NP-MRD: Showing NP-Card for (1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate (NP0256476)

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Record Information

Version

2.0

Created at

2022-09-07 21:19:07 UTC

Updated at

2022-09-07 21:19:07 UTC

NP-MRD ID

NP0256476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate

Description

Neoazedarachin B belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. (1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate is found in Melia azedarach. (1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate was first documented in 2006 (PMID: 16880676). Based on a literature review very few articles have been published on Neoazedarachin B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072223192D          

 43 48  0  0  1  0            999 V2000
    0.1576   -1.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8970   -1.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -2.7141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5836   -1.4335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5308   -0.6102    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3742   -0.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5376    0.5345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3369    0.3302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738    1.2749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3930    1.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6525    1.1774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862    0.3966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4371    0.3438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8945    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
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 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 39 43  2  0  0  0  0
M  END

     RDKit          2D

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M  END


  Mrv1652309072223192D          

 43 48  0  0  1  0            999 V2000
    0.1576   -1.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8970   -1.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5308   -0.6102    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.6525    1.1774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862    0.3966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4371    0.3438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8945    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7178    0.9777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5285    1.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9859    2.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948    1.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -0.3438    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2051   -0.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7954    0.5418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2412   -0.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0653   -0.1135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5110   -0.8078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436    0.6196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8893   -0.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979    1.3138    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3762    2.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305    2.7412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003    2.0859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5787    2.8190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6460    1.3916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0989    2.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2677    0.6585    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8480    0.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7147   -0.7420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5850    0.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4602    1.2584    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0466    1.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9218    2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6588    3.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2391    2.4385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8607    1.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 12 19  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
  9 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 32 38  1  0  0  0  0
 38 39  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 39 43  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0256476

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(=O)O[C@@H]1OC[C@]23[C@@H](O)C[C@@H](OC(C)=O)[C@]1(C)[C@@H]2C[C@@H](O)[C@@]1(C)[C@@H]2C(=O)C[C@@H](C4=COC=C4)[C@]2(C)[C@@H](O)C(=O)[C@H]31

> <INCHI_IDENTIFIER>
InChI=1S/C32H42O11/c1-14(2)27(39)43-28-30(5)19-10-20(35)31(6)24-18(34)9-17(16-7-8-40-12-16)29(24,4)26(38)23(37)25(31)32(19,13-41-28)21(36)11-22(30)42-15(3)33/h7-8,12,14,17,19-22,24-26,28,35-36,38H,9-11,13H2,1-6H3/t17-,19-,20+,21-,22+,24+,25-,26-,28-,29-,30-,31-,32+/m0/s1

> <INCHI_KEY>
DZVAXADRXADLRZ-CWCCXYJISA-N

> <FORMULA>
C32H42O11

> <MOLECULAR_WEIGHT>
602.677

> <EXACT_MASS>
602.272712172

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
38.03062086262687

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4R,5S,6R,9S,10S,11R,13R,14S,15S,18S,20R)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0^{1,13}.0^{2,10}.0^{5,9}]icosan-15-yl 2-methylpropanoate

> <JCHEM_LOGP>
1.3042918596666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.668325865062869

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.359293542649567

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8625405270620523

> <JCHEM_POLAR_SURFACE_AREA>
169.8

> <JCHEM_REFRACTIVITY>
147.85129999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4R,5S,6R,9S,10S,11R,13R,14S,15S,18S,20R)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0^{1,13}.0^{2,10}.0^{5,9}]icosan-15-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       0.294  -2.846   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.674  -3.530   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.773  -5.066   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.956  -2.676   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.858  -1.139   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.432  -0.851   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.737   0.998   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.229   0.616   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.058   2.380   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.600   2.877   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.218   2.198   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.721   0.740   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.816   0.642   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.670   1.924   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.207   1.825   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.987   3.304   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.840   4.585   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.550   3.402   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.400  -0.642   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.383  -1.798   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.351   1.011   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.184  -0.285   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.722  -0.212   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.554  -1.508   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.428   1.157   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.260  -0.139   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.596   2.452   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.302   3.821   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.470   5.117   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.841   3.894   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.547   5.262   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.673   2.598   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.518   3.885   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.966   1.229   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.050   0.135   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       8.801  -1.385   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      10.425   0.827   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.192   2.349   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.287   3.432   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.054   4.954   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      12.430   5.646   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      13.513   4.552   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      12.807   3.183   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   21   27                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   12    5   20   21                                             
CONECT   20   19                                                            
CONECT   21   19    9   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27   34                                             
CONECT   26   25                                                            
CONECT   27   25    9   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34   38                                             
CONECT   33   32                                                            
CONECT   34   32   25   35                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   32   39                                                  
CONECT   39   38   40   43                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   39                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₂O₁₁

Average Mass

602.6770 Da

Monoisotopic Mass

602.27271 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)C(=O)O[C@@H]1OC[C@]23[C@@H](O)C[C@@H](OC(C)=O)[C@]1(C)[C@@H]2C[C@@H](O)[C@@]1(C)[C@@H]2C(=O)C[C@@H](C4=COC=C4)[C@]2(C)[C@@H](O)C(=O)[C@H]31

InChI Identifier

InChI=1S/C32H42O11/c1-14(2)27(39)43-28-30(5)19-10-20(35)31(6)24-18(34)9-17(16-7-8-40-12-16)29(24,4)26(38)23(37)25(31)32(19,13-41-28)21(36)11-22(30)42-15(3)33/h7-8,12,14,17,19-22,24-26,28,35-36,38H,9-11,13H2,1-6H3/t17-,19-,20+,21-,22+,24+,25-,26-,28-,29-,30-,31-,32+/m0/s1

InChI Key

DZVAXADRXADLRZ-CWCCXYJISA-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
Melia azedarach	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
17-furanylsteroid skeleton
Steroid ester
1-hydroxysteroid
Hydroxysteroid
Steroid
Naphthopyran
Naphthalene
Pyran
Oxane
Dicarboxylic acid or derivatives
Heteroaromatic compound
Furan
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
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

C00030806

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

101943696

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Fukuyama Y, Nakaoka M, Yamamoto T, Takahashi H, Minami H: Degraded and oxetane-bearing limonoids from the roots of Melia azedarach. Chem Pharm Bull (Tokyo). 2006 Aug;54(8):1219-22. doi: 10.1248/cpb.54.1219. [PubMed:16880676 ]
LOTUS database [Link]

Showing NP-Card for (1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate (NP0256476)

MOL for NP0256476 ((1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate)

3D MOL for NP0256476 ((1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate)

3D SDF for NP0256476 ((1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate)

3D-SDF for NP0256476 ((1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate)

PDB for NP0256476 ((1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate)

3D PDB for NP0256476 ((1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate)

SMILES for NP0256476 ((1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate)

INCHI for NP0256476 ((1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate)

Structure for NP0256476 ((1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate)

3D Structure for NP0256476 ((1s,2s,4r,5s,6s,9s,10s,11r,13r,14s,15s,18s,20r)-20-(acetyloxy)-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.0¹,¹³.0²,¹⁰.0⁵,⁹]icosan-15-yl 2-methylpropanoate)