NP-MRD: Showing NP-Card for (2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate (NP0196447)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 14:32:36 UTC

Updated at

2022-09-04 14:32:36 UTC

NP-MRD ID

NP0196447

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate

Description

Scupontin B belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. Based on a literature review very few articles have been published on Scupontin B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042216322D          

 43 47  0  0  1  0            999 V2000
    6.3322   -5.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0467   -5.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0467   -4.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7612   -5.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4756   -5.2251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4756   -4.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1901   -5.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9046   -5.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9046   -4.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6190   -5.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3335   -5.2251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3335   -4.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0480   -5.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7625   -5.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7625   -4.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4769   -5.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1914   -5.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9984   -5.3967    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.5135   -4.7292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.6930   -4.8155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2081   -4.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3876   -4.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5436   -3.3944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8490   -3.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6695   -3.8893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0050   -3.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1544   -4.5568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8384   -5.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7275   -3.9633    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.5445   -4.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9061   -3.3366    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6346   -2.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4913   -2.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6743   -2.0220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3127   -2.7635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5842   -3.1508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8189   -5.3104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3038   -5.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9682   -6.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1477   -6.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6628   -6.1504    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9954   -6.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9091   -5.8148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 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
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  6  0  0  0
 29 30  1  0  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  6  0  0  0
 31 35  1  0  0  0  0
 35 36  1  0  0  0  0
 29 36  1  1  0  0  0
 27 37  1  0  0  0  0
 18 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 18 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 43  1  1  0  0  0
M  END

     RDKit          3D

 89 93  0  0  0  0  0  0  0  0999 V2000
    9.2853   -1.1306    2.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2414   -0.5083    1.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2878   -0.1682    0.8137 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0328   -0.2828    0.8191 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9688    0.3074   -0.4597 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3957   -0.6810   -1.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1440    1.5802   -0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7424    1.3212   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3663    1.2788    1.0958 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8133    1.1180   -1.0942 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.8629   -0.7674 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6788    2.0216   -1.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -0.4515   -1.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6994   -0.9104   -1.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3755   -2.0268   -1.6636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6975   -0.2841   -0.3927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5889   -0.9195   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4807   -0.0894    0.5480 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6736    1.2697   -0.0733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5381    2.0639   -0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5442    3.2694    0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138    4.1539    0.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6274    3.5867    1.2494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1125    1.0943   -1.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3026    0.2212   -1.6705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1835   -0.2859   -3.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5495   -0.8684   -0.7018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2639   -2.2508   -1.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0557   -0.8627   -0.3924 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9199   -1.0378   -1.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2888   -0.7933   -0.9427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7240   -2.0052   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7021   -1.7268    1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2883   -0.4219    1.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8733    0.2021    0.1166 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5078    0.3273    0.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8958   -0.6446    0.6400 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9808   -1.7888    1.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6658   -1.2896    2.9866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432    0.0782    2.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9574    0.0697    1.9240 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3687    0.4260    2.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0230   -0.9917    2.3087 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4026   -2.2362    2.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3808   -0.9250    3.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1891   -0.7201    3.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9909    0.5231   -0.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5146   -1.2020   -1.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1998   -1.4206   -1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2574   -0.1405   -2.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1731    2.0095   -1.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5735    2.3279    0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2850    0.8772    0.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7209    2.8422   -0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2321    2.4094   -2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6391    1.7959   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692   -1.2284   -0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3152   -0.4401   -2.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3289   -1.9060    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8965   -1.0791   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5030    1.7585    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3659    5.0723    1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9181    4.4883   -0.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    3.6542    1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2524    0.7469   -2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3368    2.1031   -1.8983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1938    0.9225   -1.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3443    0.5638   -3.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1560   -0.6521   -3.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8853   -1.0645   -3.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7637   -2.2706   -2.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6256   -2.8671   -0.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1930   -2.8729   -1.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2976   -1.7461    0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9571   -2.0576   -1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8505   -0.2304   -2.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0282   -0.4115   -1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0026   -2.9367   -0.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9751   -2.4336    1.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3788    1.1748   -0.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4876    0.1963    1.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0099   -2.1732    1.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2549   -2.6041    1.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9776   -1.9685    3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5769   -1.2165    3.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617    0.2128    3.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7446    0.9042    2.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2052    0.6985    1.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5331    0.7349    3.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 18 17  1  6
 18 19  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 27 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 37 18  1  0
 41 43  1  1
 41 18  1  0
 36 29  1  0
 35 31  1  0
  6 48  1  0
  6 49  1  0
  6 50  1  0
  5 47  1  6
  7 51  1  0
  7 52  1  0
 11 53  1  1
 12 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 17 59  1  0
 17 60  1  0
 19 61  1  1
 24 65  1  0
 24 66  1  0
 25 67  1  6
 26 68  1  0
 26 69  1  0
 26 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  1
 30 75  1  0
 30 76  1  0
 31 77  1  6
 32 78  1  0
 33 79  1  0
 35 80  1  6
 37 81  1  1
 38 82  1  0
 38 83  1  0
 39 84  1  0
 39 85  1  0
 40 86  1  0
 40 87  1  0
 42 88  1  0
 42 89  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
M  END


  Mrv1652309042216322D          

 43 47  0  0  1  0            999 V2000
    6.3322   -5.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0467   -5.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0467   -4.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7612   -5.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4756   -5.2251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4756   -4.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1901   -5.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9046   -5.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9046   -4.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6190   -5.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3335   -5.2251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3335   -4.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0480   -5.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7625   -5.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7625   -4.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4769   -5.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1914   -5.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9984   -5.3967    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.5135   -4.7292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.6930   -4.8155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2081   -4.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3876   -4.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5436   -3.3944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8490   -3.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6695   -3.8893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0050   -3.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1544   -4.5568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8384   -5.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7275   -3.9633    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.5445   -4.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9061   -3.3366    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6346   -2.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4913   -2.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6743   -2.0220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3127   -2.7635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5842   -3.1508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8189   -5.3104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3038   -5.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9682   -6.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1477   -6.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6628   -6.1504    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9954   -6.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9091   -5.8148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 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
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  6  0  0  0
 29 30  1  0  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  6  0  0  0
 31 35  1  0  0  0  0
 35 36  1  0  0  0  0
 29 36  1  1  0  0  0
 27 37  1  0  0  0  0
 18 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 18 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 43  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0196447

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](CC(=O)O[C@@H](C)CC(=O)OC[C@@]12[C@H](C[C@@H](C)[C@](C)([C@@H]3C[C@H]4C=CO[C@H]4O3)[C@H]1CCC[C@]21CO1)OC(C)=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H46O11/c1-18-12-26(42-22(5)34)32(17-38-27(35)13-20(3)41-28(36)14-19(2)40-21(4)33)24(8-7-10-31(32)16-39-31)30(18,6)25-15-23-9-11-37-29(23)43-25/h9,11,18-20,23-26,29H,7-8,10,12-17H2,1-6H3/t18-,19+,20+,23-,24-,25+,26+,29+,30+,31+,32+/m1/s1

> <INCHI_KEY>
LSEZGUSNRPXEKV-JINHSCILSA-N

> <FORMULA>
C32H46O11

> <MOLECULAR_WEIGHT>
606.709

> <EXACT_MASS>
606.304012301

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
64.0130735887969

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-{[(1R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,6aS)-2H,3H,3aH,6aH-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-8a-yl]methoxy}-4-oxobutan-2-yl (3S)-3-(acetyloxy)butanoate

> <JCHEM_LOGP>
2.8270427983333324

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9195651711078177

> <JCHEM_POLAR_SURFACE_AREA>
136.19000000000003

> <JCHEM_REFRACTIVITY>
150.28119999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-[(1R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,6aS)-2H,3H,3aH,6aH-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-8a-ylmethoxy]-4-oxobutan-2-yl (3S)-3-(acetyloxy)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      11.820 -10.524   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.154  -9.754   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      13.154  -8.214   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      14.488 -10.524   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      15.821  -9.754   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.821  -8.214   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.155 -10.524   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.489  -9.754   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      18.489  -8.214   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      19.822 -10.524   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      21.156  -9.754   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.156  -8.214   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.490 -10.524   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.823  -9.754   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      23.823  -8.214   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      25.157 -10.524   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      26.491  -9.754   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.997 -10.074   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.092  -8.828   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      25.560  -8.989   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      24.655  -7.743   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.123  -7.904   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      25.281  -6.336   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      27.718  -7.421   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      29.250  -7.260   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      29.876  -5.853   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      30.155  -8.506   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      31.432  -9.367   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      31.225  -7.398   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      32.750  -7.613   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      33.425  -6.228   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      34.785  -5.505   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      34.517  -3.989   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      32.992  -3.774   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      32.317  -5.159   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      30.957  -5.882   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      29.529  -9.913   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      30.434 -11.159   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      29.807 -12.566   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      28.276 -12.727   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      27.371 -11.481   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      26.125 -12.386   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      25.964 -10.854   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   37   41                                             
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29   37                                             
CONECT   28   27                                                            
CONECT   29   27   30   36                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   35                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   31   36                                                  
CONECT   36   35   29                                                       
CONECT   37   27   18   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   18   42   43                                             
CONECT   42   41   43                                                       
CONECT   43   42   41                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₆O₁₁

Average Mass

606.7090 Da

Monoisotopic Mass

606.30401 Da

IUPAC Name

(2S)-4-{[(1R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,6aS)-2H,3H,3aH,6aH-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-8a-yl]methoxy}-4-oxobutan-2-yl (3S)-3-(acetyloxy)butanoate

Traditional Name

(2S)-4-[(1R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,6aS)-2H,3H,3aH,6aH-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-8a-ylmethoxy]-4-oxobutan-2-yl (3S)-3-(acetyloxy)butanoate

CAS Registry Number

Not Available

SMILES

C[C@@H](CC(=O)O[C@@H](C)CC(=O)OC[C@@]12[C@H](C[C@@H](C)[C@](C)([C@@H]3C[C@H]4C=CO[C@H]4O3)[C@H]1CCC[C@]21CO1)OC(C)=O)OC(C)=O

InChI Identifier

InChI=1S/C32H46O11/c1-18-12-26(42-22(5)34)32(17-38-27(35)13-20(3)41-28(36)14-19(2)40-21(4)33)24(8-7-10-31(32)16-39-31)30(18,6)25-15-23-9-11-37-29(23)43-25/h9,11,18-20,23-26,29H,7-8,10,12-17H2,1-6H3/t18-,19+,20+,23-,24-,25+,26+,29+,30+,31+,32+/m1/s1

InChI Key

LSEZGUSNRPXEKV-JINHSCILSA-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

Not Available

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Furofuran
Fatty acid ester
Fatty acyl
Dihydrofuran
Tetrahydrofuran
Carboxylic acid ester
Acetal
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
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
logP	2.83	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	136.19 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	150.28 m³·mol⁻¹	ChemAxon
Polarizability	64.01 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00050224

Chemspider ID

8683288

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10507887

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate (NP0196447)

MOL for NP0196447 ((2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate)

3D MOL for NP0196447 ((2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate)

3D SDF for NP0196447 ((2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate)

3D-SDF for NP0196447 ((2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate)

PDB for NP0196447 ((2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate)

3D PDB for NP0196447 ((2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate)

SMILES for NP0196447 ((2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate)

INCHI for NP0196447 ((2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate)

Structure for NP0196447 ((2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate)

3D Structure for NP0196447 ((2s)-4-[(1r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,6as)-2h,3h,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-8a-ylmethoxy]-4-oxobutan-2-yl (3s)-3-(acetyloxy)butanoate)