NP-MRD: Showing NP-Card for sinumaximol A (NP0041945)

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Record Information

Version

2.0

Created at

2021-06-20 23:44:08 UTC

Updated at

2021-06-30 00:16:45 UTC

NP-MRD ID

NP0041945

Secondary Accession Numbers

None

Natural Product Identification

Common Name

sinumaximol A

Provided By

JEOL Database JEOL Logo

Description

(3S,5E)-10beta,11beta-Dihydroxy-3beta-isopropenyl-8-oxo-10-methyl-15-oxabicyclo[10.2.1]Pentadecane-1(14),5,12-triene-6,14-dicarboxylic acid dimethyl ester belongs to the class of organic compounds known as furoic acid esters. These are ester derivatives of furoic acid. sinumaximol A is found in Sinularia maxima. sinumaximol A was first documented in 2012 (Thao, N. P., et al.). Based on a literature review very few articles have been published on (3S,5E)-10beta,11beta-Dihydroxy-3beta-isopropenyl-8-oxo-10-methyl-15-oxabicyclo[10.2.1]Pentadecane-1(14),5,12-triene-6,14-dicarboxylic acid dimethyl ester.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101443D          

 58 59  0  0  0  0            999 V2000
   -0.5415    0.6774   -3.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8941   -0.6037   -3.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -1.3446   -4.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159   -1.4201   -2.1884 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8543   -1.0137   -1.5805 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3815   -1.9795   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1148   -1.6563    0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5718   -2.7165    1.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868   -2.6184    2.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098   -3.7651    1.4983 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0610   -4.7884    2.4289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6064   -0.2753    0.8729 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6693    0.3820    1.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2899   -0.2018    2.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724    1.8149    1.5710 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1836    2.4032    2.4804 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7339    2.6960    3.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1525    3.7023    1.9284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1178    1.5532    2.5700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1256    2.3452    3.2295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6864    1.1771    1.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5754    1.7780    0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945    0.8685   -0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7063    1.0106   -1.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0016    0.1005   -2.5904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2169    2.2750   -1.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1186    2.4648   -3.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9580   -0.2081   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2980   -0.0244    0.7308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6650   -1.4928   -1.1509 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0308    1.2518   -2.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8342    1.2025   -4.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1161   -2.1756   -4.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9898   -0.6994   -5.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187   -1.7504   -4.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3753   -2.4505   -2.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5965   -0.9757   -2.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.0052   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412   -3.0268   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -5.5714    2.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770   -4.3920    3.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0287   -5.2282    2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6729    0.3450   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6150   -0.2807    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    2.4325    1.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9378    1.8616    0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    3.3172    3.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127    3.2671    4.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797    1.7833    4.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9867    3.9543    2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9670    0.6574    3.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    1.7399    3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    2.7399    0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    3.5058   -2.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9950    1.8185   -2.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146    2.2774   -3.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5796   -1.8580   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4207   -2.2529   -0.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  7  1  0  0  0  0
 28 23  2  0  0  0  0
  7  6  2  0  0  0  0
 21 19  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  1  0  0  0  0
 23 22  1  0  0  0  0
  4  2  1  0  0  0  0
 19 20  1  0  0  0  0
 16 18  1  6  0  0  0
 22 21  2  0  0  0  0
 16 17  1  0  0  0  0
 19 16  1  0  0  0  0
  2  1  2  3  0  0  0
 21 29  1  0  0  0  0
  2  3  1  0  0  0  0
 16 15  1  0  0  0  0
 23 24  1  0  0  0  0
 29 28  1  0  0  0  0
 24 26  1  0  0  0  0
 15 13  1  0  0  0  0
 24 25  2  0  0  0  0
 28 30  1  0  0  0  0
 26 27  1  0  0  0  0
 13 14  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 13 12  1  0  0  0  0
  8 10  1  0  0  0  0
 30  4  1  0  0  0  0
 10 11  1  0  0  0  0
 22 53  1  0  0  0  0
 30 57  1  0  0  0  0
 30 58  1  0  0  0  0
  4 36  1  6  0  0  0
 19 51  1  1  0  0  0
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  6 39  1  0  0  0  0
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 18 50  1  0  0  0  0
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 11 40  1  0  0  0  0
 11 41  1  0  0  0  0
 11 42  1  0  0  0  0
M  END

     RDKit          3D

 58 59  0  0  0  0  0  0  0  0999 V2000
   -0.5415    0.6774   -3.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8941   -0.6037   -3.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -1.3446   -4.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159   -1.4201   -2.1884 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8543   -1.0137   -1.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3815   -1.9795   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1148   -1.6563    0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5718   -2.7165    1.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868   -2.6184    2.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098   -3.7651    1.4983 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0610   -4.7884    2.4289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6064   -0.2753    0.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693    0.3820    1.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2899   -0.2018    2.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724    1.8149    1.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1836    2.4032    2.4804 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7339    2.6960    3.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6864    1.1771    1.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5754    1.7780    0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0016    0.1005   -2.5904 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0770   -4.3920    3.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0287   -5.2282    2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
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 28 23  2  0
  7  6  2  0
 21 19  1  0
  6  5  1  0
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 23 22  1  0
  4  2  1  0
 19 20  1  0
 16 18  1  6
 22 21  2  0
 16 17  1  0
 19 16  1  0
  2  1  2  3
 21 29  1  0
  2  3  1  0
 16 15  1  0
 23 24  1  0
 29 28  1  0
 24 26  1  0
 15 13  1  0
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 27 54  1  0
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 11 40  1  0
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 11 42  1  0
M  END


  Mrv1652306212101443D          

 58 59  0  0  0  0            999 V2000
   -0.5415    0.6774   -3.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8941   -0.6037   -3.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -1.3446   -4.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159   -1.4201   -2.1884 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8543   -1.0137   -1.5805 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3815   -1.9795   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1148   -1.6563    0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5718   -2.7165    1.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868   -2.6184    2.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098   -3.7651    1.4983 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6064   -0.2753    0.8729 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6693    0.3820    1.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2899   -0.2018    2.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724    1.8149    1.5710 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1836    2.4032    2.4804 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7339    2.6960    3.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7063    1.0106   -1.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0016    0.1005   -2.5904 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1186    2.4648   -3.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9580   -0.2081   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2980   -0.0244    0.7308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6650   -1.4928   -1.1509 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0308    1.2518   -2.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8342    1.2025   -4.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1161   -2.1756   -4.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9898   -0.6994   -5.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187   -1.7504   -4.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3753   -2.4505   -2.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5965   -0.9757   -2.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.0052   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412   -3.0268   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -5.5714    2.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770   -4.3920    3.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0287   -5.2282    2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6150   -0.2807    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    2.4325    1.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9378    1.8616    0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    3.3172    3.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127    3.2671    4.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797    1.7833    4.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9867    3.9543    2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9670    0.6574    3.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    1.7399    3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    2.7399    0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    3.5058   -2.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9950    1.8185   -2.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146    2.2774   -3.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5796   -1.8580   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4207   -2.2529   -0.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  7  1  0  0  0  0
 28 23  2  0  0  0  0
  7  6  2  0  0  0  0
 21 19  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  1  0  0  0  0
 23 22  1  0  0  0  0
  4  2  1  0  0  0  0
 19 20  1  0  0  0  0
 16 18  1  6  0  0  0
 22 21  2  0  0  0  0
 16 17  1  0  0  0  0
 19 16  1  0  0  0  0
  2  1  2  3  0  0  0
 21 29  1  0  0  0  0
  2  3  1  0  0  0  0
 16 15  1  0  0  0  0
 23 24  1  0  0  0  0
 29 28  1  0  0  0  0
 24 26  1  0  0  0  0
 15 13  1  0  0  0  0
 24 25  2  0  0  0  0
 28 30  1  0  0  0  0
 26 27  1  0  0  0  0
 13 14  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 13 12  1  0  0  0  0
  8 10  1  0  0  0  0
 30  4  1  0  0  0  0
 10 11  1  0  0  0  0
 22 53  1  0  0  0  0
 30 57  1  0  0  0  0
 30 58  1  0  0  0  0
  4 36  1  6  0  0  0
 19 51  1  1  0  0  0
 20 52  1  0  0  0  0
 15 45  1  0  0  0  0
 15 46  1  0  0  0  0
 12 43  1  0  0  0  0
 12 44  1  0  0  0  0
  6 39  1  0  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
 18 50  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 17 49  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
 27 54  1  0  0  0  0
 27 55  1  0  0  0  0
 27 56  1  0  0  0  0
 11 40  1  0  0  0  0
 11 41  1  0  0  0  0
 11 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041945

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C2=C([H])C(C(=O)OC([H])([H])[H])=C(O2)C([H])([H])[C@@]([H])(C(=C([H])[H])C([H])([H])[H])C([H])([H])\C([H])=C(C(=O)OC([H])([H])[H])/C([H])([H])C(=O)C([H])([H])[C@]1(O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O8/c1-12(2)13-6-7-14(20(25)28-4)8-15(23)11-22(3,27)19(24)18-10-16(21(26)29-5)17(9-13)30-18/h7,10,13,19,24,27H,1,6,8-9,11H2,2-5H3/b14-7+/t13-,19-,22+/m0/s1

> <INCHI_KEY>
HJICDHWDZRBKQD-TWYIPXHYSA-N

> <FORMULA>
C22H28O8

> <MOLECULAR_WEIGHT>
420.458

> <EXACT_MASS>
420.178417862

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.62389437374842

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,14-dimethyl (3S,5E,10R,11R)-10,11-dihydroxy-10-methyl-8-oxo-3-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadeca-1(14),5,12-triene-6,14-dicarboxylate

> <ALOGPS_LOGP>
1.37

> <JCHEM_LOGP>
1.9956016626666664

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.314060440418412

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.200825088286043

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0745425247588742

> <JCHEM_POLAR_SURFACE_AREA>
123.27000000000001

> <JCHEM_REFRACTIVITY>
108.9571

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,14-dimethyl (3S,5E,10R,11R)-10,11-dihydroxy-10-methyl-8-oxo-3-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadeca-1(14),5,12-triene-6,14-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 58 59  0  0  0  0  0  0  0  0999 V2000
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    1.2899   -0.2018    2.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1836    2.4032    2.4804 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.1256    2.3452    3.2295 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7945    0.8685   -0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7063    1.0106   -1.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0016    0.1005   -2.5904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2169    2.2750   -1.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9580   -0.2081   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2980   -0.0244    0.7308 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3753   -2.4505   -2.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5965   -0.9757   -2.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.0052   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412   -3.0268   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -5.5714    2.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770   -4.3920    3.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0287   -5.2282    2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6729    0.3450   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6150   -0.2807    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    2.4325    1.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9378    1.8616    0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    3.3172    3.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127    3.2671    4.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797    1.7833    4.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9867    3.9543    2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9670    0.6574    3.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    1.7399    3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    2.7399    0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    3.5058   -2.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9950    1.8185   -2.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146    2.2774   -3.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5796   -1.8580   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4207   -2.2529   -0.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  7  1  0
 28 23  2  0
  7  6  2  0
 21 19  1  0
  6  5  1  0
  5  4  1  0
 23 22  1  0
  4  2  1  0
 19 20  1  0
 16 18  1  6
 22 21  2  0
 16 17  1  0
 19 16  1  0
  2  1  2  3
 21 29  1  0
  2  3  1  0
 16 15  1  0
 23 24  1  0
 29 28  1  0
 24 26  1  0
 15 13  1  0
 24 25  2  0
 28 30  1  0
 26 27  1  0
 13 14  2  0
  7  8  1  0
  8  9  2  0
 13 12  1  0
  8 10  1  0
 30  4  1  0
 10 11  1  0
 22 53  1  0
 30 57  1  0
 30 58  1  0
  4 36  1  6
 19 51  1  1
 20 52  1  0
 15 45  1  0
 15 46  1  0
 12 43  1  0
 12 44  1  0
  6 39  1  0
  5 37  1  0
  5 38  1  0
 18 50  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 11 40  1  0
 11 41  1  0
 11 42  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.542   0.677  -3.638  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.894  -0.604  -3.430  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.701  -1.345  -4.468  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.516  -1.420  -2.188  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.854  -1.014  -1.581  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.381  -1.980  -0.548  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.115  -1.656   0.539  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.572  -2.716   1.486  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.587  -2.618   2.160  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.710  -3.765   1.498  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.061  -4.788   2.429  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.606  -0.275   0.873  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.669   0.382   1.875  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.290  -0.202   2.890  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.272   1.815   1.571  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.184   2.403   2.480  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.734   2.696   3.886  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.153   3.702   1.928  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.118   1.553   2.570  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.126   2.345   3.229  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.686   1.177   1.240  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.575   1.778   0.376  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.795   0.869  -0.703  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.706   1.011  -1.826  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.002   0.101  -2.590  0.00  0.00           O+0
HETATM   26  O   UNK     0      -4.217   2.275  -1.911  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.119   2.465  -3.001  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.958  -0.208  -0.450  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.298  -0.024   0.731  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.665  -1.493  -1.151  0.00  0.00           C+0
HETATM   31  H   UNK     0       0.031   1.252  -2.918  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.834   1.202  -4.543  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.116  -2.176  -4.876  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.990  -0.699  -5.304  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.619  -1.750  -4.033  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.375  -2.450  -2.551  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.597  -0.976  -2.389  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.786  -0.005  -1.161  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.141  -3.027  -0.730  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.300  -5.571   2.375  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.077  -4.392   3.449  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.029  -5.228   2.168  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.673   0.345  -0.027  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.615  -0.281   1.300  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.178   2.433   1.623  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.938   1.862   0.527  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.635   3.317   3.829  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.013   3.267   4.482  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.980   1.783   4.436  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.987   3.954   2.376  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.967   0.657   3.180  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.872   1.740   3.389  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.048   2.740   0.526  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.453   3.506  -2.986  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.995   1.819  -2.890  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.615   2.277  -3.954  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.580  -1.858  -1.633  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.421  -2.253  -0.397  0.00  0.00           H+0
CONECT    1    2   31   32                                                  
CONECT    2    4    1    3                                                  
CONECT    3    2   33   34   35                                             
CONECT    4    5    2   30   36                                             
CONECT    5    6    4   37   38                                             
CONECT    6    7    5   39                                                  
CONECT    7   12    6    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   40   41   42                                             
CONECT   12    7   13   43   44                                             
CONECT   13   15   14   12                                                  
CONECT   14   13                                                            
CONECT   15   16   13   45   46                                             
CONECT   16   18   17   19   15                                             
CONECT   17   16   47   48   49                                             
CONECT   18   16   50                                                       
CONECT   19   21   20   16   51                                             
CONECT   20   19   52                                                       
CONECT   21   19   22   29                                                  
CONECT   22   23   21   53                                                  
CONECT   23   28   22   24                                                  
CONECT   24   23   26   25                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   54   55   56                                             
CONECT   28   23   29   30                                                  
CONECT   29   21   28                                                       
CONECT   30   28    4   57   58                                             
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    3                                                            
CONECT   34    3                                                            
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    5                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40   11                                                            
CONECT   41   11                                                            
CONECT   42   11                                                            
CONECT   43   12                                                            
CONECT   44   12                                                            
CONECT   45   15                                                            
CONECT   46   15                                                            
CONECT   47   17                                                            
CONECT   48   17                                                            
CONECT   49   17                                                            
CONECT   50   18                                                            
CONECT   51   19                                                            
CONECT   52   20                                                            
CONECT   53   22                                                            
CONECT   54   27                                                            
CONECT   55   27                                                            
CONECT   56   27                                                            
CONECT   57   30                                                            
CONECT   58   30                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  118    0
END

RDKit          3D

58 59  0  0  0  0  0  0  0  0999 V2000
   -0.5415    0.6774   -3.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8941   -0.6037   -3.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -1.3446   -4.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159   -1.4201   -2.1884 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8543   -1.0137   -1.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3815   -1.9795   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1148   -1.6563    0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5718   -2.7165    1.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868   -2.6184    2.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098   -3.7651    1.4983 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0610   -4.7884    2.4289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6064   -0.2753    0.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693    0.3820    1.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2899   -0.2018    2.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724    1.8149    1.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1836    2.4032    2.4804 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7339    2.6960    3.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1525    3.7023    1.9284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1178    1.5532    2.5700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1256    2.3452    3.2295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6864    1.1771    1.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5754    1.7780    0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945    0.8685   -0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7063    1.0106   -1.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0016    0.1005   -2.5904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2169    2.2750   -1.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1186    2.4648   -3.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9580   -0.2081   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2980   -0.0244    0.7308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6650   -1.4928   -1.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0308    1.2518   -2.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8342    1.2025   -4.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1161   -2.1756   -4.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9898   -0.6994   -5.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187   -1.7504   -4.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3753   -2.4505   -2.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5965   -0.9757   -2.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.0052   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412   -3.0268   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -5.5714    2.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770   -4.3920    3.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0287   -5.2282    2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6729    0.3450   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6150   -0.2807    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    2.4325    1.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9378    1.8616    0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    3.3172    3.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127    3.2671    4.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797    1.7833    4.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9867    3.9543    2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9670    0.6574    3.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    1.7399    3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    2.7399    0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    3.5058   -2.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9950    1.8185   -2.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146    2.2774   -3.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5796   -1.8580   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4207   -2.2529   -0.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  7  1  0
 28 23  2  0
  7  6  2  0
 21 19  1  0
  6  5  1  0
  5  4  1  0
 23 22  1  0
  4  2  1  0
 19 20  1  0
 16 18  1  6
 22 21  2  0
 16 17  1  0
 19 16  1  0
  2  1  2  3
 21 29  1  0
  2  3  1  0
 16 15  1  0
 23 24  1  0
 29 28  1  0
 24 26  1  0
 15 13  1  0
 24 25  2  0
 28 30  1  0
 26 27  1  0
 13 14  2  0
  7  8  1  0
  8  9  2  0
 13 12  1  0
  8 10  1  0
 30  4  1  0
 10 11  1  0
 22 53  1  0
 30 57  1  0
 30 58  1  0
  4 36  1  6
 19 51  1  1
 20 52  1  0
 15 45  1  0
 15 46  1  0
 12 43  1  0
 12 44  1  0
  6 39  1  0
  5 37  1  0
  5 38  1  0
 18 50  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 11 40  1  0
 11 41  1  0
 11 42  1  0
M  END

View in JSmol

Synonyms

Value	Source
(3S,5E)-10b,11b-Dihydroxy-3b-isopropenyl-8-oxo-10-methyl-15-oxabicyclo[10.2.1]pentadecane-1(14),5,12-triene-6,14-dicarboxylate dimethyl ester	Generator
(3S,5E)-10b,11b-Dihydroxy-3b-isopropenyl-8-oxo-10-methyl-15-oxabicyclo[10.2.1]pentadecane-1(14),5,12-triene-6,14-dicarboxylic acid dimethyl ester	Generator
(3S,5E)-10beta,11beta-Dihydroxy-3beta-isopropenyl-8-oxo-10-methyl-15-oxabicyclo[10.2.1]pentadecane-1(14),5,12-triene-6,14-dicarboxylate dimethyl ester	Generator
(3S,5E)-10Β,11β-dihydroxy-3β-isopropenyl-8-oxo-10-methyl-15-oxabicyclo[10.2.1]pentadecane-1(14),5,12-triene-6,14-dicarboxylate dimethyl ester	Generator
(3S,5E)-10Β,11β-dihydroxy-3β-isopropenyl-8-oxo-10-methyl-15-oxabicyclo[10.2.1]pentadecane-1(14),5,12-triene-6,14-dicarboxylic acid dimethyl ester	Generator

Chemical Formula

C₂₂H₂₈O₈

Average Mass

420.4580 Da

Monoisotopic Mass

420.17842 Da

IUPAC Name

6,14-dimethyl (3S,5E,10R,11R)-10,11-dihydroxy-10-methyl-8-oxo-3-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadeca-1(14),5,12-triene-6,14-dicarboxylate

Traditional Name

6,14-dimethyl (3S,5E,10R,11R)-10,11-dihydroxy-10-methyl-8-oxo-3-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadeca-1(14),5,12-triene-6,14-dicarboxylate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C2=C([H])C(C(=O)OC([H])([H])[H])=C(O2)C([H])([H])[C@@]([H])(C(=C([H])[H])C([H])([H])[H])C([H])([H])\C([H])=C(C(=O)OC([H])([H])[H])/C([H])([H])C(=O)C([H])([H])[C@]1(O[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C22H28O8/c1-12(2)13-6-7-14(20(25)28-4)8-15(23)11-22(3,27)19(24)18-10-16(21(26)29-5)17(9-13)30-18/h7,10,13,19,24,27H,1,6,8-9,11H2,2-5H3/b14-7+/t13-,19-,22+/m0/s1

InChI Key

HJICDHWDZRBKQD-TWYIPXHYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sinularia maxima	JEOL database	Thao, N. P., et al, Chem. Pharm. Bull. 60, 1581 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furoic acid esters. These are ester derivatives of furoic acid.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furans

Sub Class

Furoic acid and derivatives

Direct Parent

Furoic acid esters

Alternative Parents

Substituents

Furoic acid ester
Furan-3-carboxylic acid ester
Furan-3-carboxylic acid or derivatives
Tertiary alcohol
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Cyclic ketone
1,2-diol
Secondary alcohol
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Carbonyl group
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	1.37	ALOGPS
logP	2	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	11.2	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	123.27 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	108.96 m³·mol⁻¹	ChemAxon
Polarizability	43.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

71530022

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Thao, N. P., et al. (2012). Thao, N. P., et al, Chem. Pharm. Bull. 60, 1581 (2012). Chem. Pharm. Bull..

Showing NP-Card for sinumaximol A (NP0041945)

MOL for NP0041945 (sinumaximol A)

3D MOL for NP0041945 (sinumaximol A)

3D SDF for NP0041945 (sinumaximol A)

3D-SDF for NP0041945 (sinumaximol A)

PDB for NP0041945 (sinumaximol A)

3D PDB for NP0041945 (sinumaximol A)

SMILES for NP0041945 (sinumaximol A)

INCHI for NP0041945 (sinumaximol A)

Structure for NP0041945 (sinumaximol A)

3D Structure for NP0041945 (sinumaximol A)