NP-MRD: Showing NP-Card for methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate (NP0244144)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 04:51:31 UTC

Updated at

2022-09-07 04:51:31 UTC

NP-MRD ID

NP0244144

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate

Description

Methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-1,3-dihydro-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate is found in Lobaria orientalis. Based on a literature review very few articles have been published on methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-1,3-dihydro-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072206512D          

 31 33  0  0  0  0            999 V2000
    2.5645    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8139    0.7388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 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
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
   -0.5312   -2.6458   -2.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2588   -1.8812   -1.7826 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6732   -0.5962   -2.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -0.0502   -3.1117 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690    0.1011   -1.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646    0.0021   -1.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4378   -0.8063   -2.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667    0.6712   -0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1339    1.4185    0.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9757    2.0846    1.5857 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652    2.0522    1.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7586    1.4959    0.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2265    2.3701    1.9035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3088    2.8927    2.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    0.8199   -0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4208    0.9309    0.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3743    0.0425    0.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3294   -0.7109    1.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875   -0.5804    2.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3322   -1.6194    2.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3270   -2.4420    3.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4144   -1.7921    1.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4178   -2.6857    1.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4682   -1.0586    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728   -0.1622   -0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8826    0.4735   -1.5745 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2150    1.8128   -1.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4424    2.6399   -2.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0580   -0.1434   -1.9917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4546   -1.0448   -1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4986   -1.7502   -1.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483   -2.4474   -3.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2924   -3.7103   -2.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6191   -2.4722   -2.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253   -0.7382   -3.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6291   -1.8531   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4458   -0.3915   -2.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7622    0.6128   -0.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6760    0.9759    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7646    2.4166    2.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374    2.6384    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7481    3.2483    1.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932    1.9011    2.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    3.1896    3.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0825   -1.0136    3.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4205   -2.3689    3.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -2.1966    3.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4594   -3.5190    2.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3691   -3.2126    2.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843    0.4673   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754    2.5054   -1.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6072    2.4449   -3.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7774    3.6846   -1.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 27 26  1  0
 26 29  1  0
 29 30  1  0
 30 31  2  0
 30 24  1  0
 24 25  2  0
 25 17  1  0
 17 16  1  0
 16 15  1  0
 15 12  2  0
 12 13  1  0
 13 14  1  0
 12  9  1  0
  9 10  1  0
 10 11  1  0
  9  8  2  0
  8  6  1  0
  6  7  1  0
  6  5  2  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 25 26  1  0
  5 15  1  0
 22 24  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 26 50  1  6
 13 42  1  0
 13 43  1  0
 14 44  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
  8 38  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 19 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
M  END


  Mrv1652309072206512D          

 31 33  0  0  0  0            999 V2000
    2.5645    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8139    0.7388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 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
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0244144

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1OC(=O)C2=C1C(OC1=C(CO)C(OC)=CC(C)=C1C(=O)OC)=C(O)C(C)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O10/c1-8-6-11(27-3)10(7-22)17(12(8)19(25)28-4)30-18-14-13(15(23)9(2)16(18)24)20(26)31-21(14)29-5/h6,21-24H,7H2,1-5H3

> <INCHI_KEY>
KAZAKDLGJUTQKY-UHFFFAOYSA-N

> <FORMULA>
C21H22O10

> <MOLECULAR_WEIGHT>
434.397

> <EXACT_MASS>
434.121296908

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.874460865374445

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-1,3-dihydro-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate

> <JCHEM_LOGP>
3.4553078926666654

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.713821564529336

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.773373631146102

> <JCHEM_PKA_STRONGEST_BASIC>
-3.162248932711254

> <JCHEM_POLAR_SURFACE_AREA>
140.98000000000002

> <JCHEM_REFRACTIVITY>
108.00839999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3H-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       4.787   9.240   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.121   8.470   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.121   6.930   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.787   6.160   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.454   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.788   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.788   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.122   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.122   4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.455   3.850   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.455   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.788   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.122   1.540   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.986   1.379   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.846   3.481   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.340   3.801   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.417   0.770   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.846  -1.941   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   15                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12    5   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   30                                                  
CONECT   25   24   17   26                                                  
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30                                                       
CONECT   30   29   24   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-1,3-dihydro-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoic acid	Generator

Chemical Formula

C₂₁H₂₂O₁₀

Average Mass

434.3970 Da

Monoisotopic Mass

434.12130 Da

IUPAC Name

methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-1,3-dihydro-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate

Traditional Name

methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3H-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate

CAS Registry Number

Not Available

SMILES

COC1OC(=O)C2=C1C(OC1=C(CO)C(OC)=CC(C)=C1C(=O)OC)=C(O)C(C)=C2O

InChI Identifier

InChI=1S/C21H22O10/c1-8-6-11(27-3)10(7-22)17(12(8)19(25)28-4)30-18-14-13(15(23)9(2)16(18)24)20(26)31-21(14)29-5/h6,21-24H,7H2,1-5H3

InChI Key

KAZAKDLGJUTQKY-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
Lobaria orientalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

P-methoxybenzoic acid or derivatives
Dihydroxybenzoic acid
Diaryl ether
Isobenzofuranone
Phthalide
Benzoate ester
Benzofuranone
Isocoumaran
Benzoic acid or derivatives
Phenoxy compound
Methoxybenzene
Phenol ether
Benzyl alcohol
Benzoyl
Anisole
Toluene
Alkyl aryl ether
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous acid
Methyl ester
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Alcohol
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	3.46	ChemAxon
pKa (Strongest Acidic)	7.77	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	140.98 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	108.01 m³·mol⁻¹	ChemAxon
Polarizability	41.87 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

162815948

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate (NP0244144)

MOL for NP0244144 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate)

3D MOL for NP0244144 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate)

3D SDF for NP0244144 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate)

3D-SDF for NP0244144 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate)

PDB for NP0244144 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate)

3D PDB for NP0244144 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate)

SMILES for NP0244144 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate)

INCHI for NP0244144 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate)

Structure for NP0244144 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate)

3D Structure for NP0244144 (methyl 2-[(5,7-dihydroxy-3-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)oxy]-3-(hydroxymethyl)-4-methoxy-6-methylbenzoate)