NP-MRD: Showing NP-Card for 2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate (NP0186308)

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Record Information

Version

2.0

Created at

2022-09-04 02:06:32 UTC

Updated at

2022-09-04 02:06:32 UTC

NP-MRD ID

NP0186308

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate

Description

3,5-Dimethoxy-4-acetoxy trans-cinnamyl beta-D-glucopyranoside belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. 2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate is found in Viscum album. Based on a literature review very few articles have been published on 3,5-Dimethoxy-4-acetoxy trans-cinnamyl beta-D-glucopyranoside.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042204062D          

 29 30  0  0  1  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  2  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   -7.8375    0.0000 C   0  0  2  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
    5.0013   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
  5 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  2  0  0  0  0
  3 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
 27 29  2  0  0  0  0
M  END

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
    4.4574   -3.4927    0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8250   -2.1451    0.3339 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195   -1.0924    0.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5524   -1.3597    0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6457   -0.3348    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2030   -0.5341   -0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828   -1.6810   -0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7968   -2.0080   -0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7493   -1.0710   -0.4331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8956   -0.3519    0.7336 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0445   -0.8668    1.3391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2223   -0.5539    0.7455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6771   -1.7373   -0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8744   -1.5091   -0.7300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2111    0.6747   -0.1146 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4870    1.2266   -0.1863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3106    1.6758    0.5787 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3930    2.9364    0.0156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9245    1.0878    0.4865 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1360    1.8317    1.3913 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364    0.9510    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795    1.2051    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687    2.5106    0.4617 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1074    3.6339    0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4104    0.1883    0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7641    0.4476    0.5603 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5064    0.6230   -0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9680    0.9069   -0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9661    0.5479   -1.7586 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692   -3.7526   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8564   -3.8508    1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4141   -4.0869    0.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2590   -2.3894    0.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4044    0.3463   -0.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3266   -2.5533   -0.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0190   -2.7909    0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8835   -2.6569   -1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0837   -0.6383    1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9944   -0.4042    1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312   -2.0092   -0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8356   -2.5842    0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6589   -1.8802   -0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8269    0.5174   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9096    1.0590   -1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6048    1.7599    1.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0123    3.5064    0.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5411    1.3716   -0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9584    2.7123    0.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4461    1.7960    0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6852    4.5482    0.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5435    3.7777    1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3418    3.5440   -0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2801    1.3382    0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2389    1.6553   -1.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4979   -0.0450   -0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 25  3  1  0
 19 10  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  1
 12 39  1  1
 13 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  6
 16 44  1  0
 17 45  1  1
 18 46  1  0
 19 47  1  6
 20 48  1  0
 21 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 28 53  1  0
 28 54  1  0
 28 55  1  0
M  END


  Mrv1652309042204062D          

 29 30  0  0  1  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  2  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   -7.8375    0.0000 C   0  0  2  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
    5.0013   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
  5 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  2  0  0  0  0
  3 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
 27 29  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0186308

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O10/c1-10(21)28-18-12(25-2)7-11(8-13(18)26-3)5-4-6-27-19-17(24)16(23)15(22)14(9-20)29-19/h4-5,7-8,14-17,19-20,22-24H,6,9H2,1-3H3/b5-4+/t14-,15-,16+,17-,19-/m1/s1

> <INCHI_KEY>
CLLOLPKKCBFKKI-ZPLKJYDWSA-N

> <FORMULA>
C19H26O10

> <MOLECULAR_WEIGHT>
414.407

> <EXACT_MASS>
414.152597037

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
41.98559359396947

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,6-dimethoxy-4-[(1E)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate

> <JCHEM_LOGP>
-0.6631054806666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200075386389639

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.21052372323499

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835511361624

> <JCHEM_POLAR_SURFACE_AREA>
144.14000000000001

> <JCHEM_REFRACTIVITY>
99.6646

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2,6-dimethoxy-4-[(1E)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.336 -14.630   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002 -16.940   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335 -18.480   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667 -16.940   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   10   20                                                  
CONECT   20   19                                                            
CONECT   21    5   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22    3   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Value	Source
3,5-Dimethoxy-4-acetoxy trans-cinnamyl b-D-glucopyranoside	Generator
3,5-Dimethoxy-4-acetoxy trans-cinnamyl β-D-glucopyranoside	Generator

Chemical Formula

C₁₉H₂₆O₁₀

Average Mass

414.4070 Da

Monoisotopic Mass

414.15260 Da

IUPAC Name

2,6-dimethoxy-4-[(1E)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate

Traditional Name

2,6-dimethoxy-4-[(1E)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1OC(C)=O

InChI Identifier

InChI=1S/C19H26O10/c1-10(21)28-18-12(25-2)7-11(8-13(18)26-3)5-4-6-27-19-17(24)16(23)15(22)14(9-20)29-19/h4-5,7-8,14-17,19-20,22-24H,6,9H2,1-3H3/b5-4+/t14-,15-,16+,17-,19-/m1/s1

InChI Key

CLLOLPKKCBFKKI-ZPLKJYDWSA-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
Viscum album	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
M-dimethoxybenzene
Dimethoxybenzene
Phenol ester
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Monosaccharide
Monocyclic benzene moiety
Benzenoid
Oxane
Carboxylic acid ester
Secondary alcohol
Acetal
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Polyol
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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	-0.66	ChemAxon
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	144.14 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	99.66 m³·mol⁻¹	ChemAxon
Polarizability	41.99 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

46849637

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate (NP0186308)

MOL for NP0186308 (2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate)

3D MOL for NP0186308 (2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate)

3D SDF for NP0186308 (2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate)

3D-SDF for NP0186308 (2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate)

PDB for NP0186308 (2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate)

3D PDB for NP0186308 (2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate)

SMILES for NP0186308 (2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate)

INCHI for NP0186308 (2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate)

Structure for NP0186308 (2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate)

3D Structure for NP0186308 (2,6-dimethoxy-4-[(1e)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-1-yl]phenyl acetate)