NP-MRD: Showing NP-Card for methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate (NP0306278)

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Record Information

Version

2.0

Created at

2022-09-10 22:39:10 UTC

Updated at

2022-09-10 22:39:11 UTC

NP-MRD ID

NP0306278

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate

Description

Khayalactone belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate is found in Khaya grandifoliola. methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate was first documented in 2005 (PMID: 15893779). Based on a literature review a small amount of articles have been published on Khayalactone (PMID: 34464668) (PMID: 33022332) (PMID: 21985024) (PMID: 19666181).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112200392D          

 36 41  0  0  1  0            999 V2000
   -2.8179    0.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0747    0.7477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3929    0.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4544   -0.5396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    0.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0320    0.1766    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7553    0.7207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5744    1.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6587    0.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1710    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057    1.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556    0.6281    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8669    1.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140   -0.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3967   -0.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2210   -0.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6037   -1.5644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -0.1367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2799    0.5942    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7215    1.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4172    2.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0526    2.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7494    2.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5448    1.3434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -0.2447    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9883   -1.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1981   -1.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3363   -2.4081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5715   -0.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9834   -0.0203    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  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  6  0  0  0
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 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
 14 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
  7 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 25 36  1  6  0  0  0
M  END

     RDKit          3D

 70 75  0  0  0  0  0  0  0  0999 V2000
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   -2.2660    1.0142   -0.0143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2012    2.5528    0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7251    0.6883   -0.1567 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3785    1.1079   -1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7462    1.1535   -1.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9938    1.5977   -2.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4988    1.4352   -1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2478   -0.2757   -1.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  3  4  2  0
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 31 32  1  1
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M  END


  Mrv1652309112200392D          

 36 41  0  0  1  0            999 V2000
   -2.8179    0.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7  8  1  6  0  0  0
  7  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  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
 14 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
  7 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 25 36  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0306278

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1[C@@]2(C)C[C@]3(O)O[C@]4(CC(=O)[C@H]2O)C(CC[C@]2(C)C4CC(=O)O[C@H]2C2=CC=CO2)[C@]13C

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O9/c1-23-8-7-16-25(3)17(10-19(29)33-4)24(2)13-27(25,32)36-26(16,12-14(28)21(24)31)18(23)11-20(30)35-22(23)15-6-5-9-34-15/h5-6,9,16-18,21-22,31-32H,7-8,10-13H2,1-4H3/t16?,17-,18?,21+,22-,23+,24+,25+,26+,27-/m0/s1

> <INCHI_KEY>
GUKBTWCAOPPZRH-DARLPLAPSA-N

> <FORMULA>
C27H34O9

> <MOLECULAR_WEIGHT>
502.56

> <EXACT_MASS>
502.220282675

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
51.69300842985797

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1S,6R,7R,11S,12S,14R,15S,19S)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1^{11,14}.0^{1,10}.0^{2,7}]nonadecan-19-yl]acetate

> <JCHEM_LOGP>
1.6649830409999984

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.977189298123847

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.603484709435637

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9163653046103946

> <JCHEM_POLAR_SURFACE_AREA>
132.5

> <JCHEM_REFRACTIVITY>
122.86599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1S,6R,7R,11S,12S,14R,15S,19S)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1^{11,14}.0^{1,10}.0^{2,7}]nonadecan-19-yl]acetate

> <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      -5.260   0.727   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.873   1.396   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.600   0.528   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.715  -1.007   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.213   1.197   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.060   0.330   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.410   1.345   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.072   2.848   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.096   0.999   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.053   2.280   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.611   2.488   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.450   1.173   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.218   2.507   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.626  -0.128   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.341  -1.493   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.879  -1.556   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.594  -2.920   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.704  -0.255   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.989   1.109   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.813   2.410   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.246   3.841   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.431   4.824   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.732   4.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.350   2.508   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.045  -0.457   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.711  -2.151   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.236  -2.977   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.494  -4.495   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.581  -2.687   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.246  -3.985   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.391  -1.295   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.909  -1.554   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.067  -1.301   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.836  -0.038   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.353   0.223   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.753  -1.197   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   31                                                  
CONECT    7    6    8    9   34                                             
CONECT    8    7                                                            
CONECT    9    7   10   25                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   19                                             
CONECT   13   12                                                            
CONECT   14   12   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   12   20                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   20                                                       
CONECT   25   14    9   26   36                                             
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    6   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33    7   35   36                                             
CONECT   35   34                                                            
CONECT   36   34   25                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₄O₉

Average Mass

502.5600 Da

Monoisotopic Mass

502.22028 Da

IUPAC Name

methyl 2-[(1S,6R,7R,11S,12S,14R,15S,19S)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1^{11,14}.0^{1,10}.0^{2,7}]nonadecan-19-yl]acetate

Traditional Name

methyl [(1S,6R,7R,11S,12S,14R,15S,19S)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1^{11,14}.0^{1,10}.0^{2,7}]nonadecan-19-yl]acetate

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1[C@@]2(C)C[C@]3(O)O[C@]4(CC(=O)[C@H]2O)C(CC[C@]2(C)C4CC(=O)O[C@H]2C2=CC=CO2)[C@]13C

InChI Identifier

InChI=1S/C27H34O9/c1-23-8-7-16-25(3)17(10-19(29)33-4)24(2)13-27(25,32)36-26(16,12-14(28)21(24)31)18(23)11-20(30)35-22(23)15-6-5-9-34-15/h5-6,9,16-18,21-22,31-32H,7-8,10-13H2,1-4H3/t16?,17-,18?,21+,22-,23+,24+,25+,26+,27-/m0/s1

InChI Key

GUKBTWCAOPPZRH-DARLPLAPSA-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
Khaya grandifoliola	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta_valerolactone
Delta valerolactone
Oxane
Dicarboxylic acid or derivatives
Heteroaromatic compound
Methyl ester
Tetrahydrofuran
Furan
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Hemiacetal
Carboxylic acid ester
Oxacycle
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
logP	1.66	ChemAxon
pKa (Strongest Acidic)	11.6	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	132.5 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	122.87 m³·mol⁻¹	ChemAxon
Polarizability	51.69 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00035332

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

101936275

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wu JM, Zhou QQ, Xie XY, Xu JB: Khayalactone- and phragmalin-type limonoids with PTP1B inhibitory activity from Trichilia sinensis Bentv. Fitoterapia. 2021 Oct;154:105025. doi: 10.1016/j.fitote.2021.105025. Epub 2021 Aug 28. [PubMed:34464668 ]
Shen L, Liao Q, Zhang M, Wu J: Limonoids with diverse structures of rings-A,B from the Thai mangrove, Xylocarpus moluccensis. Fitoterapia. 2020 Nov;147:104737. doi: 10.1016/j.fitote.2020.104737. Epub 2020 Oct 3. [PubMed:33022332 ]
Liu JQ, Wang CF, Chen JC, Qiu MH: Limonoids from the leaves of Swietenia macrophylla. Nat Prod Res. 2012;26(20):1887-91. doi: 10.1080/14786419.2011.625499. Epub 2011 Oct 10. [PubMed:21985024 ]
Zhang B, Yang SP, Yin S, Zhang CR, Wu Y, Yue JM: Limonoids from Khaya ivorensis. Phytochemistry. 2009 Jul;70(10):1305-8. doi: 10.1016/j.phytochem.2009.07.016. Epub 2009 Aug 8. [PubMed:19666181 ]
Tchimene MK, Tane P, Ngamga D, Connolly JD, Farrugia LJ: Four tetranortriterpenoids from the stem bark of Khaya anthotheca. Phytochemistry. 2005 May;66(10):1088-93. doi: 10.1016/j.phytochem.2005.03.028. [PubMed:15893779 ]
LOTUS database [Link]

Showing NP-Card for methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate (NP0306278)

MOL for NP0306278 (methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate)

3D MOL for NP0306278 (methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate)

3D SDF for NP0306278 (methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate)

3D-SDF for NP0306278 (methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate)

PDB for NP0306278 (methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate)

3D PDB for NP0306278 (methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate)

SMILES for NP0306278 (methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate)

INCHI for NP0306278 (methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate)

Structure for NP0306278 (methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate)

3D Structure for NP0306278 (methyl 2-[(1s,6r,7r,11s,12s,14r,15s,19s)-6-(furan-2-yl)-12,15-dihydroxy-7,11,14-trimethyl-4,16-dioxo-5,18-dioxapentacyclo[10.5.1.1¹¹,¹⁴.0¹,¹⁰.0²,⁷]nonadecan-19-yl]acetate)