NP-MRD: Showing NP-Card for 3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid (NP0303807)

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Record Information

Version

2.0

Created at

2022-09-10 18:27:58 UTC

Updated at

2022-09-10 18:27:58 UTC

NP-MRD ID

NP0303807

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid

Description

Picraquassioside A 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. Picraquassioside A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Picraquassioside A has been detected, but not quantified in, herbs and spices. 3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid is found in Picrasma quassioides and Ruta graveolens. This could make picraquassioside a a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061312322D          

 28 30  0  0  0  0            999 V2000
    1.9233   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  6  1  0  0  0  0
 11  8  2  0  0  0  0
 12  7  1  0  0  0  0
 13  3  1  0  0  0  0
 14 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 17  9  2  0  0  0  0
 18 16  1  0  0  0  0
 19  7  1  0  0  0  0
 20 13  2  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25  1  1  0  0  0  0
 25 17  1  0  0  0  0
 26  5  1  0  0  0  0
 26 10  1  0  0  0  0
 27 11  1  0  0  0  0
 27 18  1  0  0  0  0
 28 12  1  0  0  0  0
 28 18  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    5.0679    0.3241    0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1387   -0.6505    1.0067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0564   -1.1023    0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937   -0.6025    0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5109    0.5447    1.3304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196    1.8384    0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500    3.0009    1.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8255    4.1483    1.0208 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0028    2.8535    2.6886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7044   -1.1106   -0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768   -0.6304   -0.1798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6736   -0.1429   -0.0463 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6645   -1.1082   -0.1444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9366   -0.6697    0.0757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2330   -0.2358    1.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0282   -1.3126    2.3531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    0.3287   -0.9562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3888   -0.2727   -2.2104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3418    1.4497   -1.0301 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5732    2.3983   -0.0032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9184    0.9986   -1.0338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4095    0.7197   -2.2813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -2.1677   -1.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515   -2.6631   -1.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7441   -3.6238   -2.0718 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0240   -3.7805   -1.8816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4153   -2.8593   -0.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2970   -2.1587   -0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8761    1.3147    1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0665   -0.0147    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1430    0.4610   -0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1589    0.4554    2.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4429    0.5669    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662    1.9039   -0.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7860    1.8706    0.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684    3.6214    3.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8039    0.3242    0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6059   -1.5677   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3124    0.0105    1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6528    0.6541    1.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8414   -1.6230    2.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3390    0.7870   -0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4710   -0.3639   -2.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5279    2.0104   -1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7589    2.5510    0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3244    1.8647   -0.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8616    1.4698   -2.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2054   -2.6151   -1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6826   -4.5040   -2.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3980   -2.6904   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 28  2  0
 28 27  1  0
 27 26  2  0
 26 25  1  0
 25 24  1  0
 24 23  2  0
 23 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  7  8  2  0
  4  3  1  0
 24 28  1  0
 21 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 27 50  1  0
 26 49  1  0
 23 48  1  0
 12 37  1  1
 14 38  1  6
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  1
 18 43  1  0
 19 44  1  6
 20 45  1  0
 21 46  1  1
 22 47  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
M  END


  Mrv0541 05061312322D          

 28 30  0  0  0  0            999 V2000
    1.9233   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  6  1  0  0  0  0
 11  8  2  0  0  0  0
 12  7  1  0  0  0  0
 13  3  1  0  0  0  0
 14 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 17  9  2  0  0  0  0
 18 16  1  0  0  0  0
 19  7  1  0  0  0  0
 20 13  2  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25  1  1  0  0  0  0
 25 17  1  0  0  0  0
 26  5  1  0  0  0  0
 26 10  1  0  0  0  0
 27 11  1  0  0  0  0
 27 18  1  0  0  0  0
 28 12  1  0  0  0  0
 28 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303807

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C=COC2=CC(OC2OC(CO)C(O)C(O)C2O)=C1CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O10/c1-25-17-8(2-3-13(20)21)11(6-10-9(17)4-5-26-10)27-18-16(24)15(23)14(22)12(7-19)28-18/h4-6,12,14-16,18-19,22-24H,2-3,7H2,1H3,(H,20,21)

> <INCHI_KEY>
FQTKOEVCGAVVIG-UHFFFAOYSA-N

> <FORMULA>
C18H22O10

> <MOLECULAR_WEIGHT>
398.3613

> <EXACT_MASS>
398.121296924

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
38.362975991716766

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid

> <ALOGPS_LOGP>
-0.05

> <JCHEM_LOGP>
-0.5146185096666662

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.200124918360073

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.200492673116266

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6670883593837824

> <JCHEM_POLAR_SURFACE_AREA>
159.05

> <JCHEM_REFRACTIVITY>
91.39619999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic 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       3.590  -5.153   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.925  -2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.259   4.857   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.925   4.087   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.591   4.857   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258   4.087   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258   2.547   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.591   1.777   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.259   6.397   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      10.259  -4.383   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      11.592  -2.073   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.591   6.397   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.924   4.857   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.924   1.777   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.924  -4.383   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.126  -0.057   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.925   2.547   0.000  0.00  0.00           O+0
CONECT    1   25                                                            
CONECT    2    3    8                                                       
CONECT    3    2   13                                                       
CONECT    4    5    9                                                       
CONECT    5    4   26                                                       
CONECT    6   10   11                                                       
CONECT    7   12   19                                                       
CONECT    8    2   11   17                                                  
CONECT    9    4   10   17                                                  
CONECT   10    6    9   26                                                  
CONECT   11    6    8   27                                                  
CONECT   12    7   14   28                                                  
CONECT   13    3   20   21                                                  
CONECT   14   12   15   22                                                  
CONECT   15   14   16   23                                                  
CONECT   16   15   18   24                                                  
CONECT   17    8    9   25                                                  
CONECT   18   16   27   28                                                  
CONECT   19    7                                                            
CONECT   20   13                                                            
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25    1   17                                                       
CONECT   26    5   10                                                       
CONECT   27   11   18                                                       
CONECT   28   12   18                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
3-(4-Methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoate	Generator

Chemical Formula

C₁₈H₂₂O₁₀

Average Mass

398.3613 Da

Monoisotopic Mass

398.12130 Da

IUPAC Name

3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid

Traditional Name

3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

COC1=C2C=COC2=CC(OC2OC(CO)C(O)C(O)C2O)=C1CCC(O)=O

InChI Identifier

InChI=1S/C18H22O10/c1-25-17-8(2-3-13(20)21)11(6-10-9(17)4-5-26-10)27-18-16(24)15(23)14(22)12(7-19)28-18/h4-6,12,14-16,18-19,22-24H,2-3,7H2,1H3,(H,20,21)

InChI Key

FQTKOEVCGAVVIG-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
Picrasma quassioides	LOTUS Database	35616633
Ruta graveolens	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
Hexose monosaccharide
O-glycosyl compound
Benzofuran
Anisole
Alkyl aryl ether
Monosaccharide
Oxane
Benzenoid
Heteroaromatic compound
Furan
Secondary alcohol
Polyol
Carboxylic acid derivative
Carboxylic acid
Ether
Organoheterocyclic compound
Oxacycle
Acetal
Monocarboxylic acid or derivatives
Primary alcohol
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
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	-0.05	ALOGPS
logP	-0.51	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	4.2	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	159.05 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	91.4 m³·mol⁻¹	ChemAxon
Polarizability	38.36 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0041285

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021201

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

85502992

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-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid (NP0303807)

MOL for NP0303807 (3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid)

3D MOL for NP0303807 (3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid)

3D SDF for NP0303807 (3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid)

3D-SDF for NP0303807 (3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid)

PDB for NP0303807 (3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid)

3D PDB for NP0303807 (3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid)

SMILES for NP0303807 (3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid)

INCHI for NP0303807 (3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid)

Structure for NP0303807 (3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid)

3D Structure for NP0303807 (3-(4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoic acid)