NP-MRD: Showing NP-Card for 4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate (NP0199879)

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Record Information

Version

2.0

Created at

2022-09-04 18:36:27 UTC

Updated at

2022-09-04 18:36:28 UTC

NP-MRD ID

NP0199879

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate

Description

4-{6-[3,4-Bis(acetyloxy)phenyl]-2,5-dioxo-2H,5H-furo[3,2-b]furan-3-yl}phenyl acetate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. 4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate is found in Chroogomphus rutilus. 4-{6-[3,4-Bis(acetyloxy)phenyl]-2,5-dioxo-2H,5H-furo[3,2-b]furan-3-yl}phenyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251509402D          

 34 37  0  0  0  0            999 V2000
    1.6088    3.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    4.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5469    4.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    2.1533    0.0000 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -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
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0404   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -4.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -3.6193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9205   -5.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446   -3.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995   -4.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3065   -4.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9475   -5.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 29 34  2  0  0  0  0
 21 34  1  0  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    9.9873   -0.2388   -1.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5533   -0.1077   -1.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7323   -0.0630   -2.2923 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0448   -0.0306   -0.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6936    0.0950    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2000    1.3648    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8467    1.5573    0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9483    0.5020    0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5426    0.6692    0.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5894    0.0771    0.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3236   -0.7839   -0.7237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0688   -0.8905   -0.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6491   -1.6108   -1.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6472   -0.0587    0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0704    0.0878    0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5749    0.1281    1.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9261    0.2688    2.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7764    0.3706    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1359    0.5129    1.1721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9895   -0.5848    1.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4446   -0.4861    1.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754   -1.7324    1.1144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3218    0.3363   -0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2497    0.4455   -1.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7877   -0.6019   -2.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7845   -0.3140   -3.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3982   -1.7687   -1.7653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9718    0.1955   -0.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215    0.5276    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298    1.3988    1.9751 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0041    1.5207    2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856    2.2149    2.8726 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4329   -0.7590    0.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7834   -0.9329    0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6408    0.4050   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1673    0.0128   -2.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2987   -1.2710   -1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8999    2.1940    0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4797    2.5527    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8544    0.0426    2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2841    0.2953    3.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6672   -0.6166    2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9660   -1.3137    0.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8575    0.4611    1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5471   -1.1382   -3.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3491   -0.1331   -4.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3266    0.6075   -2.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5846    0.1656   -1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7768   -1.6439    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1260   -1.9291   -0.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 33  1  0
 33 34  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 23 28  2  0
 34  5  1  0
 31  9  1  0
 28 15  1  0
 29 10  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  6 38  1  0
  7 39  1  0
 33 49  1  0
 34 50  1  0
 16 40  1  0
 17 41  1  0
 21 42  1  0
 21 43  1  0
 21 44  1  0
 26 45  1  0
 26 46  1  0
 26 47  1  0
 28 48  1  0
M  END


  Mrv1533004251509402D          

 34 37  0  0  0  0            999 V2000
    1.6088    3.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    4.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5469    4.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    2.1533    0.0000 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -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
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0404   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -4.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -3.6193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9205   -5.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446   -3.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995   -4.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3065   -4.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9475   -5.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 29 34  2  0  0  0  0
 21 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0199879

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1=CC=C(C=C1)C1=C2OC(=O)C(=C2OC1=O)C1=CC=C(OC(C)=O)C(OC(C)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H16O10/c1-11(25)30-16-7-4-14(5-8-16)19-21-22(34-23(19)28)20(24(29)33-21)15-6-9-17(31-12(2)26)18(10-15)32-13(3)27/h4-10H,1-3H3

> <INCHI_KEY>
SJAILULFYPLLSV-UHFFFAOYSA-N

> <FORMULA>
C24H16O10

> <MOLECULAR_WEIGHT>
464.382

> <EXACT_MASS>
464.074346715

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
47.08730653237957

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxo-2H,5H-furo[3,2-b]furan-3-yl}phenyl acetate

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
2.0375767449999995

> <ALOGPS_LOGS>
-5.27

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.476492555367479

> <JCHEM_POLAR_SURFACE_AREA>
131.50000000000003

> <JCHEM_REFRACTIVITY>
114.0272

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.50e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       3.003   7.453   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.497   7.773   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.021   9.238   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.466   6.629   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.942   5.164   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.449   4.844   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.924   3.379   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.894   2.235   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.388   2.555   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.088   4.019   0.000  0.00  0.00           C+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  O   UNK     0       5.299   0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.204  -0.476   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.744  -0.476   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.370  -1.722   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.075  -0.476   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.775  -3.186   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.281  -3.507   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.757  -4.971   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.727  -6.116   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.203  -7.580   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.709  -7.900   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.739  -6.756   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       9.185  -9.365   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.220  -5.795   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.190  -6.940   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.666  -8.405   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.172  -8.725   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       3.635  -9.549   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.744  -4.331   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   12   19                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   11   20                                                  
CONECT   20   19                                                            
CONECT   21   16   22   34                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   29   21                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Value	Source
4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxo-2H,5H-furo[3,2-b]furan-3-yl}phenyl acetic acid	Generator

Chemical Formula

C₂₄H₁₆O₁₀

Average Mass

464.3820 Da

Monoisotopic Mass

464.07435 Da

IUPAC Name

4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxo-2H,5H-furo[3,2-b]furan-3-yl}phenyl acetate

Traditional Name

4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1=CC=C(C=C1)C1=C2OC(=O)C(=C2OC1=O)C1=CC=C(OC(C)=O)C(OC(C)=O)=C1

InChI Identifier

InChI=1S/C24H16O10/c1-11(25)30-16-7-4-14(5-8-16)19-21-22(34-23(19)28)20(24(29)33-21)15-6-9-17(31-12(2)26)18(10-15)32-13(3)27/h4-10H,1-3H3

InChI Key

SJAILULFYPLLSV-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
Chroogomphus rutilus	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Phenol ester
Phenoxy compound
Monocyclic benzene moiety
2-furanone
Benzenoid
Dihydrofuran
Enol ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Carbonyl group
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	3.44	ALOGPS
logP	2.04	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	131.5 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	114.03 m³·mol⁻¹	ChemAxon
Polarizability	47.09 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	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

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 4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate (NP0199879)

MOL for NP0199879 (4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate)

3D MOL for NP0199879 (4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate)

3D SDF for NP0199879 (4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate)

3D-SDF for NP0199879 (4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate)

PDB for NP0199879 (4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate)

3D PDB for NP0199879 (4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate)

SMILES for NP0199879 (4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate)

INCHI for NP0199879 (4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate)

Structure for NP0199879 (4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate)

3D Structure for NP0199879 (4-{6-[3,4-bis(acetyloxy)phenyl]-2,5-dioxofuro[3,2-b]furan-3-yl}phenyl acetate)