NP-MRD: Showing NP-Card for (+)-Belizeanic acid (NP0081957)

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Record Information

Version

2.0

Created at

2022-04-29 03:00:58 UTC

Updated at

2022-04-29 03:00:59 UTC

NP-MRD ID

NP0081957

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Belizeanic acid

Description

(R)-2-Hydroxy-2-methyl-3-[(6R)-5beta-hydroxy-8alpha-[(1R,4S,7S)-1-methyl-4,7-dihydroxy-9-[3beta,4alpha-dihydroxy-5-methylene-6beta-[(1S,3S)-1-hydroxy-3-[(6S)-3alpha-methyl-1,7-dioxaspiro[5.5]Undecane-2alpha-yl]butyl]tetrahydro-2H-pyran-2alpha-yl]-2-nonenyl]-10-methyl-1,7-dioxaspiro[5.5]Undeca-10-ene-2alpha-yl]propanoic acid belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. (+)-Belizeanic acid is found in Prorocentrum belizeanum. Based on a literature review very few articles have been published on (R)-2-Hydroxy-2-methyl-3-[(6R)-5beta-hydroxy-8alpha-[(1R,4S,7S)-1-methyl-4,7-dihydroxy-9-[3beta,4alpha-dihydroxy-5-methylene-6beta-[(1S,3S)-1-hydroxy-3-[(6S)-3alpha-methyl-1,7-dioxaspiro[5.5]Undecane-2alpha-yl]butyl]tetrahydro-2H-pyran-2alpha-yl]-2-nonenyl]-10-methyl-1,7-dioxaspiro[5.5]Undeca-10-ene-2alpha-yl]propanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292205002D          

 58 62  0  0  1  0            999 V2000
    0.7145   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8592   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8440   -8.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0190   -9.7895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  1  1  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  1  0  0  0
 25 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 31 35  1  1  0  0  0
 31 36  1  1  0  0  0
 16 37  1  1  0  0  0
 13 38  1  6  0  0  0
 10 39  1  6  0  0  0
  5 40  1  6  0  0  0
  4 41  1  1  0  0  0
  1 42  1  6  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 46 45  1  1  0  0  0
 46 47  1  0  0  0  0
 48 47  1  1  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 46 51  1  0  0  0  0
 51 52  1  1  0  0  0
 48 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 48 57  1  0  0  0  0
 45 58  1  6  0  0  0
M  END

     RDKit          3D

130134  0  0  0  0  0  0  0  0999 V2000
   -4.1860   -2.8801   -2.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3489   -2.3286   -0.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9611   -1.0003   -0.7496 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4649   -1.0784   -1.0552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6130   -1.5276   -2.3665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1455   -1.9789   -0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6410   -2.1116   -0.2772 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0319   -2.6583   -1.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3564   -0.8615    0.1504 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.1968    0.2123   -0.7086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3814    1.3937    0.0156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0369    2.6004   -0.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2987    3.8491   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8067    3.6999    1.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9149    2.4982    1.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5990    1.3321    1.1469 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8403    1.4803    0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5714    0.1912    0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7701   -1.0254    0.5710 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.4810   -2.2264    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8408   -0.5007    0.5172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5952   -0.7760    1.0897 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5027   -0.3464    0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246   -0.5929    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470   -0.1900   -0.2426 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2238    1.1816   -0.5359 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3235   -0.2419    0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6629   -1.5958    0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0243   -1.5832    1.6261 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1252   -0.6843    2.6682 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0731   -1.3061    0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4992   -0.1111    0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632   -0.0225   -0.7512 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0129    0.7882   -1.9113 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8146    0.6915   -0.2156 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3607    2.0679    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4840    3.0155    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2165    4.4017    0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6548    2.6865   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9334    1.2945   -0.8683 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4367    0.5913    0.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2828   -0.4315   -0.1153 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.7342   -0.1988    0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0967    0.0785    1.5895 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7253   -1.0112    2.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5291    0.1542    1.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6499    1.4085    2.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4726    2.3762    2.2362 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3231    1.7355    2.2886 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0789   -0.9514   -1.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2968    0.1213   -2.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7808    1.4352   -2.0735 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9492    1.9499   -3.1009 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7112    0.7171   -1.2459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223   -2.2674    1.4045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5021   -2.5011    2.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8791   -3.1272    0.2268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7209   -3.8543   -0.1227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5181   -2.3172   -2.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7422   -3.8491   -2.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5767   -0.2710   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9197   -0.0713   -0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5092   -0.7522   -2.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6854   -2.9926   -0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0037   -1.5784    0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9500   -2.8952    0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7731   -3.5113   -1.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4655   -1.9300   -2.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1278   -3.1786   -2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7909   -0.5384    1.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7043    2.5870   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9634    2.5671   -1.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3384    4.1935   -0.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6614    4.6509   -0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6396    3.5714    2.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2141    4.5801    1.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0039    2.6391    0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5411    2.3893    2.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9241    1.6252    1.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3583    2.2953   -0.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5300    0.2233    0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7823    0.0841   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8511   -1.0806    1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0837   -3.1823    0.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6232   -2.1327   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5337   -2.1690    0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5291   -0.2135    2.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6283    0.7639    0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079   -0.7793   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9947    0.0625    1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0072   -1.6290    1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0242   -0.7815   -1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6996    1.2904   -1.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3066    0.5437    1.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0897    0.0531   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6323   -2.3755    0.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8730   -1.9122    1.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304292205002D          

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M  END
> <DATABASE_ID>
NP0081957

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](C[C@H](O)[C@H]1O[C@H](CC[C@@H](O)CC[C@H](O)\C=C\[C@@H](C)[C@@H]2CC(C)=C[C@@]3(O[C@H](C[C@@](C)(O)C(O)=O)CC[C@H]3O)O2)[C@@H](O)[C@H](O)C1=C)[C@H]1O[C@@]2(CCCCO2)CC[C@H]1C

> <INCHI_IDENTIFIER>
InChI=1S/C44H72O14/c1-25-21-35(57-44(23-25)36(48)16-14-32(56-44)24-42(6,53)41(51)52)26(2)9-10-30(45)11-12-31(46)13-15-34-38(50)37(49)29(5)40(55-34)33(47)22-28(4)39-27(3)17-19-43(58-39)18-7-8-20-54-43/h9-10,23,26-28,30-40,45-50,53H,5,7-8,11-22,24H2,1-4,6H3,(H,51,52)/b10-9+/t26-,27-,28+,30-,31+,32+,33+,34-,35+,36-,37-,38-,39+,40+,42-,43+,44-/m1/s1

> <INCHI_KEY>
VSPRQFMIKADWCX-FPWMTJKXSA-N

> <FORMULA>
C44H72O14

> <MOLECULAR_WEIGHT>
825.046

> <EXACT_MASS>
824.492206998

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
130

> <JCHEM_AVERAGE_POLARIZABILITY>
90.71838676715505

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-3-[(2S,5R,6R,8S)-8-[(2R,3E,5S,8S)-10-[(2R,3S,4R,6S)-3,4-dihydroxy-6-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-5-methylideneoxan-2-yl]-5,8-dihydroxydec-3-en-2-yl]-5-hydroxy-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-hydroxy-2-methylpropanoic acid

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
3.458425988333333

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.7252437518701

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7619459460778963

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6884848831911707

> <JCHEM_POLAR_SURFACE_AREA>
225.05999999999997

> <JCHEM_REFRACTIVITY>
216.11270000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-[(2S,5R,6R,8S)-8-[(2R,3E,5S,8S)-10-[(2R,3S,4R,6S)-3,4-dihydroxy-6-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-5-methylideneoxan-2-yl]-5,8-dihydroxydec-3-en-2-yl]-5-hydroxy-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-hydroxy-2-methylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667 -10.780   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002 -10.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669 -10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.337 -10.780   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.670 -13.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.670 -14.630   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      16.004 -15.400   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      16.004 -16.940   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670 -17.710   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.337 -16.940   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.337 -15.400   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.003 -17.710   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      17.338 -16.170   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      18.672 -16.940   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.672 -18.480   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.338 -19.250   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.004 -18.480   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      14.670 -19.250   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      20.005 -16.170   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      21.339 -16.940   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      22.673 -17.710   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      24.006 -16.940   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      22.673 -19.250   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      22.109 -15.606   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      20.569 -18.274   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      12.003  -8.470   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       8.002 -12.320   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       2.667  -6.160   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       0.000 -10.780   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       0.000 -12.320   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.667 -10.780   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -5.335 -10.780   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
CONECT    1    2    7   42                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   41                                                  
CONECT    5    4    6   40                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    1                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   39                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   38                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   37                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24   28                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   17                                                       
CONECT   23   21                                                            
CONECT   24   19   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   19   29                                                  
CONECT   29   28                                                            
CONECT   30   25   31                                                       
CONECT   31   30   32   35   36                                             
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   31                                                            
CONECT   36   31                                                            
CONECT   37   16                                                            
CONECT   38   13                                                            
CONECT   39   10                                                            
CONECT   40    5                                                            
CONECT   41    4                                                            
CONECT   42    1   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46   58                                                  
CONECT   46   45   47   51                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   53   57                                             
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   46   52                                                  
CONECT   52   51                                                            
CONECT   53   48   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   48                                                       
CONECT   58   45                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  124    0
END

View in JSmol

Synonyms

Value	Source
(R)-2-Hydroxy-2-methyl-3-[(6R)-5b-hydroxy-8a-[(1R,4S,7S)-1-methyl-4,7-dihydroxy-9-[3b,4a-dihydroxy-5-methylene-6b-[(1S,3S)-1-hydroxy-3-[(6S)-3a-methyl-1,7-dioxaspiro[5.5]undecane-2a-yl]butyl]tetrahydro-2H-pyran-2a-yl]-2-nonenyl]-10-methyl-1,7-dioxaspiro[5.5]undeca-10-ene-2a-yl]propanoate	Generator
(R)-2-Hydroxy-2-methyl-3-[(6R)-5b-hydroxy-8a-[(1R,4S,7S)-1-methyl-4,7-dihydroxy-9-[3b,4a-dihydroxy-5-methylene-6b-[(1S,3S)-1-hydroxy-3-[(6S)-3a-methyl-1,7-dioxaspiro[5.5]undecane-2a-yl]butyl]tetrahydro-2H-pyran-2a-yl]-2-nonenyl]-10-methyl-1,7-dioxaspiro[5.5]undeca-10-ene-2a-yl]propanoic acid	Generator
(R)-2-Hydroxy-2-methyl-3-[(6R)-5beta-hydroxy-8alpha-[(1R,4S,7S)-1-methyl-4,7-dihydroxy-9-[3beta,4alpha-dihydroxy-5-methylene-6beta-[(1S,3S)-1-hydroxy-3-[(6S)-3alpha-methyl-1,7-dioxaspiro[5.5]undecane-2alpha-yl]butyl]tetrahydro-2H-pyran-2alpha-yl]-2-nonenyl]-10-methyl-1,7-dioxaspiro[5.5]undeca-10-ene-2alpha-yl]propanoate	Generator
(R)-2-Hydroxy-2-methyl-3-[(6R)-5β-hydroxy-8α-[(1R,4S,7S)-1-methyl-4,7-dihydroxy-9-[3β,4α-dihydroxy-5-methylene-6β-[(1S,3S)-1-hydroxy-3-[(6S)-3α-methyl-1,7-dioxaspiro[5.5]undecane-2α-yl]butyl]tetrahydro-2H-pyran-2α-yl]-2-nonenyl]-10-methyl-1,7-dioxaspiro[5.5]undeca-10-ene-2α-yl]propanoate	Generator
(R)-2-Hydroxy-2-methyl-3-[(6R)-5β-hydroxy-8α-[(1R,4S,7S)-1-methyl-4,7-dihydroxy-9-[3β,4α-dihydroxy-5-methylene-6β-[(1S,3S)-1-hydroxy-3-[(6S)-3α-methyl-1,7-dioxaspiro[5.5]undecane-2α-yl]butyl]tetrahydro-2H-pyran-2α-yl]-2-nonenyl]-10-methyl-1,7-dioxaspiro[5.5]undeca-10-ene-2α-yl]propanoic acid	Generator

Chemical Formula

C₄₄H₇₂O₁₄

Average Mass

825.0460 Da

Monoisotopic Mass

824.49221 Da

IUPAC Name

(2R)-3-[(2S,5R,6R,8S)-8-[(2R,3E,5S,8S)-10-[(2R,3S,4R,6S)-3,4-dihydroxy-6-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-5-methylideneoxan-2-yl]-5,8-dihydroxydec-3-en-2-yl]-5-hydroxy-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-hydroxy-2-methylpropanoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H](C[C@H](O)[C@H]1O[C@H](CC[C@@H](O)CC[C@H](O)\C=C\[C@@H](C)[C@@H]2CC(C)=C[C@@]3(O[C@H](C[C@@](C)(O)C(O)=O)CC[C@H]3O)O2)[C@@H](O)[C@H](O)C1=C)[C@H]1O[C@@]2(CCCCO2)CC[C@H]1C

InChI Identifier

InChI=1S/C44H72O14/c1-25-21-35(57-44(23-25)36(48)16-14-32(56-44)24-42(6,53)41(51)52)26(2)9-10-30(45)11-12-31(46)13-15-34-38(50)37(49)29(5)40(55-34)33(47)22-28(4)39-27(3)17-19-43(58-39)18-7-8-20-54-43/h9-10,23,26-28,30-40,45-50,53H,5,7-8,11-22,24H2,1-4,6H3,(H,51,52)/b10-9+/t26-,27-,28+,30-,31+,32+,33+,34-,35+,36-,37-,38-,39+,40+,42-,43+,44-/m1/s1

InChI Key

VSPRQFMIKADWCX-FPWMTJKXSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Prorocentrum belizeanum	--	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Ketal
Alpha-hydroxy acid
Hydroxy acid
Oxane
Pyran
Tertiary alcohol
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxygen 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	1.63	ALOGPS
logP	3.46	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	3.76	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	225.06 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	216.11 m³·mol⁻¹	ChemAxon
Polarizability	90.72 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

29213879

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25099039

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Belizeanic acid (NP0081957)

MOL for NP0081957 ((+)-Belizeanic acid)

3D MOL for NP0081957 ((+)-Belizeanic acid)

3D SDF for NP0081957 ((+)-Belizeanic acid)

3D-SDF for NP0081957 ((+)-Belizeanic acid)

PDB for NP0081957 ((+)-Belizeanic acid)

3D PDB for NP0081957 ((+)-Belizeanic acid)

SMILES for NP0081957 ((+)-Belizeanic acid)

INCHI for NP0081957 ((+)-Belizeanic acid)

Structure for NP0081957 ((+)-Belizeanic acid)

3D Structure for NP0081957 ((+)-Belizeanic acid)