NP-MRD: Showing NP-Card for (5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate (NP0322317)

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Record Information

Version

2.0

Created at

2022-09-12 01:01:21 UTC

Updated at

2022-09-12 01:01:22 UTC

NP-MRD ID

NP0322317

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate

Description

4'-Hydroxyacetophenone 4'-[4-hydroxy-3,5-dimethoxybenzoyl-(->5)-apiosyl-(1->2)-glucoside] belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. 4'-Hydroxyacetophenone 4'-[4-hydroxy-3,5-dimethoxybenzoyl-(->5)-apiosyl-(1->2)-glucoside] is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 4'-Hydroxyacetophenone 4'-[4-hydroxy-3,5-dimethoxybenzoyl-(->5)-apiosyl-(1->2)-glucoside] has been detected, but not quantified in, herbs and spices and tea. (5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate is found in Salvia officinalis and Thymus vulgaris. This could make 4'-hydroxyacetophenone 4'-[4-hydroxy-3,5-dimethoxybenzoyl-(->5)-apiosyl-(1->2)-glucoside] a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241214352D          

 43 46  0  0  0  0            999 V2000
    0.7156    4.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7156    3.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    3.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1415    3.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1415    4.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    4.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8565    3.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5714    3.5122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8565    2.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0019    4.7484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    4.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    4.7484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428    4.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428    3.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    3.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    3.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    4.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714    4.3373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    3.0998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    2.2747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0019    3.0998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0019    2.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    1.8595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5424    1.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770    0.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6125    1.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881    0.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -0.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4196    1.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3059    0.3816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881   -1.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -1.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5104   -1.1789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -1.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686   -2.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -3.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -3.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881   -2.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686   -4.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6909   -4.0335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7936   -2.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2074   -3.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798   -4.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 10  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
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 30  1  0  0  0  0
 26 29  1  0  0  0  0
 27 28  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 32 34  2  0  0  0  0
 32 38  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 41  1  0  0  0  0
 36 37  1  0  0  0  0
 36 39  1  0  0  0  0
 37 38  2  0  0  0  0
 37 40  1  0  0  0  0
 40 43  1  0  0  0  0
 41 42  1  0  0  0  0
M  END


  Mrv0541 02241214352D          

 43 46  0  0  0  0            999 V2000
    0.7156    4.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7156    3.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    3.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1415    3.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1415    4.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    4.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8565    3.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5714    3.5122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8565    2.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0019    4.7484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    4.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    4.7484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428    4.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428    3.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    3.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    3.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    4.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714    4.3373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    3.0998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    2.2747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0019    3.0998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0019    2.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    1.8595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5424    1.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770    0.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6125    1.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881    0.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -0.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4196    1.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3059    0.3816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881   -1.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -1.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5104   -1.1789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -1.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686   -2.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -3.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -3.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881   -2.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686   -4.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6909   -4.0335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7936   -2.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2074   -3.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798   -4.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 10  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
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 30  1  0  0  0  0
 26 29  1  0  0  0  0
 27 28  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 32 34  2  0  0  0  0
 32 38  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 41  1  0  0  0  0
 36 37  1  0  0  0  0
 36 39  1  0  0  0  0
 37 38  2  0  0  0  0
 37 40  1  0  0  0  0
 40 43  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0322317

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1O)C(=O)OCC1(O)COC(OC2C(O)C(O)C(CO)OC2OC2=CC=C(C=C2)C(C)=O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C28H34O15/c1-13(30)14-4-6-16(7-5-14)41-26-23(22(33)21(32)19(10-29)42-26)43-27-24(34)28(36,12-40-27)11-39-25(35)15-8-17(37-2)20(31)18(9-15)38-3/h4-9,19,21-24,26-27,29,31-34,36H,10-12H2,1-3H3

> <INCHI_KEY>
DPDBFIMFRJQAKL-UHFFFAOYSA-N

> <FORMULA>
C28H34O15

> <MOLECULAR_WEIGHT>
610.5606

> <EXACT_MASS>
610.189770418

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
60.741320000336714

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate

> <ALOGPS_LOGP>
0.26

> <JCHEM_LOGP>
-0.44084714466666614

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.79317072836392

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.434584737248517

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810925692672834

> <JCHEM_POLAR_SURFACE_AREA>
220.12999999999997

> <JCHEM_REFRACTIVITY>
141.98559999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.336   8.096   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.336   6.556   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.668   5.786   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.997   6.556   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.997   8.096   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.668   8.864   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.332   5.786   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.667   6.556   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.332   4.246   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.004   8.864   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.328   8.096   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.665   8.864   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.000   8.096   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.000   6.556   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.665   5.786   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.328   6.556   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.332   8.864   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.667   8.096   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -5.332   5.786   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.665   4.246   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.004   5.786   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.004   4.246   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.328   3.471   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.012   1.965   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.517   1.800   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.143   3.204   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.284   0.466   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.517  -0.866   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.650   3.520   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.571   0.712   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.284  -2.201   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.517  -3.533   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.819  -2.201   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.033  -3.533   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.808  -4.860   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.033  -6.197   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.517  -6.197   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.284  -4.860   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -1.808  -7.532   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       1.290  -7.529   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -3.348  -4.857   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -4.120  -6.189   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.522  -8.864   0.000  0.00  0.00           C+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   20                                                  
CONECT   16   11   15   21                                                  
CONECT   17   13   18                                                       
CONECT   18   17                                                            
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21   16   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   30                                             
CONECT   26   22   25   29                                                  
CONECT   27   25   28                                                       
CONECT   28   27   31                                                       
CONECT   29   26                                                            
CONECT   30   25                                                            
CONECT   31   28   32   33                                                  
CONECT   32   31   34   38                                                  
CONECT   33   31                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36   41                                                  
CONECT   36   35   37   39                                                  
CONECT   37   36   38   40                                                  
CONECT   38   32   37                                                       
CONECT   39   36                                                            
CONECT   40   37   43                                                       
CONECT   41   35   42                                                       
CONECT   42   41                                                            
CONECT   43   40                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Value	Source
(5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoic acid	Generator

Chemical Formula

C₂₈H₃₄O₁₅

Average Mass

610.5606 Da

Monoisotopic Mass

610.18977 Da

IUPAC Name

(5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate

Traditional Name

(5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C(=O)OCC1(O)COC(OC2C(O)C(O)C(CO)OC2OC2=CC=C(C=C2)C(C)=O)C1O

InChI Identifier

InChI=1S/C28H34O15/c1-13(30)14-4-6-16(7-5-14)41-26-23(22(33)21(32)19(10-29)42-26)43-27-24(34)28(36,12-40-27)11-39-25(35)15-8-17(37-2)20(31)18(9-15)38-3/h4-9,19,21-24,26-27,29,31-34,36H,10-12H2,1-3H3

InChI Key

DPDBFIMFRJQAKL-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Salvia officinalis	LOTUS Database	35616633
Thymus vulgaris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Phenolic glycoside
Alkyl-phenylketone
Gallic acid or derivatives
O-glycosyl compound
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Glycosyl compound
Disaccharide
Methoxyphenol
Benzoate ester
Dimethoxybenzene
M-dimethoxybenzene
Benzoic acid or derivatives
Phenylketone
Acetophenone
Aryl alkyl ketone
Aryl ketone
Benzoyl
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxane
Tertiary alcohol
Tetrahydrofuran
Ketone
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Oxacycle
Primary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
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	0.26	ALOGPS
logP	-0.44	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	8.43	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	220.13 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	141.99 m³·mol⁻¹	ChemAxon
Polarizability	60.74 Å³	ChemAxon
Number of Rings	4	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

HMDB0036333

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015204

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

85245577

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate (NP0322317)

MOL for NP0322317 ((5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate)

3D MOL for NP0322317 ((5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate)

3D SDF for NP0322317 ((5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate)

3D-SDF for NP0322317 ((5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate)

PDB for NP0322317 ((5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate)

3D PDB for NP0322317 ((5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate)

SMILES for NP0322317 ((5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate)

INCHI for NP0322317 ((5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate)

Structure for NP0322317 ((5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate)

3D Structure for NP0322317 ((5-{[2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3,5-dimethoxybenzoate)