NP-MRD: Showing NP-Card for 3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid (NP0183970)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 22:58:55 UTC

Updated at

2022-09-03 22:58:55 UTC

NP-MRD ID

NP0183970

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid

Description

Fomitopsic acid B, also known as fomitopsate b, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid is found in Fomitopsis pinicola. Based on a literature review very few articles have been published on Fomitopsic acid B.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652309042200582D          

 38 41  0  0  1  0            999 V2000
    3.0870    1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570    0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8170   -0.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672    0.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4372   -0.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2474   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5174   -1.6129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3275   -1.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8676   -1.1452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6778   -1.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9478   -2.0807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2179   -0.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0280   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5681   -0.2097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2980   -1.6129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9773   -2.2366    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1644   -3.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4580   -3.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8344   -2.9262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5946   -3.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0157   -3.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6948   -3.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8761   -3.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.2324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5597   -3.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8024   -4.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1746   -3.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0620   -2.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567   -2.7786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3830   -1.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016   -1.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6993   -2.4724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0203   -1.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -2.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8389   -1.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6576   -1.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1553   -2.1662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5539   -1.4439    0.0000 C   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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 16  7  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 24 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 21 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 16 37  1  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  1  0  0  0
M  END

     RDKit          3D

 86 89  0  0  0  0  0  0  0  0999 V2000
    7.1061   -5.0819    0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5235   -3.7450    0.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9115   -3.0793   -1.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6831   -3.1323    0.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1244   -1.7988    0.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6432   -1.9048    0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9412   -0.5554    0.1595 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4803   -0.1322   -1.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246    1.0793   -1.6801 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2297    2.2825   -1.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410    2.3085    0.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7603    3.5852   -1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1099    4.7041   -0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7263    4.5006    0.4089 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439    5.9860   -1.0113 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4919   -0.9293    0.2126 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2873   -1.4794    1.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0941   -1.0227    2.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6942   -0.6671    0.7705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8538   -1.9524   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8985    0.1401    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5634    0.5052    1.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7738    1.3353    1.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5317    0.6785    0.5355 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9740    1.1194    0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6663    0.4349    1.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1566    2.5934    0.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5491    0.5726   -0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5532    1.0551   -1.2193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8667   -0.5590   -1.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4074   -0.2995   -1.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8337    0.7683   -0.7814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0016    2.0920   -1.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3779    0.5566   -0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4336    0.7202   -1.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0156    0.5343   -1.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4640    0.1234    0.1183 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7256    1.3100    1.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1734   -5.6329   -0.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1144   -4.9520    0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4802   -5.6924    1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3982   -2.0964   -1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6071   -3.7420   -1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0132   -2.9887   -1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4012   -3.6171    1.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968   -1.0173    1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5023   -1.5805   -0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3301   -2.6599   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3058   -2.3002    1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2402    0.1259    0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4555   -0.9146   -1.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5911    0.0592   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6772    3.5878   -1.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3051    3.8016   -2.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1123    6.8205   -0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856   -1.7294   -0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0014   -1.0193    2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3411   -2.5983    1.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6241   -1.9229    2.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0562   -0.2442    2.8387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2363   -2.7652    0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9286   -2.2960    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6558   -1.8127   -1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1994    0.1878    2.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4744    2.3572    1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4207    1.3946    2.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5693   -0.4207    0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1422   -0.5062    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4841    1.1344    2.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7378    0.3025    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109    3.1735    0.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6500    2.8535    1.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8741    2.9883   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4112   -0.8406   -2.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9775   -1.4490   -0.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2992   -0.0386   -2.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8643   -1.2670   -1.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3993    2.8770   -0.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5474    1.9731   -2.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0487    2.3705   -1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7385    1.0256   -2.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -0.0641   -2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4438    1.5802   -1.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7296    2.2515    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1072    1.4719    1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6407    1.1853    1.6466 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
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 15  1  0
 13 14  2  0
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  6
 32 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 37 38  1  1
 37 16  1  0
 37 19  1  0
 34 21  1  0
 32 24  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
  4 45  1  0
  5 46  1  0
  5 47  1  0
  6 48  1  0
  6 49  1  0
  7 50  1  1
  8 51  1  0
  8 52  1  0
 12 53  1  0
 12 54  1  0
 15 55  1  0
 16 56  1  6
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  1
 26 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 27 73  1  0
 30 74  1  0
 30 75  1  0
 31 76  1  0
 31 77  1  0
 33 78  1  0
 33 79  1  0
 33 80  1  0
 35 81  1  0
 36 82  1  0
 36 83  1  0
 38 84  1  0
 38 85  1  0
 38 86  1  0
M  END

  Mrv1652309042200582D          

 38 41  0  0  1  0            999 V2000
    3.0870    1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570    0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8170   -0.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672    0.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4372   -0.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2474   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5174   -1.6129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3275   -1.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8676   -1.1452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6778   -1.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9478   -2.0807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2179   -0.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0280   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5681   -0.2097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2980   -1.6129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9773   -2.2366    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1644   -3.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4580   -3.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8344   -2.9262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5946   -3.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0157   -3.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6948   -3.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8761   -3.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.2324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5597   -3.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8024   -4.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1746   -3.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0620   -2.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567   -2.7786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3830   -1.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016   -1.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6993   -2.4724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0203   -1.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -2.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8389   -1.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6576   -1.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1553   -2.1662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5539   -1.4439    0.0000 C   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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 16  7  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 24 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 21 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 16 37  1  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0183970

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC[C@@H](COC(=O)CC(O)=O)[C@H]1CC[C@@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)C3=CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C33H48O5/c1-21(2)9-8-10-22(20-38-29(37)19-28(35)36)23-13-17-33(7)25-11-12-26-30(3,4)27(34)15-16-31(26,5)24(25)14-18-32(23,33)6/h9,11,14,22-23,26H,8,10,12-13,15-20H2,1-7H3,(H,35,36)/t22-,23+,26-,31+,32+,33-/m0/s1

> <INCHI_KEY>
SXYOHWHWZQDZED-YAIYFESBSA-N

> <FORMULA>
C33H48O5

> <MOLECULAR_WEIGHT>
524.742

> <EXACT_MASS>
524.350174646

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
61.706951876234974

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(2R)-6-methyl-2-[(2S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]hept-5-en-1-yl]oxy}-3-oxopropanoic acid

> <JCHEM_LOGP>
6.882907539666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.63519884613536

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2256139599725

> <JCHEM_PKA_STRONGEST_BASIC>
-6.979502496569403

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
152.18630000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(2R)-6-methyl-2-[(2S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]hept-5-en-1-yl]oxy}-3-oxopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       5.762   1.937   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.266   0.482   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.258  -0.683   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.779   0.191   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.283  -1.265   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.795  -1.556   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.299  -3.011   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.811  -3.302   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.820  -2.138   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      14.332  -2.429   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      14.836  -3.884   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      15.340  -1.265   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.852  -1.556   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      17.860  -0.392   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      17.356  -3.011   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.291  -4.175   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.640  -5.675   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.322  -6.470   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.158  -5.462   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.710  -6.936   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.629  -5.653   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.030  -7.071   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.502  -7.262   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.573  -6.034   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.045  -6.224   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.498  -7.696   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.326  -6.926   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.116  -4.996   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.412  -5.187   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.715  -3.577   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.243  -3.387   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.172  -4.615   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.771  -3.196   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.700  -4.425   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.299  -3.006   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.828  -2.815   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.757  -4.044   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.501  -2.695   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    7   17   37                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21   37                                             
CONECT   20   19                                                            
CONECT   21   19   22   34                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   32                                                  
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   24   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   21   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   16   19   38                                             
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Value	Source
Fomitopsate b	Generator

Chemical Formula

C₃₃H₄₈O₅

Average Mass

524.7420 Da

Monoisotopic Mass

524.35017 Da

IUPAC Name

3-{[(2R)-6-methyl-2-[(2S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]hept-5-en-1-yl]oxy}-3-oxopropanoic acid

Traditional Name

3-{[(2R)-6-methyl-2-[(2S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]hept-5-en-1-yl]oxy}-3-oxopropanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC[C@@H](COC(=O)CC(O)=O)[C@H]1CC[C@@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)C3=CC[C@]12C

InChI Identifier

InChI=1S/C33H48O5/c1-21(2)9-8-10-22(20-38-29(37)19-28(35)36)23-13-17-33(7)25-11-12-26-30(3,4)27(34)15-16-31(26,5)24(25)14-18-32(23,33)6/h9,11,14,22-23,26H,8,10,12-13,15-20H2,1-7H3,(H,35,36)/t22-,23+,26-,31+,32+,33-/m0/s1

InChI Key

SXYOHWHWZQDZED-YAIYFESBSA-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
Fomitopsis pinicola	LOTUS Database	35616633

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

Substituents

Triterpenoid
Cholesterol-skeleton
Cholestane-skeleton
Bile acid, alcohol, or derivatives
Steroid ester
3-oxo-delta-7-steroid
3-oxosteroid
14-alpha-methylsteroid
3-oxo-5-alpha-steroid
Oxosteroid
Steroid
Delta-7-steroid
1,3-dicarbonyl compound
Dicarboxylic acid or derivatives
Carboxylic acid ester
Cyclic ketone
Ketone
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aliphatic homopolycyclic compound

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	6.88	ChemAxon
pKa (Strongest Acidic)	4.23	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	152.19 m³·mol⁻¹	ChemAxon
Polarizability	61.71 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10187851

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15894358

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid (NP0183970)

MOL for NP0183970 (3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid)

3D MOL for NP0183970 (3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid)

3D SDF for NP0183970 (3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid)

3D-SDF for NP0183970 (3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid)

PDB for NP0183970 (3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid)

3D PDB for NP0183970 (3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid)

SMILES for NP0183970 (3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid)

INCHI for NP0183970 (3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid)

Structure for NP0183970 (3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid)

3D Structure for NP0183970 (3-{[(2r)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-1-yl]oxy}-3-oxopropanoic acid)