NP-MRD: Showing NP-Card for 14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate (NP0212049)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 10:35:12 UTC

Updated at

2022-09-05 10:35:12 UTC

NP-MRD ID

NP0212049

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate

Description

14-(Acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]Octadec-2-en-18-yl 2-methylpropanoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate is found in Entandrophragma utile. 14-(Acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]Octadec-2-en-18-yl 2-methylpropanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171514152D          

 45 50  0  0  0  0            999 V2000
   -1.9939    4.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980    4.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9883    3.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5745    2.6650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1925    3.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172    2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5416    1.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0574    2.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2577    1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286    0.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064    0.2072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6053    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1831   -0.1756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8263    1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6389    0.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4475   -0.3183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7358    0.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2163   -0.3223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758   -1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0548   -1.1545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3563   -1.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1773   -1.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0158   -2.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9067    1.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617    0.4327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8231    1.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0041    1.2593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8023    1.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9215    2.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    2.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7470    2.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874    2.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5828    2.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0124    2.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4329    1.3862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0285    0.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4490   -0.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2035    0.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7830    1.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4168    2.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    3.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6797    4.1238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3987    3.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2363    2.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  6 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 24 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
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 24 40  1  0  0  0  0
 33 40  1  0  0  0  0
 35 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 41 45  1  0  0  0  0
M  END

     RDKit          3D

 87 92  0  0  0  0  0  0  0  0999 V2000
   -5.0275   -3.8633    3.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5598   -3.2241    1.8542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077   -3.4742    1.2995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6355   -4.3183    1.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7955   -2.8405    0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2150   -1.4701    0.1708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2780   -0.3878    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1521   -0.2557    1.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1837   -0.7131   -1.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5816    0.8909   -0.2754 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1259    0.7802   -1.6101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836    1.5508   -2.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0755    1.3976   -4.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4609    2.4124   -2.4388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4016    1.2263    0.5675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7540    2.3957    1.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090    1.4151   -0.2484 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4051    2.6409    0.2244 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5757    3.7034   -0.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2494    3.4822   -1.8497 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1016    4.9775   -0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1939    6.0057   -1.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4270    4.8749    0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7252    0.3163    0.2697 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4371    0.4457    1.6288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9728    0.2311    1.5455 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4346    0.3406    2.8325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0354   -1.2137    1.0016 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7983   -2.0112    2.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2028   -1.0787    0.0979 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2753   -1.9938    0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3875   -2.1543   -0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7650   -0.7654   -0.9103 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2091   -0.6607   -2.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1504    0.2852   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8866    1.2540    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3111    1.3630    0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9843    2.3344    0.6708 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9034    0.4126   -0.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2430   -0.7305   -1.0277 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9357   -1.8859   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2907   -1.9818    0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062   -3.2172    1.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9137   -3.8122    0.0336 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3518   -3.0712   -0.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1324   -3.6996    3.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9141   -4.9734    2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5665   -3.5275    3.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0216   -3.5045   -0.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6238   -2.8978   -0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8474   -1.3417   -0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663   -0.6455    2.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3462    0.8493    1.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1974   -0.6512    1.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9896   -1.4099   -0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6308   -1.1390   -1.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7013    0.2047   -1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3585    1.6830   -0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1569    2.0018   -4.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595    0.3301   -4.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8974    1.6890   -4.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9906    3.1286    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3281    1.4221   -1.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3752    5.3852    0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2834    7.0049   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2558    5.9438   -1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0808    5.7347   -1.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895    5.8701    0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2705    4.3800    1.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126    4.2457   -0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8145    0.8831    3.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7184   -1.9396    2.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0621   -1.4415    2.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3847   -2.9997    2.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0724   -1.3068   -0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548   -3.0448    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8173   -1.5635    1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577   -2.7225    0.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -2.7910   -1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460   -1.6103   -2.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282    0.1564   -2.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9960   -0.2972   -3.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4638    2.0434    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5679   -0.8810   -2.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1269   -1.2400    1.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2934   -3.5746    2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2503   -3.3662   -1.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 40  1  0
 40 39  1  0
 39 37  1  0
 37 38  2  0
 37 36  1  0
 36 35  2  0
 24 35  1  1
 24 25  1  0
 25 26  1  0
 26 27  1  1
 26 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 15 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10  7  1  0
  7  8  1  0
  7  9  1  0
 40 41  1  0
 41 45  2  0
 45 44  1  0
 44 43  1  0
 43 42  2  0
  7  6  1  0
 42 41  1  0
 26 28  1  0
 24 30  1  0
 17 24  1  0
 35 33  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  5 49  1  0
  5 50  1  0
  6 51  1  6
 29 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  6
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 40 84  1  6
 36 83  1  0
 27 71  1  0
 16 62  1  0
 17 63  1  6
 21 64  1  0
 22 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 23 70  1  0
 10 58  1  6
 13 59  1  0
 13 60  1  0
 13 61  1  0
  8 52  1  0
  8 53  1  0
  8 54  1  0
  9 55  1  0
  9 56  1  0
  9 57  1  0
 45 87  1  0
 43 86  1  0
 42 85  1  0
M  END


  Mrv1533004171514152D          

 45 50  0  0  0  0            999 V2000
   -1.9939    4.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980    4.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9883    3.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5745    2.6650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1925    3.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172    2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5416    1.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0574    2.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2577    1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286    0.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064    0.2072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6053    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1831   -0.1756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8263    1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6389    0.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4475   -0.3183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7358    0.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2163   -0.3223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758   -1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0548   -1.1545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3563   -1.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1773   -1.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0158   -2.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9067    1.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617    0.4327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8231    1.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0041    1.2593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8023    1.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9215    2.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    2.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7470    2.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874    2.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5828    2.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0124    2.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4329    1.3862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0285    0.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4490   -0.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2035    0.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7830    1.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4168    2.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    3.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6797    4.1238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3987    3.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2363    2.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  6 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 24 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
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 24 40  1  0  0  0  0
 33 40  1  0  0  0  0
 35 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 41 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0212049

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1C2(C)C3CCC4(C)C(OC(=O)C=C4C33OC2(O)C(O)(C3OC(=O)C(C)C)C(OC(C)=O)C1(C)C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C33H42O12/c1-16(2)25(37)44-27-31-19(9-11-29(6)21(31)14-23(36)43-24(29)18-10-12-41-15-18)30(7)20(13-22(35)40-8)28(4,5)26(42-17(3)34)32(27,38)33(30,39)45-31/h10,12,14-16,19-20,24,26-27,38-39H,9,11,13H2,1-8H3

> <INCHI_KEY>
GTAOMIFOJZAKGH-UHFFFAOYSA-N

> <FORMULA>
C33H42O12

> <MOLECULAR_WEIGHT>
630.687

> <EXACT_MASS>
630.267626792

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
64.97604003272616

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
3.260351076

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.924294271371405

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.385175184567975

> <JCHEM_PKA_STRONGEST_BASIC>
-2.877134595189215

> <JCHEM_POLAR_SURFACE_AREA>
168.02999999999997

> <JCHEM_REFRACTIVITY>
152.8893

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate

> <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      -3.722   7.954   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.236   7.548   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.845   6.058   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.939   4.975   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.359   5.653   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.032   4.163   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.011   3.020   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.974   4.222   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.348   2.255   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.427   1.486   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.505   0.387   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.997   0.771   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.075  -0.328   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.409   2.255   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.193   0.904   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.835  -0.594   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.240   0.650   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.137  -0.602   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.501  -2.004   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.969  -2.155   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.398  -3.256   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.931  -3.105   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.763  -4.659   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.559   2.191   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.355   0.808   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.537   2.166   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.008   2.351   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.498   3.682   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.720   5.206   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.973   3.722   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.596   5.170   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.128   5.207   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.950   3.895   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.688   5.247   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.490   3.912   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       8.275   2.587   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       7.520   1.245   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       8.305  -0.080   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       5.980   1.228   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.195   2.553   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.245   5.255   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.603   6.654   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       8.735   7.698   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      10.078   6.943   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.774   5.433   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   28                                                  
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16   17   26                                             
CONECT   16   15                                                            
CONECT   17   15   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   17   25   30   40                                             
CONECT   25   24   26                                                       
CONECT   26   25   15   27   28                                             
CONECT   27   26                                                            
CONECT   28   26    6   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   24   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35   40                                             
CONECT   34   33                                                            
CONECT   35   33   36   41                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   24   33                                                  
CONECT   41   35   42   45                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   41                                                       
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

View in JSmol

Synonyms

Value	Source
14-(Acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0,.0,.0,]octadec-2-en-18-yl 2-methylpropanoic acid	Generator
14-(Acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoic acid	Generator

Chemical Formula

C₃₃H₄₂O₁₂

Average Mass

630.6870 Da

Monoisotopic Mass

630.26763 Da

IUPAC Name

14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate

Traditional Name

14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1C2(C)C3CCC4(C)C(OC(=O)C=C4C33OC2(O)C(O)(C3OC(=O)C(C)C)C(OC(C)=O)C1(C)C)C1=COC=C1

InChI Identifier

InChI=1S/C33H42O12/c1-16(2)25(37)44-27-31-19(9-11-29(6)21(31)14-23(36)43-24(29)18-10-12-41-15-18)30(7)20(13-22(35)40-8)28(4,5)26(42-17(3)34)32(27,38)33(30,39)45-31/h10,12,14-16,19-20,24,26-27,38-39H,9,11,13H2,1-8H3

InChI Key

GTAOMIFOJZAKGH-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
Entandrophragma utile	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
Caprolactone
Oxepane
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.99	ALOGPS
logP	3.26	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	10.39	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	168.03 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	152.89 m³·mol⁻¹	ChemAxon
Polarizability	64.98 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85098126

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate (NP0212049)

MOL for NP0212049 (14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate)

3D MOL for NP0212049 (14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate)

3D SDF for NP0212049 (14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate)

3D-SDF for NP0212049 (14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate)

PDB for NP0212049 (14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate)

3D PDB for NP0212049 (14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate)

SMILES for NP0212049 (14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate)

INCHI for NP0212049 (14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate)

Structure for NP0212049 (14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate)

3D Structure for NP0212049 (14-(acetyloxy)-6-(furan-3-yl)-15,16-dihydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.0¹,¹⁰.0²,⁷.0¹¹,¹⁶]octadec-2-en-18-yl 2-methylpropanoate)