NP-MRD: Showing NP-Card for (1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate (NP0322345)

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Record Information

Version

2.0

Created at

2022-09-12 01:04:07 UTC

Updated at

2022-09-12 01:04:08 UTC

NP-MRD ID

NP0322345

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate

Description

(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,5S,6aR)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2R)-2-methylbutanoate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. (1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate is found in Ajuga chamaepitys and Ajuga parviflora. Based on a literature review very few articles have been published on (1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,5S,6aR)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2R)-2-methylbutanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122203042D          

 42 46  0  0  1  0            999 V2000
   -6.1006   -0.1603    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
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  6 41  1  0  0  0  0
 41 42  1  0  0  0  0
  4 42  1  0  0  0  0
M  END

     RDKit          3D

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 38 89  1  0
M  END


  Mrv1652309122203042D          

 42 46  0  0  1  0            999 V2000
   -6.1006   -0.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2756   -0.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8631   -0.8748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0381   -0.8748    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5532   -1.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7686   -1.2873    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9839   -1.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4990   -0.8748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6740   -0.8748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8173   -0.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8173   -1.6873    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5925   -1.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1853   -2.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5899   -1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2219   -2.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0787   -3.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7107   -3.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3034   -3.5603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7332   -1.1229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9328   -1.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7258   -2.1508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9254   -2.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0402   -3.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7185   -3.1787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1012   -0.5926    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2445    0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197    0.5020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1630    1.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6517   -0.0283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4270    0.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0589   -0.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9157   -1.0889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8342    0.0057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9775    0.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4662   -0.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2414   -0.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5085   -0.8408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3209   -0.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7906   -1.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9839   -0.2074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7686   -0.4623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5532   -0.2074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  1  0  0  0
  9 11  1  1  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 19 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 29 37  1  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 39  1  1  0  0  0
  8 40  1  0  0  0  0
 41 40  1  1  0  0  0
  6 41  1  0  0  0  0
 41 42  1  0  0  0  0
  4 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0322345

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCO[C@@H]1C[C@@H]2C[C@H](O[C@@H]2O1)[C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@@H]1C[C@@H](O)[C@H](OC(=O)[C@H](C)CC)[C@]21CO1

> <INCHI_IDENTIFIER>
InChI=1S/C31H48O11/c1-8-16(3)27(35)42-26-21(34)13-22-29(7,23-11-20-12-25(36-9-2)41-28(20)40-23)17(4)10-24(39-19(6)33)30(22,14-37-18(5)32)31(26)15-38-31/h16-17,20-26,28,34H,8-15H2,1-7H3/t16-,17-,20+,21-,22-,23+,24+,25+,26+,28-,29+,30+,31-/m1/s1

> <INCHI_KEY>
BYEWAYHTOJPYKI-TULSCDONSA-N

> <FORMULA>
C31H48O11

> <MOLECULAR_WEIGHT>
596.714

> <EXACT_MASS>
596.319662366

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
64.16022702915497

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,5S,6aR)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2R)-2-methylbutanoate

> <JCHEM_LOGP>
2.646551539999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.066834674930718

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2069665131853027

> <JCHEM_POLAR_SURFACE_AREA>
139.35

> <JCHEM_REFRACTIVITY>
146.5613

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,5S,6aR)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2R)-2-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0     -11.388  -0.299   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.848  -0.299   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -9.078  -1.633   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -7.538  -1.633   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.633  -2.879   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.168  -2.403   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.703  -2.879   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.798  -1.633   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.258  -1.633   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.526  -0.116   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.526  -3.150   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.973  -3.676   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.346  -4.139   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.101  -3.613   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.281  -4.603   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.014  -6.119   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.193  -7.109   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.566  -6.646   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.369  -2.096   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.741  -3.590   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.222  -4.015   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.594  -5.509   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.808  -7.034   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.074  -5.934   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.189  -1.106   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.456   0.410   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.903   0.937   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.171   2.454   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.083  -0.053   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.530   0.474   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.710  -0.516   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.443  -2.033   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       7.157   0.011   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.425   1.527   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.337  -0.979   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.784  -0.452   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.816  -1.569   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.332  -1.837   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       3.342  -3.017   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -3.703  -0.387   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -5.168  -0.863   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -6.633  -0.387   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   42                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   41                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   40                                                  
CONECT    9    8   10   11   25                                             
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   20   25   37                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   19    9   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   37                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35                                                            
CONECT   37   29   19   38   39                                             
CONECT   38   37   39                                                       
CONECT   39   38   37                                                       
CONECT   40    8   41                                                       
CONECT   41   40    6   42                                                  
CONECT   42   41    4                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,3R,4AR,5S,6R,8S,8ar)-5-[(2S,3as,5S,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2R)-2-methylbutanoic acid	Generator

Chemical Formula

C₃₁H₄₈O₁₁

Average Mass

596.7140 Da

Monoisotopic Mass

596.31966 Da

IUPAC Name

Traditional Name

(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aS,5S,6aR)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2R)-2-methylbutanoate

CAS Registry Number

Not Available

SMILES

CCO[C@@H]1C[C@@H]2C[C@H](O[C@@H]2O1)[C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@@H]1C[C@@H](O)[C@H](OC(=O)[C@H](C)CC)[C@]21CO1

InChI Identifier

InChI=1S/C31H48O11/c1-8-16(3)27(35)42-26-21(34)13-22-29(7,23-11-20-12-25(36-9-2)41-28(20)40-23)17(4)10-24(39-19(6)33)30(22,14-37-18(5)32)31(26)15-38-31/h16-17,20-26,28,34H,8-15H2,1-7H3/t16-,17-,20+,21-,22-,23+,24+,25+,26+,28-,29+,30+,31-/m1/s1

InChI Key

BYEWAYHTOJPYKI-TULSCDONSA-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
Ajuga chamaepitys	LOTUS Database	35616633
Ajuga parviflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Furofuran
Fatty acid ester
Fatty acyl
Cyclic alcohol
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Ether
Oxirane
Dialkyl ether
Acetal
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	2.65	ChemAxon
pKa (Strongest Acidic)	14.07	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	139.35 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	146.56 m³·mol⁻¹	ChemAxon
Polarizability	64.16 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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

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PubChem Compound

162882719

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References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate (NP0322345)

MOL for NP0322345 ((1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate)

3D MOL for NP0322345 ((1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate)

3D SDF for NP0322345 ((1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate)

3D-SDF for NP0322345 ((1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate)

PDB for NP0322345 ((1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate)

3D PDB for NP0322345 ((1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate)

SMILES for NP0322345 ((1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate)

INCHI for NP0322345 ((1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate)

Structure for NP0322345 ((1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate)

3D Structure for NP0322345 ((1r,2s,3r,4ar,5s,6r,8s,8ar)-5-[(2s,3as,5s,6ar)-5-ethoxy-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl (2r)-2-methylbutanoate)