NP-MRD: Showing NP-Card for 8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate (NP0240864)

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Record Information

Version

2.0

Created at

2022-09-07 00:47:01 UTC

Updated at

2022-09-07 00:47:01 UTC

NP-MRD ID

NP0240864

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate

Description

8-(Acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl 3-(acetyloxy)-2-methylbutanoate belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. 8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate is found in Ajuga chamaepitys. 8-(Acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl 3-(acetyloxy)-2-methylbutanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171523452D          

 44 48  0  0  0  0            999 V2000
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1460   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.5659   -3.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8375   -2.8702    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
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  9 10  2  0  0  0  0
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 43 44  1  0  0  0  0
 36 44  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1533004171523452D          

 44 48  0  0  0  0            999 V2000
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    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7137   -2.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6670   -4.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8466   -4.1399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5110   -4.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2561   -5.6782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6905   -4.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8756   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4631   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2440   -3.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6057   -4.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4226   -4.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1511   -4.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7445   -3.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5570   -4.0274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3829   -3.1427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5659   -3.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8375   -2.8702    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
 16 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  2  0  0  0  0
 30 32  1  0  0  0  0
 27 33  1  0  0  0  0
 12 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 35  1  0  0  0  0
 17 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 43  1  0  0  0  0
 43 44  1  0  0  0  0
 36 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240864

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(OC(C)=O)C(C)C(=O)OC1C(O)CC2C(C)(C3CC4CC(O)OC4O3)C(C)CC(OC(C)=O)C2(COC(C)=O)C11CO1

> <INCHI_IDENTIFIER>
InChI=1S/C31H46O13/c1-14-8-24(41-19(6)34)30(12-38-17(4)32)22(29(14,7)23-9-20-10-25(36)43-28(20)42-23)11-21(35)26(31(30)13-39-31)44-27(37)15(2)16(3)40-18(5)33/h14-16,20-26,28,35-36H,8-13H2,1-7H3

> <INCHI_KEY>
RPBYNKFFNMBQPP-UHFFFAOYSA-N

> <FORMULA>
C31H46O13

> <MOLECULAR_WEIGHT>
626.696

> <EXACT_MASS>
626.293841541

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
64.07065734131302

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl 3-(acetyloxy)-2-methylbutanoate

> <ALOGPS_LOGP>
1.79

> <JCHEM_LOGP>
0.7789776949999982

> <ALOGPS_LOGS>
-3.53

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.07591327655809

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.382630042101106

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2069673827454475

> <JCHEM_POLAR_SURFACE_AREA>
176.65

> <JCHEM_REFRACTIVITY>
147.80550000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl 3-(acetyloxy)-2-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.670  -3.850   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      14.670  -5.390   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      16.004  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      17.338  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      18.672  -1.540   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      20.005  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.339  -6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.866  -4.713   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.339  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.673  -8.470   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.005  -8.470   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.672  -7.700   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      17.338  -8.470   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      18.672 -10.780   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      16.004 -10.780   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.672  -6.160   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.045  -7.567   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      16.514  -7.728   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      15.887  -9.135   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      15.411 -10.599   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      14.356  -9.296   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.568  -6.724   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      15.798  -5.390   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      22.855  -6.427   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      23.531  -7.812   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      25.056  -7.597   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      26.415  -8.320   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      27.523  -7.250   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      29.040  -7.518   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      26.848  -5.866   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      25.323  -6.081   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      23.963  -5.358   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    2    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   33                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   27                                                  
CONECT   17   16   18   19   36                                             
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   16   28   33                                             
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   27   12   34   35                                             
CONECT   34   33   35                                                       
CONECT   35   34   33                                                       
CONECT   36   17   37   44                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   38   44                                                  
CONECT   44   43   36                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Value	Source
8-(Acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl 3-(acetyloxy)-2-methylbutanoic acid	Generator

Chemical Formula

C₃₁H₄₆O₁₃

Average Mass

626.6960 Da

Monoisotopic Mass

626.29384 Da

IUPAC Name

8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl 3-(acetyloxy)-2-methylbutanoate

Traditional Name

8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl 3-(acetyloxy)-2-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(OC(C)=O)C(C)C(=O)OC1C(O)CC2C(C)(C3CC4CC(O)OC4O3)C(C)CC(OC(C)=O)C2(COC(C)=O)C11CO1

InChI Identifier

InChI=1S/C31H46O13/c1-14-8-24(41-19(6)34)30(12-38-17(4)32)22(29(14,7)23-9-20-10-25(36)43-28(20)42-23)11-21(35)26(31(30)13-39-31)44-27(37)15(2)16(3)40-18(5)33/h14-16,20-26,28,35-36H,8-13H2,1-7H3

InChI Key

RPBYNKFFNMBQPP-UHFFFAOYSA-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

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
Furofuran
Fatty acid ester
Fatty acyl
Cyclic alcohol
Tetrahydrofuran
Carboxylic acid ester
Hemiacetal
Secondary alcohol
Ether
Oxirane
Dialkyl ether
Acetal
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
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	1.79	ALOGPS
logP	0.78	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	12.38	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	176.65 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	147.81 m³·mol⁻¹	ChemAxon
Polarizability	64.07 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

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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KEGG Compound ID

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BioCyc ID

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BiGG ID

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Wikipedia Link

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METLIN ID

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PubChem Compound

13966158

PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for 8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate (NP0240864)

MOL for NP0240864 (8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate)

3D MOL for NP0240864 (8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate)

3D SDF for NP0240864 (8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate)

3D-SDF for NP0240864 (8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate)

PDB for NP0240864 (8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate)

3D PDB for NP0240864 (8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate)

SMILES for NP0240864 (8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate)

INCHI for NP0240864 (8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate)

Structure for NP0240864 (8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate)

3D Structure for NP0240864 (8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-{5-hydroxy-hexahydrofuro[2,3-b]furan-2-yl}-5,6-dimethyl-hexahydro-2h-spiro[naphthalene-1,2'-oxiran]-2-yl 3-(acetyloxy)-2-methylbutanoate)