NP-MRD: Showing NP-Card for 15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one (NP0249421)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 11:58:38 UTC

Updated at

2022-09-07 11:58:38 UTC

NP-MRD ID

NP0249421

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

Description

28-Norcyclomusalenone belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. 28-Norcyclomusalenone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 28-norcyclomusalenone has been detected, but not quantified in, fruits. 15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one is found in Musa paradisiaca. This could make 28-norcyclomusalenone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061306462D          

 30 34  0  0  0  0            999 V2000
    8.0438    3.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9157    4.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0311    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2685    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6083    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7705    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9030    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3966    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0636    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6195    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9045    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2266    3.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7202    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5794    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9682    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8121    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 16 15  1  0  0  0  0
 19  1  2  0  0  0  0
 19  2  1  0  0  0  0
 20  3  1  0  0  0  0
 20  7  1  0  0  0  0
 20 19  1  0  0  0  0
 21  4  1  0  0  0  0
 21  8  1  0  0  0  0
 22  9  1  0  0  0  0
 22 17  1  0  0  0  0
 23 11  1  0  0  0  0
 23 17  1  0  0  0  0
 24 12  1  0  0  0  0
 24 21  1  0  0  0  0
 25 10  1  0  0  0  0
 26  5  1  0  0  0  0
 26 15  1  0  0  0  0
 26 24  1  0  0  0  0
 27  6  1  0  0  0  0
 27 13  1  0  0  0  0
 27 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 14  1  0  0  0  0
 28 18  1  0  0  0  0
 28 22  1  0  0  0  0
 29 16  1  0  0  0  0
 29 18  1  0  0  0  0
 29 25  1  0  0  0  0
 29 28  1  0  0  0  0
 30 23  2  0  0  0  0
M  END

     RDKit          3D

 76 80  0  0  0  0  0  0  0  0999 V2000
    6.8452    1.6054    0.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3316    1.2630    1.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1844    1.4585    2.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9715    0.7042    1.3515 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0684   -0.6610    1.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2836    0.7182    0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8405    0.1933    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1682    0.2205   -1.2203 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8713   -0.6235   -2.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004    0.1948   -1.1964 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1833    0.6717   -2.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9578   -0.2182   -2.8335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4055   -0.8617   -1.5268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9825   -2.2080   -1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4443   -0.1053   -0.8067 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5549    1.3700   -1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9499    1.7939   -0.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6432    0.7730    0.2330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6975    1.5220    1.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5687    0.4649    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7517    0.6566    1.7941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9936   -0.8469    2.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5003   -0.7691    2.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7698    0.0485    1.2172 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5424    0.8383    1.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4582   -0.2758    0.6796 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6176   -1.4360    1.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161   -1.0074    0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0635   -1.0053   -0.8210 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5851   -2.3271   -1.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2495    1.4771   -0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8495    2.0107   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9935    0.7113    3.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2678    1.3711    2.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0434    2.4725    2.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3674    1.3835    2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3990   -0.7126    2.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7746   -1.4727    1.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0887   -0.8700    2.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8424    0.0316   -0.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2989    1.7362   -0.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9524   -0.8263    0.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3368    0.8843    0.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.2949   -1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5129   -0.0198   -2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6352   -1.3140   -1.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2082   -1.1959   -2.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4094    1.0220   -0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9770    0.5635   -3.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0698    1.7520   -2.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5853   -1.0427   -3.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7990    0.2324   -3.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0307   -2.3344   -1.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4388   -3.0796   -1.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1402   -2.2962   -3.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4550   -0.5029   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731    1.9488   -0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5033    1.6553   -2.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8612    2.7513    0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6101    2.0620   -1.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2603    0.0549   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2178    2.1484    1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2360    2.1781    0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2261   -1.5929    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4373   -1.2335    2.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1254   -1.8306    2.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2923   -0.4686    3.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2418    0.6271    2.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4648    1.8956    1.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5967   -1.5595    2.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8863   -2.3865    0.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0311    0.0313    1.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769   -1.6984    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627   -2.6545   -2.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -3.1018   -0.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6492   -2.2537   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 24 23  1  1
 24 25  1  0
 26 25  1  1
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  6
 29 10  1  0
 29 13  1  0
 26 15  1  0
 24 18  1  0
 26 24  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
  8 44  1  6
  7 42  1  0
  7 43  1  0
  6 40  1  0
  6 41  1  0
  4 36  1  1
  5 37  1  0
  5 38  1  0
  5 39  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  1 31  1  0
  1 32  1  0
 10 48  1  1
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 14 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  6
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 18 61  1  6
 19 62  1  0
 19 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  0
 23 67  1  0
 25 68  1  0
 25 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END


  Mrv0541 05061306462D          

 30 34  0  0  0  0            999 V2000
    8.0438    3.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9157    4.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0311    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2685    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6083    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7705    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9030    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3966    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0636    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6195    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9045    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2266    3.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7202    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5794    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9682    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8121    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 16 15  1  0  0  0  0
 19  1  2  0  0  0  0
 19  2  1  0  0  0  0
 20  3  1  0  0  0  0
 20  7  1  0  0  0  0
 20 19  1  0  0  0  0
 21  4  1  0  0  0  0
 21  8  1  0  0  0  0
 22  9  1  0  0  0  0
 22 17  1  0  0  0  0
 23 11  1  0  0  0  0
 23 17  1  0  0  0  0
 24 12  1  0  0  0  0
 24 21  1  0  0  0  0
 25 10  1  0  0  0  0
 26  5  1  0  0  0  0
 26 15  1  0  0  0  0
 26 24  1  0  0  0  0
 27  6  1  0  0  0  0
 27 13  1  0  0  0  0
 27 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 14  1  0  0  0  0
 28 18  1  0  0  0  0
 28 22  1  0  0  0  0
 29 16  1  0  0  0  0
 29 18  1  0  0  0  0
 29 25  1  0  0  0  0
 29 28  1  0  0  0  0
 30 23  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0249421

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC(C)C(C)=C)C1CCC2(C)C3CCC4CC(=O)CCC44CC34CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C29H46O/c1-19(2)20(3)7-8-21(4)24-12-13-27(6)25-10-9-22-17-23(30)11-14-28(22)18-29(25,28)16-15-26(24,27)5/h20-22,24-25H,1,7-18H2,2-6H3

> <INCHI_KEY>
UWHKELQKZGZXIE-UHFFFAOYSA-N

> <FORMULA>
C29H46O

> <MOLECULAR_WEIGHT>
410.6749

> <EXACT_MASS>
410.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
51.52068191893541

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

> <ALOGPS_LOGP>
6.17

> <JCHEM_LOGP>
7.357142271333332

> <ALOGPS_LOGS>
-6.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.352820888873348

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
125.61149999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.53e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      15.015   7.130   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.909   8.767   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.125   4.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.968   6.757   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.735   5.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.172   1.221   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.019   6.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.074   5.119   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.985   0.725   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.501   0.996   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.993   4.257   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.031   2.635   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.756   1.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.523   4.528   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.071   5.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.555   5.071   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.523   1.632   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.039   4.799   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.490   7.340   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.544   6.125   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.548   5.330   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.993   1.903   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.516   2.809   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.603   4.114   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.025   2.445   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.064   4.164   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.541   2.716   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.516   3.351   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.032   3.622   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.032   2.538   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7    8   20                                                       
CONECT    8    7   21                                                       
CONECT    9   10   22                                                       
CONECT   10    9   25                                                       
CONECT   11   14   23                                                       
CONECT   12   13   24                                                       
CONECT   13   12   27                                                       
CONECT   14   11   28                                                       
CONECT   15   16   26                                                       
CONECT   16   15   29                                                       
CONECT   17   22   23                                                       
CONECT   18   28   29                                                       
CONECT   19    1    2   20                                                  
CONECT   20    3    7   19                                                  
CONECT   21    4    8   24                                                  
CONECT   22    9   17   28                                                  
CONECT   23   11   17   30                                                  
CONECT   24   12   21   26                                                  
CONECT   25   10   27   29                                                  
CONECT   26    5   15   24   27                                             
CONECT   27    6   13   25   26                                             
CONECT   28   14   18   22   29                                             
CONECT   29   16   18   25   28                                             
CONECT   30   23                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Value	Source
14-Methyl-9,19-cycloergost-25-en-3-one	HMDB

Chemical Formula

C₂₉H₄₆O

Average Mass

410.6749 Da

Monoisotopic Mass

410.35487 Da

IUPAC Name

15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

Traditional Name

15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

CAS Registry Number

Not Available

SMILES

CC(CCC(C)C(C)=C)C1CCC2(C)C3CCC4CC(=O)CCC44CC34CCC12C

InChI Identifier

InChI=1S/C29H46O/c1-19(2)20(3)7-8-21(4)24-12-13-27(6)25-10-9-22-17-23(30)11-14-28(22)18-29(25,28)16-15-26(24,27)5/h20-22,24-25H,1,7-18H2,2-6H3

InChI Key

UWHKELQKZGZXIE-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
Musa paradisiaca	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic homopolycyclic 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	6.17	ALOGPS
logP	7.36	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	125.61 m³·mol⁻¹	ChemAxon
Polarizability	51.52 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0032882

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB010863

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

131751343

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-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one (NP0249421)

MOL for NP0249421 (15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one)

3D MOL for NP0249421 (15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one)

3D SDF for NP0249421 (15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one)

3D-SDF for NP0249421 (15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one)

PDB for NP0249421 (15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one)

3D PDB for NP0249421 (15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one)

SMILES for NP0249421 (15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one)

INCHI for NP0249421 (15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one)

Structure for NP0249421 (15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one)

3D Structure for NP0249421 (15-(5,6-dimethylhept-6-en-2-yl)-12,16-dimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one)