NP-MRD: Showing NP-Card for [3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate (NP0328891)

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Record Information

Version

2.0

Created at

2022-09-12 12:45:40 UTC

Updated at

2022-09-12 12:45:40 UTC

NP-MRD ID

NP0328891

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Description

[3,4,5-Trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. [3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate is found in Laguncularia racemosa, Morella rubra, Quercus acutissima and Terminalia catappa. [3,4,5-Trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261500362D          

 34 36  0  0  0  0            999 V2000
    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 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
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  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  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 14 22  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  1  0  0  0  0
  5 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  2  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
   -6.8694   -0.5595    3.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2278   -0.1344    1.8174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2002    0.1522    0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8748    0.0335    1.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8316    0.3164    0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5393    0.1733    0.8255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3631    0.4034    0.1066 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5990   -0.7512   -0.0444 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702   -0.5315    0.0581 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4413   -1.8494   -0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8459   -1.7994   -0.1933 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5648   -0.9735   -1.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130   -0.2226   -1.8496 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0418   -0.9034   -0.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7432   -1.6880   -0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1246   -1.6313   -0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8516   -2.4214    0.8973 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8564   -0.7927   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2470   -0.7512   -0.7509 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1462   -0.0136   -1.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8558    0.8320   -2.5479 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7706   -0.0695   -1.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1257   -0.1245    1.4721 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8543   -1.1943    2.3145 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3419    1.0941    1.8267 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1816    2.1838    2.1254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720    1.5325    0.7342 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0359    2.2893   -0.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1933    0.7270   -0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5356    0.8569   -1.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8915    1.2736   -2.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8529    1.5674   -3.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5381    0.5676   -0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8866    0.6785   -0.6711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3734   -1.5632    3.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1157    0.1251    3.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7894   -0.6231    3.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6045   -0.2909    2.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6003    0.7375   -0.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255    0.2624   -0.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1208   -2.0976   -1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283   -2.6796    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2130   -2.3501    0.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3627   -3.0512    1.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7078   -1.3479   -0.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460    0.9030   -2.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003    0.5488   -2.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011    0.1018    1.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5465   -1.8850    2.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2635    0.8446    2.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3138    2.7490    1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482    2.2011    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6176    2.8024   -0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440    0.9655   -1.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3262    1.7361   -4.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2737    2.4632   -3.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456    0.7097   -3.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6002    0.4680   -0.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
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 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
  9 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
  5 29  2  0
 29 30  1  0
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 31 32  1  0
 30 33  2  0
 33 34  1  0
 33  3  1  0
 27  7  1  0
 22 14  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  7 39  1  6
  9 40  1  6
 10 41  1  0
 10 42  1  0
 15 43  1  0
 17 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  6
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 25 50  1  1
 26 51  1  0
 27 52  1  1
 28 53  1  0
 29 54  1  0
 32 55  1  0
 32 56  1  0
 32 57  1  0
 34 58  1  0
M  END


  Mrv1533004261500362D          

 34 36  0  0  0  0            999 V2000
    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 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
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8592  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 30 33  2  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328891

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC2OC(COC(=O)C3=CC(O)=C(O)C(O)=C3)C(O)C(O)C2O)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O13/c1-30-12-5-9(6-13(31-2)16(12)25)33-21-19(28)18(27)17(26)14(34-21)7-32-20(29)8-3-10(22)15(24)11(23)4-8/h3-6,14,17-19,21-28H,7H2,1-2H3

> <INCHI_KEY>
PEDPLRRJVRRGHQ-UHFFFAOYSA-N

> <FORMULA>
C21H24O13

> <MOLECULAR_WEIGHT>
484.41

> <EXACT_MASS>
484.121690833

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
45.54835684174738

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
0.36730843166666605

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.670188221279814

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.096125467403072

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6491104814651605

> <JCHEM_POLAR_SURFACE_AREA>
204.82999999999996

> <JCHEM_REFRACTIVITY>
110.85530000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.669 -12.320   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.003 -14.630   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.003 -16.170   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337 -16.940   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      13.337 -18.480   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      14.670 -19.250   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.004 -18.480   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.670 -20.790   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.004 -21.560   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.004 -23.100   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      17.338 -23.870   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      14.670 -23.870   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.670 -25.410   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      13.337 -23.100   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.003 -23.870   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      13.337 -21.560   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669 -16.940   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.669 -18.480   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.002 -16.940   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.002 -13.860   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   29                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   27                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   14                                                       
CONECT   23    9   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    7   28                                                  
CONECT   28   27                                                            
CONECT   29    5   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30    3   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Value	Source
[3,4,5-Trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoic acid	Generator

Chemical Formula

C₂₁H₂₄O₁₃

Average Mass

484.4100 Da

Monoisotopic Mass

484.12169 Da

IUPAC Name

[3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Traditional Name

[3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC(OC2OC(COC(=O)C3=CC(O)=C(O)C(O)=C3)C(O)C(O)C2O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C21H24O13/c1-30-12-5-9(6-13(31-2)16(12)25)33-21-19(28)18(27)17(26)14(34-21)7-32-20(29)8-3-10(22)15(24)11(23)4-8/h3-6,14,17-19,21-28H,7H2,1-2H3

InChI Key

PEDPLRRJVRRGHQ-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
Laguncularia racemosa	LOTUS Database	35616633
Morella rubra	LOTUS Database	35616633
Quercus acutissima	LOTUS Database	35616633
Terminalia catappa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
O-glycosyl compound
Methoxyphenol
Benzoate ester
M-dimethoxybenzene
Dimethoxybenzene
Benzoic acid or derivatives
Pyrogallol derivative
4-alkoxyphenol
Benzenetriol
Methoxybenzene
Anisole
Phenol ether
Benzoyl
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monosaccharide
Monocyclic benzene moiety
Benzenoid
Oxane
Secondary alcohol
Carboxylic acid ester
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Alcohol
Organic oxide
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	0.65	ALOGPS
logP	0.37	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.1	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	204.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	110.86 m³·mol⁻¹	ChemAxon
Polarizability	45.55 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

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 [3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate (NP0328891)

MOL for NP0328891 ([3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D MOL for NP0328891 ([3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D SDF for NP0328891 ([3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D-SDF for NP0328891 ([3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

PDB for NP0328891 ([3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D PDB for NP0328891 ([3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

SMILES for NP0328891 ([3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

INCHI for NP0328891 ([3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

Structure for NP0328891 ([3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)

3D Structure for NP0328891 ([3,4,5-trihydroxy-6-(4-hydroxy-3,5-dimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate)