NP-MRD: Showing NP-Card for (5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one (NP0204099)

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Record Information

Version

1.0

Created at

2022-09-04 23:42:41 UTC

Updated at

2022-09-04 23:42:41 UTC

NP-MRD ID

NP0204099

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one

Description

(5S)-3-{[(2R,5R)-5-[(8R)-8-hydroxy-8-[(2R,5R)-5-[(1R)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-2,5-dihydrofuran-2-one belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. (5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one is found in Xylopia aromatica. Based on a literature review very few articles have been published on (5S)-3-{[(2R,5R)-5-[(8R)-8-hydroxy-8-[(2R,5R)-5-[(1R)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-2,5-dihydrofuran-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052201422D          

 44 46  0  0  1  0            999 V2000
   17.0128    4.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7273    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.1562    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.0141    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.4430    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.5864    4.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3009    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0154    4.5610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   27.0154    3.7360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.6231    5.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.3876   -0.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6731   -0.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.4835    4.6380    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
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  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
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  9 10  1  0  0  0  0
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 34 43  1  0  0  0  0
 31 43  1  0  0  0  0
 20 44  1  0  0  0  0
 17 44  1  0  0  0  0
M  END

     RDKit          3D

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 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  2  0
 34 43  1  0
 44 17  1  0
 43 31  1  0
 41 36  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  3 50  1  0
  3 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
  7 58  1  0
  7 59  1  0
  8 60  1  0
  8 61  1  0
  9 62  1  0
  9 63  1  0
 10 64  1  0
 10 65  1  0
 11 66  1  0
 11 67  1  0
 12 68  1  0
 12 69  1  0
 13 70  1  0
 13 71  1  0
 14 72  1  0
 14 73  1  0
 15 74  1  6
 16 75  1  0
 17 76  1  6
 18 77  1  0
 18 78  1  0
 19 79  1  0
 19 80  1  0
 20 81  1  1
 21 82  1  1
 22 83  1  0
 23 84  1  0
 23 85  1  0
 24 86  1  0
 24 87  1  0
 25 88  1  0
 25 89  1  0
 26 90  1  0
 26 91  1  0
 27 92  1  0
 27 93  1  0
 30 94  1  0
 30 95  1  0
 31 96  1  1
 32 97  1  0
 32 98  1  0
 33 99  1  0
 33100  1  0
 34101  1  6
 35102  1  0
 35103  1  0
 37104  1  0
 38105  1  6
 39106  1  0
 39107  1  0
 39108  1  0
M  END


  Mrv1652309052201422D          

 44 46  0  0  1  0            999 V2000
   17.0128    4.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7273    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4417    4.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1562    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8707    4.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5851    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2996    4.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0141    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7286    4.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4430    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1575    4.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8720    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5864    4.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3009    4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0154    4.5610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   27.0154    3.7360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7299    4.9735    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   27.8161    5.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6231    5.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0356    5.2511    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   29.8560    5.1648    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.3410    5.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1916    4.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0121    4.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3476    3.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1681    3.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5037    2.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3242    2.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8091    3.3126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6597    1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4802    1.8052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   35.0322    2.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7859    2.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6997    1.2623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   36.3128    0.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1412   -0.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6933   -0.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2808   -1.4243    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   36.6163   -2.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4738   -1.2528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3876   -0.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6731   -0.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8927    1.0907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4835    4.6380    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
  3  4  1  0  0  0  0
  4  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
  9 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
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 17 15  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  6  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  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 31 30  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 36 41  1  0  0  0  0
 41 42  2  0  0  0  0
 34 43  1  0  0  0  0
 31 43  1  0  0  0  0
 20 44  1  0  0  0  0
 17 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0204099

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCC[C@@H](O)[C@H]1CC[C@@H](O1)[C@H](O)CCCCCC(=O)C[C@H]1CC[C@H](CC2=C[C@H](C)OC2=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C37H64O7/c1-3-4-5-6-7-8-9-10-11-12-13-16-19-33(39)35-23-24-36(44-35)34(40)20-17-14-15-18-30(38)27-32-22-21-31(43-32)26-29-25-28(2)42-37(29)41/h25,28,31-36,39-40H,3-24,26-27H2,1-2H3/t28-,31+,32+,33+,34+,35+,36+/m0/s1

> <INCHI_KEY>
JFRZSCPZPMGDBQ-ZPDYXUKSSA-N

> <FORMULA>
C37H64O7

> <MOLECULAR_WEIGHT>
620.912

> <EXACT_MASS>
620.465204401

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
77.16043251388011

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S)-3-{[(2R,5R)-5-[(8R)-8-hydroxy-8-[(2R,5R)-5-[(1R)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-2,5-dihydrofuran-2-one

> <JCHEM_LOGP>
8.733785275000002

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.99430560573306

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.318129730021592

> <JCHEM_PKA_STRONGEST_BASIC>
-3.148664983209411

> <JCHEM_POLAR_SURFACE_AREA>
102.29000000000002

> <JCHEM_REFRACTIVITY>
175.52249999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-3-{[(2R,5R)-5-[(8R)-8-hydroxy-8-[(2R,5R)-5-[(1R)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      31.757   8.514   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      33.091   9.284   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      34.425   8.514   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      35.758   9.284   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      37.092   8.514   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      38.426   9.284   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      39.759   8.514   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.093   9.284   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      42.427   8.514   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      43.760   9.284   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      45.094   8.514   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      46.428   9.284   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      47.761   8.514   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      49.095   9.284   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      50.429   8.514   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      50.429   6.974   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      51.762   9.284   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      51.923  10.816   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      53.430  11.136   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      54.200   9.802   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      55.731   9.641   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      56.636  10.887   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      56.358   8.234   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      57.889   8.073   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      58.516   6.666   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      60.047   6.505   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      60.674   5.099   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      62.205   4.938   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      63.110   6.183   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      62.831   3.531   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      64.363   3.370   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      65.394   4.514   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      66.800   3.888   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      66.639   2.356   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      67.784   1.326   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      67.464  -0.181   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      68.494  -1.325   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      67.724  -2.659   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      68.350  -4.066   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      66.218  -2.339   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      66.057  -0.807   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      64.723  -0.037   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      65.133   2.036   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      53.169   8.658   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   44                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   44                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   43                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   43                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   36   42                                                  
CONECT   42   41                                                            
CONECT   43   34   31                                                       
CONECT   44   20   17                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₆₄O₇

Average Mass

620.9120 Da

Monoisotopic Mass

620.46520 Da

IUPAC Name

(5S)-3-{[(2R,5R)-5-[(8R)-8-hydroxy-8-[(2R,5R)-5-[(1R)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-2,5-dihydrofuran-2-one

Traditional Name

(5S)-3-{[(2R,5R)-5-[(8R)-8-hydroxy-8-[(2R,5R)-5-[(1R)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCC[C@@H](O)[C@H]1CC[C@@H](O1)[C@H](O)CCCCCC(=O)C[C@H]1CC[C@H](CC2=C[C@H](C)OC2=O)O1

InChI Identifier

InChI=1S/C37H64O7/c1-3-4-5-6-7-8-9-10-11-12-13-16-19-33(39)35-23-24-36(44-35)34(40)20-17-14-15-18-30(38)27-32-22-21-31(43-32)26-29-25-28(2)42-37(29)41/h25,28,31-36,39-40H,3-24,26-27H2,1-2H3/t28-,31+,32+,33+,34+,35+,36+/m0/s1

InChI Key

JFRZSCPZPMGDBQ-ZPDYXUKSSA-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
Xylopia aromatica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
2-furanone
Dihydrofuran
Oxolane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Secondary alcohol
Ketone
Lactone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	8.73	ChemAxon
pKa (Strongest Acidic)	13.32	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	175.52 m³·mol⁻¹	ChemAxon
Polarizability	77.16 Å³	ChemAxon
Number of Rings	3	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

8502014

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10326552

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one (NP0204099)

MOL for NP0204099 ((5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one)

3D MOL for NP0204099 ((5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one)

3D SDF for NP0204099 ((5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one)

3D-SDF for NP0204099 ((5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one)

PDB for NP0204099 ((5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one)

3D PDB for NP0204099 ((5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one)

SMILES for NP0204099 ((5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one)

INCHI for NP0204099 ((5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one)

Structure for NP0204099 ((5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one)

3D Structure for NP0204099 ((5s)-3-{[(2r,5r)-5-[(8r)-8-hydroxy-8-[(2r,5r)-5-[(1r)-1-hydroxypentadecyl]oxolan-2-yl]-2-oxooctyl]oxolan-2-yl]methyl}-5-methyl-5h-furan-2-one)