)C23CCC(C2C2CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C2(C)CC3)C(C)=C)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C39H56O6/c1-23(2)25-14-19-39(34(42)45-27-12-10-24(33(41)44-9)22-28(27)43-8)21-20-37(6)26(32(25)39)11-13-30-36(5)17-16-31(40)35(3,4)29(36)15-18-38(30,37)7/h10,12,22,25-26,29-32,40H,1,11,13-21H2,2-9H3

> <INCHI_KEY>
VAOWMWFEZLPVAY-UHFFFAOYSA-N

> <FORMULA>
C39H56O6

> <MOLECULAR_WEIGHT>
620.871

> <EXACT_MASS>
620.407689523

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
71.81535380906237

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methoxy-4-(methoxycarbonyl)phenyl 17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylate

> <ALOGPS_LOGP>
6.62

> <JCHEM_LOGP>
8.289397283000003

> <ALOGPS_LOGS>
-6.88

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.48943339017772

> <JCHEM_PKA_STRONGEST_BASIC>
-0.835085007066087

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
175.66070000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.16e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-4-(methoxycarbonyl)phenyl 17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -4.483 -18.061   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.559 -16.829   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.164 -15.413   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.693 -15.229   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.240 -14.181   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.845 -12.765   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.921 -11.533   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.392 -11.717   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.468 -10.485   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.061 -10.670   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.666 -12.086   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.985  -9.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.484  -9.094   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.346  -7.561   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.762  -6.956   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.775  -8.116   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.315  -8.139   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.105  -6.817   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.645  -6.841   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.395  -8.186   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.935  -8.209   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.185  -6.864   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.725  -6.888   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.265  -6.911   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.014  -8.256   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.554  -8.280   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      11.224  -9.578   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.663 -10.127   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.934 -11.090   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.684  -9.555   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.894 -10.876   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.354 -10.853   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.605  -9.508   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.814 -10.830   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.065  -9.484   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.881 -11.013   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.275 -10.806   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.735 -10.783   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.105  -5.454   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.577  -5.001   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.977  -4.407   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.787 -13.133   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       0.742 -13.318   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       1.347 -14.734   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -1.711 -14.365   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   45                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   42                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   16   38                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   39                                                  
CONECT   16   15   12   17                                                  
CONECT   17   16   18   35                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   33                                                  
CONECT   21   20   22   23   30                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   21   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   20   34   35                                             
CONECT   34   33                                                            
CONECT   35   33   17   36   37                                             
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   12                                                       
CONECT   39   15   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42    8   43   45                                                  
CONECT   43   42   44                                                       
CONECT   44   43                                                            
CONECT   45   42    5                                                       
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

View in JSmol

Synonyms

Value	Source
2-Methoxy-4-(methoxycarbonyl)phenyl 17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0,.0,.0,]henicosane-5-carboxylic acid	Generator
2-Methoxy-4-(methoxycarbonyl)phenyl 17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylic acid	Generator

Chemical Formula

C₃₉H₅₆O₆

Average Mass

620.8710 Da

Monoisotopic Mass

620.40769 Da

IUPAC Name

2-methoxy-4-(methoxycarbonyl)phenyl 17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylate

Traditional Name

2-methoxy-4-(methoxycarbonyl)phenyl 17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC=C(OC(=O)C23CCC(C2C2CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C2(C)CC3)C(C)=C)C(OC)=C1

InChI Identifier

InChI=1S/C39H56O6/c1-23(2)25-14-19-39(34(42)45-27-12-10-24(33(41)44-9)22-28(27)43-8)21-20-37(6)26(32(25)39)11-13-30-36(5)17-16-31(40)35(3,4)29(36)15-18-38(30,37)7/h10,12,22,25-26,29-32,40H,1,11,13-21H2,2-9H3

InChI Key

VAOWMWFEZLPVAY-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
Ocimum basilicum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Hydrolyzable tannin
18-oxosteroid
Oxosteroid
Steroid
Tannin
M-methoxybenzoic acid or derivatives
Benzoate ester
Phenol ester
Benzoic acid or derivatives
Benzoyl
Phenoxy compound
Phenol ether
Anisole
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Methyl ester
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Ether
Alcohol
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	6.62	ALOGPS
logP	8.29	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	175.66 m³·mol⁻¹	ChemAxon
Polarizability	71.82 Å³	ChemAxon
Number of Rings	6	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

73299294

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate (NP0213739)

MOL for NP0213739 (methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate)

3D MOL for NP0213739 (methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate)

3D SDF for NP0213739 (methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate)

3D-SDF for NP0213739 (methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate)

PDB for NP0213739 (methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate)

3D PDB for NP0213739 (methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate)

SMILES for NP0213739 (methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate)

INCHI for NP0213739 (methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate)

Structure for NP0213739 (methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate)

3D Structure for NP0213739 (methyl 4-[9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carbonyloxy]-3-methoxybenzoate)