NP-MRD: Showing NP-Card for (1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate (NP0170056)

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Record Information

Version

2.0

Created at

2022-09-03 06:07:35 UTC

Updated at

2022-09-03 06:07:35 UTC

NP-MRD ID

NP0170056

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Scupolin C belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. Based on a literature review very few articles have been published on Scupolin C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032208072D          

 46 51  0  0  1  0            999 V2000
    1.2580    2.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9886    2.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6858    2.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0221    1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249    0.7668    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5943    1.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1028    0.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8695    1.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3962    0.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2195    0.4316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551   -0.3185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1557   -0.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3584   -0.0575    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5408    0.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1644    0.1186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4149    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209    1.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7763    0.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5258   -0.3153    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.7019   -1.1213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3136   -0.6206    0.0000 O   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
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  7 12  1  0  0  0  0
 13  5  1  6  0  0  0
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 27 32  1  0  0  0  0
 22 33  1  0  0  0  0
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 33 43  1  0  0  0  0
 43 44  1  0  0  0  0
 13 44  1  0  0  0  0
 44 45  1  1  0  0  0
 44 46  1  6  0  0  0
M  END

     RDKit          3D

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  1  2  1  0
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M  END


  Mrv1652309032208072D          

 46 51  0  0  1  0            999 V2000
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   -0.1557   -0.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3584   -0.0575    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5408    0.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1644    0.1186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4149    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209    1.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7763    0.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5258   -0.3153    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3119   -0.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019   -1.1213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7199   -0.4914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8107   -1.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663   -1.6426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2310   -1.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6394   -0.4372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9865   -1.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6512   -0.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4068   -1.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4976   -2.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8330   -2.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0774   -2.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694   -1.2774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0248   -1.8874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7743   -2.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9683   -2.8495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3298   -3.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1358   -3.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6913   -3.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4408   -4.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6348   -4.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0793   -4.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634   -1.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1079   -0.8435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4789   -1.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136   -0.6206    0.0000 O   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  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
  7 12  1  0  0  0  0
 13  5  1  6  0  0  0
 13 14  1  1  0  0  0
 13 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
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 21  1  1  0  0  0
 19 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 22 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 42  1  0  0  0  0
 33 43  1  0  0  0  0
 43 44  1  0  0  0  0
 13 44  1  0  0  0  0
 44 45  1  1  0  0  0
 44 46  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0170056

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H](CC1=CC(=O)OC1)[C@]1(C)[C@H]2CCC[C@]3(CO3)[C@]2(COC(=O)C2=CC=CC=C2)[C@H](C[C@]1(C)O)OC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C36H40O10/c1-23(37)45-28(17-24-18-30(38)42-20-24)34(3)27-15-10-16-35(21-44-35)36(27,22-43-31(39)25-11-6-4-7-12-25)29(19-33(34,2)41)46-32(40)26-13-8-5-9-14-26/h4-9,11-14,18,27-29,41H,10,15-17,19-22H2,1-3H3/t27-,28+,29+,33+,34+,35+,36+/m1/s1

> <INCHI_KEY>
WEMANRXAHPPLNI-HZXVDWMXSA-N

> <FORMULA>
C36H40O10

> <MOLECULAR_WEIGHT>
632.706

> <EXACT_MASS>
632.262147488

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
65.91351008498575

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
3.98

> <JCHEM_LOGP>
4.701088523333331

> <ALOGPS_LOGS>
-5.78

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.400076994965517

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.105244887386489

> <JCHEM_PKA_STRONGEST_BASIC>
-3.061256821709417

> <JCHEM_POLAR_SURFACE_AREA>
137.96

> <JCHEM_REFRACTIVITY>
165.22759999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.05e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       2.348   4.509   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.712   3.794   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.013   4.617   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.775   2.255   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.473   1.431   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.109   2.147   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.192   1.323   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.623   1.892   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.606   0.707   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.143   0.806   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.783  -0.595   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.291  -0.214   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.536  -0.107   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.009   0.098   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.040   0.221   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.508   1.689   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.012   2.017   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.049   0.879   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.582  -0.589   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.049  -1.056   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.910  -2.093   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.077  -0.917   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.247  -2.448   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.657  -3.066   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.898  -2.154   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.660  -0.816   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.308  -2.772   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.549  -1.860   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.959  -2.479   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.129  -4.009   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.888  -4.922   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.478  -4.303   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.609  -2.384   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.646  -3.523   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.179  -4.990   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       3.674  -5.319   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.216  -6.129   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.720  -5.800   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.757  -6.939   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.289  -8.406   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.785  -8.735   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.748  -7.596   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.105  -2.713   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.068  -1.575   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       0.894  -2.571   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       0.585  -1.158   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    7                                                       
CONECT   13    5   14   15   44                                             
CONECT   14   13                                                            
CONECT   15   13   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19   21                                                       
CONECT   21   20   19                                                       
CONECT   22   19   15   23   33                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   27                                                       
CONECT   33   22   34   43                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   37                                                       
CONECT   43   33   44                                                       
CONECT   44   43   13   45   46                                             
CONECT   45   44                                                            
CONECT   46   44                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₄₀O₁₀

Average Mass

632.7060 Da

Monoisotopic Mass

632.26215 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H](CC1=CC(=O)OC1)[C@]1(C)[C@H]2CCC[C@]3(CO3)[C@]2(COC(=O)C2=CC=CC=C2)[C@H](C[C@]1(C)O)OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C36H40O10/c1-23(37)45-28(17-24-18-30(38)42-20-24)34(3)27-15-10-16-35(21-44-35)36(27,22-43-31(39)25-11-6-4-7-12-25)29(19-33(34,2)41)46-32(40)26-13-8-5-9-14-26/h4-9,11-14,18,27-29,41H,10,15-17,19-22H2,1-3H3/t27-,28+,29+,33+,34+,35+,36+/m1/s1

InChI Key

WEMANRXAHPPLNI-HZXVDWMXSA-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

Not Available

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
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
2-furanone
Benzenoid
Cyclic alcohol
Dihydrofuran
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Ether
Oxirane
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Alcohol
Carbonyl group
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.98	ALOGPS
logP	4.7	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	7.11	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	137.96 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	165.23 m³·mol⁻¹	ChemAxon
Polarizability	65.91 Å³	ChemAxon
Number of Rings	6	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

8779434

KEGG Compound ID

Not Available

BioCyc ID

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BiGG ID

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Wikipedia Link

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METLIN ID

Not Available

PubChem Compound

10604066

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 (1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate (NP0170056)

MOL for NP0170056 ((1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate)

3D MOL for NP0170056 ((1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate)

3D SDF for NP0170056 ((1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate)

3D-SDF for NP0170056 ((1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate)

PDB for NP0170056 ((1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate)

3D PDB for NP0170056 ((1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate)

SMILES for NP0170056 ((1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate)

INCHI for NP0170056 ((1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate)

Structure for NP0170056 ((1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate)

3D Structure for NP0170056 ((1r,4ar,5s,6s,8s,8ar)-5-[(1s)-1-(acetyloxy)-2-(5-oxo-2h-furan-3-yl)ethyl]-8-(benzoyloxy)-6-hydroxy-5,6-dimethyl-hexahydrospiro[naphthalene-1,2'-oxiran]-8a-ylmethyl benzoate)