NP-MRD: Showing NP-Card for methyl 2-[(1r,2s)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate (NP0258405)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 23:50:36 UTC

Updated at

2022-09-07 23:50:36 UTC

NP-MRD ID

NP0258405

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

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

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082201502D          

 37 40  0  0  1  0            999 V2000
    0.7145   -1.2375    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  2  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
    0.2704    2.5320    0.0000 O   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
   -0.0862    1.6455    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
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    1.6131   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    0.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7683   -0.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5808    0.0173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2986   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -1.0445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3915   -1.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9218   -2.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7343   -2.3085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397   -3.2270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -3.8590    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  6  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  6  0  0  0
 23 25  1  6  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END

     RDKit          3D

 73 76  0  0  0  0  0  0  0  0999 V2000
   -0.1737    3.1481    0.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354    1.9863    0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    1.8926   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0440    2.6342    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3261    2.1360   -0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9766    0.8331   -1.0520 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6861   -0.3192   -0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4767   -1.1880   -1.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0012   -2.2144   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5033   -1.8772    1.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7006   -0.7595    0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1008   -0.2482    1.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4814    0.7627   -1.0710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0580    1.0932   -2.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9090   -0.5082   -0.5721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3489   -1.1371   -1.7196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7400   -0.3197    0.3856 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0571    0.0525    1.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171   -0.5454    2.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3294    0.0368    4.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962   -1.6675    2.7982 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1470    0.7255   -0.2225 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6024    0.6430   -0.0146 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1518    1.8351   -0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528    0.9298    1.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4244    0.0173    2.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6334   -1.3402    1.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7180   -2.2972    2.6464 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7598   -1.6492    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0288   -3.0162    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1930   -2.0979    0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2210   -0.6515   -0.5256 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0897   -0.5106   -1.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4510   -0.0564   -1.5893 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2443   -0.3318   -2.5623 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0502    0.6361   -0.5679 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3996    1.0102   -0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9024    3.9692    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8111    3.4385    0.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9467    3.5354    0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8039    2.8761   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0007    2.0337    0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3748    0.9350   -2.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6867   -1.1133   -2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6293   -3.2247   -0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1075   -2.1611   -0.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9630    1.3744   -3.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6365    0.2262   -3.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4245    2.0009   -2.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6182   -1.2662   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3309   -2.1066   -1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2328   -1.2843    0.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9194   -0.7336    4.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4371    0.3035    4.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9812    0.8935    3.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141    0.5489   -1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7278    2.5474   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7348    1.5328   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3644    2.4533   -1.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8606    1.9217    1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610    0.3028    3.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2667   -2.9141   -0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6772   -3.8260   -0.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5428   -3.3093    1.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5005   -2.3333   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9164   -1.5626    0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2381   -3.1425    0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2953   -1.1656   -0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5346   -0.1195   -2.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1972   -1.5994   -2.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0271    0.3133    0.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8120    0.9740   -1.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5376    2.0444   -0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 36  1  0
 36 34  1  0
 34 35  2  0
 34 33  1  0
 33 32  1  0
 32 29  1  0
 29 30  1  0
 29 31  1  0
 29 27  1  0
 27 28  2  0
 27 26  1  0
 26 25  2  0
 25 23  1  0
 23 24  1  6
 23 22  1  0
 22 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 15  1  0
 15 16  1  0
 15 13  1  0
 13 14  1  6
 13  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 23 32  1  0
  2 22  1  0
 11  7  1  0
  3 13  1  0
 37 71  1  0
 37 72  1  0
 37 73  1  0
 33 69  1  0
 33 70  1  0
 32 68  1  6
 30 62  1  0
 30 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
 31 67  1  0
 26 61  1  0
 25 60  1  0
 24 57  1  0
 24 58  1  0
 24 59  1  0
 22 56  1  6
 17 52  1  1
 20 53  1  0
 20 54  1  0
 20 55  1  0
 15 50  1  1
 16 51  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
  6 43  1  6
  5 41  1  0
  5 42  1  0
  4 40  1  0
  1 38  1  0
  1 39  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
M  END


  Mrv1652309082201502D          

 37 40  0  0  1  0            999 V2000
    0.7145   -1.2375    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  2  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
    0.2704    2.5320    0.0000 O   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
   -0.0862    1.6455    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
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    1.6131   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    0.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7683   -0.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5808    0.0173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2986   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -1.0445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3915   -1.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9218   -2.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7343   -2.3085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397   -3.2270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -3.8590    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  6  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  6  0  0  0
 23 25  1  6  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0258405

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1C(C)(C)C(=O)C=C[C@]1(C)[C@H]1[C@@H](OC(C)=O)[C@H](O)[C@@]2(C)[C@H](CC=C2C1=C)C1=CCOC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H36O8/c1-15-18-8-9-19(17-11-13-36-26(17)34)29(18,6)25(33)24(37-16(2)30)23(15)28(5)12-10-21(31)27(3,4)20(28)14-22(32)35-7/h8,10-12,19-20,23-25,33H,1,9,13-14H2,2-7H3/t19-,20+,23-,24-,25+,28+,29-/m1/s1

> <INCHI_KEY>
STNAPRSONZCDSL-BKUYMGADSA-N

> <FORMULA>
C29H36O8

> <MOLECULAR_WEIGHT>
512.599

> <EXACT_MASS>
512.241018119

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
52.46742874076709

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1R,2S)-2-[(1S,5R,6R,7R,7aS)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-2,5-dihydrofuran-3-yl)-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate

> <JCHEM_LOGP>
2.7993007440000004

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.810693237195743

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.16860116280121

> <JCHEM_PKA_STRONGEST_BASIC>
-3.401421678451774

> <JCHEM_POLAR_SURFACE_AREA>
116.2

> <JCHEM_REFRACTIVITY>
136.822

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   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  O   UNK     0       0.505   4.726   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.161   3.072   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.011  -1.950   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.528   0.677   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.044   0.945   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.034  -0.235   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.551   0.032   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.508  -1.682   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.024  -1.950   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.508  -3.222   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.991  -1.950   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.464  -3.397   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.454  -4.577   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.971  -4.309   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.927  -6.024   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       5.917  -7.203   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11                                                            
CONECT   13    6    3   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17    2   23                                                  
CONECT   23   22   24   25   32                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29   23   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(1R,2S)-2-[(1S,5R,6R,7R,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-2,5-dihydrofuran-3-yl)-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetic acid	Generator

Chemical Formula

C₂₉H₃₆O₈

Average Mass

512.5990 Da

Monoisotopic Mass

512.24102 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=C[C@]1(C)[C@H]1[C@@H](OC(C)=O)[C@H](O)[C@@]2(C)[C@H](CC=C2C1=C)C1=CCOC1=O

InChI Identifier

InChI=1S/C29H36O8/c1-15-18-8-9-19(17-11-13-36-26(17)34)29(18,6)25(33)24(37-16(2)30)23(15)28(5)12-10-21(31)27(3,4)20(28)14-22(32)35-7/h8,10-12,19-20,23-25,33H,1,9,13-14H2,2-7H3/t19-,20+,23-,24-,25+,28+,29-/m1/s1

InChI Key

STNAPRSONZCDSL-BKUYMGADSA-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 tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Cyclohexenone
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Dihydrofuran
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

163185631

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)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate (NP0258405)

MOL for NP0258405 (methyl 2-[(1r,2s)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D MOL for NP0258405 (methyl 2-[(1r,2s)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D SDF for NP0258405 (methyl 2-[(1r,2s)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D-SDF for NP0258405 (methyl 2-[(1r,2s)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

PDB for NP0258405 (methyl 2-[(1r,2s)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D PDB for NP0258405 (methyl 2-[(1r,2s)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

SMILES for NP0258405 (methyl 2-[(1r,2s)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

INCHI for NP0258405 (methyl 2-[(1r,2s)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

Structure for NP0258405 (methyl 2-[(1r,2s)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D Structure for NP0258405 (methyl 2-[(1r,2s)-2-[(1s,5r,6r,7r,7as)-6-(acetyloxy)-7-hydroxy-7a-methyl-4-methylidene-1-(2-oxo-5h-furan-3-yl)-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)