NP-MRD: Showing NP-Card for Ganomycin B (NP0003236)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2020-12-09 00:32:11 UTC

Updated at

2021-07-15 16:45:52 UTC

NP-MRD ID

NP0003236

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ganomycin B

Provided By

NPAtlas

Description

(2Z,5E)-2-[2-(2,5-dihydroxyphenyl)ethylidene]-6,10-dimethylundeca-5,9-dienoic acid belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Ganomycin B is found in Ganoderma pfeifferi. It was first documented in 2000 (PMID: 10757736). Based on a literature review very few articles have been published on (2Z,5E)-2-[2-(2,5-dihydroxyphenyl)ethylidene]-6,10-dimethylundeca-5,9-dienoic acid (PMID: 34380192) (PMID: 34380191) (PMID: 34380190) (PMID: 34380189).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117463D          

 53 53  0  0  0  0            999 V2000
    8.1798    0.7230    0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7091    0.8285    0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0456    1.1052    2.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9831    0.6769   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4978    0.7673   -0.2869 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9335   -0.5350   -0.7769 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4127   -0.5157   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668    0.4764   -1.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009   -1.3603   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.5693    0.0292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7301   -0.7158   -0.5871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1194   -1.2882   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332   -0.5898    0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2881   -0.9389    0.9326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2808    0.1094    0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7257    0.9334    1.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6497    1.9293    1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0668    2.7320    2.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1536    2.1276    0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7291    1.3305   -0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7879    0.3245   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4169   -0.4268   -1.6845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366   -2.6014   -0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5723   -3.1883   -1.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5875   -3.3257   -0.4906 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7180    1.6633    0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5151    0.2512   -0.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4917    0.0664    1.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4196    2.0149    2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7781    1.1780    2.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3829    0.2440    2.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792    0.4745   -1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848    0.8948    0.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1435    1.5789   -0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2381   -0.6409   -1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107   -1.4101   -0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.0417   -2.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1101    1.1304   -1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    1.1837   -2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761   -2.0606    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -1.4515    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -2.6528   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281    0.3267   -0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -0.6199   -1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719    0.4079    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6771   -1.9108    0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1814   -1.0332    2.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3469    0.7981    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4976    3.5780    2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8868    2.9355    0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1226    1.4876   -1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7520   -1.1685   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5461   -4.3160   -0.2960 H   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  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  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  2  0  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
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 21 15  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  4 32  1  0  0  0  0
  5 33  1  0  0  0  0
  5 34  1  0  0  0  0
  6 35  1  0  0  0  0
  6 36  1  0  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
  9 40  1  0  0  0  0
 10 41  1  0  0  0  0
 10 42  1  0  0  0  0
 11 43  1  0  0  0  0
 11 44  1  0  0  0  0
 13 45  1  0  0  0  0
 14 46  1  0  0  0  0
 14 47  1  0  0  0  0
 16 48  1  0  0  0  0
 18 49  1  0  0  0  0
 19 50  1  0  0  0  0
 20 51  1  0  0  0  0
 22 52  1  0  0  0  0
 25 53  1  0  0  0  0
M  END

     RDKit          3D

 53 53  0  0  0  0  0  0  0  0999 V2000
    8.1798    0.7230    0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7091    0.8285    0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0456    1.1052    2.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9831    0.6769   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4978    0.7673   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -0.5350   -0.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4127   -0.5157   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668    0.4764   -1.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009   -1.3603   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.5693    0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7301   -0.7158   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -1.2882   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332   -0.5898    0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2881   -0.9389    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2808    0.1094    0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7257    0.9334    1.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6497    1.9293    1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0668    2.7320    2.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1536    2.1276    0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7291    1.3305   -0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7879    0.3245   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4169   -0.4268   -1.6845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366   -2.6014   -0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5723   -3.1883   -1.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5875   -3.3257   -0.4906 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7180    1.6633    0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5151    0.2512   -0.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4917    0.0664    1.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4196    2.0149    2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7781    1.1780    2.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3829    0.2440    2.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792    0.4745   -1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848    0.8948    0.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1435    1.5789   -0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2381   -0.6409   -1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107   -1.4101   -0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.0417   -2.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1101    1.1304   -1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    1.1837   -2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761   -2.0606    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -1.4515    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -2.6528   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281    0.3267   -0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -0.6199   -1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719    0.4079    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6771   -1.9108    0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1814   -1.0332    2.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3469    0.7981    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4976    3.5780    2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8868    2.9355    0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1226    1.4876   -1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7520   -1.1685   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5461   -4.3160   -0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 12 23  1  0
 23 24  2  0
 23 25  1  0
 21 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 22 52  1  0
 25 53  1  0
M  END


  Mrv1652306242117463D          

 53 53  0  0  0  0            999 V2000
    8.1798    0.7230    0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7091    0.8285    0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0456    1.1052    2.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9831    0.6769   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4978    0.7673   -0.2869 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9335   -0.5350   -0.7769 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4127   -0.5157   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668    0.4764   -1.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009   -1.3603   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.5693    0.0292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7301   -0.7158   -0.5871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1194   -1.2882   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332   -0.5898    0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2881   -0.9389    0.9326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2808    0.1094    0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7257    0.9334    1.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6497    1.9293    1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0668    2.7320    2.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1536    2.1276    0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7291    1.3305   -0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7879    0.3245   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4169   -0.4268   -1.6845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366   -2.6014   -0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5723   -3.1883   -1.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5875   -3.3257   -0.4906 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7180    1.6633    0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5151    0.2512   -0.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4917    0.0664    1.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4196    2.0149    2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7781    1.1780    2.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3829    0.2440    2.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792    0.4745   -1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848    0.8948    0.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1435    1.5789   -0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2381   -0.6409   -1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107   -1.4101   -0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.0417   -2.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1101    1.1304   -1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    1.1837   -2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761   -2.0606    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -1.4515    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -2.6528   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281    0.3267   -0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -0.6199   -1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719    0.4079    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6771   -1.9108    0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1814   -1.0332    2.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3469    0.7981    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4976    3.5780    2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8868    2.9355    0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1226    1.4876   -1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7520   -1.1685   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5461   -4.3160   -0.2960 H   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  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  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  2  0  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
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 21 15  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  4 32  1  0  0  0  0
  5 33  1  0  0  0  0
  5 34  1  0  0  0  0
  6 35  1  0  0  0  0
  6 36  1  0  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
  9 40  1  0  0  0  0
 10 41  1  0  0  0  0
 10 42  1  0  0  0  0
 11 43  1  0  0  0  0
 11 44  1  0  0  0  0
 13 45  1  0  0  0  0
 14 46  1  0  0  0  0
 14 47  1  0  0  0  0
 16 48  1  0  0  0  0
 18 49  1  0  0  0  0
 19 50  1  0  0  0  0
 20 51  1  0  0  0  0
 22 52  1  0  0  0  0
 25 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003236

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(=C(\[H])C([H])([H])C1=C([H])C(O[H])=C([H])C([H])=C1O[H])\C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O4/c1-15(2)6-4-7-16(3)8-5-9-17(21(24)25)10-11-18-14-19(22)12-13-20(18)23/h6,8,10,12-14,22-23H,4-5,7,9,11H2,1-3H3,(H,24,25)/b16-8+,17-10-

> <INCHI_KEY>
HVLZHPCKWVKAQH-IRQOBONWSA-N

> <FORMULA>
C21H28O4

> <MOLECULAR_WEIGHT>
344.451

> <EXACT_MASS>
344.198759382

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.335336979040136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,5E)-2-[2-(2,5-dihydroxyphenyl)ethylidene]-6,10-dimethylundeca-5,9-dienoic acid

> <ALOGPS_LOGP>
4.72

> <JCHEM_LOGP>
5.605803321

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.533458982884161

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.44308166256589

> <JCHEM_PKA_STRONGEST_BASIC>
-5.8948340336535745

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
103.58499999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.04e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,5E)-2-[2-(2,5-dihydroxyphenyl)ethylidene]-6,10-dimethylundeca-5,9-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 53 53  0  0  0  0  0  0  0  0999 V2000
    8.1798    0.7230    0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7091    0.8285    0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0456    1.1052    2.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9831    0.6769   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4978    0.7673   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -0.5350   -0.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4127   -0.5157   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668    0.4764   -1.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009   -1.3603   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.5693    0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7301   -0.7158   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -1.2882   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332   -0.5898    0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2881   -0.9389    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2808    0.1094    0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7257    0.9334    1.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6497    1.9293    1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0668    2.7320    2.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1536    2.1276    0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7291    1.3305   -0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7879    0.3245   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4169   -0.4268   -1.6845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366   -2.6014   -0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5723   -3.1883   -1.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5875   -3.3257   -0.4906 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7180    1.6633    0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5151    0.2512   -0.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4917    0.0664    1.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4196    2.0149    2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7781    1.1780    2.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3829    0.2440    2.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792    0.4745   -1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848    0.8948    0.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1435    1.5789   -0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2381   -0.6409   -1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107   -1.4101   -0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.0417   -2.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1101    1.1304   -1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    1.1837   -2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761   -2.0606    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -1.4515    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -2.6528   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281    0.3267   -0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -0.6199   -1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719    0.4079    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6771   -1.9108    0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1814   -1.0332    2.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3469    0.7981    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4976    3.5780    2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8868    2.9355    0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1226    1.4876   -1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7520   -1.1685   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5461   -4.3160   -0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 12 23  1  0
 23 24  2  0
 23 25  1  0
 21 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 22 52  1  0
 25 53  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       8.180   0.723   0.748  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.709   0.829   0.817  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.046   1.105   2.107  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.983   0.677  -0.269  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.498   0.767  -0.287  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.934  -0.535  -0.777  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.413  -0.516  -0.822  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.767   0.476  -1.697  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.701  -1.360  -0.122  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.279  -1.569   0.029  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.730  -0.716  -0.587  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.119  -1.288  -0.231  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.933  -0.590   0.488  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.288  -0.939   0.933  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.281   0.109   0.621  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.726   0.933   1.652  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.650   1.929   1.417  0.00  0.00           C+0
HETATM   18  O   UNK     0      -7.067   2.732   2.484  0.00  0.00           O+0
HETATM   19  C   UNK     0      -7.154   2.128   0.143  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.729   1.331  -0.877  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.788   0.325  -0.610  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.417  -0.427  -1.685  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.437  -2.601  -0.724  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.572  -3.188  -1.462  0.00  0.00           O+0
HETATM   25  O   UNK     0      -3.587  -3.326  -0.491  0.00  0.00           O+0
HETATM   26  H   UNK     0       8.718   1.663   0.847  0.00  0.00           H+0
HETATM   27  H   UNK     0       8.515   0.251  -0.218  0.00  0.00           H+0
HETATM   28  H   UNK     0       8.492   0.066   1.607  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.420   2.015   2.068  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.778   1.178   2.938  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.383   0.244   2.350  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.479   0.475  -1.207  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.185   0.895   0.779  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.144   1.579  -0.942  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.238  -0.641  -1.851  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.311  -1.410  -0.251  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.249   0.042  -2.566  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.110   1.130  -1.107  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.537   1.184  -2.128  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.376  -2.061   0.479  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.090  -1.452   1.181  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.011  -2.653  -0.075  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.728   0.327  -0.148  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.734  -0.620  -1.688  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.572   0.408   0.820  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.677  -1.911   0.644  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.181  -1.033   2.075  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.347   0.798   2.655  0.00  0.00           H+0
HETATM   49  H   UNK     0      -6.498   3.578   2.627  0.00  0.00           H+0
HETATM   50  H   UNK     0      -7.887   2.936   0.015  0.00  0.00           H+0
HETATM   51  H   UNK     0      -7.123   1.488  -1.866  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.752  -1.169  -1.610  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.546  -4.316  -0.296  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3    4                                                  
CONECT    3    2   29   30   31                                             
CONECT    4    2    5   32                                                  
CONECT    5    4    6   33   34                                             
CONECT    6    5    7   35   36                                             
CONECT    7    6    8    9                                                  
CONECT    8    7   37   38   39                                             
CONECT    9    7   10   40                                                  
CONECT   10    9   11   41   42                                             
CONECT   11   10   12   43   44                                             
CONECT   12   11   13   23                                                  
CONECT   13   12   14   45                                                  
CONECT   14   13   15   46   47                                             
CONECT   15   14   16   21                                                  
CONECT   16   15   17   48                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   49                                                       
CONECT   19   17   20   50                                                  
CONECT   20   19   21   51                                                  
CONECT   21   20   22   15                                                  
CONECT   22   21   52                                                       
CONECT   23   12   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   53                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    3                                                            
CONECT   30    3                                                            
CONECT   31    3                                                            
CONECT   32    4                                                            
CONECT   33    5                                                            
CONECT   34    5                                                            
CONECT   35    6                                                            
CONECT   36    6                                                            
CONECT   37    8                                                            
CONECT   38    8                                                            
CONECT   39    8                                                            
CONECT   40    9                                                            
CONECT   41   10                                                            
CONECT   42   10                                                            
CONECT   43   11                                                            
CONECT   44   11                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   14                                                            
CONECT   48   16                                                            
CONECT   49   18                                                            
CONECT   50   19                                                            
CONECT   51   20                                                            
CONECT   52   22                                                            
CONECT   53   25                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  106    0
END

RDKit          3D

53 53  0  0  0  0  0  0  0  0999 V2000
    8.1798    0.7230    0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7091    0.8285    0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0456    1.1052    2.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9831    0.6769   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4978    0.7673   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -0.5350   -0.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4127   -0.5157   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668    0.4764   -1.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009   -1.3603   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.5693    0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7301   -0.7158   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -1.2882   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332   -0.5898    0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2881   -0.9389    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2808    0.1094    0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7257    0.9334    1.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6497    1.9293    1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0668    2.7320    2.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1536    2.1276    0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7291    1.3305   -0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7879    0.3245   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4169   -0.4268   -1.6845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366   -2.6014   -0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5723   -3.1883   -1.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5875   -3.3257   -0.4906 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7180    1.6633    0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5151    0.2512   -0.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4917    0.0664    1.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4196    2.0149    2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7781    1.1780    2.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3829    0.2440    2.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792    0.4745   -1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848    0.8948    0.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1435    1.5789   -0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2381   -0.6409   -1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107   -1.4101   -0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.0417   -2.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1101    1.1304   -1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    1.1837   -2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761   -2.0606    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -1.4515    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -2.6528   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281    0.3267   -0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -0.6199   -1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719    0.4079    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6771   -1.9108    0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1814   -1.0332    2.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3469    0.7981    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4976    3.5780    2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8868    2.9355    0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1226    1.4876   -1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7520   -1.1685   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5461   -4.3160   -0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 12 23  1  0
 23 24  2  0
 23 25  1  0
 21 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 22 52  1  0
 25 53  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2Z,5E)-2-[2-(2,5-Dihydroxyphenyl)ethylidene]-6,10-dimethylundeca-5,9-dienoate	Generator
2-(2-(2,5-Dihydroxyphenyl)-ethyliden)-6,10-dimethyl-undeca-5,9-diene acid	MeSH
Ganomycin-b	MeSH

Chemical Formula

C₂₁H₂₈O₄

Average Mass

344.4510 Da

Monoisotopic Mass

344.19876 Da

IUPAC Name

(2Z,5E)-2-[2-(2,5-dihydroxyphenyl)ethylidene]-6,10-dimethylundeca-5,9-dienoic acid

Traditional Name

(2Z,5E)-2-[2-(2,5-dihydroxyphenyl)ethylidene]-6,10-dimethylundeca-5,9-dienoic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC\C(=C\CC1=C(O)C=CC(O)=C1)C(O)=O

InChI Identifier

InChI=1S/C21H28O4/c1-15(2)6-4-7-16(3)8-5-9-17(21(24)25)10-11-18-14-19(22)12-13-20(18)23/h6,8,10,12-14,22-23H,4-5,7,9,11H2,1-3H3,(H,24,25)/b16-8+,17-10-

InChI Key

HVLZHPCKWVKAQH-IRQOBONWSA-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
Ganoderma pfeifferi	NPAtlas	10757736

Species Where Detected

Species Name	Source	Reference
Ganoderma colossum	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Farsesane sesquiterpenoid
Prenylbenzoquinol
Hydroquinone
Medium-chain fatty acid
Methyl-branched fatty acid
Branched fatty acid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Hydroxy fatty acid
Fatty acid
Benzenoid
Monocyclic benzene moiety
Unsaturated fatty acid
Fatty acyl
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.72	ALOGPS
logP	5.61	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.44	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	103.58 m³·mol⁻¹	ChemAxon
Polarizability	40.34 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA011936

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00043532

Chemspider ID

8422405

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mothana RA, Jansen R, Julich WD, Lindequist U: Ganomycins A and B, new antimicrobial farnesyl hydroquinones from the basidiomycete Ganoderma pfeifferi. J Nat Prod. 2000 Mar;63(3):416-8. doi: 10.1021/np990381y. [PubMed:10757736 ]
Kim S, Park KY, Chung J, Kim YB, Lee JW, Huh SK: Comparative Analysis of Feasibility of the Retrograde Suction Decompression Technique for Microsurgical Treatment of Large and Giant Internal Carotid Artery Aneurysms. J Korean Neurosurg Soc. 2021 Aug 12. pii: jkns.2021.0066. doi: 10.3340/jkns.2021.0066. [PubMed:34380192 ]
Bahloul M, Kharrat S, Chtara K, Hafdhi M, Turki O, Baccouche N, Ammar R, Kallel N, Hsairi M, Chakroun-Walha O, Hamida CB, Chelly H, Mahfoudh KB, Karoui A, Karray H, Rekik N, Bouaziz M: Clinical characteristics and outcomes of critically ill COVID-19 patients in Sfax, Tunisia. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00129. doi: 10.4266/acc.2021.00129. [PubMed:34380191 ]
Yi J, Kim KH: Identification and infection control of carbapenem-resistant Enterobacterales in intensive care units. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00409. doi: 10.4266/acc.2021.00409. [PubMed:34380190 ]
Lee Y, Kim SH, Hwang HY, Sohn SH, Choi JW, Kim KH: Perfusion parameters during cardiopulmonary bypass as a predictor of acute kidney injury after aortic valve replacement. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00094. doi: 10.4266/acc.2021.00094. [PubMed:34380189 ]

Showing NP-Card for Ganomycin B (NP0003236)

MOL for NP0003236 (Ganomycin B)

3D MOL for NP0003236 (Ganomycin B)

3D SDF for NP0003236 (Ganomycin B)

3D-SDF for NP0003236 (Ganomycin B)

PDB for NP0003236 (Ganomycin B)

3D PDB for NP0003236 (Ganomycin B)

SMILES for NP0003236 (Ganomycin B)

INCHI for NP0003236 (Ganomycin B)

Structure for NP0003236 (Ganomycin B)

3D Structure for NP0003236 (Ganomycin B)