NP-MRD: Showing NP-Card for methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate (NP0222459)

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Record Information

Version

1.0

Created at

2022-09-06 00:18:06 UTC

Updated at

2022-09-06 00:18:06 UTC

NP-MRD ID

NP0222459

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate

Description

Methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate 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. Methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251511122D          

 33 35  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 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
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 17 28  1  0  0  0  0
 15 29  2  0  0  0  0
 10 29  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
    7.6003   -3.0395    1.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5353   -2.1115    1.2705 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5533   -0.8962    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5099   -0.6559   -0.1448 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4380    0.0222    0.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3675    1.2531    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4653    1.6431   -0.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3027    2.1158    0.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2729    1.7787    1.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1781    2.6007    1.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0866    2.4493    0.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635    3.2518   -0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0131    3.1580   -1.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0082    4.0296   -2.5679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031    2.2563   -1.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    1.4413    0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9837    0.5403    0.3520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1527    0.1888   -0.2996 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2135   -1.1128   -0.7319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5339   -1.4062   -1.0599 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4999   -2.6316   -1.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8960   -3.6545   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3720   -1.6807    0.1689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1337   -2.9581    0.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3045   -3.6955    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9373   -0.6788    1.2257 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9545   -1.2940    1.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    0.5293    0.4905 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1462    1.5832    1.3904 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0553    1.5633    0.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3298    0.5539    1.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914   -0.2941    1.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4438   -1.5307    2.3001 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3005   -2.6960    0.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1499   -3.1521    2.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1511   -3.9929    0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4930    0.9226   -1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2631    2.6506   -1.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3932    1.7234   -0.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2716    3.0889   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8555    3.9530   -0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1665    5.0859   -2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9785    3.8534   -3.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7807    3.6935   -3.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135    2.1888   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2209    0.8247   -1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803   -0.5359   -1.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5165   -2.9657   -2.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8674   -2.3845   -2.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9092   -3.5018   -1.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4470   -1.5564   -0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0347   -4.7065    1.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0106   -3.2604    1.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8145   -3.8647   -0.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7955   -0.3339    1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7431   -0.8041    2.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2252    0.9027   -0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9017    2.2218    1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1056    0.9454    1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5523    0.2316    2.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7268   -1.8502    2.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  1  0
 23 20  1  0
 20 21  1  0
 21 22  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 11  1  0
 11 10  1  0
 10  9  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
  5 32  1  0
 32 33  1  0
 32 31  2  0
 11 30  2  0
 18 28  1  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 26 23  1  0
 30 16  1  0
 31  9  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 23 51  1  6
 20 47  1  6
 21 48  1  0
 21 49  1  0
 22 50  1  0
 18 46  1  6
 15 45  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 12 41  1  0
  8 40  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 33 61  1  0
 31 60  1  0
 30 59  1  0
 28 57  1  6
 29 58  1  0
 26 55  1  1
 27 56  1  0
M  END


  Mrv1533004251511122D          

 33 35  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 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
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 17 28  1  0  0  0  0
 15 29  2  0  0  0  0
 10 29  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0222459

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C(CO)OC(OC2=CC(C)=CC(OC3=CC(C)=C(C(=O)OC)C(O)=C3)=C2)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H28O10/c1-11-5-13(31-15-7-12(2)18(16(25)9-15)22(28)30-4)8-14(6-11)32-23-20(27)19(26)21(29-3)17(10-24)33-23/h5-9,17,19-21,23-27H,10H2,1-4H3

> <INCHI_KEY>
YHOMSAQMMFCVKI-UHFFFAOYSA-N

> <FORMULA>
C23H28O10

> <MOLECULAR_WEIGHT>
464.467

> <EXACT_MASS>
464.168247102

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
46.38476293452335

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
2.921780508666667

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.263526733155743

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.386021498376214

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9813012482194328

> <JCHEM_POLAR_SURFACE_AREA>
144.14000000000001

> <JCHEM_REFRACTIVITY>
115.26389999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668 -16.170   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   30                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   29                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   29                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   21   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   17                                                       
CONECT   29   15   10                                                       
CONECT   30    8   31                                                       
CONECT   31   30    3   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
Methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoic acid	Generator

Chemical Formula

C₂₃H₂₈O₁₀

Average Mass

464.4670 Da

Monoisotopic Mass

464.16825 Da

IUPAC Name

methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate

Traditional Name

methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate

CAS Registry Number

Not Available

SMILES

COC1C(CO)OC(OC2=CC(C)=CC(OC3=CC(C)=C(C(=O)OC)C(O)=C3)=C2)C(O)C1O

InChI Identifier

InChI=1S/C23H28O10/c1-11-5-13(31-15-7-12(2)18(16(25)9-15)22(28)30-4)8-14(6-11)32-23-20(27)19(26)21(29-3)17(10-24)33-23/h5-9,17,19-21,23-27H,10H2,1-4H3

InChI Key

YHOMSAQMMFCVKI-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

Not Available

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
Diphenylether
O-hydroxybenzoic acid ester
Diaryl ether
O-glycosyl compound
Benzoate ester
Salicylic acid or derivatives
Benzoic acid or derivatives
Phenoxy compound
M-cresol
Benzoyl
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Monosaccharide
Oxane
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Methyl ester
Carboxylic acid ester
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Organic oxide
Primary alcohol
Hydrocarbon derivative
Alcohol
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	1.58	ALOGPS
logP	2.92	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	144.14 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	115.26 m³·mol⁻¹	ChemAxon
Polarizability	46.38 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate (NP0222459)

MOL for NP0222459 (methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate)

3D MOL for NP0222459 (methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate)

3D SDF for NP0222459 (methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate)

3D-SDF for NP0222459 (methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate)

PDB for NP0222459 (methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate)

3D PDB for NP0222459 (methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate)

SMILES for NP0222459 (methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate)

INCHI for NP0222459 (methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate)

Structure for NP0222459 (methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate)

3D Structure for NP0222459 (methyl 4-(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy}-5-methylphenoxy)-2-hydroxy-6-methylbenzoate)