NP-MRD: Showing NP-Card for 15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione (NP0178543)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 16:33:36 UTC

Updated at

2022-09-03 16:33:36 UTC

NP-MRD ID

NP0178543

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione

Description

15-(5,6-Dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]Octadec-2(12)-ene-11,13-dione belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. 15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione is found in Talaromyces purpureogenus. Based on a literature review very few articles have been published on 15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]Octadec-2(12)-ene-11,13-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032218332D          

 33 37  0  0  0  0            999 V2000
    7.2238    5.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1645    4.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8475    4.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4222    4.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7393    4.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3629    3.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6206    3.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5613    2.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2442    1.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8190    1.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8676    1.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3196    0.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6796   -0.3178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4960    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1037    1.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2023    2.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4726    3.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3787    2.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0187    3.1064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8307    1.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793    0.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903    0.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9279    0.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389   -0.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500   -0.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125   -0.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1235   -0.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7639    0.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4528    0.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153    1.2095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042    1.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0932    2.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0446    2.9407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  4  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
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 20 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END

     RDKit          3D

 73 77  0  0  0  0  0  0  0  0999 V2000
    6.6550    0.0732    1.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9674    1.2251    0.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8859    2.4156    0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3922    0.8816   -0.7315 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4837    0.4251   -1.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4017   -0.2326   -0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1433   -0.0740   -0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0818   -1.1416   -0.9305 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7436   -2.4308   -0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0437   -0.7220    0.0248 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4010    0.6232   -0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4313    1.1774    0.7198 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9141    2.4021    0.3344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4655    0.2183    1.2318 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7785   -1.0725    1.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215   -1.5985    0.2775 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0952   -3.0708    0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0563   -1.4051   -0.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505   -1.9976   -1.9612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2468   -0.6084   -0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5829    0.0295    0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9684    0.4772    0.4579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0238    1.4585    1.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8972   -0.6623    0.8244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0186   -0.8451   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7962    0.4190   -0.4179 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6845    0.7188    0.6160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9031    1.6109   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4735    1.1479   -0.7984 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6124    1.8532   -1.5997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0662    0.6133   -2.0509 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0883   -0.4966   -2.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9949   -1.2953   -2.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1039   -0.2838    2.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7050   -0.7548    0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6822    0.3821    1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1092    1.5411    1.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5343    2.3584   -0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6135    2.4297    1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3615    3.3830    0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8730    1.7522   -1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216    0.1601   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7050    1.2558   -2.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1395   -0.4247   -2.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7487   -1.1776   -0.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9005    0.9347   -1.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6883   -1.2641   -1.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2108   -3.3395   -0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0547   -2.4928    0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7413   -2.5370   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5218   -0.4831    1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1240    0.5353   -1.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2441    1.3244   -0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2768    1.3628    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1075    2.4758   -0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8264    0.6391    2.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459   -0.8473    2.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4184   -1.8196    2.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0436   -3.5290   -0.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9239   -3.4125    0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8403   -3.4441    0.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0737    1.8341    1.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8135    0.8943    2.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4049    2.3412    1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2911   -1.5875    0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3272   -0.5657    1.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7508   -1.5507    0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6769   -1.3534   -1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4396    0.1923   -1.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8703   -0.0682    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1898    2.0374   -1.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0391    2.4214    0.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7885    0.5635   -2.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  1
 30 31  1  0
 31 32  1  0
 32 33  2  0
 16 10  1  0
 32 20  1  0
 21 14  1  0
 29 22  1  0
 31 29  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  6
  5 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  7 46  1  0
  8 47  1  6
  9 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  1
 11 52  1  0
 11 53  1  0
 12 54  1  1
 13 55  1  0
 14 56  1  1
 15 57  1  0
 15 58  1  0
 17 59  1  0
 17 60  1  0
 17 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  6
 27 70  1  0
 28 71  1  0
 28 72  1  0
 31 73  1  6
M  END


  Mrv1652309032218332D          

 33 37  0  0  0  0            999 V2000
    7.2238    5.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1645    4.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8475    4.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4222    4.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7393    4.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3629    3.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6206    3.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5613    2.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2442    1.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8190    1.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8676    1.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3196    0.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6796   -0.3178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4960    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1037    1.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2023    2.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4726    3.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3787    2.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0187    3.1064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8307    1.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793    0.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903    0.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9279    0.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389   -0.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500   -0.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125   -0.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1235   -0.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7639    0.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4528    0.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153    1.2095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042    1.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0932    2.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0446    2.9407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  4  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
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 20 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0178543

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(C)C=CC(C)C1CC(O)C2CC1(C)C(=O)C1=C2C2(C)CCC(O)CC22OC2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O5/c1-14(2)15(3)7-8-16(4)19-11-20(30)18-13-26(19,5)24(32)21-22(18)27(6)10-9-17(29)12-28(27)25(33-28)23(21)31/h7-8,14-20,25,29-30H,9-13H2,1-6H3

> <INCHI_KEY>
NQJNHLHHPPGXNC-UHFFFAOYSA-N

> <FORMULA>
C28H40O5

> <MOLECULAR_WEIGHT>
456.623

> <EXACT_MASS>
456.287574388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.55958004464296

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0^{2,12}.0^{3,8}.0^{8,10}]octadec-2(12)-ene-11,13-dione

> <JCHEM_LOGP>
4.233290290666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.331077215004562

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.152349244702723

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7226603082060089

> <JCHEM_POLAR_SURFACE_AREA>
87.13

> <JCHEM_REFRACTIVITY>
128.20439999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0^{2,12}.0^{3,8}.0^{8,10}]octadec-2(12)-ene-11,13-dione

> <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      13.484  10.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.374   8.569   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.649   7.705   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.988   7.897   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.713   8.761   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.877   6.361   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.492   5.689   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.381   4.153   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.656   3.289   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.995   3.481   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.086   1.944   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.063   0.792   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.735  -0.593   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.526   0.702   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.660   2.438   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.844   4.504   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.349   5.959   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.307   4.413   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.635   5.799   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.284   3.262   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.375   1.725   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.089   0.877   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.465   0.187   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.179  -0.660   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.893  -1.507   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.517  -0.817   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.231  -1.664   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.426   0.720   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.712   1.568   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.335   2.258   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.621   3.105   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.907   3.952   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.817   5.489   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   10   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   32                                                  
CONECT   21   20   14   22                                                  
CONECT   22   21   23   24   29                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   22   30   31                                             
CONECT   30   29   31                                                       
CONECT   31   30   29   32                                                  
CONECT   32   31   20   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₀O₅

Average Mass

456.6230 Da

Monoisotopic Mass

456.28757 Da

IUPAC Name

15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0^{2,12}.0^{3,8}.0^{8,10}]octadec-2(12)-ene-11,13-dione

Traditional Name

15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0^{2,12}.0^{3,8}.0^{8,10}]octadec-2(12)-ene-11,13-dione

CAS Registry Number

Not Available

SMILES

CC(C)C(C)C=CC(C)C1CC(O)C2CC1(C)C(=O)C1=C2C2(C)CCC(O)CC22OC2C1=O

InChI Identifier

InChI=1S/C28H40O5/c1-14(2)15(3)7-8-16(4)19-11-20(30)18-13-26(19,5)24(32)21-22(18)27(6)10-9-17(29)12-28(27)25(33-28)23(21)31/h7-8,14-20,25,29-30H,9-13H2,1-6H3

InChI Key

NQJNHLHHPPGXNC-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
Penicillium purpurogenum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxide
Hydrocarbon derivative
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	4.23	ChemAxon
pKa (Strongest Acidic)	15.15	ChemAxon
pKa (Strongest Basic)	-0.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	128.2 m³·mol⁻¹	ChemAxon
Polarizability	51.56 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

163057201

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione (NP0178543)

MOL for NP0178543 (15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione)

3D MOL for NP0178543 (15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione)

3D SDF for NP0178543 (15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione)

3D-SDF for NP0178543 (15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione)

PDB for NP0178543 (15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione)

3D PDB for NP0178543 (15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione)

SMILES for NP0178543 (15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione)

INCHI for NP0178543 (15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione)

Structure for NP0178543 (15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione)

3D Structure for NP0178543 (15-(5,6-dimethylhept-3-en-2-yl)-6,17-dihydroxy-3,14-dimethyl-9-oxapentacyclo[12.3.1.0²,¹².0³,⁸.0⁸,¹⁰]octadec-2(12)-ene-11,13-dione)