NP-MRD: Showing NP-Card for 2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid (NP0217551)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 17:56:02 UTC

Updated at

2022-09-05 17:56:02 UTC

NP-MRD ID

NP0217551

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid

Description

Ganoderic acid G, also known as ganoderate g, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Ganoderic acid G is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, ganoderic acid g has been detected, but not quantified in, mushrooms. This could make ganoderic acid g a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241208502D          

 38 41  0  0  0  0            999 V2000
    0.6582    1.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4077    0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8975    0.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4175   -0.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3679   -0.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832   -0.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832   -1.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -1.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2223   -1.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9293   -1.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9293   -0.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -0.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958   -0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    0.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874    1.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3679    0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2937    1.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4643    1.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9841    1.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7985    1.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3185    0.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1329    0.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299    1.6899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    2.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227    0.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015    0.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2786   -0.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7436   -2.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830   -2.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874    1.9539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6885    0.5330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5166    1.1272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6529    0.2785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773   -1.1382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6529   -1.7738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3625   -1.7627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 20  1  0  0  0  0
  1 26  1  0  0  0  0
  2  3  1  0  0  0  0
  2 18  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 36  2  0  0  0  0
  5  6  1  0  0  0  0
  5 18  1  0  0  0  0
  5 29  1  0  0  0  0
  6  7  1  0  0  0  0
  6 15  2  0  0  0  0
  7  8  1  0  0  0  0
  7 38  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 12  1  0  0  0  0
 11 37  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 28  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 34  2  0  0  0  0
 17 18  1  0  0  0  0
 17 32  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 33  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 27  1  0  0  0  0
 24 25  2  0  0  0  0
 24 35  1  0  0  0  0
M  END

     RDKit          3D

 82 85  0  0  0  0  0  0  0  0999 V2000
    4.0666   -2.2648    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2015   -1.0079    0.5527 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8005    0.0072   -0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2344    0.2488   -0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7286   -0.3291    0.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0952    1.1846   -0.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4752    1.2450   -0.1988 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0707   -0.1684   -0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3464    2.2226   -0.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8375    3.1655   -0.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6597    2.1518   -2.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8119   -1.3855    0.2156 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3906   -2.5233    1.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0814   -2.3792    1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8959   -3.2408    0.9032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154   -0.9329    1.2024 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0197   -0.5988    2.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6646   -0.4673    0.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0168    0.3166   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0998    0.4296   -1.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413    0.9741   -2.2513 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2669   -0.0823   -1.0837 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3567   -1.2690   -1.8478 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572   -0.3337    0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1672    0.9542    0.9640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996    1.0318   -0.0351 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0914    2.1793    0.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6445    1.7253   -1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0016    2.3786   -1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0760    1.3720   -0.8413 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9675    1.2865   -1.9044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5637    0.0130   -0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2960   -0.8831   -1.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6745   -0.6573    0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3938    0.1528    0.4636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9218   -1.2107    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7434   -0.9028    1.8633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4050   -1.9881    2.6406 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4433   -2.6560    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9126   -2.1105   -0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4749   -3.0971   -0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521   -0.7088    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8729   -0.4716   -1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2253    0.9113   -0.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1812    0.7586   -1.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417    2.1727   -0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3927    1.4782    0.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0325   -0.6754    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5217   -0.7961   -0.9960 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1251   -0.1293   -0.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3887    2.7137   -2.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419   -1.8868   -0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7214   -3.5040    0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7241   -2.2876    2.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1593   -1.5120    3.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0646   -0.3089    2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314    0.1783    3.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9344    0.6474   -1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8363   -1.1248   -2.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    1.7903    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0858    0.9381    1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782    1.3024    1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0330    2.3326    1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2391    1.9831    1.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8825    3.1380    0.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7542    1.0684   -2.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9341    2.5703   -1.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2244    2.9221   -2.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9473    3.1314   -0.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6846    1.7427    0.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5081    0.4594   -1.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6112   -0.3898   -2.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2485   -1.2308   -1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9069   -1.8340   -1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6283   -1.7493    0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6715   -0.2502    0.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5501   -0.3905    1.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8558    0.6038    1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7455   -1.6983    1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5052   -1.8136    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -0.0766    2.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2075   -2.5553    2.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 11  1  0
  9 10  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  1
 19 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 24 12  1  0
 35 26  1  0
 24 16  1  0
 37 18  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  1
  3 43  1  0
  3 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  1
  8 48  1  0
  8 49  1  0
  8 50  1  0
 11 51  1  0
 12 52  1  6
 13 53  1  0
 13 54  1  0
 17 55  1  0
 17 56  1  0
 17 57  1  0
 22 58  1  6
 23 59  1  0
 25 60  1  0
 25 61  1  0
 25 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  1
 31 71  1  0
 33 72  1  0
 33 73  1  0
 33 74  1  0
 34 75  1  0
 34 76  1  0
 34 77  1  0
 35 78  1  1
 36 79  1  0
 36 80  1  0
 37 81  1  1
 38 82  1  0
M  END


  Mrv0541 02241208502D          

 38 41  0  0  0  0            999 V2000
    0.6582    1.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4077    0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8975    0.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4175   -0.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3679   -0.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832   -0.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832   -1.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -1.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2223   -1.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9293   -1.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9293   -0.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -0.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958   -0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    0.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874    1.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3679    0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2937    1.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4643    1.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9841    1.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7985    1.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3185    0.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1329    0.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299    1.6899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    2.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227    0.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015    0.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2786   -0.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7436   -2.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830   -2.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874    1.9539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6885    0.5330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5166    1.1272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6529    0.2785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773   -1.1382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6529   -1.7738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3625   -1.7627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 20  1  0  0  0  0
  1 26  1  0  0  0  0
  2  3  1  0  0  0  0
  2 18  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 36  2  0  0  0  0
  5  6  1  0  0  0  0
  5 18  1  0  0  0  0
  5 29  1  0  0  0  0
  6  7  1  0  0  0  0
  6 15  2  0  0  0  0
  7  8  1  0  0  0  0
  7 38  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 12  1  0  0  0  0
 11 37  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 28  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 34  2  0  0  0  0
 17 18  1  0  0  0  0
 17 32  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 33  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 27  1  0  0  0  0
 24 25  2  0  0  0  0
 24 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217551

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CC(=O)CC(C)C(O)=O)C1CC(=O)C2(C)C3=C(C(=O)C(O)C12C)C1(C)CCC(O)C(C)(C)C1CC3O

> <INCHI_IDENTIFIER>
InChI=1S/C30H44O8/c1-14(10-16(31)11-15(2)26(37)38)17-12-21(34)30(7)22-18(32)13-19-27(3,4)20(33)8-9-28(19,5)23(22)24(35)25(36)29(17,30)6/h14-15,17-20,25,32-33,36H,8-13H2,1-7H3,(H,37,38)

> <INCHI_KEY>
BPJPBLZKOVIJQD-UHFFFAOYSA-N

> <FORMULA>
C30H44O8

> <MOLECULAR_WEIGHT>
532.6656

> <EXACT_MASS>
532.303618384

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
57.83995137649848

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methyl-4-oxo-6-{5,9,16-trihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}heptanoic acid

> <ALOGPS_LOGP>
2.84

> <JCHEM_LOGP>
2.5882234436666662

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.894108868541537

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.161467889512429

> <JCHEM_PKA_STRONGEST_BASIC>
-0.807009706311624

> <JCHEM_POLAR_SURFACE_AREA>
149.2

> <JCHEM_REFRACTIVITY>
140.26750000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-4-oxo-6-{5,9,16-trihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}heptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.229   3.298   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.761   1.832   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.675   0.592   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.779  -0.661   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.687  -0.199   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.022  -0.969   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.022  -2.515   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.347  -3.280   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.669  -2.518   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.015  -3.296   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.335  -2.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.335  -1.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.017  -0.248   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.669  -0.992   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.352  -0.201   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.352   1.329   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.030   2.091   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.687   1.344   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.548   2.880   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.733   3.630   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.704   2.433   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.224   2.674   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.195   1.475   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.715   1.716   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.269   3.154   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.258   4.497   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.642   0.037   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.669   0.548   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.520  -1.727   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.988  -4.497   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.008  -4.484   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.030   3.647   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.152   0.995   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.698   2.104   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       8.685   0.520   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       1.264  -2.125   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -8.685  -3.311   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -0.677  -3.290   0.000  0.00  0.00           O+0
CONECT    1    2   20   26                                                  
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   36                                                  
CONECT    5    4    6   18   29                                             
CONECT    6    5    7   15                                                  
CONECT    7    6    8   38                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   30   31                                             
CONECT   11   10   12   37                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    9   13   15   28                                             
CONECT   15    6   14   16                                                  
CONECT   16   15   17   34                                                  
CONECT   17   16   18   32                                                  
CONECT   18    2    5   17   19                                             
CONECT   19   18                                                            
CONECT   20    1   21                                                       
CONECT   21   20   22   33                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   35                                                  
CONECT   25   24                                                            
CONECT   26    1                                                            
CONECT   27   23                                                            
CONECT   28   14                                                            
CONECT   29    5                                                            
CONECT   30   10                                                            
CONECT   31   10                                                            
CONECT   32   17                                                            
CONECT   33   21                                                            
CONECT   34   16                                                            
CONECT   35   24                                                            
CONECT   36    4                                                            
CONECT   37   11                                                            
CONECT   38    7                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Value	Source
Ganoderate g	Generator
2-Methyl-4-oxo-6-{5,9,16-trihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}heptanoate	Generator

Chemical Formula

C₃₀H₄₄O₈

Average Mass

532.6656 Da

Monoisotopic Mass

532.30362 Da

IUPAC Name

2-methyl-4-oxo-6-{5,9,16-trihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}heptanoic acid

Traditional Name

2-methyl-4-oxo-6-{5,9,16-trihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}heptanoic acid

CAS Registry Number

Not Available

SMILES

CC(CC(=O)CC(C)C(O)=O)C1CC(=O)C2(C)C3=C(C(=O)C(O)C12C)C1(C)CCC(O)C(C)(C)C1CC3O

InChI Identifier

InChI=1S/C30H44O8/c1-14(10-16(31)11-15(2)26(37)38)17-12-21(34)30(7)22-18(32)13-19-27(3,4)20(33)8-9-28(19,5)23(22)24(35)25(36)29(17,30)6/h14-15,17-20,25,32-33,36H,8-13H2,1-7H3,(H,37,38)

InChI Key

BPJPBLZKOVIJQD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic homopolycyclic 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	2.84	ALOGPS
logP	2.59	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.16	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	149.2 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	140.27 m³·mol⁻¹	ChemAxon
Polarizability	57.84 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0035985

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB014791

KNApSAcK ID

C00023826

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

73657193

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid (NP0217551)

MOL for NP0217551 (2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid)

3D MOL for NP0217551 (2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid)

3D SDF for NP0217551 (2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid)

3D-SDF for NP0217551 (2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid)

PDB for NP0217551 (2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid)

3D PDB for NP0217551 (2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid)

SMILES for NP0217551 (2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid)

INCHI for NP0217551 (2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid)

Structure for NP0217551 (2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid)

3D Structure for NP0217551 (2-methyl-4-oxo-6-{4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}heptanoic acid)