NP-MRD: Showing NP-Card for 6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate (NP0147411)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 03:00:34 UTC

Updated at

2022-09-02 03:00:34 UTC

NP-MRD ID

NP0147411

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate

Description

6-[(Acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-4-yl furan-3-carboxylate belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene). 6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate is found in Euonymus europaeus. 6-[(Acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-4-yl furan-3-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171519342D          

 45 49  0  0  0  0            999 V2000
    7.1756   -1.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4355   -0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7498   -1.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8042   -2.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0096   -0.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2123   -0.0429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3239   -1.3013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5838   -0.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331   -0.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6599    0.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8351    0.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0412    1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900    0.9101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6531    0.4578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8934    0.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5700    0.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1047   -0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0588   -0.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4269   -1.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2845   -1.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6599   -2.3973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114   -3.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3874   -3.0475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -3.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -3.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -4.7671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -5.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2131   -4.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7420   -0.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1352   -1.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599   -1.6588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3531   -2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215   -3.0872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778   -2.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7368   -0.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1297   -1.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8569   -0.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3064    0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302    0.3680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320    1.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3067    1.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7234    2.4650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9883    2.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1172    1.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 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
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 25 29  1  0  0  0  0
 21 30  1  0  0  0  0
  8 30  1  0  0  0  0
 14 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  2  0  0  0  0
 33 35  1  0  0  0  0
 19 36  1  0  0  0  0
 14 36  1  0  0  0  0
 36 37  1  0  0  0  0
  9 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 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

 85 89  0  0  0  0  0  0  0  0999 V2000
    0.5649    5.5731    0.8016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3557    5.0482    1.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153    3.5945    2.2241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9829    3.1768    3.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098    2.8199    0.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746    3.4154   -0.0995 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3190    1.4638    0.8435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3363    0.8312   -0.4012 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8052    0.7523   -0.9040 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5781   -0.1687   -0.2540 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6669    0.0711    0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189    1.2599    0.7175 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4312   -0.9974    1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1918   -2.3573    1.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1567   -2.9999    1.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9333   -2.0642    2.4041 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5305   -0.8759    2.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167    0.5599   -2.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1268   -0.8329   -2.6107 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5934   -0.9669   -4.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3532   -1.5641   -2.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2142   -1.3863   -1.5620 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0457   -2.2104   -0.7627 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5714   -3.4586   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8139   -4.0923    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9738   -4.4724   -1.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9378   -3.2173   -0.8764 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4236   -2.5227    0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8149   -1.1551    0.6122 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9040   -0.4811    1.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108   -0.1890    2.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7704   -0.4981    3.2493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170    0.4776    3.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1074    0.8937    2.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8288    1.4585    3.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    1.3760    4.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479    0.7969    4.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4313   -0.4016   -0.6264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8210    0.0608   -1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475    0.7857   -2.2916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7857    1.3373   -2.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5776    2.1149   -4.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9483    1.1748   -2.5298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7681   -2.3684   -2.1006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8487   -1.9553   -2.7582 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0251    5.7329   -0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4756    4.9510    0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9445    6.5874    1.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2970    5.6977    2.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4055    5.0949    1.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0369    3.6905    2.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958    3.1689    2.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9516    3.9175    4.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6347    2.2263    3.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0269    1.6287   -1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094    1.7724   -0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4180   -2.8316    0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2699   -4.0646    2.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0068    0.0552    2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5760    0.7700   -2.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9087    1.3414   -2.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8068   -1.9526   -4.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1804   -0.2287   -4.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4503   -0.7264   -4.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504   -1.1325   -3.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0771   -3.3654    1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026   -4.7906    0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7237   -4.7608    0.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5015   -4.1384   -2.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0861   -5.0606   -2.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6254   -5.2860   -1.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4713   -4.1484   -1.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1784   -3.1468    1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5532   -2.4919    0.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0093   -1.2375    1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462    0.8100    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8256    1.8880    3.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1364    0.5878    5.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5953   -0.6837   -1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0904    0.8262   -0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0821    3.1058   -4.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5015    2.3644   -4.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9939    1.6008   -5.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1775   -3.0213   -2.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6294   -2.5559   -2.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  6
 19 22  1  0
 22 23  1  1
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 37  2  0
 37 36  1  0
 36 35  1  0
 35 34  2  0
 29 38  1  0
 38 39  1  6
 39 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  2  0
 27 44  1  0
 44 45  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 17  2  0
 17 16  1  0
 16 15  1  0
 15 14  2  0
 38  8  1  0
 14 13  1  0
 38 22  1  0
 44 22  1  0
 34 33  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  1
  4 52  1  0
  4 53  1  0
  4 54  1  0
  8 55  1  6
  9 56  1  6
 18 60  1  0
 18 61  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 21 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  6
 28 73  1  0
 28 74  1  0
 29 75  1  1
 37 78  1  0
 35 77  1  0
 34 76  1  0
 39 79  1  0
 39 80  1  0
 42 81  1  0
 42 82  1  0
 42 83  1  0
 44 84  1  6
 45 85  1  0
 17 59  1  0
 15 58  1  0
 14 57  1  0
M  END


  Mrv1533004171519342D          

 45 49  0  0  0  0            999 V2000
    7.1756   -1.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4355   -0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7498   -1.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8042   -2.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0096   -0.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2123   -0.0429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3239   -1.3013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5838   -0.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331   -0.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6599    0.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8351    0.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0412    1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900    0.9101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6531    0.4578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8934    0.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5700    0.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1047   -0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0588   -0.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4269   -1.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2845   -1.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6599   -2.3973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114   -3.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3874   -3.0475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -3.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -3.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -4.7671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -5.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2131   -4.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7420   -0.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1352   -1.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599   -1.6588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3531   -2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215   -3.0872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778   -2.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7368   -0.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1297   -1.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8569   -0.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3064    0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302    0.3680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320    1.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3067    1.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7234    2.4650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9883    2.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1172    1.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 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
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 25 29  1  0  0  0  0
 21 30  1  0  0  0  0
  8 30  1  0  0  0  0
 14 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  2  0  0  0  0
 33 35  1  0  0  0  0
 19 36  1  0  0  0  0
 14 36  1  0  0  0  0
 36 37  1  0  0  0  0
  9 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 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>
NP0147411

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C(=O)OC1C(CC(C)(O)C23OC(C)(C)C(CC(OC(=O)C4=COC=C4)C12COC(C)=O)C3O)OC(=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C32H40O13/c1-7-17(2)26(35)44-25-22(42-27(36)19-8-10-39-14-19)13-30(6,38)32-24(34)21(29(4,5)45-32)12-23(31(25,32)16-41-18(3)33)43-28(37)20-9-11-40-15-20/h8-11,14-15,17,21-25,34,38H,7,12-13,16H2,1-6H3

> <INCHI_KEY>
KEFSSCNIGGZESY-UHFFFAOYSA-N

> <FORMULA>
C32H40O13

> <MOLECULAR_WEIGHT>
632.659

> <EXACT_MASS>
632.246891348

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
63.1486248557807

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(acetyloxy)methyl]-4-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
2.718426066666666

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.02071592357515

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.31719458265475

> <JCHEM_PKA_STRONGEST_BASIC>
-2.765298424930068

> <JCHEM_POLAR_SURFACE_AREA>
181.16999999999996

> <JCHEM_REFRACTIVITY>
152.21559999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(acetyloxy)methyl]-4-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate

> <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      13.394  -2.077   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.013  -1.397   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.733  -2.253   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.834  -3.790   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.351  -1.573   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       9.730  -0.080   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       8.071  -2.429   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.690  -1.749   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.528  -0.443   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.832   0.943   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.292   1.038   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.677   2.529   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.901   1.699   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.358  -0.230   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.086   0.855   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.668   0.065   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.064   1.482   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.195  -0.387   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.976  -1.516   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.664  -2.977   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.264  -3.104   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.965  -4.475   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.128  -5.767   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.590  -5.689   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.829  -7.139   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.350  -7.378   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.593  -8.899   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.221  -9.599   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.131  -8.512   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.118  -1.701   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.852  -3.055   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       7.392  -3.096   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       8.126  -4.450   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       7.320  -5.763   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       9.665  -4.492   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.242  -0.958   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       3.976  -2.312   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       9.066  -0.523   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       9.905   0.768   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      11.443   0.687   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       9.206   2.140   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.906   3.512   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       8.817   4.601   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       7.445   3.902   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       7.685   2.381   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    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   30                                                  
CONECT    9    8   10   38                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15   30   36                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20   36                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   25                                                       
CONECT   30   21    8   14   31                                             
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   19   14   37                                                  
CONECT   37   36                                                            
CONECT   38    9   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   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   98    0
END

View in JSmol

Synonyms

Value	Source
6-[(Acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0,]dodecan-4-yl furan-3-carboxylic acid	Generator
6-[(Acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylic acid	Generator

Chemical Formula

C₃₂H₄₀O₁₃

Average Mass

632.6590 Da

Monoisotopic Mass

632.24689 Da

IUPAC Name

6-[(acetyloxy)methyl]-4-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate

Traditional Name

6-[(acetyloxy)methyl]-4-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-7-yl furan-3-carboxylate

CAS Registry Number

Not Available

SMILES

CCC(C)C(=O)OC1C(CC(C)(O)C23OC(C)(C)C(CC(OC(=O)C4=COC=C4)C12COC(C)=O)C3O)OC(=O)C1=COC=C1

InChI Identifier

InChI=1S/C32H40O13/c1-7-17(2)26(35)44-25-22(42-27(36)19-8-10-39-14-19)13-30(6,38)32-24(34)21(29(4,5)45-32)12-23(31(25,32)16-41-18(3)33)43-28(37)20-9-11-40-15-20/h8-11,14-15,17,21-25,34,38H,7,12-13,16H2,1-6H3

InChI Key

KEFSSCNIGGZESY-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
Euonymus europaea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Agarofurans

Alternative Parents

Substituents

Agarofuran
Tetracarboxylic acid or derivatives
Furoic acid ester
Furoic acid or derivatives
Furan-3-carboxylic acid ester
Furan-3-carboxylic acid or derivatives
Fatty acid ester
Oxepane
Cyclitol or derivatives
Fatty acyl
Cyclic alcohol
Furan
Heteroaromatic compound
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.75	ALOGPS
logP	2.72	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.32	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	181.17 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	152.22 m³·mol⁻¹	ChemAxon
Polarizability	63.15 Å³	ChemAxon
Number of Rings	5	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

73114220

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate (NP0147411)

MOL for NP0147411 (6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate)

3D MOL for NP0147411 (6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate)

3D SDF for NP0147411 (6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate)

3D-SDF for NP0147411 (6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate)

PDB for NP0147411 (6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate)

3D PDB for NP0147411 (6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate)

SMILES for NP0147411 (6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate)

INCHI for NP0147411 (6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate)

Structure for NP0147411 (6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate)

3D Structure for NP0147411 (6-[(acetyloxy)methyl]-7-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2-methylbutanoyl)oxy]-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-4-yl furan-3-carboxylate)