NP-MRD: Showing NP-Card for ciereszkolide (NP0027279)

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Record Information

Version

2.0

Created at

2021-06-19 18:56:57 UTC

Updated at

2021-06-29 23:53:18 UTC

NP-MRD ID

NP0027279

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ciereszkolide

Provided By

JEOL Database JEOL Logo

Description

ciereszkolide is found in Pseudopterogorgia kallos. ciereszkolide was first documented in 2004 (Marrero, J., et al.). Based on a literature review very few articles have been published on (1R,2S,4S,6S,8R,12S,14Z)-4-methoxy-1,14-dimethyl-5-methylidene-10,18-dioxo-3,11,17-trioxatetracyclo[14.2.1.1⁹,¹².0²,⁶]Icosa-9(20),14,16(19)-trien-8-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120563D          

 57 60  0  0  0  0            999 V2000
   -1.4671    0.9182   -2.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7449    1.7677   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4270    3.1871   -1.6413 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4624    3.9986   -1.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3153    5.3567   -1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150    3.4711   -0.9879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1983    2.3568   -0.1558 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0095    1.4071   -0.0577 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8928    1.6682    1.1832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3244    1.0886    2.4963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2516    1.3171    3.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1582    2.5258    4.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222    2.6535    5.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3244    3.3847    3.9356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0630   -0.3755    2.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911   -1.0278    2.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9510   -2.4507    2.1782 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6466   -2.7789    0.8435 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1549   -2.6202    0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9099   -3.7733    1.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8190   -1.5644    0.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414   -0.3903   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1391    0.8069    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304    1.7505   -0.6717 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5550    2.8269   -1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3581    0.7894   -1.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316    1.1003   -2.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637   -0.4939   -1.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4620   -2.6031    1.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.3841    2.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2484   -1.1797    1.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371    1.2433   -2.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6179   -0.1144   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3185    3.3425   -2.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802    5.7734   -1.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3508    5.4546   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1469    5.9253   -1.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076    2.7910    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2919    0.3566   -0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540    2.7465    1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8996    1.2603    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6287    1.5849    2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2085    2.5554    4.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    1.8910    6.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1542    3.6400    5.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360   -0.5724    2.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.1160    2.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3963   -3.8100    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -2.1767    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -3.6228    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6265   -3.9032    2.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6877   -4.7001    0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9085   -1.5526    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795    1.0782    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    3.4323   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536    3.4995   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5116    2.3859   -1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
  8  9  1  0  0  0  0
  7  8  1  0  0  0  0
 24 26  1  0  0  0  0
 26 28  1  0  0  0  0
 28 22  1  0  0  0  0
 16 17  1  0  0  0  0
 22 23  2  0  0  0  0
  8  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  6  1  0  0  0  0
  7  6  1  0  0  0  0
 24 25  1  6  0  0  0
 22 21  1  0  0  0  0
 19 20  1  0  0  0  0
 17 18  1  0  0  0  0
 30 31  2  0  0  0  0
 18 19  1  0  0  0  0
 10 11  1  0  0  0  0
 17 29  1  0  0  0  0
  2  1  2  3  0  0  0
 29 30  1  0  0  0  0
 11 12  1  0  0  0  0
 30 15  1  0  0  0  0
 12 14  2  0  0  0  0
 15 16  2  0  0  0  0
 12 13  1  0  0  0  0
 24  7  1  0  0  0  0
  3  4  1  0  0  0  0
 21 19  2  0  0  0  0
  4  5  1  0  0  0  0
 15 10  1  0  0  0  0
 17 47  1  1  0  0  0
 23 24  1  0  0  0  0
 26 27  2  0  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 21 53  1  0  0  0  0
 23 54  1  0  0  0  0
 16 46  1  0  0  0  0
 10 42  1  1  0  0  0
  9 40  1  0  0  0  0
  9 41  1  0  0  0  0
  7 38  1  1  0  0  0
  8 39  1  6  0  0  0
  3 34  1  6  0  0  0
 25 55  1  0  0  0  0
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 20 50  1  0  0  0  0
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  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
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  5 35  1  0  0  0  0
  5 36  1  0  0  0  0
  5 37  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -1.4671    0.9182   -2.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7449    1.7677   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4270    3.1871   -1.6413 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4624    3.9986   -1.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3153    5.3567   -1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150    3.4711   -0.9879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1983    2.3568   -0.1558 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0095    1.4071   -0.0577 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8928    1.6682    1.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3244    1.0886    2.4963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2516    1.3171    3.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1582    2.5258    4.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222    2.6535    5.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3244    3.3847    3.9356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0630   -0.3755    2.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911   -1.0278    2.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9510   -2.4507    2.1782 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6466   -2.7789    0.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1549   -2.6202    0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9099   -3.7733    1.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8190   -1.5644    0.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414   -0.3903   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5304    1.7505   -0.6717 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5550    2.8269   -1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3581    0.7894   -1.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316    1.1003   -2.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0678   -1.3841    2.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3508    5.4546   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4076    2.7910    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2919    0.3566   -0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540    2.7465    1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8996    1.2603    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6287    1.5849    2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2085    2.5554    4.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    1.8910    6.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0360   -0.5724    2.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.1160    2.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3963   -3.8100    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
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  8  9  1  0
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  8  2  1  0
  2  3  1  0
  3  6  1  0
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 19 20  1  0
 17 18  1  0
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  2  1  2  3
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  7 38  1  1
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  5 35  1  0
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  5 37  1  0
M  END


  Mrv1652306192120563D          

 57 60  0  0  0  0            999 V2000
   -1.4671    0.9182   -2.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7449    1.7677   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4270    3.1871   -1.6413 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4624    3.9986   -1.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3153    5.3567   -1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150    3.4711   -0.9879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1983    2.3568   -0.1558 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0095    1.4071   -0.0577 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.3244    3.3847    3.9356 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0911   -1.0278    2.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9099   -3.7733    1.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2414   -0.3903   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1391    0.8069    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304    1.7505   -0.6717 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5550    2.8269   -1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3581    0.7894   -1.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316    1.1003   -2.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637   -0.4939   -1.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4620   -2.6031    1.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.3841    2.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2484   -1.1797    1.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371    1.2433   -2.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6179   -0.1144   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3185    3.3425   -2.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802    5.7734   -1.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3508    5.4546   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1469    5.9253   -1.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076    2.7910    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2919    0.3566   -0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540    2.7465    1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8996    1.2603    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6287    1.5849    2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2085    2.5554    4.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    1.8910    6.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1542    3.6400    5.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360   -0.5724    2.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.1160    2.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3963   -3.8100    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -2.1767    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -3.6228    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6265   -3.9032    2.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6877   -4.7001    0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9085   -1.5526    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795    1.0782    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    3.4323   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536    3.4995   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5116    2.3859   -1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
  8  9  1  0  0  0  0
  7  8  1  0  0  0  0
 24 26  1  0  0  0  0
 26 28  1  0  0  0  0
 28 22  1  0  0  0  0
 16 17  1  0  0  0  0
 22 23  2  0  0  0  0
  8  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  6  1  0  0  0  0
  7  6  1  0  0  0  0
 24 25  1  6  0  0  0
 22 21  1  0  0  0  0
 19 20  1  0  0  0  0
 17 18  1  0  0  0  0
 30 31  2  0  0  0  0
 18 19  1  0  0  0  0
 10 11  1  0  0  0  0
 17 29  1  0  0  0  0
  2  1  2  3  0  0  0
 29 30  1  0  0  0  0
 11 12  1  0  0  0  0
 30 15  1  0  0  0  0
 12 14  2  0  0  0  0
 15 16  2  0  0  0  0
 12 13  1  0  0  0  0
 24  7  1  0  0  0  0
  3  4  1  0  0  0  0
 21 19  2  0  0  0  0
  4  5  1  0  0  0  0
 15 10  1  0  0  0  0
 17 47  1  1  0  0  0
 23 24  1  0  0  0  0
 26 27  2  0  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 21 53  1  0  0  0  0
 23 54  1  0  0  0  0
 16 46  1  0  0  0  0
 10 42  1  1  0  0  0
  9 40  1  0  0  0  0
  9 41  1  0  0  0  0
  7 38  1  1  0  0  0
  8 39  1  6  0  0  0
  3 34  1  6  0  0  0
 25 55  1  0  0  0  0
 25 56  1  0  0  0  0
 25 57  1  0  0  0  0
 20 50  1  0  0  0  0
 20 51  1  0  0  0  0
 20 52  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
  5 35  1  0  0  0  0
  5 36  1  0  0  0  0
  5 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027279

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C1[C@@]([H])(OC([H])([H])[H])O[C@@]2([H])[C@@]1([H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])C1=C([H])[C@@]([H])(OC1=O)C([H])([H])\C(=C([H])/C1=C([H])[C@]2(C(=O)O1)C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O8/c1-11-6-14-8-17(20(25)29-14)18(28-13(3)24)9-16-12(2)21(27-5)31-19(16)23(4)10-15(7-11)30-22(23)26/h7-8,10,14,16,18-19,21H,2,6,9H2,1,3-5H3/b11-7-/t14-,16-,18+,19-,21-,23+/m0/s1

> <INCHI_KEY>
QUEKAVYFBIDUDJ-KXSKSURKSA-N

> <FORMULA>
C23H26O8

> <MOLECULAR_WEIGHT>
430.453

> <EXACT_MASS>
430.162767797

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.38206289095035

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,4S,6S,8R,12S,14Z)-4-methoxy-1,14-dimethyl-5-methylidene-10,18-dioxo-3,11,17-trioxatetracyclo[14.2.1.1^{9,12}.0^{2,6}]icosa-9(20),14,16(19)-trien-8-yl acetate

> <ALOGPS_LOGP>
1.49

> <JCHEM_LOGP>
2.1693731656666664

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.221465493583512

> <JCHEM_PKA_STRONGEST_BASIC>
-4.047450525726802

> <JCHEM_POLAR_SURFACE_AREA>
97.36000000000001

> <JCHEM_REFRACTIVITY>
110.23519999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,4S,6S,8R,12S,14Z)-4-methoxy-1,14-dimethyl-5-methylidene-10,18-dioxo-3,11,17-trioxatetracyclo[14.2.1.1^{9,12}.0^{2,6}]icosa-9(20),14,16(19)-trien-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -1.4671    0.9182   -2.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7449    1.7677   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4270    3.1871   -1.6413 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4624    3.9986   -1.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3153    5.3567   -1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150    3.4711   -0.9879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1983    2.3568   -0.1558 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0095    1.4071   -0.0577 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8928    1.6682    1.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3244    1.0886    2.4963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2516    1.3171    3.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1582    2.5258    4.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222    2.6535    5.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3244    3.3847    3.9356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0630   -0.3755    2.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911   -1.0278    2.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9510   -2.4507    2.1782 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6466   -2.7789    0.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1549   -2.6202    0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9099   -3.7733    1.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8190   -1.5644    0.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414   -0.3903   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1391    0.8069    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304    1.7505   -0.6717 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5550    2.8269   -1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3581    0.7894   -1.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316    1.1003   -2.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637   -0.4939   -1.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4620   -2.6031    1.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.3841    2.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2484   -1.1797    1.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371    1.2433   -2.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6179   -0.1144   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3185    3.3425   -2.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802    5.7734   -1.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3508    5.4546   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1469    5.9253   -1.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076    2.7910    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2919    0.3566   -0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540    2.7465    1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8996    1.2603    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6287    1.5849    2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2085    2.5554    4.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    1.8910    6.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1542    3.6400    5.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360   -0.5724    2.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.1160    2.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3963   -3.8100    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -2.1767    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -3.6228    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6265   -3.9032    2.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6877   -4.7001    0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9085   -1.5526    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795    1.0782    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    3.4323   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536    3.4995   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5116    2.3859   -1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  8  9  1  0
  7  8  1  0
 24 26  1  0
 26 28  1  0
 28 22  1  0
 16 17  1  0
 22 23  2  0
  8  2  1  0
  2  3  1  0
  3  6  1  0
  7  6  1  0
 24 25  1  6
 22 21  1  0
 19 20  1  0
 17 18  1  0
 30 31  2  0
 18 19  1  0
 10 11  1  0
 17 29  1  0
  2  1  2  3
 29 30  1  0
 11 12  1  0
 30 15  1  0
 12 14  2  0
 15 16  2  0
 12 13  1  0
 24  7  1  0
  3  4  1  0
 21 19  2  0
  4  5  1  0
 15 10  1  0
 17 47  1  1
 23 24  1  0
 26 27  2  0
 18 48  1  0
 18 49  1  0
 21 53  1  0
 23 54  1  0
 16 46  1  0
 10 42  1  1
  9 40  1  0
  9 41  1  0
  7 38  1  1
  8 39  1  6
  3 34  1  6
 25 55  1  0
 25 56  1  0
 25 57  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
  1 32  1  0
  1 33  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
  5 35  1  0
  5 36  1  0
  5 37  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.467   0.918  -2.052  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.745   1.768  -1.307  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.427   3.187  -1.641  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.462   3.999  -1.103  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.315   5.357  -1.489  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.815   3.471  -0.988  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.198   2.357  -0.156  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.010   1.407  -0.058  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.893   1.668   1.183  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.324   1.089   2.496  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.252   1.317   3.571  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.158   2.526   4.185  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.222   2.654   5.231  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.324   3.385   3.936  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.063  -0.376   2.422  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.091  -1.028   2.560  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.951  -2.451   2.178  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.647  -2.779   0.844  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.155  -2.620   0.856  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.910  -3.773   1.465  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.819  -1.564   0.344  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.241  -0.390  -0.248  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.139   0.807   0.311  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.530   1.751  -0.672  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.555   2.827  -1.052  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.358   0.789  -1.850  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.932   1.100  -2.955  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.764  -0.494  -1.544  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.462  -2.603   1.998  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.068  -1.384   2.069  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.248  -1.180   1.862  0.00  0.00           O+0
HETATM   32  H   UNK     0      -1.937   1.243  -2.975  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.618  -0.114  -1.752  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.319   3.342  -2.721  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.380   5.773  -1.103  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.351   5.455  -2.579  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.147   5.925  -1.064  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.408   2.791   0.831  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.292   0.357  -0.083  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.054   2.747   1.315  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.900   1.260   1.020  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.629   1.585   2.722  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.208   2.555   4.771  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.079   1.891   6.001  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.154   3.640   5.699  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.036  -0.572   2.819  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.275  -3.116   2.985  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.396  -3.810   0.558  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.200  -2.177   0.041  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.994  -3.623   1.432  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.627  -3.903   2.514  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.688  -4.700   0.926  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.909  -1.553   0.373  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.479   1.078   1.300  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.206   3.432  -1.896  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.754   3.499  -0.210  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.512   2.386  -1.359  0.00  0.00           H+0
CONECT    1    2   32   33                                                  
CONECT    2    8    3    1                                                  
CONECT    3    2    6    4   34                                             
CONECT    4    3    5                                                       
CONECT    5    4   35   36   37                                             
CONECT    6    3    7                                                       
CONECT    7    8    6   24   38                                             
CONECT    8    9    7    2   39                                             
CONECT    9   10    8   40   41                                             
CONECT   10    9   11   15   42                                             
CONECT   11   10   12                                                       
CONECT   12   11   14   13                                                  
CONECT   13   12   43   44   45                                             
CONECT   14   12                                                            
CONECT   15   30   16   10                                                  
CONECT   16   17   15   46                                                  
CONECT   17   16   18   29   47                                             
CONECT   18   17   19   48   49                                             
CONECT   19   20   18   21                                                  
CONECT   20   19   50   51   52                                             
CONECT   21   22   19   53                                                  
CONECT   22   28   23   21                                                  
CONECT   23   22   24   54                                                  
CONECT   24   26   25    7   23                                             
CONECT   25   24   55   56   57                                             
CONECT   26   24   28   27                                                  
CONECT   27   26                                                            
CONECT   28   26   22                                                       
CONECT   29   17   30                                                       
CONECT   30   31   29   15                                                  
CONECT   31   30                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    3                                                            
CONECT   35    5                                                            
CONECT   36    5                                                            
CONECT   37    5                                                            
CONECT   38    7                                                            
CONECT   39    8                                                            
CONECT   40    9                                                            
CONECT   41    9                                                            
CONECT   42   10                                                            
CONECT   43   13                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   18                                                            
CONECT   50   20                                                            
CONECT   51   20                                                            
CONECT   52   20                                                            
CONECT   53   21                                                            
CONECT   54   23                                                            
CONECT   55   25                                                            
CONECT   56   25                                                            
CONECT   57   25                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  120    0
END

RDKit          3D

57 60  0  0  0  0  0  0  0  0999 V2000
   -1.4671    0.9182   -2.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7449    1.7677   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4270    3.1871   -1.6413 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4624    3.9986   -1.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3153    5.3567   -1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150    3.4711   -0.9879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1983    2.3568   -0.1558 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0095    1.4071   -0.0577 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8928    1.6682    1.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3244    1.0886    2.4963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2516    1.3171    3.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1582    2.5258    4.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222    2.6535    5.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3244    3.3847    3.9356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0630   -0.3755    2.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911   -1.0278    2.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9510   -2.4507    2.1782 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6466   -2.7789    0.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1549   -2.6202    0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9099   -3.7733    1.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8190   -1.5644    0.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414   -0.3903   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1391    0.8069    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304    1.7505   -0.6717 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5550    2.8269   -1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3581    0.7894   -1.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316    1.1003   -2.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637   -0.4939   -1.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4620   -2.6031    1.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.3841    2.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2484   -1.1797    1.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371    1.2433   -2.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6179   -0.1144   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3185    3.3425   -2.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802    5.7734   -1.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3508    5.4546   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1469    5.9253   -1.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076    2.7910    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2919    0.3566   -0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540    2.7465    1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8996    1.2603    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6287    1.5849    2.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2085    2.5554    4.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    1.8910    6.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1542    3.6400    5.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360   -0.5724    2.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.1160    2.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3963   -3.8100    0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -2.1767    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -3.6228    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6265   -3.9032    2.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6877   -4.7001    0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9085   -1.5526    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795    1.0782    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    3.4323   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536    3.4995   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5116    2.3859   -1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  8  9  1  0
  7  8  1  0
 24 26  1  0
 26 28  1  0
 28 22  1  0
 16 17  1  0
 22 23  2  0
  8  2  1  0
  2  3  1  0
  3  6  1  0
  7  6  1  0
 24 25  1  6
 22 21  1  0
 19 20  1  0
 17 18  1  0
 30 31  2  0
 18 19  1  0
 10 11  1  0
 17 29  1  0
  2  1  2  3
 29 30  1  0
 11 12  1  0
 30 15  1  0
 12 14  2  0
 15 16  2  0
 12 13  1  0
 24  7  1  0
  3  4  1  0
 21 19  2  0
  4  5  1  0
 15 10  1  0
 17 47  1  1
 23 24  1  0
 26 27  2  0
 18 48  1  0
 18 49  1  0
 21 53  1  0
 23 54  1  0
 16 46  1  0
 10 42  1  1
  9 40  1  0
  9 41  1  0
  7 38  1  1
  8 39  1  6
  3 34  1  6
 25 55  1  0
 25 56  1  0
 25 57  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
  1 32  1  0
  1 33  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
  5 35  1  0
  5 36  1  0
  5 37  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
(1R,2S,4S,6S,8R,12S,14Z)-4-Methoxy-1,14-dimethyl-5-methylidene-10,18-dioxo-3,11,17-trioxatetracyclo[14.2.1.1,.0,]icosa-9(20),14,16(19)-trien-8-yl acetic acid	Generator

Chemical Formula

C₂₃H₂₆O₈

Average Mass

430.4530 Da

Monoisotopic Mass

430.16277 Da

IUPAC Name

(1R,2S,4S,6S,8R,12S,14Z)-4-methoxy-1,14-dimethyl-5-methylidene-10,18-dioxo-3,11,17-trioxatetracyclo[14.2.1.1^{9,12}.0^{2,6}]icosa-9(20),14,16(19)-trien-8-yl acetate

Traditional Name

(1R,2S,4S,6S,8R,12S,14Z)-4-methoxy-1,14-dimethyl-5-methylidene-10,18-dioxo-3,11,17-trioxatetracyclo[14.2.1.1^{9,12}.0^{2,6}]icosa-9(20),14,16(19)-trien-8-yl acetate

CAS Registry Number

Not Available

SMILES

[H]C([H])=C1[C@@]([H])(OC([H])([H])[H])O[C@@]2([H])[C@@]1([H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])C1=C([H])[C@@]([H])(OC1=O)C([H])([H])\C(=C([H])/C1=C([H])[C@]2(C(=O)O1)C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C23H26O8/c1-11-6-14-8-17(20(25)29-14)18(28-13(3)24)9-16-12(2)21(27-5)31-19(16)23(4)10-15(7-11)30-22(23)26/h7-8,10,14,16,18-19,21H,2,6,9H2,1,3-5H3/b11-7-/t14-,16-,18+,19-,21-,23+/m0/s1

InChI Key

QUEKAVYFBIDUDJ-KXSKSURKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Pseudopterogorgia kallos	JEOL database	Marrero, J., et al, Eur. J. Org. Chem. 2004, 3909

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Tricarboxylic acid or derivatives
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Enol ester
Dihydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.49	ALOGPS
logP	2.17	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	13.22	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	97.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	110.24 m³·mol⁻¹	ChemAxon
Polarizability	43.38 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

9410805

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11235758

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Marrero, J., et al. (2004). Marrero, J., et al, Eur. J. Org. Chem. 2004, 3909. Eur. J. Org. Chem..

Showing NP-Card for ciereszkolide (NP0027279)

MOL for NP0027279 (ciereszkolide)

3D MOL for NP0027279 (ciereszkolide)

3D SDF for NP0027279 (ciereszkolide)

3D-SDF for NP0027279 (ciereszkolide)

PDB for NP0027279 (ciereszkolide)

3D PDB for NP0027279 (ciereszkolide)

SMILES for NP0027279 (ciereszkolide)

INCHI for NP0027279 (ciereszkolide)

Structure for NP0027279 (ciereszkolide)

3D Structure for NP0027279 (ciereszkolide)