NP-MRD: Showing NP-Card for methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate (NP0276318)

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Record Information

Version

2.0

Created at

2022-09-09 00:22:21 UTC

Updated at

2022-09-09 00:22:21 UTC

NP-MRD ID

NP0276318

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate

Description

Methyl (2S,3E,4S)-4-(2-ethoxy-2-oxoethyl)-3-ethylidene-2-(4-hydroxyphenyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate is found in Syringa persica. Based on a literature review very few articles have been published on methyl (2S,3E,4S)-4-(2-ethoxy-2-oxoethyl)-3-ethylidene-2-(4-hydroxyphenyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092202222D          

 37 39  0  0  1  0            999 V2000
    1.7092   -1.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947   -1.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947   -2.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092   -2.7519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4236   -2.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1381   -2.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1381   -3.5769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -2.3394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5670   -2.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2815   -2.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092   -3.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4236   -3.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2441   -4.0757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4236   -4.8144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1381   -5.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947   -3.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802   -3.5769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802   -2.7519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5443   -2.7232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9815   -3.4228    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8060   -3.3940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432   -4.0936    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0676   -4.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048   -4.7645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2930   -5.5217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313   -4.8509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6440   -5.5793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2303   -4.1800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1570   -2.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9815   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4187   -1.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313   -0.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4685    0.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   -0.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2303   -1.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  1  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  6  0  0  0
 18 31  1  6  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 31 37  1  0  0  0  0
M  END

     RDKit          3D

 69 71  0  0  0  0  0  0  0  0999 V2000
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    2.8243    2.1535   -1.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4938    2.8559   -1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6513    2.5981    0.1712 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1660    3.7951    0.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2959   -0.2499    0.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7002   -0.2320    0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -0.5748    1.8500 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5131    0.1638   -0.2662 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9055    0.2179   -0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5289   -0.6451    1.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1298   -0.6756    1.5438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4073   -1.1968    0.3404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6581   -0.8083    0.1421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0818    0.4483    0.0308 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.1279   -2.4031   -3.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2442   -2.4621   -1.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8628    0.9675   -0.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0141    0.3218   -2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5564    1.2601   -2.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8607    3.8762    1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7437    4.6712    0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9369    4.9448    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0621    3.7161   -0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1647    3.2501    1.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3313    0.5618    0.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2674    0.8099   -1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2943   -0.8183   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
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 15 50  1  0
 15 51  1  0
 15 52  1  0
M  END


  Mrv1652309092202222D          

 37 39  0  0  1  0            999 V2000
    1.7092   -1.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947   -1.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7092   -2.7519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4236   -2.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1381   -2.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1381   -3.5769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -2.3394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5670   -2.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7092   -3.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4236   -4.8144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  1  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  6  0  0  0
 18 31  1  6  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 31 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0276318

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)C[C@@H]1C(=CO[C@](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)(C2=CC=C(O)C=C2)\C1=C\C)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O12/c1-4-17-15(10-19(28)34-5-2)16(23(32)33-3)12-35-25(17,13-6-8-14(27)9-7-13)37-24-22(31)21(30)20(29)18(11-26)36-24/h4,6-9,12,15,18,20-22,24,26-27,29-31H,5,10-11H2,1-3H3/b17-4+/t15-,18-,20-,21+,22-,24+,25+/m1/s1

> <INCHI_KEY>
DVJYOGPZVZBKPT-GTXPSNEFSA-N

> <FORMULA>
C25H32O12

> <MOLECULAR_WEIGHT>
524.519

> <EXACT_MASS>
524.18937647

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
51.58142230118102

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2S,3E,4S)-4-(2-ethoxy-2-oxoethyl)-3-ethylidene-2-(4-hydroxyphenyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

> <JCHEM_LOGP>
0.7172947970000005

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.206398600480702

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.430806380100236

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810851875071274

> <JCHEM_POLAR_SURFACE_AREA>
181.44

> <JCHEM_REFRACTIVITY>
126.33850000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4S,5E,6S)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-pyran-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       3.190  -2.057   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.857  -2.827   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.857  -4.367   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.190  -5.137   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.524  -4.367   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.858  -5.137   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.858  -6.677   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       7.191  -4.367   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.525  -5.137   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.859  -4.367   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.190  -6.677   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.524  -7.447   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.056  -7.608   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.524  -8.987   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.858  -9.757   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.857  -7.447   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.523  -6.677   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.523  -5.137   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.016  -5.083   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.832  -6.389   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.371  -6.335   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.187  -7.641   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.726  -7.588   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.542  -8.894   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -3.464  -9.001   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.280 -10.307   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.925  -9.055   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.202 -10.415   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.109  -7.749   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.430  -7.803   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.293  -3.831   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.832  -3.885   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.648  -2.579   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.925  -1.219   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.741   0.087   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.386  -1.165   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.430  -2.471   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    4   12   16                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    3   19   31                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   20   30                                                  
CONECT   30   29                                                            
CONECT   31   18   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   31                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2S,3E,4S)-4-(2-ethoxy-2-oxoethyl)-3-ethylidene-2-(4-hydroxyphenyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid	Generator

Chemical Formula

C₂₅H₃₂O₁₂

Average Mass

524.5190 Da

Monoisotopic Mass

524.18938 Da

IUPAC Name

methyl (2S,3E,4S)-4-(2-ethoxy-2-oxoethyl)-3-ethylidene-2-(4-hydroxyphenyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

Traditional Name

methyl (4S,5E,6S)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-pyran-3-carboxylate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C[C@@H]1C(=CO[C@](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)(C2=CC=C(O)C=C2)\C1=C\C)C(=O)OC

InChI Identifier

InChI=1S/C25H32O12/c1-4-17-15(10-19(28)34-5-2)16(23(32)33-3)12-35-25(17,13-6-8-14(27)9-7-13)37-24-22(31)21(30)20(29)18(11-26)36-24/h4,6-9,12,15,18,20-22,24,26-27,29-31H,5,10-11H2,1-3H3/b17-4+/t15-,18-,20-,21+,22-,24+,25+/m1/s1

InChI Key

DVJYOGPZVZBKPT-GTXPSNEFSA-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
Syringa persica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Glycosyl compound
Secoiridoid-skeleton
O-glycosyl compound
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
1-hydroxy-2-unsubstituted benzenoid
Ketal
Phenol
Sugar acid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Benzenoid
Methyl ester
Enoate ester
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Alcohol
Organic oxide
Carbonyl group
Primary alcohol
Hydrocarbon derivative
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	0.72	ChemAxon
pKa (Strongest Acidic)	9.43	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	181.44 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	126.34 m³·mol⁻¹	ChemAxon
Polarizability	51.58 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

163187862

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate (NP0276318)

MOL for NP0276318 (methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate)

3D MOL for NP0276318 (methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate)

3D SDF for NP0276318 (methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate)

3D-SDF for NP0276318 (methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate)

PDB for NP0276318 (methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate)

3D PDB for NP0276318 (methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate)

SMILES for NP0276318 (methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate)

INCHI for NP0276318 (methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate)

Structure for NP0276318 (methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate)

3D Structure for NP0276318 (methyl (4s,5e,6s)-4-(2-ethoxy-2-oxoethyl)-5-ethylidene-6-(4-hydroxyphenyl)-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-pyran-3-carboxylate)