NP-MRD: Showing NP-Card for methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate (NP0186717)

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Record Information

Version

2.0

Created at

2022-09-04 02:40:27 UTC

Updated at

2022-09-04 02:40:27 UTC

NP-MRD ID

NP0186717

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate

Description

Methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]Tetracosa-5,16(24)-dien-23-ylidene}propanoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate is found in Chloranthus japonicus. Based on a literature review very few articles have been published on methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]Tetracosa-5,16(24)-dien-23-ylidene}propanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042204402D          

 42 49  0  0  0  0            999 V2000
   -0.5185   -5.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0910   -5.6301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772   -5.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4867   -5.9363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0642   -4.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0359   -4.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -3.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913   -3.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400   -4.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9200   -3.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7659   -3.3144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358   -2.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5268   -2.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770   -2.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612   -1.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2740   -1.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8027   -1.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5185   -2.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9436   -3.2114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8082   -3.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2415   -4.5996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082   -4.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022   -5.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0472   -3.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8600   -3.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1442   -2.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9099   -2.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4143   -2.8736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6035   -2.4613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6687   -3.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4135   -3.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9890   -3.7514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8544   -1.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0545   -1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155   -1.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841   -1.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7057   -2.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1876   -0.9937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9282   -0.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8728   -1.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
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 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 26 37  1  0  0  0  0
 17 37  1  0  0  0  0
 37 38  1  0  0  0  0
 18 39  1  0  0  0  0
  7 39  1  0  0  0  0
 14 39  1  0  0  0  0
 15 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 40 42  1  0  0  0  0
 12 42  1  0  0  0  0
M  END

     RDKit          3D

 80 87  0  0  0  0  0  0  0  0999 V2000
   -4.7776    4.2138    2.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6545    3.3774    2.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6933    2.2239    1.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7799    2.0647    0.9432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5614    1.3422    1.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009    1.7068    2.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5100    0.2798    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7157   -0.0745   -0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770    0.7574   -0.9158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3614   -1.4395    0.0773 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9867   -1.5987    1.2744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2859   -2.4040   -0.2437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3786   -2.7759   -1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9404   -1.9722    0.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1524   -3.0155   -0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0888    1.2865   -2.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7779    1.9171   -2.8044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9760   -0.1038   -1.7627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3597   -0.3221   -0.5472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4000   -0.6577    0.5291 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6282    0.7039   -0.6738 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8326    0.0189   -0.6828 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8388    2.1025   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894    2.3065    1.0355 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6501    2.0053    1.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1398    2.2566    2.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0923    0.7166   -2.0934 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4677   -0.4457   -2.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1375   -0.4112   -2.2003 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8918   -4.2506    0.2987 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5132   -4.0675    1.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3349   -3.7335    0.4729 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3995    4.0418    3.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9150   -2.2263   -1.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4676   -3.0592   -1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0813    3.5516   -1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6558    3.9588   -1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6635    3.2322    2.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2700   -0.3727   -2.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7256   -5.2049   -0.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
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  7 29  1  0
 29 14  1  0
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 13 51  1  0
 13 52  1  0
 13 53  1  0
 10 49  1  6
 11 50  1  0
M  END


  Mrv1652309042204402D          

 42 49  0  0  0  0            999 V2000
   -0.5185   -5.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0910   -5.6301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772   -5.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4867   -5.9363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0642   -4.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0359   -4.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -3.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913   -3.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400   -4.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9200   -3.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7659   -3.3144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358   -2.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5268   -2.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770   -2.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612   -1.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2740   -1.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8027   -1.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5185   -2.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9436   -3.2114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8082   -3.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2415   -4.5996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082   -4.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022   -5.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0472   -3.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8600   -3.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1442   -2.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9099   -2.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4143   -2.8736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297   -2.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6035   -2.4613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6687   -3.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4135   -3.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9890   -3.7514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8544   -1.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6291   -0.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155   -1.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841   -1.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7057   -2.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1876   -0.9937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9282   -0.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8728   -1.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 26 37  1  0  0  0  0
 17 37  1  0  0  0  0
 37 38  1  0  0  0  0
 18 39  1  0  0  0  0
  7 39  1  0  0  0  0
 14 39  1  0  0  0  0
 15 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 40 42  1  0  0  0  0
 12 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0186717

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(C)=C1C2C3=C(CC4C5(C)C6CC6C(O)(COC(C)=O)C5CC5=C(C)C(=O)OC245)C2CC2C3(C)C(O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H38O9/c1-12-17-10-21-30(4,19-9-20(19)32(21,39)11-41-14(3)34)22-8-16-15-7-18(15)31(5)24(16)25(33(17,22)42-29(12)38)23(26(35)27(31)36)13(2)28(37)40-6/h15,18-22,25,27,36,39H,7-11H2,1-6H3

> <INCHI_KEY>
MLAPEZXTYLIQNP-UHFFFAOYSA-N

> <FORMULA>
C33H38O9

> <MOLECULAR_WEIGHT>
578.658

> <EXACT_MASS>
578.251582804

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
60.80436597445155

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0^{2,6}.0^{2,14}.0^{8,13}.0^{10,12}.0^{17,19}.0^{20,24}]tetracosa-5,16(24)-dien-23-ylidene}propanoate

> <JCHEM_LOGP>
1.6711517256666655

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.091896094673103

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9479475783139177

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4377116443050175

> <JCHEM_POLAR_SURFACE_AREA>
136.43

> <JCHEM_REFRACTIVITY>
148.2415

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0^{2,6}.0^{2,14}.0^{8,13}.0^{10,12}.0^{17,19}.0^{20,24}]tetracosa-5,16(24)-dien-23-ylidene}propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.968  -9.472   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.170 -10.509   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.638 -10.043   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.775 -11.081   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.986  -8.453   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.800  -8.563   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.787  -6.880   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.731  -7.144   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.755  -8.445   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.717  -5.961   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.296  -6.187   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.187  -4.515   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.850  -4.253   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.330  -4.252   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.861  -2.806   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.378  -2.543   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.365  -3.725   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.835  -5.171   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.761  -5.995   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.509  -7.280   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.451  -8.586   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.002  -7.657   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.177  -9.475   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.821  -6.353   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.339  -6.089   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.869  -4.644   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.298  -4.071   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.240  -5.364   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       9.015  -3.907   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.460  -4.594   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      10.582  -6.130   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.972  -6.792   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.313  -7.003   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       7.195  -2.534   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.774  -1.053   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.702  -2.158   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.882  -3.461   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.264  -1.911   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.317  -5.434   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.350  -1.855   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.733  -1.176   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.629  -2.713   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   39                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14   42                                             
CONECT   13   12                                                            
CONECT   14   12   15   39                                                  
CONECT   15   14   16   40                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   37                                                  
CONECT   18   17   19   24   39                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   18   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   37                                                  
CONECT   27   26   28   29   34                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   27   35   36                                                  
CONECT   35   34   36                                                       
CONECT   36   35   34   37                                                  
CONECT   37   36   26   17   38                                             
CONECT   38   37                                                            
CONECT   39   18    7   14                                                  
CONECT   40   15   41   42                                                  
CONECT   41   40   42                                                       
CONECT   42   41   40   12                                                  
MASTER        0    0    0    0    0    0    0    0   42    0   98    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0,.0,.0,.0,.0,.0,]tetracosa-5,16(24)-dien-23-ylidene}propanoic acid	Generator

Chemical Formula

C₃₃H₃₈O₉

Average Mass

578.6580 Da

Monoisotopic Mass

578.25158 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C(C)=C1C2C3=C(CC4C5(C)C6CC6C(O)(COC(C)=O)C5CC5=C(C)C(=O)OC245)C2CC2C3(C)C(O)C1=O

InChI Identifier

InChI=1S/C33H38O9/c1-12-17-10-21-30(4,19-9-20(19)32(21,39)11-41-14(3)34)22-8-16-15-7-18(15)31(5)24(16)25(33(17,22)42-29(12)38)23(26(35)27(31)36)13(2)28(37)40-6/h15,18-22,25,27,36,39H,7-11H2,1-6H3

InChI Key

MLAPEZXTYLIQNP-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Chloranthus japonicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Steroid ester
Naphthofuran
Tricarboxylic acid or derivatives
2-furanone
Cyclic alcohol
Dihydrofuran
Tertiary alcohol
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Ketone
Cyclic ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Alcohol
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

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

163038152

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate (NP0186717)

MOL for NP0186717 (methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate)

3D MOL for NP0186717 (methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate)

3D SDF for NP0186717 (methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate)

3D-SDF for NP0186717 (methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate)

PDB for NP0186717 (methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate)

3D PDB for NP0186717 (methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate)

SMILES for NP0186717 (methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate)

INCHI for NP0186717 (methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate)

Structure for NP0186717 (methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate)

3D Structure for NP0186717 (methyl 2-{9-[(acetyloxy)methyl]-9,21-dihydroxy-5,13,20-trimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]tetracosa-5,16(24)-dien-23-ylidene}propanoate)