NP-MRD: Showing NP-Card for methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate (NP0236487)

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Record Information

Version

2.0

Created at

2022-09-06 19:23:51 UTC

Updated at

2022-09-06 19:23:52 UTC

NP-MRD ID

NP0236487

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate

Description

Methyl 2-[(1R,2S,3R,4R)-2-[(1R,5S,6S,7R,7aS)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate is found in Turraea heterophylla. Based on a literature review very few articles have been published on methyl 2-[(1R,2S,3R,4R)-2-[(1R,5S,6S,7R,7aS)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062221232D          

 47 50  0  0  1  0            999 V2000
    0.8803   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242    2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242    2.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396    3.1994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546    2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4393    1.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2946    2.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9972    2.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263    3.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861    2.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1436    1.3137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1299    2.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6760    3.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3863    2.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3855    0.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -1.0445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5826   -0.9073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161   -1.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981   -1.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5333   -2.2392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -1.8197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7655   -2.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8486   -3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2826   -4.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4104   -4.2968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0451   -2.7594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -1.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1117   -1.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7655   -2.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -0.5558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8123   -0.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7078    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4572   -0.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2254    0.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0347    1.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  2  0  0  0  0
  6 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  1  0  0  0
 25 27  1  1  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 32 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 25 42  1  0  0  0  0
 42 43  1  1  0  0  0
 43 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
M  END

     RDKit          3D

 91 94  0  0  0  0  0  0  0  0999 V2000
   -0.3828    0.1710    2.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4440   -0.1094    1.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8589   -0.0006    2.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4493    0.1602    3.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9202    0.2835    3.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0050    0.8289    1.7076 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3527    0.7609    1.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9905    1.7808    0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2370    1.3170    0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3200    0.0879    0.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2258   -0.2896    1.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9621   -0.0025    1.0197 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3677   -1.4023    0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3352    0.7341   -0.0742 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1172    1.2804   -1.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2907    2.5682   -1.4342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1766    3.0049   -2.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6713    3.4368   -0.8010 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1430   -0.0188   -0.6952 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7997   -1.1226   -1.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0354   -1.1343   -2.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7039   -2.2909   -3.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7027   -0.1812   -3.4823 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297   -0.5006    0.2669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2878   -0.5322   -0.1492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1747   -0.9507   -1.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0895   -1.6715    0.4238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0382   -1.3109    1.3997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2600   -1.9694    2.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2849   -1.4789    3.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -2.9738    2.8640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100   -2.1739   -0.6562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8918   -3.1490    0.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9324   -4.4683   -0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6863   -5.5531    0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2600   -4.7608   -1.3898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9216   -0.9894   -0.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0641   -1.1433   -1.3032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5351    0.4363   -0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9367    1.1693   -1.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5416    0.9006    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1271    0.6813   -0.2232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4375    1.8404   -0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1006    3.1236   -0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0863    3.2866   -0.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5832    4.2435   -1.3991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2232    5.4790   -1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4410    0.1943    2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0337    0.4511    3.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657    0.2038    4.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126    1.0004    3.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3799   -0.6893    3.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5930    1.8787    1.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6127    2.7840    0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0394    1.8139   -0.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1035   -1.2762    1.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323   -2.1347    0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2664   -1.3850    0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7930   -1.8309    1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8699    1.6301    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8760    3.9425   -3.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2797    2.1679   -3.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2349    3.1372   -2.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    0.6431   -1.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8612   -2.9163   -3.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3814   -1.9278   -4.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871   -2.8877   -2.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538   -1.6422    0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7910   -1.9597   -1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1494   -0.9444   -2.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6374   -0.1962   -2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4777   -2.5529    0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8442   -1.0737    4.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0188   -2.2551    3.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8728   -0.6302    3.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6532   -2.6957   -1.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3002   -6.0299   -0.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089   -5.2438    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9697   -6.3537    0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7419    1.9411   -1.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1327    1.6404   -2.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4377    0.4829   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2438    0.0824    0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0533    1.2046    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2065    1.7035    0.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438    1.0851    0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8445    5.7547   -2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4409    6.2761   -1.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
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  6 53  1  1
  5 51  1  0
  5 52  1  0
  4 50  1  0
  1 48  1  0
  1 49  1  0
 11 56  1  0
  9 55  1  0
  8 54  1  0
M  END


  Mrv1652309062221232D          

 47 50  0  0  1  0            999 V2000
    0.8803   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242    2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242    2.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396    3.1994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546    2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4393    1.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2946    2.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9972    2.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263    3.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861    2.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1436    1.3137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1299    2.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6760    3.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3863    2.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3855    0.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -1.0445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5826   -0.9073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161   -1.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981   -1.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5333   -2.2392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -1.8197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7655   -2.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8486   -3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2826   -4.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4104   -4.2968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0451   -2.7594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -1.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1117   -1.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7655   -2.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -0.5558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8123   -0.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7078    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4572   -0.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2254    0.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0347    1.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  2  0  0  0  0
  6 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  1  0  0  0
 25 27  1  1  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 32 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 25 42  1  0  0  0  0
 42 43  1  1  0  0  0
 43 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
M  END
> <DATABASE_ID>
NP0236487

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1C(C)(C)C(=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@]1(C)[C@H]1[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@]2(C)[C@@H](CC=C2C1=C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C35H44O12/c1-17-23-11-12-24(22-13-14-43-16-22)34(23,8)31(46-20(4)38)28(44-18(2)36)27(17)35(9)25(15-26(40)42-10)33(6,7)30(41)29(45-19(3)37)32(35)47-21(5)39/h11,13-14,16,24-25,27-29,31-32H,1,12,15H2,2-10H3/t24-,25-,27+,28-,29-,31-,32-,34+,35-/m0/s1

> <INCHI_KEY>
PGHKNUKMRCMMQP-ZTPPHBRBSA-N

> <FORMULA>
C35H44O12

> <MOLECULAR_WEIGHT>
656.725

> <EXACT_MASS>
656.283276857

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
66.53806933778279

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1R,2S,3R,4R)-2-[(1R,5S,6S,7R,7aS)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate

> <JCHEM_LOGP>
3.0295380653333326

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.093076537039785

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8774906357372725

> <JCHEM_POLAR_SURFACE_AREA>
161.71

> <JCHEM_REFRACTIVITY>
163.89100000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1R,2S,3R,4R)-2-[(1R,5S,6S,7R,7aS)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1H-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       1.643  -2.549   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.465   2.016   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.941   3.481   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.405   3.956   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.405   5.496   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.941   5.972   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.035   4.726   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.820   2.853   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.417   3.748   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.728   5.114   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.782   6.808   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.387   4.480   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.001   2.452   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.976   4.136   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.995   5.607   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.588   5.239   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.453   0.814   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.011  -1.950   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.087  -1.694   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.403  -2.677   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.050  -2.846   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.995  -4.180   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.538  -3.397   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.296  -5.103   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       3.451  -6.784   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.394  -7.998   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.499  -8.021   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       5.054  -3.664   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       5.684  -5.151   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.044  -2.485   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.675  -2.386   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       7.029  -3.807   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.518  -1.037   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.116  -0.347   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.788   0.055   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      10.187  -0.783   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       9.754   1.395   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      11.265   1.885   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7                                                       
CONECT   12    6    3   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19    2   25                                                  
CONECT   25   24   26   27   42                                             
CONECT   26   25                                                            
CONECT   27   25   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   32   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39   25   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  100    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(1R,2S,3R,4R)-2-[(1R,5S,6S,7R,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetic acid	Generator

Chemical Formula

C₃₅H₄₄O₁₂

Average Mass

656.7250 Da

Monoisotopic Mass

656.28328 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1C(C)(C)C(=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@]1(C)[C@H]1[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@]2(C)[C@@H](CC=C2C1=C)C1=COC=C1

InChI Identifier

InChI=1S/C35H44O12/c1-17-23-11-12-24(22-13-14-43-16-22)34(23,8)31(46-20(4)38)28(44-18(2)36)27(17)35(9)25(15-26(40)42-10)33(6,7)30(41)29(45-19(3)37)32(35)47-21(5)39/h11,13-14,16,24-25,27-29,31-32H,1,12,15H2,2-10H3/t24-,25-,27+,28-,29-,31-,32-,34+,35-/m0/s1

InChI Key

PGHKNUKMRCMMQP-ZTPPHBRBSA-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
Turraea heterophylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Alpha-acyloxy ketone
Furan
Methyl ester
Heteroaromatic compound
Carboxylic acid ester
Ketone
Cyclic ketone
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source

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

163195449

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate (NP0236487)

MOL for NP0236487 (methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

3D MOL for NP0236487 (methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

3D SDF for NP0236487 (methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

3D-SDF for NP0236487 (methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

PDB for NP0236487 (methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

3D PDB for NP0236487 (methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

SMILES for NP0236487 (methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

INCHI for NP0236487 (methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

Structure for NP0236487 (methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

3D Structure for NP0236487 (methyl 2-[(1r,2s,3r,4r)-2-[(1s,5s,6s,7r,7as)-6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-3,4-bis(acetyloxy)-2,6,6-trimethyl-5-oxocyclohexyl]acetate)