NP-MRD: Showing NP-Card for methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate (NP0162968)

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Record Information

Version

2.0

Created at

2022-09-02 21:29:08 UTC

Updated at

2022-09-02 21:29:08 UTC

NP-MRD ID

NP0162968

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate

Description

Sandrapin A belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate is found in Sandoricum indicum. Based on a literature review very few articles have been published on Sandrapin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022223292D          

 47 51  0  0  1  0            999 V2000
    3.8134    0.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0467    0.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2182   -0.5794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1049   -0.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5686   -1.0998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5643    0.3193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9185   -0.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3828    0.2159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7025   -0.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5210   -0.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0198    0.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8407   -1.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6592   -1.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8816    0.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4421    0.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750    1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5618    1.6336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0606    2.2907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8791    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3779    2.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1988    1.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7433    1.7369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4236    2.4975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9224    3.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6027    3.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7409    3.0512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2446    1.0798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4138    1.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6674    0.7879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3245    1.5886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8525    2.2225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675    2.9967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7545    3.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0955    3.6306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5022    1.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519    2.5611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443    1.1535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1966    0.3545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6490   -0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264   -1.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1150   -1.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021   -0.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721   -0.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0203    0.1991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4865   -0.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3175   -0.6153    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8581   -1.3006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 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
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 22 27  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29  2  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 30 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 39 43  2  0  0  0  0
 38 44  1  0  0  0  0
 29 44  1  0  0  0  0
 44 45  1  6  0  0  0
 44 46  1  0  0  0  0
  3 46  1  0  0  0  0
 46 47  1  6  0  0  0
M  END

     RDKit          3D

 87 91  0  0  0  0  0  0  0  0999 V2000
    2.0669   -0.1529   -3.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9581    0.4043   -2.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6288    1.8358   -1.7748 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1992    1.9068   -1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    3.0627   -1.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830    0.8902   -1.3471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3037    0.7075   -2.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410    1.3476   -0.4381 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7920    2.3893   -1.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5628    3.2545   -0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    3.8331    0.7537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9082    3.4860   -0.4077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7429    4.2652    0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7676    0.4232    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1803    1.0617    1.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0651    0.0168   -0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9595   -0.7746    0.7483 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7140   -1.7480    1.4120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4732   -2.1578    2.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2869   -3.1944    3.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177   -1.6148    3.2799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2077   -1.3568   -0.4432 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8972   -2.6543   -0.1403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5282   -3.7310   -0.8075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378   -5.1440   -0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828   -3.3889   -1.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1736   -0.4057   -0.9216 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9129   -0.1773   -0.0830 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353   -0.2052   -0.7472 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8694   -1.4698   -0.6766 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4171   -2.3870    0.3017 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1471   -3.6949    0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868   -4.6844    1.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2999   -4.0819   -1.1788 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3319   -1.2960   -0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2079   -1.8694   -0.9340 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6023   -0.4964    0.8722 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5728    0.5046    1.0864 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0812    1.6043    1.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2886    2.2850    1.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2881    3.2369    2.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1322    3.1432    3.4666 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3942    2.1917    2.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1183    0.8703   -0.2615 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2888    0.9528   -1.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3708    2.1307   -0.4545 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2009    3.2285   -0.7323 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3162   -1.1986   -3.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9132    0.4111   -4.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8996    2.5297   -2.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354    1.0782   -3.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2383    1.1590   -3.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3729   -0.3979   -3.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4078    1.9998    0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1780    3.0170   -1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5558    1.9196   -1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1607    4.9948    0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5743    4.6917   -0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2107    3.5486    1.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3894    0.2048    2.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3376    1.5768    2.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1329    1.5737    1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0219    0.0223   -1.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2655   -1.0272    0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8743    0.6256    0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1812   -0.4336    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5313   -3.9833    2.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7925   -3.6770    4.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2735   -2.7934    3.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0063   -1.3427   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1923   -5.2439    0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2731   -5.3934   -0.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0279   -5.8220   -0.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2680   -0.8229   -1.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8766   -2.0051   -1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5633   -4.8168    1.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5899   -5.6679    0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948   -4.3402    1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7694   -0.0191    1.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0788    2.0951    1.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334    3.9607    3.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4010    1.9670    3.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3432    1.9886   -1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1561    0.3000   -2.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2711    0.8684   -0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7152    2.4265    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9608    3.6786   -1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  8  1  0
  8 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  1  0
 29 28  1  1
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 30 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  1  0
 38 39  1  0
 39 43  2  0
 43 42  1  0
 42 41  1  0
 41 40  2  0
 38 44  1  0
 44 45  1  6
 44 46  1  0
 46 47  1  0
 46  3  1  0
  3  2  1  0
  2  1  2  3
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  6
  6  8  1  0
  6 27  1  0
 44 29  1  0
  2 29  1  0
 40 39  1  0
 13 57  1  0
 13 58  1  0
 13 59  1  0
  9 55  1  0
  9 56  1  0
  8 54  1  1
 15 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  1
 20 67  1  0
 20 68  1  0
 20 69  1  0
 22 70  1  6
 25 71  1  0
 25 72  1  0
 25 73  1  0
 27 74  1  6
 30 75  1  6
 33 76  1  0
 33 77  1  0
 33 78  1  0
 38 79  1  1
 43 82  1  0
 41 81  1  0
 40 80  1  0
 45 83  1  0
 45 84  1  0
 45 85  1  0
 46 86  1  1
 47 87  1  0
  3 50  1  6
  1 48  1  0
  1 49  1  0
  7 51  1  0
  7 52  1  0
  7 53  1  0
M  END


  Mrv1652309022223292D          

 47 51  0  0  1  0            999 V2000
    3.8134    0.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0467    0.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2182   -0.5794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1049   -0.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5686   -1.0998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5643    0.3193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9185   -0.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3828    0.2159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7025   -0.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5210   -0.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0198    0.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8407   -1.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6592   -1.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8816    0.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4421    0.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750    1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5618    1.6336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0606    2.2907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8791    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3779    2.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1988    1.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7433    1.7369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4236    2.4975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9224    3.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6027    3.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7409    3.0512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2446    1.0798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4138    1.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6674    0.7879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3245    1.5886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8525    2.2225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675    2.9967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7545    3.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0955    3.6306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5022    1.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519    2.5611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443    1.1535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1966    0.3545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6490   -0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264   -1.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1150   -1.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021   -0.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721   -0.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0203    0.1991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4865   -0.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3175   -0.6153    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8581   -1.3006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 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
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 22 27  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29  2  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 30 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 39 43  2  0  0  0  0
 38 44  1  0  0  0  0
 29 44  1  0  0  0  0
 44 45  1  6  0  0  0
 44 46  1  0  0  0  0
  3 46  1  0  0  0  0
 46 47  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0162968

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1C(C)(C)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H]2O[C@]34[C@H](OC(C)=O)C(=O)O[C@@H](C5=COC=C5)[C@]3(C)[C@@H](O)[C@@H](C4=C)C(=O)[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C33H40O14/c1-14-21-23(38)31(7)19(12-20(37)41-9)30(5,6)26(44-16(3)35)22(43-15(2)34)27(31)47-33(14)28(45-17(4)36)29(40)46-25(18-10-11-42-13-18)32(33,8)24(21)39/h10-11,13,19,21-22,24-28,39H,1,12H2,2-9H3/t19-,21-,22-,24-,25-,26-,27-,28+,31-,32-,33+/m0/s1

> <INCHI_KEY>
JGEVFLGJEMYVDW-XVDOTLECSA-N

> <FORMULA>
C33H40O14

> <MOLECULAR_WEIGHT>
660.669

> <EXACT_MASS>
660.241805968

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
65.09114966753555

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1S,3R,4R,5R,7S,8R,10R,11S,12S,13R,16S)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0^{1,12}.0^{3,8}]heptadecan-7-yl]acetate

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
1.4578293926666668

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.787432818921513

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.110414584498239

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8711697806575964

> <JCHEM_POLAR_SURFACE_AREA>
191.17

> <JCHEM_REFRACTIVITY>
154.29919999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1S,3R,4R,5R,7S,8R,10R,11S,12S,13R,16S)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0^{1,12}.0^{3,8}]heptadecan-7-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       7.118   0.786   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.687   0.218   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.007  -1.081   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.662  -0.779   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.528  -2.053   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.520   0.596   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.181  -0.795   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.048   0.403   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.645  -1.017   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.173  -1.210   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      13.104   0.017   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      12.769  -2.629   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      14.297  -2.822   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.979   1.630   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.025   0.500   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.273   2.464   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.382   3.049   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.313   4.276   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.841   4.083   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.772   5.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      13.438   2.663   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.854   3.242   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.257   4.662   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.188   5.889   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.592   7.308   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.716   5.696   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.923   2.016   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.373   2.460   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.979   1.471   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.339   2.965   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.325   4.149   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.793   5.594   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.275   5.856   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.778   6.777   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.804   3.313   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.337   4.781   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       1.763   2.153   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       2.234   0.662   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.211  -0.490   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.543  -1.994   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.215  -2.774   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -0.937  -1.752   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -0.321  -0.340   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.771   0.372   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.775  -0.803   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       4.326  -1.149   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       3.469  -2.428   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4   46                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8   27                                             
CONECT    7    6                                                            
CONECT    8    6    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14    8   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22    6   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28    2   30   44                                             
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   30   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39   44                                                  
CONECT   39   38   40   43                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   39                                                       
CONECT   44   38   29   45   46                                             
CONECT   45   44                                                            
CONECT   46   44    3   47                                                  
CONECT   47   46                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₀O₁₄

Average Mass

660.6690 Da

Monoisotopic Mass

660.24181 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1C(C)(C)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H]2O[C@]34[C@H](OC(C)=O)C(=O)O[C@@H](C5=COC=C5)[C@]3(C)[C@@H](O)[C@@H](C4=C)C(=O)[C@]12C

InChI Identifier

InChI=1S/C33H40O14/c1-14-21-23(38)31(7)19(12-20(37)41-9)30(5,6)26(44-16(3)35)22(43-15(2)34)27(31)47-33(14)28(45-17(4)36)29(40)46-25(18-10-11-42-13-18)32(33,8)24(21)39/h10-11,13,19,21-22,24-28,39H,1,12H2,2-9H3/t19-,21-,22-,24-,25-,26-,27-,28+,31-,32-,33+/m0/s1

InChI Key

JGEVFLGJEMYVDW-XVDOTLECSA-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
Sandoricum indicum	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
Delta valerolactone
Oxepane
Delta_valerolactone
Oxane
Cyclic alcohol
Heteroaromatic compound
Furan
Methyl ester
Carboxylic acid ester
Ketone
Secondary alcohol
Lactone
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
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	2.42	ALOGPS
logS	-3.8	ALOGPS

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00057485

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

101268501

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-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate (NP0162968)

MOL for NP0162968 (methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D MOL for NP0162968 (methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D SDF for NP0162968 (methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D-SDF for NP0162968 (methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

PDB for NP0162968 (methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D PDB for NP0162968 (methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

SMILES for NP0162968 (methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

INCHI for NP0162968 (methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

Structure for NP0162968 (methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D Structure for NP0162968 (methyl 2-[(1s,3r,4r,5r,7s,8r,10r,11s,12s,13s,16s)-4,5,16-tris(acetyloxy)-13-(furan-3-yl)-11-hydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)