NP-MRD: Showing NP-Card for 2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate (NP0148484)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 04:14:41 UTC

Updated at

2022-09-02 04:14:41 UTC

NP-MRD ID

NP0148484

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate

Description

2-Acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-octadecahydrochrysen-3-yl 3-hydroxy-4-methylpentanoate belongs to the class of organic compounds known as scalarane sesterterpenoids. These are sesterterpenoids with a structure based on the scalarane backbone. Scalarane is a tetracyclic compound, which is similar the homoandrostane with five methyl groups at the 4-, 4-, 8-, 17-, 17a-positions. 2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate is found in Carteriospongia foliascens. 2-Acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-octadecahydrochrysen-3-yl 3-hydroxy-4-methylpentanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201504552D          

 39 42  0  0  0  0            999 V2000
   -0.9626    8.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4323    7.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0980    6.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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
  3 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
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 23 33  1  0  0  0  0
 33 34  1  0  0  0  0
 19 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 33 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  END

     RDKit          3D

 91 94  0  0  0  0  0  0  0  0999 V2000
   -7.7225    0.9803    1.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2737    1.4349    1.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4662    0.5853    0.5202 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6280   -0.8299    1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2471    0.6951   -0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4137   -0.1008   -1.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2775    0.8011   -2.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3834    1.1224   -0.8793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9025    2.5641   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1390    0.2834   -1.0163 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3985   -1.1175   -1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1626   -1.9456   -1.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9976   -2.7141   -2.4866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0849   -1.8741   -0.5276 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2541   -2.8253    0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2145   -2.2264   -1.2647 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1913   -3.6327   -1.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3637   -3.9171   -2.9137 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4040   -2.0379   -0.3460 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6447   -2.3648   -1.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0161   -3.7463   -1.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4306   -1.4851   -1.3487 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4075   -0.5554   -0.0276 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5513   -0.0676    0.5564 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4026    0.9097    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1478    1.4946   -0.9311 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6081    1.2676    0.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8417    1.1360    0.1337 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0339   -0.1529   -0.3490 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0727    1.6717    0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9943    3.1303    1.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2866    1.4352   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1404   -0.2165    0.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0010   -0.4254   -0.1394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2815    0.2359    0.2123 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9197    1.5943    0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100   -0.3960    1.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2859    0.4559    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0453    1.0652    0.4505 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8176   -0.1065    1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1933    1.4462    2.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2080    1.3966    0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2809    2.4890    1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8937    1.2932    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8993   -0.8554    2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7883   -1.4920    0.8434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5277   -1.3088    0.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3743    1.7011   -1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1776    0.1111   -0.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2307   -1.1151   -1.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0539   -0.1229   -2.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6707    0.5679   -2.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8000    1.7626   -2.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3333    2.9615   -2.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3519    3.2619   -0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8318    2.6531   -1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4932    0.7400   -1.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0405   -1.6994   -0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -1.2177   -2.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2517   -2.3699    1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -3.6139    0.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159   -3.4093    0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3525   -1.5606   -2.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -4.4862   -1.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926   -2.6381    0.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0557   -3.8956   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3955   -4.5198   -1.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0702   -3.7525   -2.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2316   -0.0310   -0.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4778    2.3571    1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6488    0.6501    1.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6712    1.7771   -0.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3913   -0.1674   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2422    1.0869    1.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8449    3.2908    2.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9227    3.6716    0.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1490    3.6536    0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0201    2.2571    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0753    1.4991   -1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7786    0.4676    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1392   -0.8953    1.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    0.8466    1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3241    0.0881   -1.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7890    2.2144    1.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1065    2.0962    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5006    1.3374    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4558   -0.3963    2.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959   -1.4292    1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737    1.2185    2.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9716   -0.2059    2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1636    2.1607    0.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  8 39  1  0
 39 38  1  0
 38 37  1  0
 37 35  1  0
 35 36  1  1
 35 34  1  0
 34 33  1  0
 33 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 23 19  1  0
 19 16  1  0
 16 17  1  0
 17 18  2  0
 16 14  1  0
 14 15  1  1
 14 12  1  0
 12 13  2  0
 12 11  1  0
 11 10  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 39  3  1  0
 10 35  1  0
 10  8  1  0
 14 34  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  2 43  1  0
  2 44  1  0
  4 45  1  0
  4 46  1  0
  4 47  1  0
  5 48  1  0
  5 49  1  0
  6 50  1  0
  6 51  1  0
  7 52  1  0
  7 53  1  0
  9 54  1  0
  9 55  1  0
  9 56  1  0
 39 91  1  1
 38 89  1  0
 38 90  1  0
 37 87  1  0
 37 88  1  0
 36 84  1  0
 36 85  1  0
 36 86  1  0
 34 83  1  6
 33 81  1  0
 33 82  1  0
 23 69  1  6
 27 70  1  0
 27 71  1  0
 28 72  1  6
 29 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 32 80  1  0
 19 65  1  1
 16 63  1  6
 17 64  1  0
 15 60  1  0
 15 61  1  0
 15 62  1  0
 11 58  1  0
 11 59  1  0
 10 57  1  6
 21 66  1  0
 21 67  1  0
 21 68  1  0
M  END


  Mrv1533004201504552D          

 39 42  0  0  0  0            999 V2000
   -0.9626    8.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4323    7.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0980    6.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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
  3 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
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 23 33  1  0  0  0  0
 33 34  1  0  0  0  0
 19 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 33 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0148484

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC1(C)CCCC2(C)C1CCC1(C)C3CC(OC(=O)CC(O)C(C)C)C(C(C=O)C3(C)C(=O)CC21)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H52O6/c1-9-30(5)12-10-13-31(6)24(30)11-14-32(7)25(31)17-27(37)33(8)21(18-34)29(20(4)35)23(16-26(32)33)39-28(38)15-22(36)19(2)3/h18-19,21-26,29,36H,9-17H2,1-8H3

> <INCHI_KEY>
QCWGXSMEFJNABK-UHFFFAOYSA-N

> <FORMULA>
C33H52O6

> <MOLECULAR_WEIGHT>
544.773

> <EXACT_MASS>
544.376389394

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
62.990674657497195

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-octadecahydrochrysen-3-yl 3-hydroxy-4-methylpentanoate

> <ALOGPS_LOGP>
4.69

> <JCHEM_LOGP>
5.480901306666668

> <ALOGPS_LOGS>
-6.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.702783363244315

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.505779528306515

> <JCHEM_PKA_STRONGEST_BASIC>
-2.92891420031446

> <JCHEM_POLAR_SURFACE_AREA>
97.74000000000001

> <JCHEM_REFRACTIVITY>
150.42869999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.48e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1H-chrysen-3-yl 3-hydroxy-4-methylpentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -1.797  15.717   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.807  14.537   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.183  12.823   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.000   7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.335   6.160   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   10                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   15                                             
CONECT    9    8                                                            
CONECT   10    8    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   21                                             
CONECT   14   13                                                            
CONECT   15   13    8   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21   34                                             
CONECT   20   19                                                            
CONECT   21   19   13   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   33                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   23   34   37                                                  
CONECT   34   33   19   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   33   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

View in JSmol

Synonyms

Value	Source
2-Acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-octadecahydrochrysen-3-yl 3-hydroxy-4-methylpentanoic acid	Generator

Chemical Formula

C₃₃H₅₂O₆

Average Mass

544.7730 Da

Monoisotopic Mass

544.37639 Da

IUPAC Name

2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-octadecahydrochrysen-3-yl 3-hydroxy-4-methylpentanoate

Traditional Name

2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1H-chrysen-3-yl 3-hydroxy-4-methylpentanoate

CAS Registry Number

Not Available

SMILES

CCC1(C)CCCC2(C)C1CCC1(C)C3CC(OC(=O)CC(O)C(C)C)C(C(C=O)C3(C)C(=O)CC21)C(C)=O

InChI Identifier

InChI=1S/C33H52O6/c1-9-30(5)12-10-13-31(6)24(30)11-14-32(7)25(31)17-27(37)33(8)21(18-34)29(20(4)35)23(16-26(32)33)39-28(38)15-22(36)19(2)3/h18-19,21-26,29,36H,9-17H2,1-8H3

InChI Key

QCWGXSMEFJNABK-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
Phyllospongia foliascens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as scalarane sesterterpenoids. These are sesterterpenoids with a structure based on the scalarane backbone. Scalarane is a tetracyclic compound, which is similar the homoandrostane with five methyl groups at the 4-, 4-, 8-, 17-, 17a-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Scalarane sesterterpenoids

Alternative Parents

Substituents

Scalarane sesterterpenoid
7-oxosteroid
Oxosteroid
17-oxosteroid
Steroid
Beta-hydroxy acid
Fatty acid ester
Fatty acyl
Hydroxy acid
Carboxylic acid ester
Secondary alcohol
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aldehyde
Aliphatic homopolycyclic compound

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	4.69	ALOGPS
logP	5.48	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	11.51	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	97.74 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	150.43 m³·mol⁻¹	ChemAxon
Polarizability	62.99 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

14432593

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate (NP0148484)

MOL for NP0148484 (2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate)

3D MOL for NP0148484 (2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate)

3D SDF for NP0148484 (2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate)

3D-SDF for NP0148484 (2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate)

PDB for NP0148484 (2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate)

3D PDB for NP0148484 (2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate)

SMILES for NP0148484 (2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate)

INCHI for NP0148484 (2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate)

Structure for NP0148484 (2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate)

3D Structure for NP0148484 (2-acetyl-7-ethyl-1-formyl-4b,7,10a,12a-tetramethyl-12-oxo-dodecahydro-1h-chrysen-3-yl 3-hydroxy-4-methylpentanoate)