NP-MRD: Showing NP-Card for Trishizukaol A (NP0082452)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 03:29:37 UTC

Updated at

2022-04-29 03:29:37 UTC

NP-MRD ID

NP0082452

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Trishizukaol A

Description

Methyl (1S,2R,4S,8R,9R,10Z,12R)-8-[(1aR,1bS,2R,6aS)-6-[(2R)-2-[(1aR,1bS,2R,6aS)-2-hydroxy-1b,5,6-trimethyl-3-oxo-1H,1aH,1bH,2H,3H,6aH-cyclopropa[a]inden-4-yl]-3-methoxy-3-oxopropyl]-2-hydroxy-1b-methyl-3-oxo-1H,1aH,1bH,2H,3H,6aH-cyclopropa[a]inden-4-yl]-12-hydroxy-10-(1-methoxy-1-oxopropan-2-ylidene)-1-methyl-11-oxotetracyclo[7.3.1.0²,⁴.0⁵,¹³]Tridec-5(13)-ene-8-carboxylate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Trishizukaol A is found in Chloranthus japonicus. Based on a literature review very few articles have been published on methyl (1S,2R,4S,8R,9R,10Z,12R)-8-[(1aR,1bS,2R,6aS)-6-[(2R)-2-[(1aR,1bS,2R,6aS)-2-hydroxy-1b,5,6-trimethyl-3-oxo-1H,1aH,1bH,2H,3H,6aH-cyclopropa[a]inden-4-yl]-3-methoxy-3-oxopropyl]-2-hydroxy-1b-methyl-3-oxo-1H,1aH,1bH,2H,3H,6aH-cyclopropa[a]inden-4-yl]-12-hydroxy-10-(1-methoxy-1-oxopropan-2-ylidene)-1-methyl-11-oxotetracyclo[7.3.1.0²,⁴.0⁵,¹³]Tridec-5(13)-ene-8-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292205292D          

 60 69  0  0  1  0            999 V2000
   -2.0410   -0.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120    0.5779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3756   -0.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4653   -1.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2203   -2.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -2.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035   -2.8413    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5552   -2.0556    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8858   -1.5735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7961   -0.7534    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5550   -0.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -1.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1098   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211   -3.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150   -4.3707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6938   -4.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9130   -4.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2919   -5.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5272   -5.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8738   -5.8407    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2688   -6.4017    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4516   -5.9997    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2324   -6.2661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8535   -5.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6343   -5.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921   -7.0755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5258   -6.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571   -6.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292   -4.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7533   -3.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0961   -4.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3547   -3.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6473   -5.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4551   -5.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6206   -0.5763    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4243   -1.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3678   -1.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9636   -1.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7674   -0.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247   -0.0057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0152    0.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016    1.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    1.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8377    2.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2437    3.2513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6127    3.0513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6177    3.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167    1.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0486    2.1762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435    1.0225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4688    0.1979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0986   -0.3350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7864   -1.0987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6038   -0.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3020    0.5434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1868    1.4913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2787    0.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8242    0.7273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2830    0.0673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9798    0.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  1  0  0  0
  9 12  1  1  0  0  0
  8 13  1  1  0  0  0
  7 13  1  1  0  0  0
  6 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  2  0  0  0  0
 23 26  1  1  0  0  0
 22 27  1  1  0  0  0
 21 28  1  1  0  0  0
 20 28  1  1  0  0  0
 19 29  1  0  0  0  0
 17 30  1  0  0  0  0
 15 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 35  3  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 40 39  1  1  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 41 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 39 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 38 53  1  0  0  0  0
 53 54  1  6  0  0  0
 52 54  1  6  0  0  0
 51 55  1  6  0  0  0
 50 56  1  6  0  0  0
 35 57  1  1  0  0  0
 57 58  2  0  0  0  0
 57 59  1  0  0  0  0
 59 60  1  0  0  0  0
M  END

     RDKit          3D

114123  0  0  0  0  0  0  0  0999 V2000
   -5.0590    5.3909    3.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2473    4.5841    2.6171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139    3.3162    2.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7382    2.9495    2.4576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7118    2.5393    1.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3371    3.1050    1.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0256    1.3881    0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3799    0.8093    1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3426    1.5357    0.8381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5659   -0.6033    1.5485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7827   -0.6275    2.9195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2396   -1.3528    1.2864 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2898   -1.2242    2.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7572   -0.7621    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1048   -1.5024   -0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2277   -0.9128   -2.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2378    0.6008   -2.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9087    0.9160   -1.4419 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5516    2.3154   -1.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4365    3.1642   -2.0779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2040    2.6580   -1.7916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668    3.9501   -2.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8482    0.0946   -2.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153   -0.7448   -1.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0471   -1.4404   -2.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2202   -1.7635   -1.8324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445   -1.4466   -0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0724   -0.5469   -0.7694 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7690    0.6928   -1.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5595    1.0408   -1.6025 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7223    1.5727   -1.8939 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3455    2.7768   -2.5300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0228   -0.6235    0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3837    0.3590    1.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8574    1.7093    1.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3812    0.0610    2.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3230    0.8084    2.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6237    2.2322    2.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1068    0.0414    3.7077 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4442   -0.3814    4.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4988   -1.3022    3.7727 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3542   -1.3092    2.8246 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0267   -1.4061    3.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3242   -2.3659    1.7900 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6165   -3.4879    2.2667 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6620   -1.9543    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6333   -2.7806   -0.4009 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8736   -2.4315   -2.9619 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3458   -3.7471   -3.4698 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225   -2.4474   -4.0713 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3764   -1.8896   -3.5243 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3517   -3.0724   -3.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8949   -0.7497   -4.3299 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8410   -1.2126   -5.2608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5728    0.2705   -3.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252    1.3529   -4.1177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0658    0.5835   -0.0144 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3893   -2.8724   -0.5250 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5063   -3.6389    0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5546   -2.7667    0.9518 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5602    6.2085    2.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8447    4.8764    3.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3902    5.9058    4.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5747    2.3614    0.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0626    3.5014    2.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    4.0158    0.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3742   -1.0390    0.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7431   -0.7233    3.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8930   -1.3337    3.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6058   -2.1123    2.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7204   -0.2749    2.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4549   -1.2555   -3.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2191   -1.1963   -2.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3444    1.1490   -3.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0423    0.8469   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2064    4.0092   -3.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0698    4.3371   -1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6277    4.6425   -2.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2028   -0.9809   -0.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2213   -2.3525   -0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1618   -0.8845    0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5904   -1.1696   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042    3.6062   -1.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954    2.6531   -2.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0151    2.9849   -3.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7751    2.2100    2.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7941    1.7272    0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5030    2.4434    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7616    2.2760    1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6267    2.5167    2.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9264    2.9539    2.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2166    0.1609    3.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924    0.1123    5.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0775   -0.6665    5.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1144   -2.2198    3.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6910   -0.3996    3.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532   -1.8486    2.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1282   -2.0330    4.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3538   -2.7089    1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7349   -3.5570    1.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9300   -2.2400   -3.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0245   -4.3880   -4.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7348   -4.2920   -2.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1929   -2.1828   -5.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712   -2.8121   -4.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7317   -3.2357   -2.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8512   -3.9808   -3.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0268   -0.2838   -4.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8109   -0.5755   -6.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1171    0.4333    0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2487   -3.4237   -1.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4577   -3.3101    0.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6953   -4.7249    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4544   -3.1782    1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 31  1  0
 31 29  1  0
 29 30  2  0
 29 28  1  0
 28 27  1  0
 27 26  1  0
 26 25  2  0
 25 24  1  0
 24 23  2  0
 23 55  1  0
 55 56  2  0
 55 53  1  0
 53 54  1  0
 53 51  1  0
 51 52  1  1
 51 50  1  0
 50 49  1  0
 49 48  1  0
 23 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  2  0
 14 57  1  0
 57  7  1  0
  7  5  2  0
  5  6  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  1
 12 60  1  0
 60 59  1  0
 59 58  1  0
 18 19  1  1
 19 20  2  0
 19 21  1  0
 21 22  1  0
 28 33  1  0
 33 34  2  0
 34 35  1  0
 34 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  1
 42 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  2  0
 48 26  1  0
 57 18  1  0
 58 60  1  0
 46 33  1  0
 51 25  1  0
 48 50  1  0
 58 15  1  0
 42 36  1  0
 12 14  1  0
 41 39  1  0
 32 83  1  0
 32 84  1  0
 32 85  1  0
 28 82  1  6
 27 80  1  0
 27 81  1  0
 24 79  1  0
 53108  1  6
 54109  1  0
 52105  1  0
 52106  1  0
 52107  1  0
 50104  1  6
 49102  1  0
 49103  1  0
 48101  1  6
 17 74  1  0
 17 75  1  0
 16 72  1  0
 16 73  1  0
 57110  1  1
  6 64  1  0
  6 65  1  0
  6 66  1  0
  1 61  1  0
  1 62  1  0
  1 63  1  0
 10 67  1  6
 11 68  1  0
 13 69  1  0
 13 70  1  0
 13 71  1  0
 60114  1  6
 59112  1  0
 59113  1  0
 58111  1  6
 22 76  1  0
 22 77  1  0
 22 78  1  0
 35 86  1  0
 35 87  1  0
 35 88  1  0
 38 89  1  0
 38 90  1  0
 38 91  1  0
 39 92  1  1
 40 93  1  0
 40 94  1  0
 41 95  1  1
 43 96  1  0
 43 97  1  0
 43 98  1  0
 44 99  1  6
 45100  1  0
M  END


  Mrv1652304292205292D          

 60 69  0  0  1  0            999 V2000
   -2.0410   -0.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120    0.5779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3756   -0.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4653   -1.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2203   -2.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -2.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035   -2.8413    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5552   -2.0556    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8858   -1.5735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7961   -0.7534    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5550   -0.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -1.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1098   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211   -3.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150   -4.3707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6938   -4.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9130   -4.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2919   -5.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5272   -5.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8738   -5.8407    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2688   -6.4017    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4516   -5.9997    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2324   -6.2661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8535   -5.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6343   -5.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921   -7.0755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5258   -6.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571   -6.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292   -4.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7533   -3.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0961   -4.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3547   -3.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6473   -5.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4551   -5.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6206   -0.5763    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4243   -1.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3678   -1.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9636   -1.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7674   -0.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247   -0.0057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0152    0.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016    1.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    1.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8377    2.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2437    3.2513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6127    3.0513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6177    3.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167    1.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0486    2.1762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435    1.0225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4688    0.1979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0986   -0.3350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7864   -1.0987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6038   -0.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3020    0.5434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1868    1.4913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2787    0.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8242    0.7273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2830    0.0673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9798    0.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  1  0  0  0
  9 12  1  1  0  0  0
  8 13  1  1  0  0  0
  7 13  1  1  0  0  0
  6 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  2  0  0  0  0
 23 26  1  1  0  0  0
 22 27  1  1  0  0  0
 21 28  1  1  0  0  0
 20 28  1  1  0  0  0
 19 29  1  0  0  0  0
 17 30  1  0  0  0  0
 15 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 35  3  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 40 39  1  1  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 41 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 39 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 38 53  1  0  0  0  0
 53 54  1  6  0  0  0
 52 54  1  6  0  0  0
 51 55  1  6  0  0  0
 50 56  1  6  0  0  0
 35 57  1  1  0  0  0
 57 58  2  0  0  0  0
 57 59  1  0  0  0  0
 59 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0082452

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H](CC1=C2C=C(C(=O)[C@H](O)[C@@]2(C)[C@@H]2C[C@H]12)[C@]1(CCC2=C3[C@@H]1\C(=C(/C)C(=O)OC)C(=O)[C@H](O)[C@@]3(C)[C@@H]1C[C@H]21)C(=O)OC)C1=C(C)C2=C(C)[C@H]3C[C@H]3[C@]2(C)[C@@H](O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C48H54O12/c1-17-21-13-26(21)46(5)33(17)18(2)31(37(50)40(46)53)25(43(56)59-8)12-22-24-15-27(24)45(4)29(22)16-30(36(49)39(45)52)48(44(57)60-9)11-10-20-23-14-28(23)47(6)34(20)35(48)32(38(51)41(47)54)19(3)42(55)58-7/h16,21,23-28,35,39-41,52-54H,10-15H2,1-9H3/b32-19-/t21-,23-,24-,25-,26-,27-,28-,35+,39+,40+,41+,45+,46+,47+,48+/m1/s1

> <INCHI_KEY>
UTOSQPHVQVJVED-DYWVFKPRSA-N

> <FORMULA>
C48H54O12

> <MOLECULAR_WEIGHT>
822.948

> <EXACT_MASS>
822.361527179

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
114

> <JCHEM_AVERAGE_POLARIZABILITY>
87.02025003346435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1S,2R,4S,8R,9R,10Z,12R)-8-[(1aR,1bS,2R,6aS)-6-[(2R)-2-[(1aR,1bS,2R,6aS)-2-hydroxy-1b,5,6-trimethyl-3-oxo-1H,1aH,1bH,2H,3H,6aH-cyclopropa[a]inden-4-yl]-3-methoxy-3-oxopropyl]-2-hydroxy-1b-methyl-3-oxo-1H,1aH,1bH,2H,3H,6aH-cyclopropa[a]inden-4-yl]-12-hydroxy-10-(1-methoxy-1-oxopropan-2-ylidene)-1-methyl-11-oxotetracyclo[7.3.1.0^{2,4}.0^{5,13}]tridec-5(13)-ene-8-carboxylate

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.8213651806666666

> <ALOGPS_LOGS>
-5.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.499337054794289

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.1798254146500025

> <JCHEM_PKA_STRONGEST_BASIC>
-3.728503947446071

> <JCHEM_POLAR_SURFACE_AREA>
190.79999999999998

> <JCHEM_REFRACTIVITY>
218.41060000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.13e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,2R,4S,8R,9R,10Z,12R)-8-[(1aR,1bS,2R,6aS)-6-[(2R)-2-[(1aR,1bS,2R,6aS)-2-hydroxy-1b,5,6-trimethyl-3-oxo-1H,1aH,2H,6aH-cyclopropa[a]inden-4-yl]-3-methoxy-3-oxopropyl]-2-hydroxy-1b-methyl-3-oxo-1H,1aH,2H,6aH-cyclopropa[a]inden-4-yl]-12-hydroxy-10-(1-methoxy-1-oxopropan-2-ylidene)-1-methyl-11-oxotetracyclo[7.3.1.0^{2,4}.0^{5,13}]tridec-5(13)-ene-8-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -3.810  -0.786   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.569   1.079   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.568  -1.696   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.735  -3.227   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.145  -3.848   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.627  -5.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.167  -5.304   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.636  -3.837   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.387  -2.937   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.219  -1.406   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.636  -0.591   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -6.937  -2.378   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.672  -4.977   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.773  -6.682   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.321  -8.159   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.162  -9.172   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.704  -8.675   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.545  -9.689   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.984  -9.505   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.631 -10.903   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.502 -11.950   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.843 -11.199   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.301 -11.697   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.460 -10.683   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.917 -11.180   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.599 -13.208   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.982 -12.733   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.973 -12.404   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.735  -8.160   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.406  -7.164   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.779  -8.656   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -6.262  -7.194   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -6.808  -9.810   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -8.316  -9.497   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.158  -1.076   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.792  -2.571   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.687  -3.002   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.799  -1.937   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.432  -0.441   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.046  -0.011   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.028   1.827   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.310   3.163   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -2.846   2.522   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -1.564   4.837   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -0.455   6.069   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -3.010   5.696   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -3.020   7.323   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       1.338   2.637   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       1.957   4.062   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       2.694   1.909   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       2.742   0.369   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       3.917  -0.625   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       3.335  -2.051   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       4.860  -1.843   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       4.297   1.014   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       4.082   2.784   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -2.387   0.039   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      -1.538   1.358   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      -4.262   0.126   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      -5.562   1.015   0.000  0.00  0.00           C+0
CONECT    1    2    3   10                                                  
CONECT    2    1                                                            
CONECT    3    1    4   35                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8    5   10   12                                             
CONECT   10    9    1   11                                                  
CONECT   11   10                                                            
CONECT   12    9                                                            
CONECT   13    8    7                                                       
CONECT   14    6   15                                                       
CONECT   15   14   16   31                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20   29                                                  
CONECT   20   19   21   28                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   18   23   27                                             
CONECT   23   22   24   26                                                  
CONECT   24   23   16   25                                                  
CONECT   25   24                                                            
CONECT   26   23                                                            
CONECT   27   22                                                            
CONECT   28   21   20                                                       
CONECT   29   19                                                            
CONECT   30   17                                                            
CONECT   31   15   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33                                                            
CONECT   35    3   36   40   57                                             
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   53                                                  
CONECT   39   38   40   51                                                  
CONECT   40   39   35   41                                                  
CONECT   41   40   42   48                                                  
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46                                                            
CONECT   48   41   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51   56                                                  
CONECT   51   50   39   52   55                                             
CONECT   52   51   53   54                                                  
CONECT   53   52   38   54                                                  
CONECT   54   53   52                                                       
CONECT   55   51                                                            
CONECT   56   50                                                            
CONECT   57   35   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57   60                                                       
CONECT   60   59                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  138    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1S,2R,4S,8R,9R,10Z,12R)-8-[(1ar,1BS,2R,6as)-6-[(2R)-2-[(1ar,1BS,2R,6as)-2-hydroxy-1b,5,6-trimethyl-3-oxo-1H,1ah,1BH,2H,3H,6ah-cyclopropa[a]inden-4-yl]-3-methoxy-3-oxopropyl]-2-hydroxy-1b-methyl-3-oxo-1H,1ah,1BH,2H,3H,6ah-cyclopropa[a]inden-4-yl]-12-hydroxy-10-(1-methoxy-1-oxopropan-2-ylidene)-1-methyl-11-oxotetracyclo[7.3.1.0,.0,]tridec-5(13)-ene-8-carboxylic acid	Generator

Chemical Formula

C₄₈H₅₄O₁₂

Average Mass

822.9480 Da

Monoisotopic Mass

822.36153 Da

IUPAC Name

methyl (1S,2R,4S,8R,9R,10Z,12R)-8-[(1aR,1bS,2R,6aS)-6-[(2R)-2-[(1aR,1bS,2R,6aS)-2-hydroxy-1b,5,6-trimethyl-3-oxo-1H,1aH,1bH,2H,3H,6aH-cyclopropa[a]inden-4-yl]-3-methoxy-3-oxopropyl]-2-hydroxy-1b-methyl-3-oxo-1H,1aH,1bH,2H,3H,6aH-cyclopropa[a]inden-4-yl]-12-hydroxy-10-(1-methoxy-1-oxopropan-2-ylidene)-1-methyl-11-oxotetracyclo[7.3.1.0^{2,4}.0^{5,13}]tridec-5(13)-ene-8-carboxylate

Traditional Name

methyl (1S,2R,4S,8R,9R,10Z,12R)-8-[(1aR,1bS,2R,6aS)-6-[(2R)-2-[(1aR,1bS,2R,6aS)-2-hydroxy-1b,5,6-trimethyl-3-oxo-1H,1aH,2H,6aH-cyclopropa[a]inden-4-yl]-3-methoxy-3-oxopropyl]-2-hydroxy-1b-methyl-3-oxo-1H,1aH,2H,6aH-cyclopropa[a]inden-4-yl]-12-hydroxy-10-(1-methoxy-1-oxopropan-2-ylidene)-1-methyl-11-oxotetracyclo[7.3.1.0^{2,4}.0^{5,13}]tridec-5(13)-ene-8-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H](CC1=C2C=C(C(=O)[C@H](O)[C@@]2(C)[C@@H]2C[C@H]12)[C@]1(CCC2=C3[C@@H]1\C(=C(/C)C(=O)OC)C(=O)[C@H](O)[C@@]3(C)[C@@H]1C[C@H]21)C(=O)OC)C1=C(C)C2=C(C)[C@H]3C[C@H]3[C@]2(C)[C@@H](O)C1=O

InChI Identifier

InChI=1S/C48H54O12/c1-17-21-13-26(21)46(5)33(17)18(2)31(37(50)40(46)53)25(43(56)59-8)12-22-24-15-27(24)45(4)29(22)16-30(36(49)39(45)52)48(44(57)60-9)11-10-20-23-14-28(23)47(6)34(20)35(48)32(38(51)41(47)54)19(3)42(55)58-7/h16,21,23-28,35,39-41,52-54H,10-15H2,1-9H3/b32-19-/t21-,23-,24-,25-,26-,27-,28-,35+,39+,40+,41+,45+,46+,47+,48+/m1/s1

InChI Key

UTOSQPHVQVJVED-DYWVFKPRSA-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
Chloranthus japonicus	Plant	KNApSAcK

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
Tricarboxylic acid or derivatives
Cyclohexenone
Fatty acid ester
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	3.05	ALOGPS
logP	2.82	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	5.18	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	190.8 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	218.41 m³·mol⁻¹	ChemAxon
Polarizability	87.02 Å³	ChemAxon
Number of Rings	10	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

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

163106215

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Trishizukaol A (NP0082452)

MOL for NP0082452 (Trishizukaol A)

3D MOL for NP0082452 (Trishizukaol A)

3D SDF for NP0082452 (Trishizukaol A)

3D-SDF for NP0082452 (Trishizukaol A)

PDB for NP0082452 (Trishizukaol A)

3D PDB for NP0082452 (Trishizukaol A)

SMILES for NP0082452 (Trishizukaol A)

INCHI for NP0082452 (Trishizukaol A)

Structure for NP0082452 (Trishizukaol A)

3D Structure for NP0082452 (Trishizukaol A)