NP-MRD: Showing NP-Card for 6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one (NP0253266)

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Record Information

Version

2.0

Created at

2022-09-07 17:05:44 UTC

Updated at

2022-09-07 17:05:44 UTC

NP-MRD ID

NP0253266

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one

Description

6-(3,4-Dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-hexahydrofuro[3,4-c]furan-1-one belongs to the class of organic compounds known as lignan lactones. These are lignans that contain a lactone moiety. They include 1-aryltetralin lactones, dibenzylbutyrolactone lignans, and podophyllotoxins, among others. 6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one is found in Syzygium cumini. 6-(3,4-Dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-hexahydrofuro[3,4-c]furan-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201503482D          

 26 29  0  0  0  0            999 V2000
    0.2498   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666   -2.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -3.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446    3.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007    1.3686    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  9 17  1  0  0  0  0
 12 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 18 26  1  0  0  0  0
M  END

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
   -0.8150   -3.1643    0.0683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2359   -2.0545   -0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0179   -1.8788   -0.6151 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2959   -0.4967   -0.7787 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7492   -0.2034   -0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4222    0.6188   -1.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7918    0.8656   -1.3476 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4541    1.6985   -2.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4916    0.2883   -0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8399    0.4786   -0.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7821   -0.5504    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5037   -1.1353    1.6099 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4519   -0.7799    0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4826    0.1231    0.3284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0679    1.4296   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0903    1.0900   -1.0229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6497   -0.0934   -0.6191 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0664    0.0396   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543    1.0706    0.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7542    1.2267    1.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7289    0.3354    0.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0623    0.4650    1.1163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3559   -0.6970   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3694   -1.5779   -0.5194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0424   -0.8517   -0.5726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7686   -0.7335    0.3968 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9622   -0.1294   -1.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9161    1.0872   -2.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4096    1.9047   -2.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3763    1.0636   -0.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9933   -1.7335    2.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9507   -1.4363    1.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108    0.1962    1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7094    1.9585   -0.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298    2.1294    0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6583   -0.7730   -1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6770    1.7672    0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0274    2.0462    1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3769    1.1896    1.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1011   -2.3381   -1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7812   -1.6699   -1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1983   -0.7755    1.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
 18 25  1  0
 25 23  2  0
 23 24  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 26  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 23 21  1  0
 26 17  1  0
 13  5  1  0
 26 14  1  0
 22 39  1  0
 20 38  1  0
 19 37  1  0
 25 41  1  0
 24 40  1  0
 17 36  1  6
 15 34  1  0
 15 35  1  0
 14 33  1  1
  4 27  1  6
 26 42  1  1
  6 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
M  END


  Mrv1533004201503482D          

 26 29  0  0  0  0            999 V2000
    0.2498   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666   -2.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -3.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446    3.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007    1.3686    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  9 17  1  0  0  0  0
 12 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 18 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0253266

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1O)C1OCC2C(OC(=O)C12)C1=CC(O)=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O8/c19-10-2-1-7(3-11(10)20)17-14-9(6-25-17)16(26-18(14)24)8-4-12(21)15(23)13(22)5-8/h1-5,9,14,16-17,19-23H,6H2

> <INCHI_KEY>
DTZCVRFYONZFRA-UHFFFAOYSA-N

> <FORMULA>
C18H16O8

> <MOLECULAR_WEIGHT>
360.318

> <EXACT_MASS>
360.084517475

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.66407041789993

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-hexahydrofuro[3,4-c]furan-1-one

> <ALOGPS_LOGP>
1.72

> <JCHEM_LOGP>
1.5939747026666662

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.35635235425458

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.67812017211735

> <JCHEM_PKA_STRONGEST_BASIC>
-4.184359084808552

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
87.9188

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3H-furo[3,4-c]furan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  O   UNK     0       0.466  -7.580   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.942  -6.116   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.088  -4.971   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.388  -3.507   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.894  -3.186   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.924  -4.331   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.449  -5.795   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.479  -6.940   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.370  -1.722   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.465  -0.476   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.834   0.294   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.204  -0.476   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.775  -3.186   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.775   2.235   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.744   3.379   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.220   4.844   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.190   5.988   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.727   5.164   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.203   6.629   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.757   4.019   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.264   4.340   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.281   2.555   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    5   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    9   12                                                  
CONECT   18   13   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   18                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₈

Average Mass

360.3180 Da

Monoisotopic Mass

360.08452 Da

IUPAC Name

6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-hexahydrofuro[3,4-c]furan-1-one

Traditional Name

6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3H-furo[3,4-c]furan-1-one

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1O)C1OCC2C(OC(=O)C12)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C18H16O8/c19-10-2-1-7(3-11(10)20)17-14-9(6-25-17)16(26-18(14)24)8-4-12(21)15(23)13(22)5-8/h1-5,9,14,16-17,19-23H,6H2

InChI Key

DTZCVRFYONZFRA-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
Syzygium cumini	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan lactones. These are lignans that contain a lactone moiety. They include 1-aryltetralin lactones, dibenzylbutyrolactone lignans, and podophyllotoxins, among others.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan lactones

Sub Class

Not Available

Direct Parent

Lignan lactones

Alternative Parents

Substituents

Furanoid lignan
Lignan lactone
Furofuran lignan skeleton
Benzenetriol
Pyrogallol derivative
Catechol
Furofuran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen 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	1.72	ALOGPS
logP	1.59	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.68	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	87.92 m³·mol⁻¹	ChemAxon
Polarizability	34.66 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one (NP0253266)

MOL for NP0253266 (6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one)

3D MOL for NP0253266 (6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one)

3D SDF for NP0253266 (6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one)

3D-SDF for NP0253266 (6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one)

PDB for NP0253266 (6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one)

3D PDB for NP0253266 (6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one)

SMILES for NP0253266 (6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one)

INCHI for NP0253266 (6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one)

Structure for NP0253266 (6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one)

3D Structure for NP0253266 (6-(3,4-dihydroxyphenyl)-3-(3,4,5-trihydroxyphenyl)-tetrahydro-3h-furo[3,4-c]furan-1-one)