NP-MRD: Showing NP-Card for (1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate (NP0182148)

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Record Information

Version

2.0

Created at

2022-09-03 20:47:04 UTC

Updated at

2022-09-03 20:47:04 UTC

NP-MRD ID

NP0182148

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate

Description

Anthoptilide B belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review very few articles have been published on Anthoptilide B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032222472D          

 33 35  0  0  1  0            999 V2000
    0.6979   -0.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355   -1.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406   -1.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4680   -1.7143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630   -1.2696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1254   -0.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928   -0.0660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8203   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2477    0.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5904   -1.2045    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3229   -1.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -1.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1524   -0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5730    0.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9681   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3476    0.5307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3377   -0.9395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7504   -1.5189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7880   -2.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0931   -2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1307   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656   -2.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9331   -2.4733    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2382   -2.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758   -3.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083   -4.1216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5808   -4.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6185   -5.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8483   -3.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955   -1.6491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2006   -2.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11  9  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  1  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 25 32  1  0  0  0  0
 11 32  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  1  6  0  0  0
M  END

     RDKit          3D

 67 69  0  0  0  0  0  0  0  0999 V2000
    3.1438    1.7316   -2.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7001    1.7564   -1.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.7537   -0.6764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3837    1.7806   -1.1714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9027    1.7976    0.1470 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2154    3.1165    0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904    3.8788    1.3439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8382    3.3347   -0.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3706    2.2709   -1.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3836    2.5485   -2.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0106    0.8512   -0.8722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0961   -0.0202   -1.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9787   -0.6711   -0.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672   -0.3687    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9970    0.8354   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936   -1.4507    1.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6780   -1.5236    1.7311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440   -2.4449    1.1194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5869   -2.0028    0.2995 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1975   -2.9813   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9682   -3.4116   -0.7700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6207   -4.4244   -1.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0697   -2.9033    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805   -1.6196   -0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6843   -0.4740    0.5414 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0101   -0.2049    0.9898 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5235   -0.4890    2.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7424   -1.0411    3.0273 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999   -0.1957    2.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9358   -0.8080    1.7500 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1657    1.2784    2.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1794    0.6852    0.3392 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8576    1.1839    1.6162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1912    1.3903   -3.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0228    2.7508   -3.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5303    1.0381   -3.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7095    1.7330    0.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597    4.3472   -0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3641    3.6320   -2.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1965    1.9997   -3.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3953    2.4230   -1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2277    0.6970   -1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7576    0.5668   -1.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -0.8604   -1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5012    1.7756    0.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9643    0.7899    0.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    0.9712   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7993   -1.7291    1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9687   -3.3677   -1.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679   -4.5818   -1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509   -4.0917   -2.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0674   -5.4170   -1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105   -2.8548    1.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8596   -3.7316    0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669   -1.4609   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7823   -1.8692   -0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2654   -0.9453    1.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0419   -0.6766    3.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1900   -1.8121    2.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8752   -0.2140    1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5032   -0.9779    0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2874    1.6970    3.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0832    1.3427    3.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3985    1.7907    1.9419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1964    0.2820    2.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483    1.9077    1.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1447    1.6872    2.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 31  1  0
 29 27  1  0
 27 28  2  0
 27 26  1  0
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 25 24  1  0
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 20 19  1  0
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 18 16  1  0
 16 17  2  0
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 14 15  1  0
 14 13  2  0
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9 10  1  0
  9  8  2  0
  8  6  1  0
  6  7  2  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 32  1  0
 32 33  1  1
 32 25  1  0
 13 19  1  0
 32 11  1  0
 30 59  1  0
 30 60  1  0
 30 61  1  0
 29 58  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
 25 57  1  1
 24 55  1  0
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 23 53  1  0
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 22 50  1  0
 22 51  1  0
 22 52  1  0
 20 49  1  0
 19 48  1  1
 15 45  1  0
 15 46  1  0
 15 47  1  0
 12 43  1  0
 12 44  1  0
 11 42  1  6
 10 39  1  0
 10 40  1  0
 10 41  1  0
  8 38  1  0
  5 37  1  1
  1 34  1  0
  1 35  1  0
  1 36  1  0
 33 65  1  0
 33 66  1  0
 33 67  1  0
M  END


  Mrv1652309032222472D          

 33 35  0  0  1  0            999 V2000
    0.6979   -0.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355   -1.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406   -1.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4680   -1.7143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630   -1.2696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1254   -0.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928   -0.0660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8203   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2477    0.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5904   -1.2045    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3229   -1.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -1.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1524   -0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5730    0.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9681   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3476    0.5307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3377   -0.9395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7504   -1.5189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7880   -2.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0931   -2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1307   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656   -2.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9331   -2.4733    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2382   -2.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758   -3.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083   -4.1216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5808   -4.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6185   -5.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8483   -3.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955   -1.6491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2006   -2.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11  9  1  6  0  0  0
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 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  1  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 25 32  1  0  0  0  0
 11 32  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0182148

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(=O)O[C@@H]1CC\C(C)=C/[C@@H]2OC(=O)C(C)=C2C[C@H]2C(C)=CC(=O)[C@H](OC(C)=O)[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O7/c1-13(2)24(29)33-22-9-8-14(3)10-21-18(16(5)25(30)32-21)12-19-15(4)11-20(28)23(26(19,22)7)31-17(6)27/h10-11,13,19,21-23H,8-9,12H2,1-7H3/b14-10-/t19-,21-,22+,23-,26-/m0/s1

> <INCHI_KEY>
PWYOXBDEJSNBHD-BROSZKRKSA-N

> <FORMULA>
C26H34O7

> <MOLECULAR_WEIGHT>
458.551

> <EXACT_MASS>
458.230453435

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
48.78089008430467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,7S,8Z,12R,13S,14R)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate

> <JCHEM_LOGP>
4.452356461

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.674385055522524

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.675660012075657

> <JCHEM_PKA_STRONGEST_BASIC>
-5.418077212796275

> <JCHEM_POLAR_SURFACE_AREA>
95.97

> <JCHEM_REFRACTIVITY>
122.6236

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,7S,8Z,12R,13S,14R)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       1.303  -0.953   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.373  -2.492   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.076  -3.322   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.740  -3.200   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.038  -2.370   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.967  -0.832   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.600  -0.123   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.265  -0.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.632  -0.710   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.929   0.120   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.702  -2.248   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.069  -2.957   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.367  -2.127   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.618  -0.607   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.536   0.489   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.141  -0.377   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.849   0.991   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      11.830  -1.754   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.734  -2.835   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.804  -4.374   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.507  -5.204   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.577  -6.742   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.140  -4.495   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.843  -5.325   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.475  -4.617   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.178  -5.447   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.248  -6.985   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.616  -7.694   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.951  -7.815   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.021  -9.354   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.584  -7.107   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.405  -3.078   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.108  -3.908   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   32                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   32                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   13   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   32                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   25   11    5   33                                             
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₄O₇

Average Mass

458.5510 Da

Monoisotopic Mass

458.23045 Da

IUPAC Name

(1S,7S,8Z,12R,13S,14R)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate

Traditional Name

(1S,7S,8Z,12R,13S,14R)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC(C)C(=O)O[C@@H]1CC\C(C)=C/[C@@H]2OC(=O)C(C)=C2C[C@H]2C(C)=CC(=O)[C@H](OC(C)=O)[C@]12C

InChI Identifier

InChI=1S/C26H34O7/c1-13(2)24(29)33-22-9-8-14(3)10-21-18(16(5)25(30)32-21)12-19-15(4)11-20(28)23(26(19,22)7)31-17(6)27/h10-11,13,19,21-23H,8-9,12H2,1-7H3/b14-10-/t19-,21-,22+,23-,26-/m0/s1

InChI Key

PWYOXBDEJSNBHD-BROSZKRKSA-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

Not Available

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
Tricarboxylic acid or derivatives
Cyclohexenone
Alpha-acyloxy ketone
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Carboxylic acid ester
Cyclic ketone
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
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	4.45	ChemAxon
pKa (Strongest Acidic)	13.68	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	95.97 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	122.62 m³·mol⁻¹	ChemAxon
Polarizability	48.78 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00046615

Chemspider ID

10478042

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21775680

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate (NP0182148)

MOL for NP0182148 ((1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate)

3D MOL for NP0182148 ((1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate)

3D SDF for NP0182148 ((1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate)

3D-SDF for NP0182148 ((1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate)

PDB for NP0182148 ((1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate)

3D PDB for NP0182148 ((1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate)

SMILES for NP0182148 ((1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate)

INCHI for NP0182148 ((1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate)

Structure for NP0182148 ((1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate)

3D Structure for NP0182148 ((1s,7s,8z,12r,13s,14r)-14-(acetyloxy)-4,9,13,17-tetramethyl-5,15-dioxo-6-oxatricyclo[11.4.0.0³,⁷]heptadeca-3,8,16-trien-12-yl 2-methylpropanoate)