NP-MRD: Showing NP-Card for [(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate (NP0310556)

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Record Information

Version

2.0

Created at

2022-09-11 05:56:43 UTC

Updated at

2022-09-11 05:56:43 UTC

NP-MRD ID

NP0310556

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate

Description

Kahweol oleate belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. [(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate is found in Coffea arabica. Based on a literature review very few articles have been published on Kahweol oleate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112207562D          

 42 46  0  0  1  0            999 V2000
    1.7321    8.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466    8.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466    7.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1611    7.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1611    6.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755    5.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755    5.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5900    4.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5900    3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3045    3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0189    3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7334    3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4479    3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1624    3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8768    3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5913    3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3058    3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0202    3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7132    1.9186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4398    2.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1787    1.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7789    1.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0634    0.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3011    0.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2692    1.7853    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0102    1.7945    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
  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  2  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  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
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 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
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 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
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 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 28 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
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 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 22 41  1  0  0  0  0
 41 42  1  1  0  0  0
 25 42  1  6  0  0  0
M  END

     RDKit          2D

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M  END


  Mrv1652309112207562D          

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    2.4466    7.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1611    7.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1611    6.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755    5.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755    5.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5900    4.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5900    3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3045    3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0189    3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7334    3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4479    3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1624    3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8768    3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5913    3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3058    3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0202    3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0202    2.6295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7347    3.8670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4492    3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4492    2.6295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6287    2.7160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3139    2.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7132    1.9186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4398    2.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1787    1.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2309    1.1484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9738    0.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7375    1.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2702    0.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8357   -0.2297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0345   -0.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3523   -0.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6094   -0.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5487    0.6844    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8720    0.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7789    1.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0634    0.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3011    0.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2692    1.7853    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0102    1.7945    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
  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  2  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  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 28 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 25 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 22 41  1  0  0  0  0
 41 42  1  1  0  0  0
 25 42  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0310556

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@]1(O)C[C@]23C[C@@H]1CCC2[C@@]1(C)C=CC2=C(C=CO2)[C@@H]1CC3

> <INCHI_IDENTIFIER>
InChI=1S/C38H58O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-35(39)42-29-38(40)28-37-25-21-32-31-23-26-41-33(31)22-24-36(32,2)34(37)20-19-30(38)27-37/h10-11,22-24,26,30,32,34,40H,3-9,12-21,25,27-29H2,1-2H3/b11-10-/t30-,32-,34?,36-,37-,38+/m0/s1

> <INCHI_KEY>
MDXDAWWJXQHCAA-QLMAWPHDSA-N

> <FORMULA>
C38H58O4

> <MOLECULAR_WEIGHT>
578.878

> <EXACT_MASS>
578.433510348

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
43.7321116630927

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S,4R,12R,16S,17S)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadeca-5(9),6,10-trien-17-yl]methyl (9Z)-octadec-9-enoate

> <JCHEM_LOGP>
10.001983163333332

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.752198991897757

> <JCHEM_PKA_STRONGEST_BASIC>
-2.792598844970369

> <JCHEM_POLAR_SURFACE_AREA>
59.67

> <JCHEM_REFRACTIVITY>
173.4227

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,4R,12R,16S,17S)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadeca-5(9),6,10-trien-17-yl]methyl (9Z)-octadec-9-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       3.233  16.458   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.567  15.688   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.567  14.148   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.901  13.378   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.901  11.838   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.234  11.068   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.234   9.528   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.568   8.758   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.568   7.218   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.902   6.448   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.235   7.218   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.569   6.448   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.903   7.218   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.236   6.448   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.570   7.218   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.904   6.448   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.237   7.218   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.571   6.448   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      20.571   4.908   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      21.905   7.218   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      23.238   6.448   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.238   4.908   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      21.707   5.070   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      24.853   5.079   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      25.598   3.581   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.954   4.382   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      28.334   3.692   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      28.431   2.144   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      29.818   1.474   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      31.243   2.056   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      32.238   0.880   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      31.427  -0.429   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      29.931  -0.062   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      28.658  -0.928   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      27.271  -0.258   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      27.158   1.278   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      25.894   0.397   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      25.721   1.930   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      24.385   0.975   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      22.962   1.719   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      22.903   3.333   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      24.286   3.350   0.000  0.00  0.00           C+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                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   41                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   38   42                                             
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   36                                                  
CONECT   29   28   30   33                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   29   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   28   37   38                                             
CONECT   37   36                                                            
CONECT   38   36   25   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   22   42                                                  
CONECT   42   41   25                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
Kahweol oleic acid	Generator

Chemical Formula

C₃₈H₅₈O₄

Average Mass

578.8780 Da

Monoisotopic Mass

578.43351 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@]1(O)C[C@]23C[C@@H]1CCC2[C@@]1(C)C=CC2=C(C=CO2)[C@@H]1CC3

InChI Identifier

InChI=1S/C38H58O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-35(39)42-29-38(40)28-37-25-21-32-31-23-26-41-33(31)22-24-36(32,2)34(37)20-19-30(38)27-37/h10-11,22-24,26,30,32,34,40H,3-9,12-21,25,27-29H2,1-2H3/b11-10-/t30-,32-,34?,36-,37-,38+/m0/s1

InChI Key

MDXDAWWJXQHCAA-QLMAWPHDSA-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
Coffea arabica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
Fatty acid ester
Fatty acyl
Heteroaromatic compound
Tertiary alcohol
Furan
Cyclic alcohol
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

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

137699546

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate (NP0310556)

MOL for NP0310556 ([(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate)

3D MOL for NP0310556 ([(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate)

3D SDF for NP0310556 ([(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate)

3D-SDF for NP0310556 ([(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate)

PDB for NP0310556 ([(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate)

3D PDB for NP0310556 ([(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate)

SMILES for NP0310556 ([(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate)

INCHI for NP0310556 ([(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate)

Structure for NP0310556 ([(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate)

3D Structure for NP0310556 ([(1s,4r,12r,16s,17s)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-yl]methyl (9z)-octadec-9-enoate)