NP-MRD: Showing NP-Card for (2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate (NP0235651)

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Record Information

Version

2.0

Created at

2022-09-06 18:21:21 UTC

Updated at

2022-09-06 18:21:21 UTC

NP-MRD ID

NP0235651

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate

Description

2-HYDROXYSWIETENINE belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. (2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate is found in Swietenia mahagoni. (2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate was first documented in 2011 (PMID: 21815411). Based on a literature review very few articles have been published on 2-HYDROXYSWIETENINE (PMID: 24034555).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062220212D          

 42 46  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309062220212D          

 42 46  0  0  1  0            999 V2000
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    6.7713    4.0196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8312    5.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0505    5.3624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4525    5.6385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2931    6.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6301    4.1098    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6856    4.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264    3.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4597    2.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4850    1.9589    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4295    1.1358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7458    2.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4821    3.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8484    3.8461    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3914    4.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680    4.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2017    3.7414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7447    4.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6587    3.0545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2924    2.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4691    2.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028    1.5237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0121    2.9498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784    3.6890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9213    4.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2084    5.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5615    5.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1254    5.2042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0970    4.4098    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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  6  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 26  1  6  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 26  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 30 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 38 42  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0235651

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H](O)[C@H]1C(C)(C)[C@H](C(=O)O\C(C)=C\C)[C@]2(O)C=C3[C@H](CC[C@]4(C)[C@H]3CC(=O)O[C@H]4C3=COC=C3)[C@@]1(C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H40O10/c1-8-16(2)41-27(36)24-29(3,4)23(22(34)26(35)39-7)31(6)19-9-11-30(5)20(18(19)14-32(24,38)28(31)37)13-21(33)42-25(30)17-10-12-40-15-17/h8,10,12,14-15,19-20,22-25,34,38H,9,11,13H2,1-7H3/b16-8+/t19-,20-,22+,23-,24-,25-,30+,31+,32+/m0/s1

> <INCHI_KEY>
OKSOKDSKQGUUCI-YXRPLECISA-N

> <FORMULA>
C32H40O10

> <MOLECULAR_WEIGHT>
584.662

> <EXACT_MASS>
584.262147488

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
59.90760448319817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-but-2-en-2-yl (1R,2S,5R,6R,10S,13R,14S,16S)-6-(furan-3-yl)-13-hydroxy-16-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0^{2,11}.0^{5,10}]heptadec-11-ene-14-carboxylate

> <JCHEM_LOGP>
3.103455668333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.612019755282674

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.97101497750563

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8887653617488542

> <JCHEM_POLAR_SURFACE_AREA>
149.57

> <JCHEM_REFRACTIVITY>
150.4233999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-but-2-en-2-yl (1R,2S,5R,6R,10S,13R,14S,16S)-6-(furan-3-yl)-13-hydroxy-16-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0^{2,11}.0^{5,10}]heptadec-11-ene-14-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      13.884  -0.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.871   0.670   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.360   0.372   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.862  -1.085   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.347   1.532   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      10.844   2.989   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.355   3.287   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.831   4.149   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.515   5.529   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.671   4.511   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.797   6.382   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.023   6.988   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.183   8.001   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      12.640   7.503   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.885   9.512   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.428  10.010   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      12.045  10.525   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.747  12.036   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.643   7.672   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.747   9.208   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.009   5.630   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.191   4.643   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.372   3.657   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.268   2.120   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.992   4.340   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.500   5.800   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.184   7.179   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.331   8.462   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.794   8.364   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.110   6.984   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.257   8.266   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.963   5.702   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.279   4.322   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.742   4.224   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.059   2.844   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       1.889   5.506   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       2.573   6.886   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.720   8.168   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.256   9.612   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.048  10.568   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -0.234   9.715   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       0.181   8.232   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   23                                                  
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   12   20   21   27                                             
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    8   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   32                                                  
CONECT   27   26   19   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32   37                                             
CONECT   31   30                                                            
CONECT   32   30   26   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   30   38                                                  
CONECT   38   37   39   42                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   38                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₀O₁₀

Average Mass

584.6620 Da

Monoisotopic Mass

584.26215 Da

IUPAC Name

(2E)-but-2-en-2-yl (1R,2S,5R,6R,10S,13R,14S,16S)-6-(furan-3-yl)-13-hydroxy-16-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0^{2,11}.0^{5,10}]heptadec-11-ene-14-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H](O)[C@H]1C(C)(C)[C@H](C(=O)O\C(C)=C\C)[C@]2(O)C=C3[C@H](CC[C@]4(C)[C@H]3CC(=O)O[C@H]4C3=COC=C3)[C@@]1(C)C2=O

InChI Identifier

InChI=1S/C32H40O10/c1-8-16(2)41-27(36)24-29(3,4)23(22(34)26(35)39-7)31(6)19-9-11-30(5)20(18(19)14-32(24,38)28(31)37)13-21(33)42-25(30)17-10-12-40-15-17/h8,10,12,14-15,19-20,22-25,34,38H,9,11,13H2,1-7H3/b16-8+/t19-,20-,22+,23-,24-,25-,30+,31+,32+/m0/s1

InChI Key

OKSOKDSKQGUUCI-YXRPLECISA-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
Swietenia mahagoni	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Steroid lactone
12-hydroxysteroid
Hydroxysteroid
12-alpha-hydroxysteroid
Naphthopyran
Naphthalene
Tricarboxylic acid or derivatives
Delta valerolactone
Cyclohexenone
Delta_valerolactone
Oxane
Pyran
Cyclic alcohol
Enol ester
Furan
Heteroaromatic compound
Methyl ester
Tertiary alcohol
Lactone
Ketone
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
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	3.1	ChemAxon
pKa (Strongest Acidic)	11.97	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	149.57 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	150.42 m³·mol⁻¹	ChemAxon
Polarizability	59.91 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	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

31147896

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76326957

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Abdelgaleil SA, Doe M, Nakatani M: Rings B,D-seco limonoid antifeedants from Swietenia mahogani. Phytochemistry. 2013 Dec;96:312-7. doi: 10.1016/j.phytochem.2013.08.006. Epub 2013 Sep 10. [PubMed:24034555 ]
Fowles RG, Mootoo BS, Ramsewak RS, Reynolds WF, Nair MG: Limonoids from Meliaceae with lipid peroxidation inhibitory activity. Nat Prod Commun. 2011 Jun;6(6):785-7. [PubMed:21815411 ]
LOTUS database [Link]

Showing NP-Card for (2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate (NP0235651)

MOL for NP0235651 ((2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate)

3D MOL for NP0235651 ((2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate)

3D SDF for NP0235651 ((2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate)

3D-SDF for NP0235651 ((2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate)

PDB for NP0235651 ((2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate)

3D PDB for NP0235651 ((2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate)

SMILES for NP0235651 ((2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate)

INCHI for NP0235651 ((2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate)

Structure for NP0235651 ((2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate)

3D Structure for NP0235651 ((2e)-but-2-en-2-yl (1r,2s,5r,6r,10s,13r,14s,16s)-6-(furan-3-yl)-13-hydroxy-16-[(1r)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-ene-14-carboxylate)