NP-MRD: Showing NP-Card for methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate (NP0282149)

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Record Information

Version

2.0

Created at

2022-09-09 08:52:20 UTC

Updated at

2022-09-09 08:52:20 UTC

NP-MRD ID

NP0282149

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate

Description

Methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]Hexadecan-6-yl]-2-methylpropanoate belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate is found in Viburnum dilatatum. Methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]Hexadecan-6-yl]-2-methylpropanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151518292D          

 37 40  0  0  0  0            999 V2000
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1934    1.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7044   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2564   -0.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0015    0.1866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0634   -0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155   -0.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1675    0.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2285   -0.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0024    0.3956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    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
  5  7  1  0  0  0  0
  5  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
 13 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
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 11 20  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 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
 22 31  1  0  0  0  0
 14 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
 35 36  1  0  0  0  0
  8 36  1  0  0  0  0
 13 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END

     RDKit          3D

 85 88  0  0  0  0  0  0  0  0999 V2000
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   -6.3523    2.0925   -0.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0581    1.6342   -0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3116    1.5930   -1.7764 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3281    2.4585    1.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6744    0.4456    1.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3358    0.3758    0.2601 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6879   -0.8587   -0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4407   -1.3145   -1.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3040   -1.6913   -0.3911 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6951   -2.9988    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404   -0.5319    0.4988 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1129   -0.4417    1.3141 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1942   -1.3024    0.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0749   -0.9573   -0.7719 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2339   -1.5027   -1.5929 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5282   -0.8935   -1.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7568   -1.5282   -1.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5805    0.1841   -0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8708    0.7791   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9744    0.3407   -0.5447 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8800    2.0124    0.6560 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2864    2.5043    0.9138 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2575    3.7435    1.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1380    1.4867    1.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8602    2.8483   -0.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1008   -2.9629   -1.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5809   -3.2042   -1.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0744   -1.8591   -1.2512 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2904   -1.5261   -2.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1222   -0.7034    2.6712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0435    0.1689    3.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1909    0.2764    4.4772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8449    0.9703    2.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3945   -0.0992    1.2817 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9076   -1.1478    2.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5606    1.7805   -2.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9891    2.5533   -2.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2413    3.5374   -2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0004    3.2882    0.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7093    2.3749    2.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237    2.9173    1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5412    0.3144    2.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9200   -0.4886    0.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5548    1.1127    1.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7148    0.9872   -0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1417   -1.6645   -0.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4199   -0.6102   -1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1895   -0.4758   -2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -2.2382   -1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7954   -3.0905    0.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1013   -3.4224    0.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6147   -3.7425   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0326   -2.3804    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631   -1.0659    1.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8392    0.0736   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0466   -1.2915   -2.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4670   -1.8525   -0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816   -0.7994   -2.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5308   -2.3933   -2.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6885    0.6972   -0.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570    2.8171    0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4130    1.7310    1.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3644    3.5014    2.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0269    4.4754    1.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2661    4.2476    1.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281    0.6528    2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8116    1.0249    0.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8132    1.9363    2.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6077   -3.6455   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5644   -3.0780   -0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3275   -3.7703   -2.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4226   -2.1699   -3.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2831   -1.8664   -3.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0653   -0.4907   -2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2106    1.7038    1.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633    1.3921    2.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1481   -1.9211    2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
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 11 13  1  0
 13 14  1  0
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 28 29  1  0
 29 30  1  0
 30 31  1  6
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 36  8  1  0
 30 11  1  0
 36 13  1  0
 30 16  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  6 41  1  0
  6 42  1  0
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  7 44  1  0
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  8 47  1  6
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 26 72  1  0
 27 73  1  0
 35 81  1  0
 35 82  1  0
 37 83  1  0
 37 84  1  0
 37 85  1  0
M  END


  Mrv1533004151518292D          

 37 40  0  0  0  0            999 V2000
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1934    1.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7044   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2564   -0.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0015    0.1866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0634   -0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155   -0.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1675    0.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2285   -0.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0024    0.3956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    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
  5  7  1  0  0  0  0
  5  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
 13 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
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 11 20  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 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
 22 31  1  0  0  0  0
 14 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
 35 36  1  0  0  0  0
  8 36  1  0  0  0  0
 13 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282149

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(C)(C)C1CCC2(C)C3C(CC4C(CCC24C)C(C)=CC(=O)CC(C)(C)O)OC(=O)CC13C

> <INCHI_IDENTIFIER>
InChI=1S/C31H48O6/c1-18(14-19(32)16-27(2,3)35)20-10-12-30(7)21(20)15-22-25-29(6,17-24(33)37-22)23(11-13-31(25,30)8)28(4,5)26(34)36-9/h14,20-23,25,35H,10-13,15-17H2,1-9H3

> <INCHI_KEY>
ZLNJICWQVARQEL-UHFFFAOYSA-N

> <FORMULA>
C31H48O6

> <MOLECULAR_WEIGHT>
516.719

> <EXACT_MASS>
516.345089266

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
58.946583668012224

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate

> <ALOGPS_LOGP>
4.55

> <JCHEM_LOGP>
5.088818210333332

> <ALOGPS_LOGS>
-5.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.087464938640814

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.201597810635946

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7101031445697314

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
142.80020000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.12e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770   3.286   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.770   5.954   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.799  -0.476   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.705   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.799   2.016   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.961   2.947   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.275  -1.941   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.782  -2.261   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.812  -1.116   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.336   0.348   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      11.318  -1.436   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.349  -0.292   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.379   0.852   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.493  -1.322   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      11.204   0.738   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.245  -3.085   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.000   3.080   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    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9   36                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   20                                             
CONECT   12   11                                                            
CONECT   13   11   14   36                                                  
CONECT   14   13   15   32                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   11   16   21                                             
CONECT   21   20                                                            
CONECT   22   17   23   31                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
CONECT   31   22                                                            
CONECT   32   14   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35    8   13   37                                             
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0,.0,]hexadecan-6-yl]-2-methylpropanoic acid	Generator
Methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoic acid	Generator

Chemical Formula

C₃₁H₄₈O₆

Average Mass

516.7190 Da

Monoisotopic Mass

516.34509 Da

IUPAC Name

methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate

Traditional Name

methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(C)(C)C1CCC2(C)C3C(CC4C(CCC24C)C(C)=CC(=O)CC(C)(C)O)OC(=O)CC13C

InChI Identifier

InChI=1S/C31H48O6/c1-18(14-19(32)16-27(2,3)35)20-10-12-30(7)21(20)15-22-25-29(6,17-24(33)37-22)23(11-13-31(25,30)8)28(4,5)26(34)36-9/h14,20-23,25,35H,10-13,15-17H2,1-9H3

InChI Key

ZLNJICWQVARQEL-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
Viburnum dilatatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Delta valerolactone
B'-hydroxy-alpha,beta-unsaturated-ketone
Delta_valerolactone
Beta-hydroxy ketone
Dicarboxylic acid or derivatives
Oxane
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Methyl ester
Tertiary alcohol
Carboxylic acid ester
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
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	4.55	ALOGPS
logP	5.09	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	15.2	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	142.8 m³·mol⁻¹	ChemAxon
Polarizability	58.95 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85182988

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate (NP0282149)

MOL for NP0282149 (methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate)

3D MOL for NP0282149 (methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate)

3D SDF for NP0282149 (methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate)

3D-SDF for NP0282149 (methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate)

PDB for NP0282149 (methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate)

3D PDB for NP0282149 (methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate)

SMILES for NP0282149 (methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate)

INCHI for NP0282149 (methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate)

Structure for NP0282149 (methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate)

3D Structure for NP0282149 (methyl 2-[13-(6-hydroxy-6-methyl-4-oxohept-2-en-2-yl)-5,9,10-trimethyl-3-oxo-2-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadecan-6-yl]-2-methylpropanoate)