NP-MRD: Showing NP-Card for methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate (NP0283924)

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Record Information

Version

2.0

Created at

2022-09-09 11:23:45 UTC

Updated at

2022-09-09 11:23:45 UTC

NP-MRD ID

NP0283924

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate

Description

AC1L7JID belongs to the class of organic compounds known as clavulones and derivatives. These are ester derivatives of prostanoids. methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate is found in Carijoa riisei. AC1L7JID is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161515142D          

 38 38  0  0  0  0            999 V2000
   -0.4632   -2.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1824   -2.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -2.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -3.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7228   -3.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -3.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9734   -2.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5049   -1.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2241   -1.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -0.8649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4819   -1.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099   -0.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927   -0.9423    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2985   -0.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9382    0.6409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1107   -0.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7052    0.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7144    1.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5163    2.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723    0.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4978    0.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6960   -0.7035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4886   -0.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0831   -0.3603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6868   -1.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0923    0.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8849    0.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4794    1.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2721    0.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8665    1.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6684    2.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6592    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2536    1.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8942    1.4702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4886    2.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2905    2.8431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2813    1.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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
 14 16  1  0  0  0  0
  9 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  2  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 27 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
M  END

     RDKit          3D

 75 75  0  0  0  0  0  0  0  0999 V2000
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    8.0614    1.4597    0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8718   -0.4578    0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966   -0.5421    0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6896    0.4835    0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3298    0.5789   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9269   -0.7013   -0.8079 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9521   -1.7833    0.0683 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7507   -0.8822   -2.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0017   -1.5514   -2.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6131   -1.9862   -4.5035 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6870   -1.8119   -2.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -2.7919   -2.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5274   -0.6794   -1.3806 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5344   -0.8604   -0.3787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6732    0.0107    0.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892   -0.1861    1.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8563    0.9407    2.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5552   -1.3584    2.3312 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7816   -1.3740    0.0220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741   -2.5983    0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -2.8853    1.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1844   -3.4423   -0.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3906    0.3691   -1.5336 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6006    0.3120   -2.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8728   -0.1816   -1.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3910    0.6054   -0.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6736    0.0542   -0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1473   -0.9504   -0.7190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3523    0.5834    0.9285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5630    0.1001    1.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119    1.3177   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    2.4639   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7249    3.3940    0.6934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8388    2.6677   -1.4149 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8211    0.5959    1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3232    2.1726    1.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1226    2.1560    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3016    1.7603    0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0410    2.2091   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6409   -0.1859   -1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9310   -1.6840   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950   -1.2498    1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9574    0.5056    1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2644   -1.5045   -0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0494    1.4117    0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539    1.3575   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6585    0.8637    0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322   -1.4131    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7865   -0.5363   -2.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4077    0.2081   -2.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4164   -1.8834    0.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    0.5825    3.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    1.6899    2.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8605    1.3832    2.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9538   -1.7849   -1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5463   -1.9359    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7214   -3.5178    2.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1817   -3.3933    1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5895    0.8262   -2.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8244    1.2985   -2.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3658   -0.3566   -3.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6499    0.0508   -2.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0006   -1.2521   -1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6524    0.5896    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6285    1.6188   -1.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4061   -0.1714    2.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2851    0.9634    1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6045    3.1205    1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8323    3.3911    1.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  1
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 12 13  1  0
 12 14  1  0
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 31 33  1  0
 33 34  1  0
 27 35  1  0
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 16  9  1  0
  1 39  1  0
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 30 68  1  0
 30 69  1  0
 34 70  1  0
 34 71  1  0
 34 72  1  0
 37 73  1  0
 37 74  1  0
 37 75  1  0
M  END


  Mrv1533004161515142D          

 38 38  0  0  0  0            999 V2000
   -0.4632   -2.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1824   -2.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -2.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -3.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7228   -3.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -3.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9734   -2.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5049   -1.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2241   -1.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -0.8649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4819   -1.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099   -0.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927   -0.9423    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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    0.9382    0.6409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4978    0.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6868   -1.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8849    0.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4794    1.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2721    0.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8665    1.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6684    2.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6592    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2536    1.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8942    1.4702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4886    2.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2905    2.8431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2813    1.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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
 14 16  1  0  0  0  0
  9 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  2  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 27 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0283924

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC=CCC=CCC1(O)C=C(Cl)C(=O)C1C(OC(C)=O)C(OC(C)=O)C(CCCC(=O)OC)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H37ClO10/c1-6-7-8-9-10-11-15-27(34)16-20(28)24(33)23(27)26(38-19(4)31)25(37-18(3)30)21(36-17(2)29)13-12-14-22(32)35-5/h7-8,10-11,16,21,23,25-26,34H,6,9,12-15H2,1-5H3

> <INCHI_KEY>
BSCHSQOJMPJDPL-UHFFFAOYSA-N

> <FORMULA>
C27H37ClO10

> <MOLECULAR_WEIGHT>
557.03

> <EXACT_MASS>
556.2075251

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
57.86627358558

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate

> <ALOGPS_LOGP>
3.79

> <JCHEM_LOGP>
3.0809740483333323

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.505821440938476

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.515342135666028

> <JCHEM_PKA_STRONGEST_BASIC>
-3.366745108790753

> <JCHEM_POLAR_SURFACE_AREA>
142.5

> <JCHEM_REFRACTIVITY>
140.20190000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -0.865  -3.800   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.340  -5.248   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.176  -5.518   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.700  -6.966   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.216  -7.236   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.208  -6.058   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.684  -4.610   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.676  -3.432   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.152  -1.984   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.647  -1.615   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.766  -2.657   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.698  -1.547   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0       0.173  -1.759   0.000  0.00  0.00          Cl+0
HETATM   14  C   UNK     0       2.424  -0.189   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.751   1.196   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.940  -0.459   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.050   0.609   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.680   2.104   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.200   2.531   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.830   4.026   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.815   1.858   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.529   0.182   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.899  -1.313   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.379  -1.740   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.488  -0.673   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.749  -3.235   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.639   1.249   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.119   0.822   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.228   1.890   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.708   1.463   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.818   2.531   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      12.448   4.026   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      14.297   2.104   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      15.407   3.171   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       7.269   2.744   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       8.379   3.812   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       8.009   5.307   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       9.858   3.385   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   16                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    9   17                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   28   35                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33                                                            
CONECT   35   27   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₇ClO₁₀

Average Mass

557.0300 Da

Monoisotopic Mass

556.20753 Da

IUPAC Name

methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate

Traditional Name

methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate

CAS Registry Number

Not Available

SMILES

CCC=CCC=CCC1(O)C=C(Cl)C(=O)C1C(OC(C)=O)C(OC(C)=O)C(CCCC(=O)OC)OC(C)=O

InChI Identifier

InChI=1S/C27H37ClO10/c1-6-7-8-9-10-11-15-27(34)16-20(28)24(33)23(27)26(38-19(4)31)25(37-18(3)30)21(36-17(2)29)13-12-14-22(32)35-5/h7-8,10-11,16,21,23,25-26,34H,6,9,12-15H2,1-5H3

InChI Key

BSCHSQOJMPJDPL-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
Carijoa riisei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as clavulones and derivatives. These are ester derivatives of prostanoids.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Clavulones and derivatives

Alternative Parents

Substituents

Punaglandin skeleton
Clavulone
Prostaglandin skeleton
Tetracarboxylic acid or derivatives
Fatty acid ester
Fatty acid methyl ester
Alpha-haloketone
Methyl ester
Alpha-chloroketone
Tertiary alcohol
Carboxylic acid ester
Cyclic ketone
Ketone
Carboxylic acid derivative
Chloroalkene
Haloalkene
Vinyl halide
Vinyl chloride
Organohalogen compound
Alcohol
Carbonyl group
Organochloride
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	3.79	ALOGPS
logP	3.08	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	12.52	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	142.5 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	140.2 m³·mol⁻¹	ChemAxon
Polarizability	57.87 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

336376

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate (NP0283924)

MOL for NP0283924 (methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate)

3D MOL for NP0283924 (methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate)

3D SDF for NP0283924 (methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate)

3D-SDF for NP0283924 (methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate)

PDB for NP0283924 (methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate)

3D PDB for NP0283924 (methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate)

SMILES for NP0283924 (methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate)

INCHI for NP0283924 (methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate)

Structure for NP0283924 (methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate)

3D Structure for NP0283924 (methyl 5,6,7-tris(acetyloxy)-7-[4-chloro-2-hydroxy-2-(octa-2,5-dien-1-yl)-5-oxocyclopent-3-en-1-yl]heptanoate)