NP-MRD: Showing NP-Card for (3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate (NP0303618)

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Record Information

Version

2.0

Created at

2022-09-10 18:06:55 UTC

Updated at

2022-09-10 18:06:55 UTC

NP-MRD ID

NP0303618

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate

Description

3-Oxolabd-8(20)-en-15-oic acid 3beta-hydroxylabd-8(20)-en-15-yl ester belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on 3-Oxolabd-8(20)-en-15-oic acid 3beta-hydroxylabd-8(20)-en-15-yl ester.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102220062D          

 44 47  0  0  1  0            999 V2000
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7612    2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2915    3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7184   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8618    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.0052    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2874    0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8177   -0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.8618   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  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  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 30 43  1  0  0  0  0
 35 43  1  0  0  0  0
 43 44  1  1  0  0  0
M  END

     RDKit          3D

110113  0  0  0  0  0  0  0  0999 V2000
   -6.7215    1.1233    3.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4817    0.3407    2.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7331   -1.1223    2.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8991   -1.3449    1.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4456   -0.9226   -0.1763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4500   -1.3845   -1.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1046   -2.8250   -1.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8668   -1.3937   -0.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3225   -0.5831   -2.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3105   -0.4072   -3.1306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9723   -0.0467   -2.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4347    0.7960   -1.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1051    0.5397   -0.3202 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -6.0085    0.8108    0.7445 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.1744    1.8425    0.8410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4755    1.2424    0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3929   -0.2164    0.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0293   -2.5206    0.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2591   -1.1048   -0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0095   -0.0522   -1.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2135    1.1425    0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8091    0.5898    1.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9052   -0.3919    1.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4583    0.0257   -0.0496 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8586   -0.4484   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0884   -1.8758    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6530    0.3998    0.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4867   -0.1542   -1.5085 C   0  0  1  0  0  0  0  0  0  0  0  0
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    8.5484    0.7541   -2.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.0796    0.7280    4.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3377    0.6356   -1.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5518    1.8669   -1.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.8447    2.5070   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6979   -2.0557   -2.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
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  2  1  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
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 26 28  1  0
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 31 32  2  3
 31 33  1  0
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 13 15  1  0
 43 30  1  0
 13  5  1  0
 43 35  1  0
 27 81  1  0
 27 82  1  0
 27 83  1  0
 26 80  1  1
 25 78  1  0
 25 79  1  0
 24 76  1  0
 24 77  1  0
 20 74  1  0
 20 75  1  0
 18 70  1  6
 19 71  1  0
 19 72  1  0
 19 73  1  0
 17 68  1  0
 17 69  1  0
 16 66  1  0
 16 67  1  0
 15 65  1  6
  1 45  1  0
  1 46  1  0
  3 47  1  0
  3 48  1  0
  4 49  1  0
  4 50  1  0
  5 51  1  6
  7 52  1  0
  7 53  1  0
  7 54  1  0
  8 55  1  0
  8 56  1  0
  8 57  1  0
 11 58  1  0
 11 59  1  0
 12 60  1  0
 12 61  1  0
 14 62  1  0
 14 63  1  0
 14 64  1  0
 28 84  1  0
 28 85  1  0
 29 86  1  0
 29 87  1  0
 30 88  1  6
 32 89  1  0
 32 90  1  0
 33 91  1  0
 33 92  1  0
 34 93  1  0
 34 94  1  0
 35 95  1  1
 37 96  1  0
 37 97  1  0
 37 98  1  0
 38 99  1  0
 38100  1  0
 38101  1  0
 39102  1  1
 40103  1  0
 41104  1  0
 41105  1  0
 42106  1  0
 42107  1  0
 44108  1  0
 44109  1  0
 44110  1  0
M  END


  Mrv1652309102220062D          

 44 47  0  0  1  0            999 V2000
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7612    2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2915    3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7184   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8618    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.0052    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2874    0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8177   -0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.8618   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  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  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 30 43  1  0  0  0  0
 35 43  1  0  0  0  0
 43 44  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0303618

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CCOC(=O)C[C@@H](C)CC[C@H]1C(=C)CC[C@H]2C(C)(C)C(=O)CC[C@]12C)CC[C@H]1C(=C)CC[C@H]2C(C)(C)[C@@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C40H66O4/c1-26(11-15-30-28(3)13-17-32-37(5,6)34(41)19-22-39(30,32)9)21-24-44-36(43)25-27(2)12-16-31-29(4)14-18-33-38(7,8)35(42)20-23-40(31,33)10/h26-27,30-34,41H,3-4,11-25H2,1-2,5-10H3/t26-,27-,30-,31-,32-,33-,34-,39+,40+/m0/s1

> <INCHI_KEY>
WWGJIUMHLNAQGO-JNFCILRUSA-N

> <FORMULA>
C40H66O4

> <MOLECULAR_WEIGHT>
610.964

> <EXACT_MASS>
610.496110605

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
110

> <JCHEM_AVERAGE_POLARIZABILITY>
75.4802867884167

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-5-[(1S,4aR,6S,8aR)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpentyl (3S)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-6-oxo-decahydronaphthalen-1-yl]-3-methylpentanoate

> <JCHEM_LOGP>
9.700778483333336

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.91928066695658

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.48941401869899

> <JCHEM_PKA_STRONGEST_BASIC>
-0.835129934096008

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
181.1688

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-5-[(1S,4aR,6S,8aR)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]-3-methylpentyl (3S)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.670   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.004   3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.488   4.353   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.477   6.067   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.338   5.390   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      17.338   6.930   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.672   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.672   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.338   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.672   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.005   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.339   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.339  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.673   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.006   0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      24.006  -1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      25.340   0.770   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      26.674   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      28.007   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      29.341   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      29.341  -1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      30.675   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.008   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      33.342   0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      33.342   2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      32.008   3.080   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      34.676   3.080   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      36.009   2.310   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      36.009   0.770   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      37.343   0.000   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      37.870   1.447   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      38.860  -0.267   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      37.343  -1.540   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      38.677  -2.310   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      36.009  -2.310   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      34.676  -1.540   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      34.676   0.000   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      33.342  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    5   14   15                                             
CONECT   14   13                                                            
CONECT   15   13    2   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   43                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   43                                                  
CONECT   36   35   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   30   35   44                                             
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Value	Source
3-Oxolabd-8(20)-en-15-Oate 3b-hydroxylabd-8(20)-en-15-yl ester	Generator
3-Oxolabd-8(20)-en-15-Oate 3beta-hydroxylabd-8(20)-en-15-yl ester	Generator
3-Oxolabd-8(20)-en-15-Oate 3β-hydroxylabd-8(20)-en-15-yl ester	Generator
3-Oxolabd-8(20)-en-15-Oic acid 3b-hydroxylabd-8(20)-en-15-yl ester	Generator
3-Oxolabd-8(20)-en-15-Oic acid 3β-hydroxylabd-8(20)-en-15-yl ester	Generator

Chemical Formula

C₄₀H₆₆O₄

Average Mass

610.9640 Da

Monoisotopic Mass

610.49611 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H](CCOC(=O)C[C@@H](C)CC[C@H]1C(=C)CC[C@H]2C(C)(C)C(=O)CC[C@]12C)CC[C@H]1C(=C)CC[C@H]2C(C)(C)[C@@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C40H66O4/c1-26(11-15-30-28(3)13-17-32-37(5,6)34(41)19-22-39(30,32)9)21-24-44-36(43)25-27(2)12-16-31-29(4)14-18-33-38(7,8)35(42)20-23-40(31,33)10/h26-27,30-34,41H,3-4,11-25H2,1-2,5-10H3/t26-,27-,30-,31-,32-,33-,34-,39+,40+/m0/s1

InChI Key

WWGJIUMHLNAQGO-JNFCILRUSA-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 diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Labdane diterpenoid
Diterpenoid
Fatty acid ester
Fatty acyl
Cyclic alcohol
Carboxylic acid ester
Cyclic ketone
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
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

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

100958593

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate (NP0303618)

MOL for NP0303618 ((3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate)

3D MOL for NP0303618 ((3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate)

3D SDF for NP0303618 ((3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate)

3D-SDF for NP0303618 ((3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate)

PDB for NP0303618 ((3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate)

3D PDB for NP0303618 ((3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate)

SMILES for NP0303618 ((3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate)

INCHI for NP0303618 ((3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate)

Structure for NP0303618 ((3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate)

3D Structure for NP0303618 ((3s)-5-[(1s,4ar,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-3-methylpentyl (3s)-5-[(1s,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl]-3-methylpentanoate)