NP-MRD: Showing NP-Card for [4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid (NP0241278)

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Record Information

Version

2.0

Created at

2022-09-07 01:18:50 UTC

Updated at

2022-09-07 01:18:51 UTC

NP-MRD ID

NP0241278

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid

Description

3,5-Di-O-galloyl-1,4-galactarolactone belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. 3,5-Di-O-galloyl-1,4-galactarolactone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 3,5-Di-O-galloyl-1,4-galactarolactone has been detected, but not quantified in, fruits. [4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid is found in Phyllanthus emblica. This could make 3,5-di-O-galloyl-1,4-galactarolactone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061309382D          

 35 37  0  0  0  0            999 V2000
    2.4675   -5.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5114   -6.4260    0.0000 C   0  0  0  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   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6829   -5.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0806   -5.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -6.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9091   -6.7231    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
   -0.1787   -3.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -3.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -5.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912   -3.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652   -5.6612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9529   -7.7850    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
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5222   -7.2751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5143   -4.6332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2852   -5.3219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4117   -3.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2413   -4.2600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392   -2.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  6  4  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  2  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18  5  1  0  0  0  0
 19  6  1  0  0  0  0
 20 13  1  0  0  0  0
 21  7  1  0  0  0  0
 22  8  1  0  0  0  0
 23  9  1  0  0  0  0
 24 10  1  0  0  0  0
 25 11  1  0  0  0  0
 26 12  1  0  0  0  0
 27 13  1  0  0  0  0
 28 17  2  0  0  0  0
 29 17  1  0  0  0  0
 30 18  2  0  0  0  0
 31 19  2  0  0  0  0
 32 20  2  0  0  0  0
 33 14  1  0  0  0  0
 33 18  1  0  0  0  0
 34 15  1  0  0  0  0
 34 20  1  0  0  0  0
 35 16  1  0  0  0  0
 35 19  1  0  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
   -2.6649    0.4714   -2.7638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6884    0.9126   -1.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    1.4131   -1.0683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3148    1.3780   -1.8943 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1244    2.7874   -2.1858 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0317    2.9852   -3.5867 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6085    2.7142   -1.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3688    3.7190   -1.8962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9820    1.3593   -1.7564 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8266    0.7390   -1.2347 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8202    0.5634    0.2481 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7491   -0.3078    0.6277 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9678   -1.3665    1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0453   -1.8220    2.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2901   -2.0334    1.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5301   -3.0719    2.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7533   -3.7086    2.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9119   -4.7535    3.3048 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7783   -3.2734    1.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0006   -3.8813    1.6372 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5217   -2.1990    0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5729   -1.7790   -0.0937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3131   -1.5841    0.6605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1780    1.9380    0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2200    1.9822    1.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4067    3.0139    0.7563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9448    0.8467   -0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0418    1.2054    0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672    1.1294    1.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4047    1.4837    2.4935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4032    0.6807    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6109    0.6042    1.1469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3046    0.3127   -0.8450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4743   -0.1337   -1.4654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0946    0.4153   -1.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5978    0.8557   -2.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4024    3.5647   -1.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7959    2.7754   -4.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566   -0.3320   -1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2527    0.5006    0.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203   -3.4068    2.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537   -5.2672    3.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2591   -4.6412    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4704   -2.2150   -0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0915   -0.7559    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5288    3.2073    0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716    1.5561    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2828    1.4421    2.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4327    0.2704    0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4952   -0.4141   -2.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0119    0.1195   -2.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  2  0
  4 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 11 24  1  0
 24 26  1  0
 24 25  2  0
  7  5  1  0
 23 15  1  0
 35 27  1  0
  6 38  1  0
  5 37  1  1
  4 36  1  6
 28 47  1  0
 30 48  1  0
 32 49  1  0
 34 50  1  0
 35 51  1  0
 10 39  1  6
 11 40  1  1
 16 41  1  0
 18 42  1  0
 20 43  1  0
 22 44  1  0
 23 45  1  0
 26 46  1  0
M  END


  Mrv0541 05061309382D          

 35 37  0  0  0  0            999 V2000
    2.4675   -5.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5114   -6.4260    0.0000 C   0  0  0  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   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6829   -5.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0806   -5.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -6.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9091   -6.7231    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
   -0.1787   -3.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -3.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -5.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912   -3.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652   -5.6612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9529   -7.7850    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
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5222   -7.2751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5143   -4.6332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2852   -5.3219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4117   -3.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2413   -4.2600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392   -2.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  6  4  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  2  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18  5  1  0  0  0  0
 19  6  1  0  0  0  0
 20 13  1  0  0  0  0
 21  7  1  0  0  0  0
 22  8  1  0  0  0  0
 23  9  1  0  0  0  0
 24 10  1  0  0  0  0
 25 11  1  0  0  0  0
 26 12  1  0  0  0  0
 27 13  1  0  0  0  0
 28 17  2  0  0  0  0
 29 17  1  0  0  0  0
 30 18  2  0  0  0  0
 31 19  2  0  0  0  0
 32 20  2  0  0  0  0
 33 14  1  0  0  0  0
 33 18  1  0  0  0  0
 34 15  1  0  0  0  0
 34 20  1  0  0  0  0
 35 16  1  0  0  0  0
 35 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241278

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C(OC(=O)C2=CC(O)=C(O)C(O)=C2)C(OC1=O)C(OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O15/c21-7-1-5(2-8(22)11(7)25)18(30)33-14-13(27)20(32)34-15(14)16(17(28)29)35-19(31)6-3-9(23)12(26)10(24)4-6/h1-4,13-16,21-27H,(H,28,29)

> <INCHI_KEY>
DRESSPOLWVWPPB-UHFFFAOYSA-N

> <FORMULA>
C20H16O15

> <MOLECULAR_WEIGHT>
496.332

> <EXACT_MASS>
496.048919842

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
43.85170206124602

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl]-2-(3,4,5-trihydroxybenzoyloxy)acetic acid

> <ALOGPS_LOGP>
2.43

> <JCHEM_LOGP>
0.7442091193333333

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.803670479217135

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.38956690764076

> <JCHEM_PKA_STRONGEST_BASIC>
-5.548942536537049

> <JCHEM_POLAR_SURFACE_AREA>
257.80999999999995

> <JCHEM_REFRACTIVITY>
106.17559999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.85e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.606 -10.013   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.821 -11.995   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.141 -10.489   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.750 -11.043   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.966 -13.026   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.430 -12.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.334  -7.242   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.173  -6.922   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.997  -9.458   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.104  -5.908   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.215 -10.568   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.645 -14.532   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.575 -13.580   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.960  -8.649   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.532  -9.934   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -2.635  -5.747   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.317  -7.952   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -0.073  -4.764   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
CONECT    1    5    7                                                       
CONECT    2    5    8                                                       
CONECT    3    6    9                                                       
CONECT    4    6   10                                                       
CONECT    5    1    2   18                                                  
CONECT    6    3    4   19                                                  
CONECT    7    1   11   21                                                  
CONECT    8    2   11   22                                                  
CONECT    9    3   12   23                                                  
CONECT   10    4   12   24                                                  
CONECT   11    7    8   25                                                  
CONECT   12    9   10   26                                                  
CONECT   13   14   20   27                                                  
CONECT   14   13   15   33                                                  
CONECT   15   14   16   34                                                  
CONECT   16   15   17   35                                                  
CONECT   17   16   28   29                                                  
CONECT   18    5   30   33                                                  
CONECT   19    6   31   35                                                  
CONECT   20   13   32   34                                                  
CONECT   21    7                                                            
CONECT   22    8                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28   17                                                            
CONECT   29   17                                                            
CONECT   30   18                                                            
CONECT   31   19                                                            
CONECT   32   20                                                            
CONECT   33   14   18                                                       
CONECT   34   15   20                                                       
CONECT   35   16   19                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Value	Source
2-[4-Hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl]-2-(3,4,5-trihydroxybenzoyloxy)acetate	Generator

Chemical Formula

C₂₀H₁₆O₁₅

Average Mass

496.3320 Da

Monoisotopic Mass

496.04892 Da

IUPAC Name

2-[4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl]-2-(3,4,5-trihydroxybenzoyloxy)acetic acid

Traditional Name

[4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid

CAS Registry Number

Not Available

SMILES

OC1C(OC(=O)C2=CC(O)=C(O)C(O)=C2)C(OC1=O)C(OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=O

InChI Identifier

InChI=1S/C20H16O15/c21-7-1-5(2-8(22)11(7)25)18(30)33-14-13(27)20(32)34-15(14)16(17(28)29)35-19(31)6-3-9(23)12(26)10(24)4-6/h1-4,13-16,21-27H,(H,28,29)

InChI Key

DRESSPOLWVWPPB-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
Phyllanthus emblica	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Benzoate ester
Benzoic acid or derivatives
Pyrogallol derivative
Benzenetriol
Benzoyl
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid
Organoheterocyclic compound
Oxacycle
Polyol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.43	ALOGPS
logP	0.74	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	2.39	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	257.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.18 m³·mol⁻¹	ChemAxon
Polarizability	43.85 Å³	ChemAxon
Number of Rings	3	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

HMDB0037204

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016209

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

85201166

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid (NP0241278)

MOL for NP0241278 ([4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid)

3D MOL for NP0241278 ([4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid)

3D SDF for NP0241278 ([4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid)

3D-SDF for NP0241278 ([4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid)

PDB for NP0241278 ([4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid)

3D PDB for NP0241278 ([4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid)

SMILES for NP0241278 ([4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid)

INCHI for NP0241278 ([4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid)

Structure for NP0241278 ([4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid)

3D Structure for NP0241278 ([4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl](3,4,5-trihydroxybenzoyloxy)acetic acid)