NP-MRD: Showing NP-Card for (1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate (NP0260667)

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Record Information

Version

2.0

Created at

2022-09-08 02:53:47 UTC

Updated at

2022-09-08 02:53:48 UTC

NP-MRD ID

NP0260667

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate

Description

Ajugareptone belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. (1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate is found in Ajuga reptans. Based on a literature review very few articles have been published on Ajugareptone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082204532D          

 40 43  0  0  1  0            999 V2000
   -4.6148    2.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9004    1.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859    2.1998    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1859    3.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4714    1.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4714    0.9623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7570    2.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0425    1.7873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3280    2.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865    1.7873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1438    1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    1.1553    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6346    0.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7292    1.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0114    2.0738    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8239    2.2170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0720    0.8098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811    2.7058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.9065    2.8054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6481    2.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6686    2.5625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.6741    3.0512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7633    3.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3952    4.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5385    3.1988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1451   -0.9747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7099    0.4773    0.0000 C   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
  3  4  1  6  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
 10  9  1  6  0  0  0
 10 11  1  1  0  0  0
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 14 15  1  0  0  0  0
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 17 19  2  0  0  0  0
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 20 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
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  8 35  1  0  0  0  0
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 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 40  1  0  0  0  0
M  END

     RDKit          3D

 80 83  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309082204532D          

 40 43  0  0  1  0            999 V2000
   -4.6148    2.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9004    1.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859    2.1998    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1859    3.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4714    1.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4714    0.9623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7570    2.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3320    2.9051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6686    2.5625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1383    3.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6741    3.0512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205    3.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2330    4.1130    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5151    4.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633    3.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3952    4.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5385    3.1988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0425    0.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751    0.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300   -0.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1451   -0.9747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4550   -0.3073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7099    0.4773    0.0000 C   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
  3  4  1  6  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
 10  9  1  6  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 20 26  1  0  0  0  0
 10 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 20 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 34  1  1  0  0  0
  8 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0260667

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)C(=O)O[C@@H](C[C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@@H]1C(=O)C[C@H](O)[C@]21CO1)C1=CC(=O)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C29H40O11/c1-7-15(2)26(35)40-21(19-9-24(34)36-12-19)11-27(6)16(3)8-23(39-18(5)31)28(13-37-17(4)30)25(27)20(32)10-22(33)29(28)14-38-29/h9,15-16,21-23,25,33H,7-8,10-14H2,1-6H3/t15-,16+,21-,22-,23-,25+,27-,28+,29+/m0/s1

> <INCHI_KEY>
FBRDVUZJHINCDE-OKVAHJLYSA-N

> <FORMULA>
C29H40O11

> <MOLECULAR_WEIGHT>
564.628

> <EXACT_MASS>
564.257062108

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
58.14123712937065

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
1.7486312476666659

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.667924175011233

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.593733137894455

> <JCHEM_PKA_STRONGEST_BASIC>
-3.362779052341221

> <JCHEM_POLAR_SURFACE_AREA>
155.02999999999997

> <JCHEM_REFRACTIVITY>
138.0023

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-2-[(1R,2S,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxirane]-5-yl]-1-(5-oxo-2H-furan-3-yl)ethyl (2S)-2-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.614   4.106   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.281   3.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.947   4.106   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.947   5.646   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.613   3.336   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.613   1.796   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -3.280   4.106   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.946   3.336   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.612   4.106   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.721   3.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.269   2.157   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.711   2.157   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.185   0.709   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.228   2.424   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.755   3.871   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.271   4.138   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.261   2.959   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.778   3.226   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.734   1.512   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.765   5.051   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.149   4.376   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.426   5.237   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.810   4.562   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.116   3.746   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.086   5.423   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.248   4.783   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.258   5.963   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.258   5.696   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.785   7.410   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.302   7.678   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.828   9.125   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.291   6.498   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.471   7.488   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.739   5.971   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -1.946   1.796   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.700   0.891   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.176  -0.574   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -0.271  -1.819   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -2.716  -0.574   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -3.192   0.891   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   35                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   26                                             
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   21   26   32                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   20   10   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   20   33   34                                             
CONECT   33   32   34                                                       
CONECT   34   33   32                                                       
CONECT   35    8   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   35                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₀O₁₁

Average Mass

564.6280 Da

Monoisotopic Mass

564.25706 Da

IUPAC Name

(1S)-2-[(1R,2S,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-5-yl]-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2S)-2-methylbutanoate

Traditional Name

(1S)-2-[(1R,2S,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxirane]-5-yl]-1-(5-oxo-2H-furan-3-yl)ethyl (2S)-2-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC[C@H](C)C(=O)O[C@@H](C[C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@@H]1C(=O)C[C@H](O)[C@]21CO1)C1=CC(=O)OC1

InChI Identifier

InChI=1S/C29H40O11/c1-7-15(2)26(35)40-21(19-9-24(34)36-12-19)11-27(6)16(3)8-23(39-18(5)31)28(13-37-17(4)30)25(27)20(32)10-22(33)29(28)14-38-29/h9,15-16,21-23,25,33H,7-8,10-14H2,1-6H3/t15-,16+,21-,22-,23-,25+,27-,28+,29+/m0/s1

InChI Key

FBRDVUZJHINCDE-OKVAHJLYSA-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 reptans	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Fatty acid ester
2-furanone
Fatty acyl
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Ketone
Lactone
Dialkyl ether
Oxacycle
Oxirane
Ether
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
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	1.75	ChemAxon
pKa (Strongest Acidic)	5.59	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	155.03 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	138 m³·mol⁻¹	ChemAxon
Polarizability	58.14 Å³	ChemAxon
Number of Rings	4	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

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

31147155

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76312393

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate (NP0260667)

MOL for NP0260667 ((1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate)

3D MOL for NP0260667 ((1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate)

3D SDF for NP0260667 ((1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate)

3D-SDF for NP0260667 ((1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate)

PDB for NP0260667 ((1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate)

3D PDB for NP0260667 ((1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate)

SMILES for NP0260667 ((1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate)

INCHI for NP0260667 ((1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate)

Structure for NP0260667 ((1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate)

3D Structure for NP0260667 ((1s)-2-[(1r,2s,4ar,5s,6r,8s,8ar)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-2-hydroxy-5,6-dimethyl-4-oxo-hexahydrospiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2h-furan-3-yl)ethyl (2s)-2-methylbutanoate)