NP-MRD: Showing NP-Card for (1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate (NP0240157)

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Record Information

Version

2.0

Created at

2022-09-06 23:54:00 UTC

Updated at

2022-09-06 23:54:00 UTC

NP-MRD ID

NP0240157

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate

Description

SWIETENINE belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. (1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate is found in Swietenia macrophylla and Swietenia mahagoni. (1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate was first documented in 2021 (PMID: 33605461). Based on a literature review a small amount of articles have been published on SWIETENINE (PMID: 36066211) (PMID: 34684831) (PMID: 33862494) (PMID: 33142147).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072201542D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309072201542D          

 41 45  0  0  1  0            999 V2000
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    3.3871    1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8441    2.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9300    0.6480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2963   -0.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1197   -0.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4860   -0.8828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5767    0.5433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2104    1.2825    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6674    1.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3804    2.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0273    3.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141    2.7978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917    2.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.7034    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9031    2.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7623    0.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    1.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2194    1.3371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4019    1.8798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1826    1.6131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2425    2.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    2.9560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8638    3.2321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7044    4.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0443    0.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8071    0.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7579    0.1415    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  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 11  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 27  2  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
  9 30  1  6  0  0  0
 30 31  2  0  0  0  0
 28 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  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 39  1  0  0  0  0
  8 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240157

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H](O)[C@H]1C(C)(C)[C@H](OC(=O)C(\C)=C\C)[C@@H]2C=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/C32H40O9/c1-8-16(2)28(36)41-27-19-13-18-20(32(6,25(19)35)24(30(27,3)4)23(34)29(37)38-7)9-11-31(5)21(18)14-22(33)40-26(31)17-10-12-39-15-17/h8,10,12-13,15,19-21,23-24,26-27,34H,9,11,14H2,1-7H3/b16-8+/t19-,20+,21+,23-,24+,26+,27-,31-,32-/m1/s1

> <INCHI_KEY>
MMUSWMCGLGFCKL-FFFUMERZSA-N

> <FORMULA>
C32H40O9

> <MOLECULAR_WEIGHT>
568.663

> <EXACT_MASS>
568.267232868

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
60.266474229825036

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5R,6R,10S,13S,14R,16S)-6-(furan-3-yl)-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-en-14-yl (2E)-2-methylbut-2-enoate

> <JCHEM_LOGP>
4.500719618333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.821976293658086

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.397493154766362

> <JCHEM_PKA_STRONGEST_BASIC>
-2.888731940520964

> <JCHEM_POLAR_SURFACE_AREA>
129.34

> <JCHEM_REFRACTIVITY>
148.17489999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5R,6R,10S,13S,14R,16S)-6-(furan-3-yl)-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-en-14-yl (2E)-2-methylbut-2-enoate

> <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       3.606  -5.013   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.095  -4.715   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.597  -3.258   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.610  -2.098   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.086  -2.960   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.927  -4.120   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -0.412  -1.503   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.601  -0.343   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.060  -0.835   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.440  -0.152   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.932   1.307   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.249   2.687   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.102   3.969   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.639   3.872   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.322   2.492   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.176   3.774   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.469   1.210   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.153  -0.170   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.690  -0.268   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.374  -1.648   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.543   1.014   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.859   2.394   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.713   3.676   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.177   5.120   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.384   6.076   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.666   5.222   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.251   3.739   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.789   3.180   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.686   4.716   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.423   1.138   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.119   1.957   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.410   2.496   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.750   3.509   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -2.207   3.011   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.453   5.020   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       1.005   5.518   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -1.612   6.033   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -1.315   7.544   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.083   1.037   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.507   1.623   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.415   0.264   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    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   39                                                  
CONECT    9    8   10   30                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13   28                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   22                                             
CONECT   16   15                                                            
CONECT   17   15   11   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   15   23                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   23                                                       
CONECT   28   12   29   30   32                                             
CONECT   29   28                                                            
CONECT   30   28    9   31                                                  
CONECT   31   30                                                            
CONECT   32   28   33   39                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37                                                            
CONECT   39   32    8   40   41                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₀O₉

Average Mass

568.6630 Da

Monoisotopic Mass

568.26723 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H](O)[C@H]1C(C)(C)[C@H](OC(=O)C(\C)=C\C)[C@@H]2C=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/C32H40O9/c1-8-16(2)28(36)41-27-19-13-18-20(32(6,25(19)35)24(30(27,3)4)23(34)29(37)38-7)9-11-31(5)21(18)14-22(33)40-26(31)17-10-12-39-15-17/h8,10,12-13,15,19-21,23-24,26-27,34H,9,11,14H2,1-7H3/b16-8+/t19-,20+,21+,23-,24+,26+,27-,31-,32-/m1/s1

InChI Key

MMUSWMCGLGFCKL-FFFUMERZSA-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 macrophylla	LOTUS Database	35616633
Swietenia mahagoni	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five 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

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Tricarboxylic acid or derivatives
Delta valerolactone
Fatty acid ester
Cyclohexenone
Delta_valerolactone
Oxane
Pyran
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Heteroaromatic compound
Furan
Secondary alcohol
Lactone
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Oxacycle
Carbonyl group
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00037134

Chemspider ID

10404646

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14262276

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Duan JY, Wang YJ, Chen W, Zhao YQ, Bai ZH, He LL, Zhang CP: Limonoids isolated from fruits of Swietenia macrophylla king enhance glucose consumption in insulin-resistant HepG2 cells via activating PPARgamma. J Food Biochem. 2021 Apr;45(4):e13668. doi: 10.1111/jfbc.13668. Epub 2021 Feb 19. [PubMed:33605461 ]
Duan J, He L, Deng W, Lu M, Zhai Y, Pei F, Liu S, Zhang C: Natural swietenine attenuates diabetic nephropathy by regulating the NF-kappaB/NLRP3/Caspase-1 signaling pathways: In vivo and in vitro study. Environ Toxicol. 2022 Dec;37(12):2977-2989. doi: 10.1002/tox.23653. Epub 2022 Sep 6. [PubMed:36066211 ]
Sahukari R, Punabaka J, Bhasha S, Ganjikunta VS, Kondeti Ramudu S, Kesireddy SR, Ye W, Korivi M: Phytochemical Profile, Free Radical Scavenging and Anti-Inflammatory Properties of Acalypha Indica Root Extract: Evidence from In Vitro and In Vivo Studies. Molecules. 2021 Oct 15;26(20):6251. doi: 10.3390/molecules26206251. [PubMed:34684831 ]
Shiming Z, Mak KK, Balijepalli MK, Chakravarthi S, Pichika MR: Swietenine potentiates the antihyperglycemic and antioxidant activity of Metformin in Streptozotocin induced diabetic rats. Biomed Pharmacother. 2021 Jul;139:111576. doi: 10.1016/j.biopha.2021.111576. Epub 2021 Apr 13. [PubMed:33862494 ]
Isaka M, Palasarn S, Sakayaroj J, Srichomthong K, Nithithanasilp S, Sappan M: Limonoids from fruiting bodies of the wood-rot basidiomycete Fulvifomes xylocarpicola associated with the mangrove tree Xylocarpus granatum. Phytochemistry. 2021 Jan;181:112555. doi: 10.1016/j.phytochem.2020.112555. Epub 2020 Nov 1. [PubMed:33142147 ]
LOTUS database [Link]

Showing NP-Card for (1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate (NP0240157)

MOL for NP0240157 ((1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate)

3D MOL for NP0240157 ((1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate)

3D SDF for NP0240157 ((1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate)

3D-SDF for NP0240157 ((1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate)

PDB for NP0240157 ((1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate)

3D PDB for NP0240157 ((1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate)

SMILES for NP0240157 ((1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate)

INCHI for NP0240157 ((1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate)

Structure for NP0240157 ((1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate)

3D Structure for NP0240157 ((1r,2s,5r,6r,10s,13s,14r,16s)-6-(furan-3-yl)-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-en-14-yl (2e)-2-methylbut-2-enoate)