NP-MRD: Showing NP-Card for ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate (NP0234514)

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Record Information

Version

2.0

Created at

2022-09-06 16:35:44 UTC

Updated at

2022-09-06 16:35:44 UTC

NP-MRD ID

NP0234514

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate

Description

Ethyl (6R)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]Trideca-1(13),4,9,11-tetraene-6-carboxylate belongs to the class of organic compounds known as 7,8-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at the C7- and C8-positions of the coumarin skeleton, respectively. ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate is found in Punica granatum. Based on a literature review very few articles have been published on ethyl (6R)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]Trideca-1(13),4,9,11-tetraene-6-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062218352D          

 28 30  0  0  1  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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  0  0  0  0
  4  5  2  0  0  0  0
  4  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    5.1399   -3.3795    0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2011   -2.6223    0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7147   -1.5238    0.7804 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066   -0.6055    0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4824   -0.8395   -0.9611 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2962    0.5379    0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2300    1.3335    0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0992    1.1387    0.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0943    1.9423    0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4243    1.8775    0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3655    2.7168   -0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9950    3.7067   -0.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9565    4.5418   -1.5397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6588    3.8131   -1.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3004    4.8110   -2.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7072    2.9513   -0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5579    3.1339   -1.0018 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4970    2.3884   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253    2.5610   -0.7471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7779    0.9135    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9554    0.7571    1.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7785    0.1362    2.1098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5579   -0.0738    1.4113 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0021   -1.0686    0.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126   -1.5336   -0.4631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3311   -1.4774    0.2365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141   -2.4026   -0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0088   -3.7228   -0.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5177   -4.3111    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5753   -3.5643    1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9799   -2.6903    1.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8233   -2.1996   -0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4140   -3.2987   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1148    0.2424    2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057    1.2260    1.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4162    2.6549    0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9160    4.4227   -1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128    4.8915   -2.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823   -0.5881    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232   -1.9562   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7996   -2.5856   -0.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -4.1357    0.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9546   -3.6930   -0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4953   -4.4264   -1.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 10  1  0
 10  9  2  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 16 14  2  0
 14 15  1  0
 14 12  1  0
 12 13  1  0
 12 11  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 18  7  1  0
  9  8  1  0
 11 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  6 34  1  0
  6 35  1  0
 23 39  1  1
 15 38  1  0
 13 37  1  0
 11 36  1  0
 27 40  1  0
 27 41  1  0
 28 42  1  0
 28 43  1  0
 28 44  1  0
M  END


  Mrv1652309062218352D          

 28 30  0  0  1  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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  0  0  0  0
  4  5  2  0  0  0  0
  4  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0234514

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)CC1=C2[C@@H](OC(=O)C3=C2C(OC1=O)=C(O)C(O)=C3)C(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O10/c1-3-25-10(20)6-8-12-11-7(16(22)28-15(12)18(24)26-4-2)5-9(19)13(21)14(11)27-17(8)23/h5,15,19,21H,3-4,6H2,1-2H3/t15-/m1/s1

> <INCHI_KEY>
ZSGXCHNAYOOIFO-OAHLLOKOSA-N

> <FORMULA>
C18H16O10

> <MOLECULAR_WEIGHT>
392.316

> <EXACT_MASS>
392.074346715

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.90690415391547

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl (6R)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(12),4,9(13),10-tetraene-6-carboxylate

> <JCHEM_LOGP>
1.3821274596666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.747462450919103

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.149250750832127

> <JCHEM_PKA_STRONGEST_BASIC>
-4.791302867295273

> <JCHEM_POLAR_SURFACE_AREA>
145.66

> <JCHEM_REFRACTIVITY>
90.81989999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (6R)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(12),4,9(13),10-tetraene-6-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      13.337  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9   23                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    9   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17    7   19                                                  
CONECT   19   18                                                            
CONECT   20   10   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22    8   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
Ethyl (6R)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0,]trideca-1(13),4,9,11-tetraene-6-carboxylic acid	Generator

Chemical Formula

C₁₈H₁₆O₁₀

Average Mass

392.3160 Da

Monoisotopic Mass

392.07435 Da

IUPAC Name

ethyl (6R)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(12),4,9(13),10-tetraene-6-carboxylate

Traditional Name

ethyl (6R)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(12),4,9(13),10-tetraene-6-carboxylate

CAS Registry Number

Not Available

SMILES

CCOC(=O)CC1=C2[C@@H](OC(=O)C3=C2C(OC1=O)=C(O)C(O)=C3)C(=O)OCC

InChI Identifier

InChI=1S/C18H16O10/c1-3-25-10(20)6-8-12-11-7(16(22)28-15(12)18(24)26-4-2)5-9(19)13(21)14(11)27-17(8)23/h5,15,19,21H,3-4,6H2,1-2H3/t15-/m1/s1

InChI Key

ZSGXCHNAYOOIFO-OAHLLOKOSA-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
Punica granatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,8-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at the C7- and C8-positions of the coumarin skeleton, respectively.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7,8-dihydroxycoumarins

Alternative Parents

Substituents

7,8-dihydroxycoumarin
Gallic acid or derivatives
Dihydroxybenzoic acid
Benzopyran
2-benzopyran
1-benzopyran
Tricarboxylic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
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	1.38	ChemAxon
pKa (Strongest Acidic)	7.15	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	145.66 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	90.82 m³·mol⁻¹	ChemAxon
Polarizability	36.91 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162942104

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate (NP0234514)

MOL for NP0234514 (ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate)

3D MOL for NP0234514 (ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate)

3D SDF for NP0234514 (ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate)

3D-SDF for NP0234514 (ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate)

PDB for NP0234514 (ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate)

3D PDB for NP0234514 (ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate)

SMILES for NP0234514 (ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate)

INCHI for NP0234514 (ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate)

Structure for NP0234514 (ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate)

3D Structure for NP0234514 (ethyl (6r)-4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),4,9(13),10-tetraene-6-carboxylate)