NP-MRD: Showing NP-Card for ekeberin C2 (NP0033500)

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Record Information

Version

1.0

Created at

2021-06-20 17:30:28 UTC

Updated at

2021-06-30 00:03:18 UTC

NP-MRD ID

NP0033500

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ekeberin C2

Provided By

JEOL Database JEOL Logo

Description

(4R)-4-(3-Furyl)-1,4,4a,5,6,6abeta,7,8,9,10,11,12-dodecahydro-10alpha-(angeloyloxy)-4abeta,7,9,9-tetramethyl-2,13-dioxo-7beta,11beta-methano-2H-cycloocta[f][2]benzopyran-8beta-acetic acid methyl ester belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. ekeberin C2 is found in Cipadessa baccifera (Roth) Miq. , Ekebergia capensis, Khaya anthotheca, Khaya senegalensis L. , Swietenia mahagoni , Toona ciliata and Xylocarpus granatum . It was first documented in 2008 (Murata, T., et al.). Based on a literature review very few articles have been published on (4R)-4-(3-Furyl)-1,4,4a,5,6,6abeta,7,8,9,10,11,12-dodecahydro-10alpha-(angeloyloxy)-4abeta,7,9,9-tetramethyl-2,13-dioxo-7beta,11beta-methano-2H-cycloocta[f][2]benzopyran-8beta-acetic acid methyl ester.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119303D          

 80 84  0  0  0  0            999 V2000
    0.9253    5.7094   -2.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    4.2994   -3.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690    3.2439   -2.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5360    1.8692   -3.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9185    3.3954   -1.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6944    4.3360   -1.9145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9935    2.3251   -1.0562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588    2.2629   -0.2008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8746    2.9791    1.1375 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4146    3.3143    1.5048 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4342    2.0817    1.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542    1.8267    1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3650    2.7939    0.3550 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4009    2.2477   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9163    2.9732   -1.4617 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080    0.9728   -0.4664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9669    0.0161    0.2071 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7083   -1.2930    0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0877   -1.5044    0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2998   -2.8610    0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1509   -3.5054    0.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1971   -2.5542    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4604    0.5575    1.5827 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6260    0.9407    2.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828   -0.5222    2.2647 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6790    0.0362    3.3493 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2338    1.1701    2.8591 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6801    0.7546    2.3902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4357   -0.0130    3.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778    2.1197    2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2494    2.5222    3.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857    0.0232    0.9739 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9115   -1.5083    1.0874 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.1163   -3.3625   -0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6175   -4.1907   -1.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4961    0.1063   -1.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1162    0.6603    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9172    6.0767   -2.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409    6.3512   -3.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3674    1.4566   -3.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8603    1.1952   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867    2.7898   -0.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441    3.9176    1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0146    3.9582    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201    3.9297    2.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8887    3.5290    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6467    3.3221   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033   -0.1450   -0.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1652   -3.4918    0.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189   -2.9215   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1632    0.0544    2.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2661    1.4739    3.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3593    1.5922    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -1.0327    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2154   -1.3012    2.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3099    0.4255    4.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111   -0.7799    3.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756    1.8035    3.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9949   -0.9814    3.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526    0.5597    4.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4790   -0.1896    3.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6791    0.1327    0.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768   -1.7376    1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4079   -1.9099    1.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -3.6142   -2.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615   -4.6397   -1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3402   -4.9932   -1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4703   -0.3758    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646    1.0594    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7212    1.2140   -0.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  2  0  0  0  0
 19 18  1  0  0  0  0
  9 10  1  0  0  0  0
 23 24  1  1  0  0  0
 23 17  1  0  0  0  0
 28 30  1  0  0  0  0
 30  9  1  0  0  0  0
 12 13  1  0  0  0  0
  9  8  1  0  0  0  0
 13 14  1  0  0  0  0
 28 32  1  0  0  0  0
 14 16  1  0  0  0  0
 32 38  1  0  0  0  0
 38  8  1  0  0  0  0
 17 16  1  0  0  0  0
 30 31  2  0  0  0  0
 10 11  1  0  0  0  0
 32 33  1  0  0  0  0
 27 26  1  0  0  0  0
 33 34  1  0  0  0  0
 11 12  2  0  0  0  0
 34 36  1  0  0  0  0
 28 29  1  1  0  0  0
 36 37  1  0  0  0  0
 23 25  1  0  0  0  0
 34 35  2  0  0  0  0
 14 15  2  0  0  0  0
 38 39  1  6  0  0  0
 25 26  1  0  0  0  0
 38 40  1  0  0  0  0
 17 18  1  0  0  0  0
  8  7  1  0  0  0  0
 22 21  1  0  0  0  0
  7  5  1  0  0  0  0
 23 12  1  0  0  0  0
  5  3  1  0  0  0  0
 27 11  1  0  0  0  0
  3  2  2  0  0  0  0
  5  6  2  0  0  0  0
 28 27  1  0  0  0  0
  3  4  1  0  0  0  0
 18 22  2  0  0  0  0
  2  1  1  0  0  0  0
 21 20  1  0  0  0  0
  2 44  1  0  0  0  0
  9 49  1  6  0  0  0
 10 50  1  0  0  0  0
 10 51  1  0  0  0  0
 27 65  1  1  0  0  0
 25 61  1  0  0  0  0
 25 62  1  0  0  0  0
 26 63  1  0  0  0  0
 26 64  1  0  0  0  0
 13 52  1  0  0  0  0
 13 53  1  0  0  0  0
 17 54  1  6  0  0  0
 29 66  1  0  0  0  0
 29 67  1  0  0  0  0
 29 68  1  0  0  0  0
 22 57  1  0  0  0  0
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 24 58  1  0  0  0  0
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  8 48  1  6  0  0  0
 32 69  1  6  0  0  0
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 37 72  1  0  0  0  0
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  4 47  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
M  END

     RDKit          3D

 80 84  0  0  0  0  0  0  0  0999 V2000
    0.9253    5.7094   -2.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    4.2994   -3.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690    3.2439   -2.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5360    1.8692   -3.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9185    3.3954   -1.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6944    4.3360   -1.9145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9935    2.3251   -1.0562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588    2.2629   -0.2008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8746    2.9791    1.1375 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4146    3.3143    1.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    2.0817    1.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542    1.8267    1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3650    2.7939    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4009    2.2477   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9163    2.9732   -1.4617 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080    0.9728   -0.4664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9669    0.0161    0.2071 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7083   -1.2930    0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0877   -1.5044    0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2998   -2.8610    0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1509   -3.5054    0.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1971   -2.5542    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4604    0.5575    1.5827 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6260    0.9407    2.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828   -0.5222    2.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790    0.0362    3.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2338    1.1701    2.8591 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6801    0.7546    2.3902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4357   -0.0130    3.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778    2.1197    2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2494    2.5222    3.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857    0.0232    0.9739 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9115   -1.5083    1.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -2.3113   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352   -2.0653   -0.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1163   -3.3625   -0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6175   -4.1907   -1.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6115    0.7517   -0.0840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4961    0.1063   -1.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1162    0.6603    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9172    6.0767   -2.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409    6.3512   -3.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857    5.8148   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3674    1.4566   -3.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8603    1.1952   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1033   -0.1450   -0.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8342   -0.7534    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1652   -3.4918    0.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189   -2.9215   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1632    0.0544    2.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2661    1.4739    3.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3593    1.5922    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -1.0327    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2154   -1.3012    2.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3099    0.4255    4.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111   -0.7799    3.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756    1.8035    3.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9949   -0.9814    3.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526    0.5597    4.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4790   -0.1896    3.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6791    0.1327    0.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768   -1.7376    1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4079   -1.9099    1.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -3.6142   -2.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615   -4.6397   -1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3402   -4.9932   -1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804   -0.8745   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9905    0.7295   -2.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4541   -0.0194   -1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4703   -0.3758    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646    1.0594    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7212    1.2140   -0.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  2  0
 19 18  1  0
  9 10  1  0
 23 24  1  1
 23 17  1  0
 28 30  1  0
 30  9  1  0
 12 13  1  0
  9  8  1  0
 13 14  1  0
 28 32  1  0
 14 16  1  0
 32 38  1  0
 38  8  1  0
 17 16  1  0
 30 31  2  0
 10 11  1  0
 32 33  1  0
 27 26  1  0
 33 34  1  0
 11 12  2  0
 34 36  1  0
 28 29  1  1
 36 37  1  0
 23 25  1  0
 34 35  2  0
 14 15  2  0
 38 39  1  6
 25 26  1  0
 38 40  1  0
 17 18  1  0
  8  7  1  0
 22 21  1  0
  7  5  1  0
 23 12  1  0
  5  3  1  0
 27 11  1  0
  3  2  2  0
  5  6  2  0
 28 27  1  0
  3  4  1  0
 18 22  2  0
  2  1  1  0
 21 20  1  0
  2 44  1  0
  9 49  1  6
 10 50  1  0
 10 51  1  0
 27 65  1  1
 25 61  1  0
 25 62  1  0
 26 63  1  0
 26 64  1  0
 13 52  1  0
 13 53  1  0
 17 54  1  6
 29 66  1  0
 29 67  1  0
 29 68  1  0
 22 57  1  0
 20 56  1  0
 19 55  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
  8 48  1  6
 32 69  1  6
 33 70  1  0
 33 71  1  0
 37 72  1  0
 37 73  1  0
 37 74  1  0
 39 75  1  0
 39 76  1  0
 39 77  1  0
 40 78  1  0
 40 79  1  0
 40 80  1  0
  4 45  1  0
  4 46  1  0
  4 47  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
M  END


  Mrv1652306202119303D          

 80 84  0  0  0  0            999 V2000
    0.9253    5.7094   -2.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    4.2994   -3.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690    3.2439   -2.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5360    1.8692   -3.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9185    3.3954   -1.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6944    4.3360   -1.9145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9935    2.3251   -1.0562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588    2.2629   -0.2008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8746    2.9791    1.1375 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4146    3.3143    1.5048 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4342    2.0817    1.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542    1.8267    1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3650    2.7939    0.3550 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4009    2.2477   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9163    2.9732   -1.4617 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080    0.9728   -0.4664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9669    0.0161    0.2071 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7083   -1.2930    0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0877   -1.5044    0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2998   -2.8610    0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1509   -3.5054    0.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1971   -2.5542    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4604    0.5575    1.5827 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6260    0.9407    2.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828   -0.5222    2.2647 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6790    0.0362    3.3493 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2338    1.1701    2.8591 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6801    0.7546    2.3902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4357   -0.0130    3.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778    2.1197    2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2494    2.5222    3.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857    0.0232    0.9739 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9115   -1.5083    1.0874 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3099   -2.3113   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352   -2.0653   -0.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1163   -3.3625   -0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6175   -4.1907   -1.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6115    0.7517   -0.0840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4961    0.1063   -1.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1162    0.6603    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9172    6.0767   -2.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409    6.3512   -3.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857    5.8148   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868    4.1338   -3.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3674    1.4566   -3.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3202    1.8742   -4.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8603    1.1952   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867    2.7898   -0.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441    3.9176    1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0146    3.9582    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201    3.9297    2.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8887    3.5290    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6467    3.3221   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033   -0.1450   -0.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8342   -0.7534    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1652   -3.4918    0.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189   -2.9215   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1632    0.0544    2.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2661    1.4739    3.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3593    1.5922    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -1.0327    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2154   -1.3012    2.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3099    0.4255    4.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111   -0.7799    3.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756    1.8035    3.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9949   -0.9814    3.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526    0.5597    4.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4790   -0.1896    3.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6791    0.1327    0.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768   -1.7376    1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4079   -1.9099    1.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -3.6142   -2.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615   -4.6397   -1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3402   -4.9932   -1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804   -0.8745   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9905    0.7295   -2.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4541   -0.0194   -1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4703   -0.3758    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646    1.0594    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7212    1.2140   -0.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  2  0  0  0  0
 19 18  1  0  0  0  0
  9 10  1  0  0  0  0
 23 24  1  1  0  0  0
 23 17  1  0  0  0  0
 28 30  1  0  0  0  0
 30  9  1  0  0  0  0
 12 13  1  0  0  0  0
  9  8  1  0  0  0  0
 13 14  1  0  0  0  0
 28 32  1  0  0  0  0
 14 16  1  0  0  0  0
 32 38  1  0  0  0  0
 38  8  1  0  0  0  0
 17 16  1  0  0  0  0
 30 31  2  0  0  0  0
 10 11  1  0  0  0  0
 32 33  1  0  0  0  0
 27 26  1  0  0  0  0
 33 34  1  0  0  0  0
 11 12  2  0  0  0  0
 34 36  1  0  0  0  0
 28 29  1  1  0  0  0
 36 37  1  0  0  0  0
 23 25  1  0  0  0  0
 34 35  2  0  0  0  0
 14 15  2  0  0  0  0
 38 39  1  6  0  0  0
 25 26  1  0  0  0  0
 38 40  1  0  0  0  0
 17 18  1  0  0  0  0
  8  7  1  0  0  0  0
 22 21  1  0  0  0  0
  7  5  1  0  0  0  0
 23 12  1  0  0  0  0
  5  3  1  0  0  0  0
 27 11  1  0  0  0  0
  3  2  2  0  0  0  0
  5  6  2  0  0  0  0
 28 27  1  0  0  0  0
  3  4  1  0  0  0  0
 18 22  2  0  0  0  0
  2  1  1  0  0  0  0
 21 20  1  0  0  0  0
  2 44  1  0  0  0  0
  9 49  1  6  0  0  0
 10 50  1  0  0  0  0
 10 51  1  0  0  0  0
 27 65  1  1  0  0  0
 25 61  1  0  0  0  0
 25 62  1  0  0  0  0
 26 63  1  0  0  0  0
 26 64  1  0  0  0  0
 13 52  1  0  0  0  0
 13 53  1  0  0  0  0
 17 54  1  6  0  0  0
 29 66  1  0  0  0  0
 29 67  1  0  0  0  0
 29 68  1  0  0  0  0
 22 57  1  0  0  0  0
 20 56  1  0  0  0  0
 19 55  1  0  0  0  0
 24 58  1  0  0  0  0
 24 59  1  0  0  0  0
 24 60  1  0  0  0  0
  8 48  1  6  0  0  0
 32 69  1  6  0  0  0
 33 70  1  0  0  0  0
 33 71  1  0  0  0  0
 37 72  1  0  0  0  0
 37 73  1  0  0  0  0
 37 74  1  0  0  0  0
 39 75  1  0  0  0  0
 39 76  1  0  0  0  0
 39 77  1  0  0  0  0
 40 78  1  0  0  0  0
 40 79  1  0  0  0  0
 40 80  1  0  0  0  0
  4 45  1  0  0  0  0
  4 46  1  0  0  0  0
  4 47  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033500

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C(\C(=O)O[C@]1([H])[C@@]2([H])C(=O)[C@](C([H])([H])[H])([C@]3([H])C(=C4C([H])([H])C(=O)O[C@@]([H])(C5=C([H])OC([H])=C5[H])[C@]4(C([H])([H])[H])C([H])([H])C3([H])[H])C2([H])[H])[C@@]([H])(C([H])([H])C(=O)OC([H])([H])[H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C32H40O8/c1-8-17(2)29(36)40-28-20-13-19-21(32(6,26(20)35)23(30(28,3)4)15-24(33)37-7)9-11-31(5)22(19)14-25(34)39-27(31)18-10-12-38-16-18/h8,10,12,16,20-21,23,27-28H,9,11,13-15H2,1-7H3/b17-8-/t20-,21+,23+,27+,28-,31-,32-/m1/s1

> <INCHI_KEY>
LWYAUKBIVFFRJL-POJPUXECSA-N

> <FORMULA>
C32H40O8

> <MOLECULAR_WEIGHT>
552.664

> <EXACT_MASS>
552.272318248

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
57.909714023839356

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5R,6R,13S,14R,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0^{2,11}.0^{5,10}]heptadec-10-en-14-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
4.94

> <JCHEM_LOGP>
5.250173984333333

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.63079363191802

> <JCHEM_PKA_STRONGEST_BASIC>
-2.888822534617767

> <JCHEM_POLAR_SURFACE_AREA>
109.11

> <JCHEM_REFRACTIVITY>
146.49309999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5R,6R,13S,14R,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0^{2,11}.0^{5,10}]heptadec-10-en-14-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 80 84  0  0  0  0  0  0  0  0999 V2000
    0.9253    5.7094   -2.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    4.2994   -3.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690    3.2439   -2.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5360    1.8692   -3.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9185    3.3954   -1.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6944    4.3360   -1.9145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9935    2.3251   -1.0562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588    2.2629   -0.2008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8746    2.9791    1.1375 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4146    3.3143    1.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    2.0817    1.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542    1.8267    1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3650    2.7939    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4009    2.2477   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9163    2.9732   -1.4617 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080    0.9728   -0.4664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9669    0.0161    0.2071 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7083   -1.2930    0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0877   -1.5044    0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2998   -2.8610    0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4604    0.5575    1.5827 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6260    0.9407    2.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828   -0.5222    2.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790    0.0362    3.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6801    0.7546    2.3902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4357   -0.0130    3.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778    2.1197    2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2494    2.5222    3.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857    0.0232    0.9739 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9115   -1.5083    1.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -2.3113   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352   -2.0653   -0.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1163   -3.3625   -0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6175   -4.1907   -1.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6115    0.7517   -0.0840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4961    0.1063   -1.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1162    0.6603    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9172    6.0767   -2.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409    6.3512   -3.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857    5.8148   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868    4.1338   -3.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3674    1.4566   -3.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3202    1.8742   -4.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8603    1.1952   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867    2.7898   -0.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441    3.9176    1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0146    3.9582    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201    3.9297    2.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8887    3.5290    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6467    3.3221   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033   -0.1450   -0.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8342   -0.7534    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1652   -3.4918    0.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189   -2.9215   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1632    0.0544    2.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2661    1.4739    3.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3593    1.5922    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -1.0327    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2154   -1.3012    2.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3099    0.4255    4.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111   -0.7799    3.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756    1.8035    3.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9949   -0.9814    3.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526    0.5597    4.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4790   -0.1896    3.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6791    0.1327    0.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768   -1.7376    1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4079   -1.9099    1.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -3.6142   -2.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615   -4.6397   -1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3402   -4.9932   -1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804   -0.8745   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9905    0.7295   -2.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4541   -0.0194   -1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4703   -0.3758    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646    1.0594    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7212    1.2140   -0.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  2  0
 19 18  1  0
  9 10  1  0
 23 24  1  1
 23 17  1  0
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 30  9  1  0
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  9  8  1  0
 13 14  1  0
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 14 16  1  0
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 38  8  1  0
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 34 36  1  0
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 36 37  1  0
 23 25  1  0
 34 35  2  0
 14 15  2  0
 38 39  1  6
 25 26  1  0
 38 40  1  0
 17 18  1  0
  8  7  1  0
 22 21  1  0
  7  5  1  0
 23 12  1  0
  5  3  1  0
 27 11  1  0
  3  2  2  0
  5  6  2  0
 28 27  1  0
  3  4  1  0
 18 22  2  0
  2  1  1  0
 21 20  1  0
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  9 49  1  6
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 29 67  1  0
 29 68  1  0
 22 57  1  0
 20 56  1  0
 19 55  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
  8 48  1  6
 32 69  1  6
 33 70  1  0
 33 71  1  0
 37 72  1  0
 37 73  1  0
 37 74  1  0
 39 75  1  0
 39 76  1  0
 39 77  1  0
 40 78  1  0
 40 79  1  0
 40 80  1  0
  4 45  1  0
  4 46  1  0
  4 47  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.925   5.709  -2.609  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.042   4.299  -3.096  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.269   3.244  -2.774  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.536   1.869  -3.313  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.919   3.395  -1.891  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.694   4.336  -1.915  0.00  0.00           O+0
HETATM    7  O   UNK     0      -0.994   2.325  -1.056  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.159   2.263  -0.201  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.875   2.979   1.137  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.415   3.314   1.505  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.434   2.082   1.817  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.654   1.827   1.280  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.365   2.794   0.355  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.401   2.248  -0.614  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.916   2.973  -1.462  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.808   0.973  -0.466  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.967   0.016   0.207  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.708  -1.293   0.286  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.088  -1.504   0.584  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.300  -2.861   0.528  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.151  -3.505   0.205  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.197  -2.554   0.046  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.460   0.558   1.583  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.626   0.941   2.525  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.583  -0.522   2.265  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.679   0.036   3.349  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.234   1.170   2.859  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.680   0.755   2.390  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.436  -0.013   3.499  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.378   2.120   2.258  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.249   2.522   3.026  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.686   0.023   0.974  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.912  -1.508   1.087  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.310  -2.311  -0.048  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.235  -2.065  -0.579  0.00  0.00           O+0
HETATM   36  O   UNK     0      -2.116  -3.362  -0.357  0.00  0.00           O+0
HETATM   37  C   UNK     0      -1.617  -4.191  -1.408  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.611   0.752  -0.084  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.496   0.106  -1.490  0.00  0.00           C+0
HETATM   40  C   UNK     0      -4.116   0.660   0.279  0.00  0.00           C+0
HETATM   41  H   UNK     0       1.917   6.077  -2.325  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.541   6.351  -3.407  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.286   5.815  -1.730  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.887   4.134  -3.765  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.367   1.457  -3.774  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.320   1.874  -4.077  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.860   1.195  -2.513  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.987   2.790  -0.696  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.444   3.918   1.146  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.015   3.958   0.736  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.420   3.930   2.416  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.889   3.529   0.979  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.647   3.322  -0.272  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.103  -0.145  -0.456  0.00  0.00           H+0
HETATM   55  H   UNK     0       5.834  -0.753   0.804  0.00  0.00           H+0
HETATM   56  H   UNK     0       6.165  -3.492   0.675  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.219  -2.922  -0.235  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.163   0.054   2.879  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.266   1.474   3.412  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.359   1.592   2.038  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.964  -1.033   1.522  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.215  -1.301   2.709  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.310   0.426   4.160  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.111  -0.780   3.803  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.376   1.804   3.751  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.995  -0.981   3.742  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.453   0.560   4.434  0.00  0.00           H+0
HETATM   68  H   UNK     0      -3.479  -0.190   3.213  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.679   0.133   0.556  0.00  0.00           H+0
HETATM   70  H   UNK     0      -2.977  -1.738   1.183  0.00  0.00           H+0
HETATM   71  H   UNK     0      -1.408  -1.910   1.972  0.00  0.00           H+0
HETATM   72  H   UNK     0      -1.514  -3.614  -2.333  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.662  -4.640  -1.121  0.00  0.00           H+0
HETATM   74  H   UNK     0      -2.340  -4.993  -1.579  0.00  0.00           H+0
HETATM   75  H   UNK     0      -2.980  -0.875  -1.531  0.00  0.00           H+0
HETATM   76  H   UNK     0      -2.990   0.730  -2.245  0.00  0.00           H+0
HETATM   77  H   UNK     0      -1.454  -0.019  -1.800  0.00  0.00           H+0
HETATM   78  H   UNK     0      -4.470  -0.376   0.258  0.00  0.00           H+0
HETATM   79  H   UNK     0      -4.365   1.059   1.261  0.00  0.00           H+0
HETATM   80  H   UNK     0      -4.721   1.214  -0.450  0.00  0.00           H+0
CONECT    1    2   41   42   43                                             
CONECT    2    3    1   44                                                  
CONECT    3    5    2    4                                                  
CONECT    4    3   45   46   47                                             
CONECT    5    7    3    6                                                  
CONECT    6    5                                                            
CONECT    7    8    5                                                       
CONECT    8    9   38    7   48                                             
CONECT    9   10   30    8   49                                             
CONECT   10    9   11   50   51                                             
CONECT   11   10   12   27                                                  
CONECT   12   13   11   23                                                  
CONECT   13   12   14   52   53                                             
CONECT   14   13   16   15                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   23   16   18   54                                             
CONECT   18   19   17   22                                                  
CONECT   19   20   18   55                                                  
CONECT   20   19   21   56                                                  
CONECT   21   22   20                                                       
CONECT   22   21   18   57                                                  
CONECT   23   24   17   25   12                                             
CONECT   24   23   58   59   60                                             
CONECT   25   23   26   61   62                                             
CONECT   26   27   25   63   64                                             
CONECT   27   26   11   28   65                                             
CONECT   28   30   32   29   27                                             
CONECT   29   28   66   67   68                                             
CONECT   30   28    9   31                                                  
CONECT   31   30                                                            
CONECT   32   28   38   33   69                                             
CONECT   33   32   34   70   71                                             
CONECT   34   33   36   35                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   72   73   74                                             
CONECT   38   32    8   39   40                                             
CONECT   39   38   75   76   77                                             
CONECT   40   38   78   79   80                                             
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    2                                                            
CONECT   45    4                                                            
CONECT   46    4                                                            
CONECT   47    4                                                            
CONECT   48    8                                                            
CONECT   49    9                                                            
CONECT   50   10                                                            
CONECT   51   10                                                            
CONECT   52   13                                                            
CONECT   53   13                                                            
CONECT   54   17                                                            
CONECT   55   19                                                            
CONECT   56   20                                                            
CONECT   57   22                                                            
CONECT   58   24                                                            
CONECT   59   24                                                            
CONECT   60   24                                                            
CONECT   61   25                                                            
CONECT   62   25                                                            
CONECT   63   26                                                            
CONECT   64   26                                                            
CONECT   65   27                                                            
CONECT   66   29                                                            
CONECT   67   29                                                            
CONECT   68   29                                                            
CONECT   69   32                                                            
CONECT   70   33                                                            
CONECT   71   33                                                            
CONECT   72   37                                                            
CONECT   73   37                                                            
CONECT   74   37                                                            
CONECT   75   39                                                            
CONECT   76   39                                                            
CONECT   77   39                                                            
CONECT   78   40                                                            
CONECT   79   40                                                            
CONECT   80   40                                                            
MASTER        0    0    0    0    0    0    0    0   80    0  168    0
END

RDKit          3D

80 84  0  0  0  0  0  0  0  0999 V2000
    0.9253    5.7094   -2.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    4.2994   -3.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690    3.2439   -2.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5360    1.8692   -3.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9185    3.3954   -1.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6944    4.3360   -1.9145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9935    2.3251   -1.0562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588    2.2629   -0.2008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8746    2.9791    1.1375 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4146    3.3143    1.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    2.0817    1.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542    1.8267    1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3650    2.7939    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4009    2.2477   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9163    2.9732   -1.4617 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080    0.9728   -0.4664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9669    0.0161    0.2071 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7083   -1.2930    0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0877   -1.5044    0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2998   -2.8610    0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1509   -3.5054    0.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1971   -2.5542    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4604    0.5575    1.5827 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6260    0.9407    2.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828   -0.5222    2.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790    0.0362    3.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2338    1.1701    2.8591 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6801    0.7546    2.3902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4357   -0.0130    3.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778    2.1197    2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2494    2.5222    3.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857    0.0232    0.9739 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9115   -1.5083    1.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -2.3113   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352   -2.0653   -0.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1163   -3.3625   -0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6175   -4.1907   -1.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6115    0.7517   -0.0840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4961    0.1063   -1.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1162    0.6603    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9172    6.0767   -2.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409    6.3512   -3.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857    5.8148   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868    4.1338   -3.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3674    1.4566   -3.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3202    1.8742   -4.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8603    1.1952   -2.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867    2.7898   -0.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441    3.9176    1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0146    3.9582    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201    3.9297    2.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8887    3.5290    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6467    3.3221   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033   -0.1450   -0.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8342   -0.7534    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1652   -3.4918    0.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189   -2.9215   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1632    0.0544    2.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2661    1.4739    3.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3593    1.5922    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -1.0327    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2154   -1.3012    2.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3099    0.4255    4.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111   -0.7799    3.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756    1.8035    3.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9949   -0.9814    3.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526    0.5597    4.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4790   -0.1896    3.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6791    0.1327    0.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768   -1.7376    1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4079   -1.9099    1.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -3.6142   -2.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9905    0.7295   -2.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4541   -0.0194   -1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4703   -0.3758    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646    1.0594    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7212    1.2140   -0.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1 41  1  0
  1 42  1  0
  1 43  1  0
M  END

View in JSmol

Synonyms

Value	Source
(4R)-4-(3-Furyl)-1,4,4a,5,6,6abeta,7,8,9,10,11,12-dodecahydro-10a-(angeloyloxy)-4abeta,7,9,9-tetramethyl-2,13-dioxo-7b,11b-methano-2H-cycloocta[F][2]benzopyran-8b-acetate methyl ester	Generator
(4R)-4-(3-Furyl)-1,4,4a,5,6,6abeta,7,8,9,10,11,12-dodecahydro-10a-(angeloyloxy)-4abeta,7,9,9-tetramethyl-2,13-dioxo-7b,11b-methano-2H-cycloocta[F][2]benzopyran-8b-acetic acid methyl ester	Generator
(4R)-4-(3-Furyl)-1,4,4a,5,6,6abeta,7,8,9,10,11,12-dodecahydro-10alpha-(angeloyloxy)-4abeta,7,9,9-tetramethyl-2,13-dioxo-7beta,11beta-methano-2H-cycloocta[F][2]benzopyran-8beta-acetate methyl ester	Generator
(4R)-4-(3-Furyl)-1,4,4a,5,6,6abeta,7,8,9,10,11,12-dodecahydro-10α-(angeloyloxy)-4abeta,7,9,9-tetramethyl-2,13-dioxo-7β,11β-methano-2H-cycloocta[F][2]benzopyran-8β-acetate methyl ester	Generator
(4R)-4-(3-Furyl)-1,4,4a,5,6,6abeta,7,8,9,10,11,12-dodecahydro-10α-(angeloyloxy)-4abeta,7,9,9-tetramethyl-2,13-dioxo-7β,11β-methano-2H-cycloocta[F][2]benzopyran-8β-acetic acid methyl ester	Generator

Chemical Formula

C₃₂H₄₀O₈

Average Mass

552.6640 Da

Monoisotopic Mass

552.27232 Da

IUPAC Name

(1R,2S,5R,6R,13S,14R,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0^{2,11}.0^{5,10}]heptadec-10-en-14-yl (2Z)-2-methylbut-2-enoate

Traditional Name

(1R,2S,5R,6R,13S,14R,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0^{2,11}.0^{5,10}]heptadec-10-en-14-yl (2Z)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\C(=O)O[C@]1([H])[C@@]2([H])C(=O)[C@](C([H])([H])[H])([C@]3([H])C(=C4C([H])([H])C(=O)O[C@@]([H])(C5=C([H])OC([H])=C5[H])[C@]4(C([H])([H])[H])C([H])([H])C3([H])[H])C2([H])[H])[C@@]([H])(C([H])([H])C(=O)OC([H])([H])[H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C32H40O8/c1-8-17(2)29(36)40-28-20-13-19-21(32(6,26(20)35)23(30(28,3)4)15-24(33)37-7)9-11-31(5)22(19)14-25(34)39-27(31)18-10-12-38-16-18/h8,10,12,16,20-21,23,27-28H,9,11,13-15H2,1-7H3/b17-8-/t20-,21+,23+,27+,28-,31-,32-/m1/s1

InChI Key

LWYAUKBIVFFRJL-POJPUXECSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cipadessa baccifera	Plant	KNApSAcK
Ekebergia capensis	JEOL database	Murata, T., et al, J. Nat. Prod. 71, 167 (2008)
Khaya anthotheca	Plant	KNApSAcK
Khaya senegalensis L.	Plant	KNApSAcK
Swietenia mahagoni	Plant	KNApSAcK
Toona ciliata	Plant	KNApSAcK
Xylocarpus granatum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
Mexicanolide
Naphthopyran
Naphthalene
Tricarboxylic acid or derivatives
Delta valerolactone
Fatty acid ester
Delta_valerolactone
Fatty acyl
Oxane
Pyran
Heteroaromatic compound
Furan
Alpha,beta-unsaturated carboxylic ester
Methyl ester
Enoate ester
Carboxylic acid ester
Ketone
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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	4.94	ALOGPS
logP	5.25	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	18.63	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	109.11 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	146.49 m³·mol⁻¹	ChemAxon
Polarizability	57.91 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

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

101448552

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Murata, T., et al. (2008). Murata, T., et al, J. Nat. Prod. 71, 167 (2008) . J. Nat. Prod..

Showing NP-Card for ekeberin C2 (NP0033500)

MOL for NP0033500 (ekeberin C2)

3D MOL for NP0033500 (ekeberin C2)

3D SDF for NP0033500 (ekeberin C2)

3D-SDF for NP0033500 (ekeberin C2)

PDB for NP0033500 (ekeberin C2)

3D PDB for NP0033500 (ekeberin C2)

SMILES for NP0033500 (ekeberin C2)

INCHI for NP0033500 (ekeberin C2)

Structure for NP0033500 (ekeberin C2)

3D Structure for NP0033500 (ekeberin C2)