NP-MRD: Showing NP-Card for pachyclavulide B (NP0031745)

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Record Information

Version

2.0

Created at

2021-06-19 22:44:30 UTC

Updated at

2021-06-30 00:00:31 UTC

NP-MRD ID

NP0031745

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pachyclavulide B

Provided By

JEOL Database JEOL Logo

Description

(1S,2S,3S,4R,7S,8E,10Z,12S,13R,14S)-12,14-bis(acetyloxy)-3-hydroxy-9-(hydroxymethyl)-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]Heptadeca-8,10,16-trien-2-yl acetate belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. pachyclavulide B is found in Pachyclavularia violacea. pachyclavulide B was first documented in 2006 (Iwasaki, J., et al.). Based on a literature review very few articles have been published on (1S,2S,3S,4R,7S,8E,10Z,12S,13R,14S)-12,14-bis(acetyloxy)-3-hydroxy-9-(hydroxymethyl)-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]Heptadeca-8,10,16-trien-2-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100443D          

 70 72  0  0  0  0            999 V2000
   -0.1212    2.0243   -4.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1307    1.8514   -3.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779    2.7738   -2.5915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855    0.5273   -3.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.1844   -1.6691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4606    0.0750   -1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392    0.7213   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236    1.4725    0.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0108    2.9322    0.5383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8419    3.4867   -0.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9357    0.8630    1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2786   -0.5433    2.3269 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6673   -0.4969    3.7107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4710   -1.7339    4.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8323   -2.0444    5.3763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7591   -2.6220    3.2655 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2271   -3.5511    3.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1431   -1.5829    2.3044 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0407   -1.0407    2.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -2.1855    0.8816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0534   -2.4019    0.1670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803   -3.6594    0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8787   -3.6696   -0.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0835   -4.6416    0.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2726   -1.3806    0.0298 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6781   -2.0608    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1793   -2.4357    1.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2648   -0.6518   -2.2570 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.3800   -2.2894   -2.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1283    3.0911   -5.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1093   -0.4879   -1.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194    0.6716   -0.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    3.5139    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0366    3.0593    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3784    3.3057   -1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3760    1.4427    2.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1651   -0.9000    1.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5443   -3.2089    2.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9639   -3.0025    4.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7574   -4.1731    3.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990   -4.2235    4.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6321   -3.1690    1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6943   -3.5803   -1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163   -2.8528   -0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3995   -4.6115   -0.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3982   -0.4010    0.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1692   -2.9061    1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2888   -1.5402    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5241   -3.1521    2.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4886   -2.7469   -0.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -2.5809   -2.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2827   -1.3393   -2.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0488   -0.4560   -3.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049    3.3177   -2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5980    2.2829   -0.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0440    3.1350   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -2.1956   -3.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499   -3.2225   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986   -2.4028   -2.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0  0  0  0
 29 28  1  0  0  0  0
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 16 14  1  0  0  0  0
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  5 40  1  1  0  0  0
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 11 46  1  0  0  0  0
  7 42  1  0  0  0  0
 29 62  1  0  0  0  0
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 30 64  1  6  0  0  0
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 19 52  1  0  0  0  0
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  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
 36 68  1  0  0  0  0
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 36 70  1  0  0  0  0
 33 65  1  0  0  0  0
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 23 54  1  0  0  0  0
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 23 56  1  0  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
 10 45  1  0  0  0  0
M  END

     RDKit          3D

 70 72  0  0  0  0  0  0  0  0999 V2000
   -0.1212    2.0243   -4.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1307    1.8514   -3.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779    2.7738   -2.5915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855    0.5273   -3.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.1844   -1.6691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4606    0.0750   -1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392    0.7213   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236    1.4725    0.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0108    2.9322    0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    3.4867   -0.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2786   -0.5433    2.3269 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.7591   -2.6220    3.2655 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.0407   -1.0407    2.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -2.1855    0.8816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0534   -2.4019    0.1670 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8787   -3.6696   -0.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0835   -4.6416    0.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2726   -1.3806    0.0298 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6781   -2.0608    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1793   -2.4357    1.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
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 36 70  1  0
 33 65  1  0
 33 66  1  0
 33 67  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
M  END


  Mrv1652306202100443D          

 70 72  0  0  0  0            999 V2000
   -0.1212    2.0243   -4.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1307    1.8514   -3.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779    2.7738   -2.5915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855    0.5273   -3.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.1844   -1.6691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4606    0.0750   -1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392    0.7213   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236    1.4725    0.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0108    2.9322    0.5383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8419    3.4867   -0.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9357    0.8630    1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2786   -0.5433    2.3269 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6673   -0.4969    3.7107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4710   -1.7339    4.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8323   -2.0444    5.3763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7591   -2.6220    3.2655 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2271   -3.5511    3.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1431   -1.5829    2.3044 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0407   -1.0407    2.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -2.1855    0.8816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0534   -2.4019    0.1670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803   -3.6594    0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8787   -3.6696   -0.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0835   -4.6416    0.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2726   -1.3806    0.0298 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6781   -2.0608    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1793   -2.4357    1.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5302   -2.2592   -0.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3290   -1.7464   -2.2223 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2648   -0.6518   -2.2570 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8005    0.5494   -1.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3986    1.4479   -2.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8904    2.6200   -1.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076    1.3353   -3.6845 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345   -1.0653   -1.5145 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3800   -2.2894   -2.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1283    3.0911   -5.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0119    1.5618   -5.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7855    1.5802   -5.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559    1.0133   -1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1093   -0.4879   -1.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194    0.6716   -0.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    3.5139    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0366    3.0593    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3784    3.3057   -1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3760    1.4427    2.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1651   -0.9000    1.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5443   -3.2089    2.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9639   -3.0025    4.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7574   -4.1731    3.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990   -4.2235    4.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7900   -0.5084    3.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6321   -3.1690    1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6943   -3.5803   -1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163   -2.8528   -0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3995   -4.6115   -0.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3982   -0.4010    0.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1692   -2.9061    1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2888   -1.5402    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5241   -3.1521    2.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4886   -2.7469   -0.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -2.5809   -2.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2827   -1.3393   -2.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0488   -0.4560   -3.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049    3.3177   -2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5980    2.2829   -0.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0440    3.1350   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -2.1956   -3.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499   -3.2225   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986   -2.4028   -2.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0  0  0  0
 29 28  1  0  0  0  0
 18 19  1  1  0  0  0
 16 17  1  0  0  0  0
 18 20  1  0  0  0  0
 14 15  2  0  0  0  0
 20 25  1  0  0  0  0
  5  4  1  0  0  0  0
 35 25  1  0  0  0  0
  4  2  1  0  0  0  0
 29 30  1  0  0  0  0
  2  1  1  0  0  0  0
 28 26  2  0  0  0  0
 35 36  1  6  0  0  0
 26 25  1  0  0  0  0
 31 32  1  0  0  0  0
 35 30  1  0  0  0  0
 32 33  1  0  0  0  0
  6  5  1  0  0  0  0
 20 21  1  0  0  0  0
 30 31  1  0  0  0  0
 21 22  1  0  0  0  0
 12 18  1  0  0  0  0
 22 23  1  0  0  0  0
  5 35  1  0  0  0  0
  2  3  2  0  0  0  0
 12 11  1  0  0  0  0
 32 34  2  0  0  0  0
 11  8  2  0  0  0  0
 22 24  2  0  0  0  0
  8  7  1  0  0  0  0
 25 57  1  1  0  0  0
  7  6  2  0  0  0  0
 26 27  1  0  0  0  0
 18 16  1  0  0  0  0
  8  9  1  0  0  0  0
 16 14  1  0  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 20 53  1  1  0  0  0
  5 40  1  1  0  0  0
  6 41  1  0  0  0  0
 11 46  1  0  0  0  0
  7 42  1  0  0  0  0
 29 62  1  0  0  0  0
 29 63  1  0  0  0  0
 28 61  1  0  0  0  0
 30 64  1  6  0  0  0
 12 47  1  6  0  0  0
 16 48  1  6  0  0  0
 19 52  1  0  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
 36 68  1  0  0  0  0
 36 69  1  0  0  0  0
 36 70  1  0  0  0  0
 33 65  1  0  0  0  0
 33 66  1  0  0  0  0
 33 67  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 23 56  1  0  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
 10 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031745

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O10/c1-13-7-9-19(33-15(3)28)25(6)20(34-16(4)29)10-8-18(12-27)11-21-26(32,14(2)24(31)36-21)23(22(13)25)35-17(5)30/h7-8,10-11,14,19-23,27,32H,9,12H2,1-6H3/b10-8-,18-11+/t14-,19-,20-,21-,22+,23-,25+,26-/m0/s1

> <INCHI_KEY>
SQSFPEZUZQUULH-PWZDRMAKSA-N

> <FORMULA>
C26H34O10

> <MOLECULAR_WEIGHT>
506.548

> <EXACT_MASS>
506.215197295

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
50.919555300767584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,3S,4R,7S,8E,10Z,12S,13R,14S)-12,14-bis(acetyloxy)-3-hydroxy-9-(hydroxymethyl)-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-8,10,16-trien-2-yl acetate

> <ALOGPS_LOGP>
1.78

> <JCHEM_LOGP>
0.42658897400000095

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.120838288519387

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.348553197360651

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7467576460753644

> <JCHEM_POLAR_SURFACE_AREA>
145.66

> <JCHEM_REFRACTIVITY>
126.91950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3S,4R,7S,8E,10Z,12S,13R,14S)-12,14-bis(acetyloxy)-3-hydroxy-9-(hydroxymethyl)-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-8,10,16-trien-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 72  0  0  0  0  0  0  0  0999 V2000
   -0.1212    2.0243   -4.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1307    1.8514   -3.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779    2.7738   -2.5915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855    0.5273   -3.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.1844   -1.6691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4606    0.0750   -1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392    0.7213   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236    1.4725    0.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0108    2.9322    0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    3.4867   -0.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9357    0.8630    1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2786   -0.5433    2.3269 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6673   -0.4969    3.7107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4710   -1.7339    4.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8323   -2.0444    5.3763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7591   -2.6220    3.2655 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2271   -3.5511    3.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1431   -1.5829    2.3044 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0407   -1.0407    2.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -2.1855    0.8816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0534   -2.4019    0.1670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803   -3.6594    0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8787   -3.6696   -0.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0835   -4.6416    0.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2726   -1.3806    0.0298 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6781   -2.0608    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1793   -2.4357    1.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5302   -2.2592   -0.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3290   -1.7464   -2.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648   -0.6518   -2.2570 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8005    0.5494   -1.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3986    1.4479   -2.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8904    2.6200   -1.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076    1.3353   -3.6845 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345   -1.0653   -1.5145 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3800   -2.2894   -2.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1283    3.0911   -5.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0119    1.5618   -5.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7855    1.5802   -5.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559    1.0133   -1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1093   -0.4879   -1.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194    0.6716   -0.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    3.5139    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0366    3.0593    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3784    3.3057   -1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3760    1.4427    2.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1651   -0.9000    1.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5443   -3.2089    2.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9639   -3.0025    4.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7574   -4.1731    3.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990   -4.2235    4.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7900   -0.5084    3.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6321   -3.1690    1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6943   -3.5803   -1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163   -2.8528   -0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3995   -4.6115   -0.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3982   -0.4010    0.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1692   -2.9061    1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2888   -1.5402    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5241   -3.1521    2.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4886   -2.7469   -0.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -2.5809   -2.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2827   -1.3393   -2.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0488   -0.4560   -3.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049    3.3177   -2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5980    2.2829   -0.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0440    3.1350   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -2.1956   -3.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499   -3.2225   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986   -2.4028   -2.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 29 28  1  0
 18 19  1  1
 16 17  1  0
 18 20  1  0
 14 15  2  0
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 35 25  1  0
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 31 32  1  0
 35 30  1  0
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  6  5  1  0
 20 21  1  0
 30 31  1  0
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  2  3  2  0
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 11  8  2  0
 22 24  2  0
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 29 62  1  0
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 30 64  1  6
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  9 43  1  0
  9 44  1  0
 10 45  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      -0.121   2.024  -4.882  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.131   1.851  -3.395  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.178   2.774  -2.591  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.086   0.527  -3.082  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.019   0.184  -1.669  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.461   0.075  -1.251  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.039   0.721  -0.228  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.324   1.472   0.784  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.011   2.932   0.538  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.842   3.487  -0.471  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.936   0.863   1.922  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.279  -0.543   2.327  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.667  -0.497   3.711  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.471  -1.734   4.254  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.832  -2.044   5.376  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.759  -2.622   3.265  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.227  -3.551   3.956  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.143  -1.583   2.304  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.041  -1.041   2.916  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.184  -2.186   0.882  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.053  -2.402   0.167  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.580  -3.659   0.155  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.879  -3.670  -0.594  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.083  -4.642   0.684  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.273  -1.381   0.030  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.678  -2.061   0.183  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.179  -2.436   1.560  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.530  -2.259  -0.840  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.329  -1.746  -2.222  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.265  -0.652  -2.257  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.801   0.549  -1.645  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.399   1.448  -2.472  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.890   2.620  -1.681  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.508   1.335  -3.684  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.935  -1.065  -1.515  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.380  -2.289  -2.286  0.00  0.00           C+0
HETATM   37  H   UNK     0      -0.128   3.091  -5.123  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.012   1.562  -5.315  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.786   1.580  -5.301  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.456   1.013  -1.132  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.109  -0.488  -1.919  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.119   0.672  -0.098  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.176   3.514   1.451  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.037   3.059   0.243  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.378   3.306  -1.316  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.376   1.443   2.654  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.165  -0.900   1.789  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.544  -3.209   2.779  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.964  -3.002   4.551  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.757  -4.173   3.230  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.299  -4.223   4.643  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.790  -0.508   3.694  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.632  -3.169   1.056  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.694  -3.580  -1.666  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.516  -2.853  -0.245  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.400  -4.612  -0.399  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.398  -0.401   0.511  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.169  -2.906   1.525  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.289  -1.540   2.177  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.524  -3.152   2.056  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.489  -2.747  -0.668  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.066  -2.581  -2.881  0.00  0.00           H+0
HETATM   63  H   UNK     0       4.283  -1.339  -2.579  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.049  -0.456  -3.315  0.00  0.00           H+0
HETATM   65  H   UNK     0       4.405   3.318  -2.348  0.00  0.00           H+0
HETATM   66  H   UNK     0       4.598   2.283  -0.919  0.00  0.00           H+0
HETATM   67  H   UNK     0       3.044   3.135  -1.219  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.554  -2.196  -3.365  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.850  -3.223  -1.959  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.699  -2.403  -2.182  0.00  0.00           H+0
CONECT    1    2   37   38   39                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    4    6   35   40                                             
CONECT    6    5    7   41                                                  
CONECT    7    8    6   42                                                  
CONECT    8   11    7    9                                                  
CONECT    9    8   10   43   44                                             
CONECT   10    9   45                                                       
CONECT   11   12    8   46                                                  
CONECT   12   18   11   13   47                                             
CONECT   13   14   12                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   17   18   14   48                                             
CONECT   17   16   49   50   51                                             
CONECT   18   19   20   12   16                                             
CONECT   19   18   52                                                       
CONECT   20   18   25   21   53                                             
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   54   55   56                                             
CONECT   24   22                                                            
CONECT   25   20   35   26   57                                             
CONECT   26   28   25   27                                                  
CONECT   27   26   58   59   60                                             
CONECT   28   29   26   61                                                  
CONECT   29   28   30   62   63                                             
CONECT   30   29   35   31   64                                             
CONECT   31   32   30                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32   65   66   67                                             
CONECT   34   32                                                            
CONECT   35   25   36   30    5                                             
CONECT   36   35   68   69   70                                             
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    5                                                            
CONECT   41    6                                                            
CONECT   42    7                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45   10                                                            
CONECT   46   11                                                            
CONECT   47   12                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   19                                                            
CONECT   53   20                                                            
CONECT   54   23                                                            
CONECT   55   23                                                            
CONECT   56   23                                                            
CONECT   57   25                                                            
CONECT   58   27                                                            
CONECT   59   27                                                            
CONECT   60   27                                                            
CONECT   61   28                                                            
CONECT   62   29                                                            
CONECT   63   29                                                            
CONECT   64   30                                                            
CONECT   65   33                                                            
CONECT   66   33                                                            
CONECT   67   33                                                            
CONECT   68   36                                                            
CONECT   69   36                                                            
CONECT   70   36                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  144    0
END

RDKit          3D

70 72  0  0  0  0  0  0  0  0999 V2000
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   -1.8419    3.4867   -0.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2786   -0.5433    2.3269 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6673   -0.4969    3.7107 O   0  0  0  0  0  0  0  0  0  0  0  0
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 22 23  1  0
  5 35  1  0
  2  3  2  0
 12 11  1  0
 32 34  2  0
 11  8  2  0
 22 24  2  0
  8  7  1  0
 25 57  1  1
  7  6  2  0
 26 27  1  0
 18 16  1  0
  8  9  1  0
 16 14  1  0
  9 10  1  0
 12 13  1  0
 20 53  1  1
  5 40  1  1
  6 41  1  0
 11 46  1  0
  7 42  1  0
 29 62  1  0
 29 63  1  0
 28 61  1  0
 30 64  1  6
 12 47  1  6
 16 48  1  6
 19 52  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
 36 68  1  0
 36 69  1  0
 36 70  1  0
 33 65  1  0
 33 66  1  0
 33 67  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
M  END

View in JSmol

Synonyms

Value	Source
(1S,2S,3S,4R,7S,8E,10Z,12S,13R,14S)-12,14-Bis(acetyloxy)-3-hydroxy-9-(hydroxymethyl)-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.0,]heptadeca-8,10,16-trien-2-yl acetic acid	Generator

Chemical Formula

C₂₆H₃₄O₁₀

Average Mass

506.5480 Da

Monoisotopic Mass

506.21520 Da

IUPAC Name

(1S,2S,3S,4R,7S,8E,10Z,12S,13R,14S)-12,14-bis(acetyloxy)-3-hydroxy-9-(hydroxymethyl)-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-8,10,16-trien-2-yl acetate

Traditional Name

(1S,2S,3S,4R,7S,8E,10Z,12S,13R,14S)-12,14-bis(acetyloxy)-3-hydroxy-9-(hydroxymethyl)-4,13,17-trimethyl-5-oxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-8,10,16-trien-2-yl acetate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C26H34O10/c1-13-7-9-19(33-15(3)28)25(6)20(34-16(4)29)10-8-18(12-27)11-21-26(32,14(2)24(31)36-21)23(22(13)25)35-17(5)30/h7-8,10-11,14,19-23,27,32H,9,12H2,1-6H3/b10-8-,18-11+/t14-,19-,20-,21-,22+,23-,25+,26-/m0/s1

InChI Key

SQSFPEZUZQUULH-PWZDRMAKSA-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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pachyclavularia violacea	JEOL database	Iwasaki, J., et al, J. Nat. Prod. 69, 2 (2006)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Briarane diterpenoid
Tetracarboxylic acid or derivatives
Gamma butyrolactone
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
Primary alcohol
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	1.78	ALOGPS
logP	0.43	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	12.35	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	145.66 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	126.92 m³·mol⁻¹	ChemAxon
Polarizability	50.92 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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

9708299

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11533516

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Iwasaki, J., et al. (2006). Iwasaki, J., et al, J. Nat. Prod. 69, 2 (2006) . J. Nat. Prod..

Showing NP-Card for pachyclavulide B (NP0031745)

MOL for NP0031745 (pachyclavulide B)

3D MOL for NP0031745 (pachyclavulide B)

3D SDF for NP0031745 (pachyclavulide B)

3D-SDF for NP0031745 (pachyclavulide B)

PDB for NP0031745 (pachyclavulide B)

3D PDB for NP0031745 (pachyclavulide B)

SMILES for NP0031745 (pachyclavulide B)

INCHI for NP0031745 (pachyclavulide B)

Structure for NP0031745 (pachyclavulide B)

3D Structure for NP0031745 (pachyclavulide B)