NP-MRD: Showing NP-Card for 2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol (NP0184414)

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Record Information

Version

2.0

Created at

2022-09-03 23:32:20 UTC

Updated at

2022-09-03 23:32:21 UTC

NP-MRD ID

NP0184414

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Description

Garcimangosone D 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. Garcimangosone D is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Garcimangosone D has been detected, but not quantified in, fruits. 2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol is found in Garcinia mangostana, Hypericum sampsonii, Hypericum thasium and Polygala karensium. This could make garcimangosone D a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061310122D          

 28 30  0  0  0  0            999 V2000
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20  8  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  1  0  0  0  0
 23 15  2  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 12  1  0  0  0  0
 27 19  1  0  0  0  0
 28 13  1  0  0  0  0
 28 19  1  0  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
    3.6690    0.9207   -2.3043 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9228    0.7276   -1.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8458   -0.6370   -0.8051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8850   -1.7178   -1.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9005   -2.9967   -1.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8764   -3.2218    0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8375   -2.1668    1.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8216   -0.8741    0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    1.8477   -0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7065    3.1146   -0.8706 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9268    3.4382   -1.4447 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9276    4.1789   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7171    3.9724    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0312    5.0180    0.6877 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2387    2.6756    0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675    1.6192   -0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117    0.3166   -0.0607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6858   -0.0910    0.5049 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6019   -0.1845   -0.5881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8594   -0.1258    0.0104 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8348    0.1439   -1.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1389    0.2348   -0.7026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1226   -1.4162    0.7078 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3445   -1.4313    1.3804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0511   -1.8185    1.6822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1422   -3.1866    1.9327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6638   -1.4208    1.2167 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2687   -2.4408    0.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9031   -1.4888   -2.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9315   -3.8212   -1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -4.2479    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8193   -2.3656    2.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8054   -0.0181    1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5608    2.7893   -1.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3618    5.1636   -0.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183    5.5309    0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7395    2.5213    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1438    0.6845    1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190    0.7546    0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429    1.1211   -1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7239   -0.6113   -1.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2789    1.1642   -0.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077   -2.2038   -0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7615   -0.5641    1.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2045   -1.3235    2.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5088   -3.6869    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0720   -1.3615    2.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -2.5159   -0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 13  1  0
 13 14  1  0
 13 12  2  0
 12 10  1  0
 10 11  1  0
 10  9  2  0
  9  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
 18 27  1  0
 27 28  1  0
 27 25  1  0
 25 26  1  0
 25 23  1  0
 23 24  1  0
 23 20  1  0
  9 16  1  0
  8  3  1  0
 22 42  1  0
 21 40  1  0
 21 41  1  0
 20 39  1  1
 18 38  1  1
 15 37  1  0
 14 36  1  0
 12 35  1  0
 11 34  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
 27 47  1  1
 28 48  1  0
 25 45  1  1
 26 46  1  0
 23 43  1  6
 24 44  1  0
M  END


  Mrv0541 05061310122D          

 28 30  0  0  0  0            999 V2000
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20  8  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  1  0  0  0  0
 23 15  2  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 12  1  0  0  0  0
 27 19  1  0  0  0  0
 28 13  1  0  0  0  0
 28 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184414

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2=CC(O)=CC(O)=C2C(=O)C2=CC=CC=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O9/c20-8-13-16(24)17(25)18(26)19(28-13)27-12-7-10(21)6-11(22)14(12)15(23)9-4-2-1-3-5-9/h1-7,13,16-22,24-26H,8H2

> <INCHI_KEY>
CCXXIROIENJKKR-UHFFFAOYSA-N

> <FORMULA>
C19H20O9

> <MOLECULAR_WEIGHT>
392.3567

> <EXACT_MASS>
392.110732238

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
36.879359171243195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.12

> <JCHEM_LOGP>
0.9038347949999997

> <ALOGPS_LOGS>
-2.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.074041895308746

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.774122613854274

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092346309504

> <JCHEM_POLAR_SURFACE_AREA>
156.90999999999997

> <JCHEM_REFRACTIVITY>
94.72059999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.87e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

> <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       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  16.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  20.790   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  15.400   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  20.020   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  20.790   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  20.020   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  18.480   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  17.710   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.001  22.330   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.001  16.170   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667  13.860   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.334  22.330   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.334  20.790   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.334  17.710   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.334  16.170   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.667  18.480   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    9                                                       
CONECT    5    3    9                                                       
CONECT    6   10   11                                                       
CONECT    7   10   12                                                       
CONECT    8   13   20                                                       
CONECT    9    4    5   15                                                  
CONECT   10    6    7   21                                                  
CONECT   11    6   14   22                                                  
CONECT   12    7   14   27                                                  
CONECT   13    8   16   28                                                  
CONECT   14   11   12   15                                                  
CONECT   15    9   14   23                                                  
CONECT   16   13   17   24                                                  
CONECT   17   16   18   25                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18   27   28                                                  
CONECT   20    8                                                            
CONECT   21   10                                                            
CONECT   22   11                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   12   19                                                       
CONECT   28   13   19                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
Garcimangosone D	MeSH

Chemical Formula

C₁₉H₂₀O₉

Average Mass

392.3567 Da

Monoisotopic Mass

392.11073 Da

IUPAC Name

2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2=CC(O)=CC(O)=C2C(=O)C2=CC=CC=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C19H20O9/c20-8-13-16(24)17(25)18(26)19(28-13)27-12-7-10(21)6-11(22)14(12)15(23)9-4-2-1-3-5-9/h1-7,13,16-22,24-26H,8H2

InChI Key

CCXXIROIENJKKR-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
Garcinia mangostana	LOTUS Database	35616633
Hypericum sampsonii	LOTUS Database	35616633
Hypericum thasium	LOTUS Database	35616633
Polygala karensium	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
Benzophenone
Diphenylmethane
Aryl-phenylketone
Hexose monosaccharide
O-glycosyl compound
Phenoxy compound
Phenol ether
Resorcinol
Aryl ketone
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Vinylogous acid
Secondary alcohol
Ketone
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Alcohol
Primary 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	0.12	ALOGPS
logP	0.9	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	7.77	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.72 m³·mol⁻¹	ChemAxon
Polarizability	36.88 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0038066

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017278

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

85362951

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol (NP0184414)

MOL for NP0184414 (2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0184414 (2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0184414 (2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0184414 (2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0184414 (2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0184414 (2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0184414 (2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0184414 (2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0184414 (2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0184414 (2-(2-benzoyl-3,5-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol)