NP-MRD: Showing NP-Card for 2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol (NP0300217)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 12:29:50 UTC

Updated at

2022-09-10 12:29:50 UTC

NP-MRD ID

NP0300217

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol

Description

Sorocenol B belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. 2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol is found in Sorocea bonplandii. 2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol was first documented in 2012 (PMID: 22553903). Based on a literature review very few articles have been published on Sorocenol B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102214292D          

 38 43  0  0  1  0            999 V2000
    2.2799   -3.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1742   -2.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3868   -3.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9983   -2.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4432   -2.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0640   -1.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2399   -1.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -0.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056   -0.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1298   -0.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5747    0.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3988    0.5399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1955    1.3105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7273    1.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    1.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1231    2.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464    3.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9093    1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0860    1.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4764    0.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6902    0.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5238    0.0774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6573    2.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0266    3.2951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2766    4.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9569    2.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3735    1.2406    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7427    1.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0658    1.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3189    1.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2490    2.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4979    2.8237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9259    2.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    2.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046    3.2251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5090   -0.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331   -0.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7950   -2.2011    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 11  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 27 26  1  1  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 28 34  1  0  0  0  0
 34 35  1  0  0  0  0
 24 35  1  0  0  0  0
 10 36  2  0  0  0  0
  6 36  1  0  0  0  0
 36 37  1  0  0  0  0
  7 38  1  0  0  0  0
  2 38  1  0  0  0  0
M  END

     RDKit          3D

 66 71  0  0  0  0  0  0  0  0999 V2000
    6.8833    1.9167   -0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1745    0.5620   -0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1746   -0.5110   -0.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7964    0.3222    0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5722    0.1110    1.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4555    0.0985    0.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7491    0.3162   -0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6945    0.3060   -1.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162    0.0826   -1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0934   -0.1402    0.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2907   -0.4055    0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5642   -0.6784    1.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4312   -0.3794   -0.5491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5995   -1.1387    0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6751   -2.5869    0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6266   -3.4011   -0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338   -2.8826   -0.7007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7053   -4.7984   -0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8546   -5.4147    0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9086   -4.6181    0.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8208   -3.2363    0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9227   -2.4818    0.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5941   -0.3740    0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1567    0.7633   -0.3496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5928    0.4300   -0.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2954    0.8934   -1.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355    0.9773   -1.0424 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7271    2.0786   -0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5772    2.7791    0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4878    3.8135    1.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109    4.1845    1.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5136    5.2215    2.7326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7850    3.5101    1.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8587    2.4812    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1024    1.8773    0.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1452   -0.1294    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098   -0.3278    2.2436 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0552    0.5361   -1.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4723    1.9445   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5641    2.0619    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1048    2.6881   -0.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6134   -1.4509   -0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5168   -0.1656   -1.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0105   -0.5976   -0.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5884    0.3169    1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3566   -0.0606    2.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171    0.4779   -2.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6519    0.0741   -2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481   -0.9011   -1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710   -3.3936   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8517   -5.4082   -0.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9055   -6.5048    0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8232   -5.0839    0.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7694   -2.9417    1.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0296   -0.5567    1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6294   -0.4197   -1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0959    0.0803    0.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1676    1.3096   -1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5203    1.7542   -2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402   -0.0578   -2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2828    1.2978   -1.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3279    2.5418   -0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4491    4.3386    1.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2827    5.5633    3.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6627    3.8320    2.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -0.4952    2.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2 38  1  0
 38  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  6 36  1  0
 36 37  1  0
 36 10  2  0
 10  9  1  0
  9  8  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 27  1  0
 27 26  1  0
 26 24  1  0
 24 25  1  6
 24 35  1  0
 35 34  1  0
 34 33  2  0
 33 31  1  0
 31 32  1  0
 31 30  2  0
 30 29  1  0
 29 28  2  0
 24 23  1  0
 23 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  4  2  1  0
 14 13  1  0
 21 15  1  0
  8  7  1  0
 28 27  1  0
 28 34  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  3 43  1  0
  3 44  1  0
  5 46  1  0
  4 45  1  0
 37 66  1  0
  9 48  1  0
  8 47  1  0
 13 49  1  6
 27 61  1  6
 26 59  1  0
 26 60  1  0
 25 56  1  0
 25 57  1  0
 25 58  1  0
 33 65  1  0
 32 64  1  0
 30 63  1  0
 29 62  1  0
 23 55  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 22 54  1  0
M  END


  Mrv1652309102214292D          

 38 43  0  0  1  0            999 V2000
    2.2799   -3.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1742   -2.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3868   -3.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9983   -2.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4432   -2.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0640   -1.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2399   -1.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -0.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056   -0.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1298   -0.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5747    0.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3988    0.5399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1955    1.3105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7273    1.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    1.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1231    2.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464    3.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9093    1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0860    1.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4764    0.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6902    0.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5238    0.0774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6573    2.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0266    3.2951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2766    4.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9569    2.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3735    1.2406    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7427    1.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0658    1.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3189    1.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2490    2.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4979    2.8237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9259    2.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    2.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046    3.2251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5090   -0.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331   -0.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7950   -2.2011    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 11  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 27 26  1  1  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 28 34  1  0  0  0  0
 34 35  1  0  0  0  0
 24 35  1  0  0  0  0
 10 36  2  0  0  0  0
  6 36  1  0  0  0  0
 36 37  1  0  0  0  0
  7 38  1  0  0  0  0
  2 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0300217

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C(=O)[C@@H]1[C@H]2C[C@](C)(OC3=CC(O)=CC=C23)C=C1C1=C(O)C=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C31H28O7/c1-30(2)12-11-18-24(37-30)10-9-19(28(18)35)29(36)26-20-14-31(3,38-25-13-16(32)7-8-17(20)25)15-21(26)27-22(33)5-4-6-23(27)34/h4-13,15,20,26,32-35H,14H2,1-3H3/t20-,26+,31-/m0/s1

> <INCHI_KEY>
FBBLPDBFYMNXIE-VCTGMTIGSA-N

> <FORMULA>
C31H28O7

> <MOLECULAR_WEIGHT>
512.558

> <EXACT_MASS>
512.183503242

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
53.87917738383428

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1R,9S,12R)-5-hydroxy-12-(5-hydroxy-2,2-dimethyl-2H-chromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0^{2,7}]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol

> <JCHEM_LOGP>
5.966229062000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.136808263341898

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.63462504358321

> <JCHEM_PKA_STRONGEST_BASIC>
-4.617301786575453

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
144.4728

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1R,9S,12R)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0^{2,7}]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       4.256  -7.004   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.058  -5.476   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.589  -5.936   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.597  -5.547   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.427  -4.250   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.720  -2.883   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.181  -2.812   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.473  -1.444   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.304  -0.147   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.842  -0.218   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.673   1.079   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.211   1.008   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.965   2.446   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.958   3.624   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.425   3.157   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.563   4.195   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.233   5.699   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.031   3.728   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.360   2.224   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.223   1.186   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.755   1.653   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.444   0.144   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.827   5.158   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.650   6.151   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.116   7.618   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.519   4.081   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.430   2.316   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.253   3.308   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.990   2.428   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.595   3.082   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.465   4.617   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.929   5.271   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.728   5.497   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.123   4.843   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       4.115   6.020   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.550  -1.586   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       8.088  -1.657   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       3.351  -4.109   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   38                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   36                                                  
CONECT    7    6    8   38                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   36                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   27                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   15   22                                                  
CONECT   22   21                                                            
CONECT   23   14   24                                                       
CONECT   24   23   25   26   35                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   13   28                                                  
CONECT   28   27   29   34                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   28   35                                                  
CONECT   35   34   24                                                       
CONECT   36   10    6   37                                                  
CONECT   37   36                                                            
CONECT   38    7    2                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₂₈O₇

Average Mass

512.5580 Da

Monoisotopic Mass

512.18350 Da

IUPAC Name

2-[(1R,9S,12R)-5-hydroxy-12-(5-hydroxy-2,2-dimethyl-2H-chromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0^{2,7}]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol

Traditional Name

2-[(1R,9S,12R)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0^{2,7}]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C(=O)[C@@H]1[C@H]2C[C@](C)(OC3=CC(O)=CC=C23)C=C1C1=C(O)C=CC=C1O

InChI Identifier

InChI=1S/C31H28O7/c1-30(2)12-11-18-24(37-30)10-9-19(28(18)35)29(36)26-20-14-31(3,38-25-13-16(32)7-8-17(20)25)15-21(26)27-22(33)5-4-6-23(27)34/h4-13,15,20,26,32-35H,14H2,1-3H3/t20-,26+,31-/m0/s1

InChI Key

FBBLPDBFYMNXIE-VCTGMTIGSA-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
Sorocea bonplandii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
Resorcinol
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
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	5.97	ChemAxon
pKa (Strongest Acidic)	8.63	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	144.47 m³·mol⁻¹	ChemAxon
Polarizability	53.88 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00014570

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

101917033

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cong H, Porco JA Jr: Total synthesis of (+/-)-sorocenol B employing nanoparticle catalysis. Org Lett. 2012 May 18;14(10):2516-9. doi: 10.1021/ol300800r. Epub 2012 May 3. [PubMed:22553903 ]
LOTUS database [Link]

Showing NP-Card for 2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol (NP0300217)

MOL for NP0300217 (2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol)

3D MOL for NP0300217 (2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol)

3D SDF for NP0300217 (2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol)

3D-SDF for NP0300217 (2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol)

PDB for NP0300217 (2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol)

3D PDB for NP0300217 (2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol)

SMILES for NP0300217 (2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol)

INCHI for NP0300217 (2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol)

Structure for NP0300217 (2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol)

3D Structure for NP0300217 (2-[(1r,9s,12r)-5-hydroxy-12-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-9-methyl-8-oxatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-11-yl]benzene-1,3-diol)