NP-MRD: Showing NP-Card for methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate (NP0159283)

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Record Information

Version

2.0

Created at

2022-09-02 17:00:47 UTC

Updated at

2022-09-02 17:00:47 UTC

NP-MRD ID

NP0159283

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate

Description

Methyl 2-[(3R,4R,5S)-5-(acetyloxy)-4-[(R,1bR,2R,3R,4R,5aS,5bR)-2,3-bis(acetyloxy)--(furan-3-yl)-1b-methyl-5-methylidene-octahydroindeno[1,7a-b]oxiren-4-yl]-2,2,4-trimethyl-7-oxooxepan-3-yl]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-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate is found in Nymania capensis. Based on a literature review very few articles have been published on methyl 2-[(3R,4R,5S)-5-(acetyloxy)-4-[(R,1bR,2R,3R,4R,5aS,5bR)-2,3-bis(acetyloxy)--(furan-3-yl)-1b-methyl-5-methylidene-octahydroindeno[1,7a-b]oxiren-4-yl]-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022219002D          

 45 49  0  0  1  0            999 V2000
    1.4728    2.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0147    1.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343    1.6432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1623    2.4002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9302    2.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513    2.5515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7339    1.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400    2.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3260    1.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5381    2.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9640    3.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2921    4.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    4.8017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0884    4.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534    3.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283    4.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5113    3.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863    2.9398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6282    3.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3398    2.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0981    3.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2420    1.9730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9025    1.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258    0.9806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2358    0.8755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363    0.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7059    0.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -0.8392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977    0.2236    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9401   -0.2207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9589   -0.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3073    0.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5606   -1.0217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1782    0.1292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9589   -0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6999   -0.5430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9626   -1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -1.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7580   -2.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9759   -2.6599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9128   -0.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9046    0.5291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0681    1.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6866    0.7918    0.0000 C   0  0  2  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  1  1  0  0  0
  4  5  1  6  0  0  0
  4  6  1  6  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 37 41  2  0  0  0  0
 36 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  1  0  0  0
 45 44  1  1  0  0  0
  2 45  1  0  0  0  0
 43 45  1  0  0  0  0
 34 45  1  0  0  0  0
M  END

     RDKit          3D

 87 91  0  0  0  0  0  0  0  0999 V2000
    0.0230    2.6675    2.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034    1.8258    1.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3540    0.4879    1.1649 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6345    0.4736    0.3907 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5453    1.3764    1.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6715    1.2812   -0.8243 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4208    0.7651   -2.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847    1.3185   -3.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3554    0.6947   -4.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0491    2.3828   -2.7979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0028    2.0688   -1.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0913    1.1680   -1.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0767    1.6630   -1.9572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1477   -0.1524   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2953   -1.1921   -0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2560   -2.2937   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6920   -1.7553   -1.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3063   -0.8696    0.3705 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5591   -1.5116    1.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8039   -1.2599    2.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7926   -0.5839    2.1567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8954   -1.9502    3.6345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0104   -1.8445    4.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651   -0.4666    0.8609 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5023   -1.7669    1.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8412   -2.6588    2.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -4.0651    2.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5865   -2.1391    2.8732 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6870   -0.0284   -0.2209 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6148   -0.9839   -0.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6623   -1.4836   -1.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6648   -2.5031   -2.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592   -1.0850   -2.7844 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4204    1.2097    0.1851 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1081    1.0566    1.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3331    1.8395   -0.7657 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5650    1.1803   -1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9653    0.9466   -2.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1823    0.3066   -2.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5017    0.1603   -1.1819 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5788    0.6601   -0.3899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5467    3.1937   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2565    3.4030    0.7102 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2354    3.4576   -0.1978 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3918    2.2826    0.4243 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5185    3.6265    2.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037    2.4272    3.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6071    0.2399    2.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4341    1.0493    2.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5575    1.4247    0.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650    2.4159    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0085    2.1461   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7885    1.4103   -5.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422    0.7319   -4.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -0.3054   -4.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1560    2.8658   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7819    2.6339   -2.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386   -2.9006    0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3206   -1.9217   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4104   -3.0695   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489   -2.8212   -2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0475   -1.2467   -2.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030   -1.9279   -1.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -1.4991   -0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3035   -2.6298    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7849   -1.2076    2.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8445   -0.9956    5.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9487   -1.6687    3.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1778   -2.7620    5.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4474   -0.2951    1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2203   -4.5390    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161   -4.1598    2.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1855   -4.7128    2.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    0.2048   -1.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1740   -2.9734   -1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1369   -3.2818   -2.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4107   -2.0016   -2.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947    1.8294    1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4122    1.3416    2.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707    0.0878    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7022    2.0960   -1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4613    1.1959   -3.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8164   -0.0416   -3.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783    0.6265    0.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4503    3.3192    0.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612    4.0091   -0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3203    4.0032    1.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 18  1  0
 18 15  1  0
 15 16  1  0
 15 17  1  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
 12 11  1  0
 11  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  6  4  1  0
  4  5  1  1
  4  3  1  0
  3 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
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 30 31  1  0
 31 32  1  0
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 29 34  1  0
 34 35  1  1
 34 36  1  0
 36 42  1  0
 42 43  1  0
 43 44  1  0
 45 44  1  6
 45  2  1  0
  2  1  2  3
 36 37  1  0
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 41 40  1  0
 40 39  1  0
 39 38  2  0
  4 18  1  0
  2  3  1  0
 38 37  1  0
 45 34  1  0
 45 43  1  0
 23 67  1  0
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 23 69  1  0
 19 65  1  0
 19 66  1  0
 18 64  1  6
 16 58  1  0
 16 59  1  0
 16 60  1  0
 17 61  1  0
 17 62  1  0
 17 63  1  0
 11 56  1  0
 11 57  1  0
  6 52  1  1
  9 53  1  0
  9 54  1  0
  9 55  1  0
  5 49  1  0
  5 50  1  0
  5 51  1  0
  3 48  1  1
 24 70  1  1
 27 71  1  0
 27 72  1  0
 27 73  1  0
 29 74  1  6
 32 75  1  0
 32 76  1  0
 32 77  1  0
 35 78  1  0
 35 79  1  0
 35 80  1  0
 36 81  1  6
 42 85  1  0
 42 86  1  0
 43 87  1  1
  1 46  1  0
  1 47  1  0
 41 84  1  0
 39 83  1  0
 38 82  1  0
M  END


  Mrv1652309022219002D          

 45 49  0  0  1  0            999 V2000
    1.4728    2.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0147    1.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343    1.6432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1623    2.4002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9302    2.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513    2.5515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7339    1.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400    2.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3260    1.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5381    2.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9640    3.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2921    4.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    4.8017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0884    4.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534    3.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283    4.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5113    3.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863    2.9398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6282    3.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3398    2.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0981    3.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2420    1.9730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9025    1.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258    0.9806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2358    0.8755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363    0.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7059    0.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -0.8392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977    0.2236    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9401   -0.2207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9589   -0.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3073    0.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5606   -1.0217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1782    0.1292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9589   -0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6999   -0.5430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9626   -1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -1.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7580   -2.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9759   -2.6599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9128   -0.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9046    0.5291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0681    1.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6866    0.7918    0.0000 C   0  0  2  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  1  1  0  0  0
  4  5  1  6  0  0  0
  4  6  1  6  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 37 41  2  0  0  0  0
 36 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  1  0  0  0
 45 44  1  1  0  0  0
  2 45  1  0  0  0  0
 43 45  1  0  0  0  0
 34 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0159283

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1C(C)(C)OC(=O)C[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](C[C@H]3O[C@@]23C1=C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C33H42O12/c1-16-27(31(7)22(13-25(37)39-9)30(5,6)45-26(38)14-23(31)41-17(2)34)28(42-18(3)35)29(43-19(4)36)32(8)21(20-10-11-40-15-20)12-24-33(16,32)44-24/h10-11,15,21-24,27-29H,1,12-14H2,2-9H3/t21-,22-,23-,24+,27+,28+,29-,31+,32+,33+/m0/s1

> <INCHI_KEY>
JGRJDKJPFYCORV-GWXUYEGMSA-N

> <FORMULA>
C33H42O12

> <MOLECULAR_WEIGHT>
630.687

> <EXACT_MASS>
630.267626792

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
63.29366452563636

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(3R,4R,5S)-5-(acetyloxy)-4-[(R,1bR,2R,3R,4R,5aS,5bR)-2,3-bis(acetyloxy)--(furan-3-yl)-1b-methyl-5-methylidene-octahydroindeno[1,7a-b]oxiren-4-yl]-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate

> <ALOGPS_LOGP>
3.88

> <JCHEM_LOGP>
2.0191574709999993

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.859851479482565

> <JCHEM_POLAR_SURFACE_AREA>
157.17000000000004

> <JCHEM_REFRACTIVITY>
152.94399999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(3R,4R,5S)-5-(acetyloxy)-4-[(R,1bR,2R,3R,4R,5aS,5bR)-2,3-bis(acetyloxy)--(furan-3-yl)-1b-methyl-5-methylidene-hexahydroindeno[1,7a-b]oxiren-4-yl]-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       2.749   4.509   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.761   2.891   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.291   3.067   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.903   4.480   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.336   3.808   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.389   4.763   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.237   3.613   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.568   3.863   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.609   2.659   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.005   5.297   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.666   6.123   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.278   7.536   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.447   8.963   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.765   7.938   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.006   7.026   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.519   8.615   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.421   6.830   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.068   5.488   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.639   6.206   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.968   5.212   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.383   5.818   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.785   3.683   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      11.018   2.760   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.208   1.830   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.907   1.634   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.841   0.261   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.651   0.008   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.565  -1.567   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.596   0.417   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.355  -0.412   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.257  -0.657   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.907   0.997   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.380  -1.907   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       4.066   0.241   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.657  -0.815   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.173  -1.014   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.664  -2.473   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.133  -2.935   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.148  -4.475   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       3.688  -4.965   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.771  -3.728   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.704  -0.552   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       1.689   0.988   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       1.994   2.497   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       3.148   1.478   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   45                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5    6   18                                             
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15    4   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24    3   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   29   35   36   45                                             
CONECT   35   34                                                            
CONECT   36   34   37   42                                                  
CONECT   37   36   38   41                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   37                                                       
CONECT   42   36   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43   45                                                       
CONECT   45   44    2   43   34                                             
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(3R,4R,5S)-5-(acetyloxy)-4-[(R,1BR,2R,3R,4R,5as,5BR)-2,3-bis(acetyloxy)--(furan-3-yl)-1b-methyl-5-methylidene-octahydroindeno[1,7a-b]oxiren-4-yl]-2,2,4-trimethyl-7-oxooxepan-3-yl]acetic acid	Generator

Chemical Formula

C₃₃H₄₂O₁₂

Average Mass

630.6870 Da

Monoisotopic Mass

630.26763 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1C(C)(C)OC(=O)C[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](C[C@H]3O[C@@]23C1=C)C1=COC=C1

InChI Identifier

InChI=1S/C33H42O12/c1-16-27(31(7)22(13-25(37)39-9)30(5,6)45-26(38)14-23(31)41-17(2)34)28(42-18(3)35)29(43-19(4)36)32(8)21(20-10-11-40-15-20)12-24-33(16,32)44-24/h10-11,15,21-24,27-29H,1,12-14H2,2-9H3/t21-,22-,23-,24+,27+,28+,29-,31+,32+,33+/m0/s1

InChI Key

JGRJDKJPFYCORV-GWXUYEGMSA-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
Nymania capensis	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
Caprolactone
Oxepane
Oxane
Furan
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Lactone
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen 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
logP	3.88	ALOGPS
logP	2.02	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	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

163188156

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-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate (NP0159283)

MOL for NP0159283 (methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate)

3D MOL for NP0159283 (methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate)

3D SDF for NP0159283 (methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate)

3D-SDF for NP0159283 (methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate)

PDB for NP0159283 (methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate)

3D PDB for NP0159283 (methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate)

SMILES for NP0159283 (methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate)

INCHI for NP0159283 (methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate)

Structure for NP0159283 (methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate)

3D Structure for NP0159283 (methyl 2-[(3r,4r,5s)-4-[(1ar,3s,3ar,4r,5r,6r,7as)-4,5-bis(acetyloxy)-3-(furan-3-yl)-3a-methyl-7-methylidene-hexahydroindeno[1,7a-b]oxiren-6-yl]-5-(acetyloxy)-2,2,4-trimethyl-7-oxooxepan-3-yl]acetate)