NP-MRD: Showing NP-Card for trans-cinnamoyl β-d-glucoside (NP0213749)

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Record Information

Version

2.0

Created at

2022-09-05 12:49:37 UTC

Updated at

2022-09-05 12:49:38 UTC

NP-MRD ID

NP0213749

Secondary Accession Numbers

None

Natural Product Identification

Common Name

trans-cinnamoyl β-d-glucoside

Description

trans-cinnamoyl β-d-glucoside is found in Balanophora fungosa, Fragaria ananassa, Ligustrum vulgare, Spiraea thunbergii, Syringa persica and Vaccinium vitis-idaea. trans-cinnamoyl β-d-glucoside was first documented in 2001 (PMID: 11330708).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533007131517162D          

 29 30  0  0  1  0            999 V2000
    2.1434    4.5375    0.0000 C   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    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   10.7250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   10.7250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    9.9000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    9.4875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    9.9000    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
    1.4289    7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   10.3125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   10.3125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    9.0750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  6  2  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  1  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 17 11  2  0  0  0  0
 12 18  1  6  0  0  0
 13 19  1  6  0  0  0
 14 20  1  6  0  0  0
 21 10  1  0  0  0  0
 21 15  1  0  0  0  0
 22 11  1  0  0  0  0
 15 22  1  1  0  0  0
 23  6  1  0  0  0  0
 24  7  1  0  0  0  0
 10 25  1  6  0  0  0
 12 26  1  1  0  0  0
 13 27  1  6  0  0  0
 14 28  1  1  0  0  0
 15 29  1  6  0  0  0
M  END

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    0.4495   -0.3281   -1.5787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266   -0.0409   -0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    0.2444    0.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0754    0.2112   -0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4598    0.4799   -0.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4218    0.4138   -1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7570    0.6579   -1.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1539    0.9800   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2374    1.0548    1.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8881    0.7990    0.7371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3432   -0.0183    0.5068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482   -0.2932    0.1022 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4979    0.7663    0.4008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7452    0.5927   -0.1510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5710    1.8395    0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7145    2.1130    1.4071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4153   -0.6267    0.4601 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7197   -0.7724    0.0757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5406   -1.8062    0.0903 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0815   -3.0161    0.4341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2124   -1.5329    0.7968 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3544   -2.6061    0.7127 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2853    0.4821    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7985   -0.0395   -1.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0773    0.1571   -2.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4744    0.5961   -2.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1979    1.1792    0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5038    1.3026    2.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1867    0.8619    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7011   -0.5258   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637    0.4053   -1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0501    2.6687   -0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5827    1.7320   -0.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8225    2.2732    1.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3566   -0.5172    1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8302   -1.1882   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3230   -1.7050   -0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7468   -3.7366   -0.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4155   -1.2262    1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -2.2839    0.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3  2  1  0
  2  1  2  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10  5  1  0
 21 12  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  6
 14 31  1  6
 15 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  1
 18 36  1  0
 19 37  1  6
 20 38  1  0
 21 39  1  1
 22 40  1  0
M  END


  Mrv1533007131517162D          

 29 30  0  0  1  0            999 V2000
    2.1434    4.5375    0.0000 C   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    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   10.7250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   10.7250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    9.9000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    9.4875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    9.9000    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
    1.4289    7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   10.3125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   10.3125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    9.0750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  6  2  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  1  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 17 11  2  0  0  0  0
 12 18  1  6  0  0  0
 13 19  1  6  0  0  0
 14 20  1  6  0  0  0
 21 10  1  0  0  0  0
 21 15  1  0  0  0  0
 22 11  1  0  0  0  0
 15 22  1  1  0  0  0
 23  6  1  0  0  0  0
 24  7  1  0  0  0  0
 10 25  1  6  0  0  0
 12 26  1  1  0  0  0
 13 27  1  6  0  0  0
 14 28  1  1  0  0  0
 15 29  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0213749

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O7/c16-8-10-12(18)13(19)14(20)15(21-10)22-11(17)7-6-9-4-2-1-3-5-9/h1-7,10,12-16,18-20H,8H2/b7-6+/t10-,12-,13+,14-,15+/m1/s1

> <INCHI_KEY>
CJGRGYBLAHPYOM-HOLMNUNMSA-N

> <FORMULA>
C15H18O7

> <MOLECULAR_WEIGHT>
310.302

> <EXACT_MASS>
310.10525292

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.2614040371512

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2E)-3-phenylprop-2-enoate

> <ALOGPS_LOGP>
-0.41

> <JCHEM_LOGP>
0.1013514999999994

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.194442549452031

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.195732837086483

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810938220288765

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
75.4911

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trans-cinnamoyl β-D-glucoside

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  20.790   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  20.020   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  20.790   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  20.020   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  18.480   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  17.710   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.336  22.330   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.001  16.170   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.668  22.330   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001  20.790   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001  17.710   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002  18.480   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  16.170   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0       2.667  13.860   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       6.668  13.090   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       8.002  21.560   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       5.335  21.560   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       6.668  19.250   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.001  19.250   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.335  16.940   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    9                                                       
CONECT    5    3    9                                                       
CONECT    6    7    9   23                                                  
CONECT    7    6   11   24                                                  
CONECT    8   10   16                                                       
CONECT    9    4    5    6                                                  
CONECT   10    8   12   21   25                                             
CONECT   11    7   17   22                                                  
CONECT   12   10   13   18   26                                             
CONECT   13   12   14   19   27                                             
CONECT   14   13   15   20   28                                             
CONECT   15   14   21   22   29                                             
CONECT   16    8                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21   10   15                                                       
CONECT   22   11   15                                                       
CONECT   23    6                                                            
CONECT   24    7                                                            
CONECT   25   10                                                            
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   15                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Value	Source
1-O-(trans-Cinnamoyl)-beta-D-glucose	ChEBI
trans-Cinnamoyl beta-D-glucoside	ChEBI
1-O-trans-Cinnamoyl-beta-D-glucopyranose	Kegg
1-O-(trans-Cinnamoyl)-b-D-glucose	Generator
1-O-(trans-Cinnamoyl)-β-D-glucose	Generator
trans-Cinnamoyl b-D-glucoside	Generator
trans-Cinnamoyl β-D-glucoside	Generator
1-O-trans-Cinnamoyl-b-D-glucopyranose	Generator
1-O-trans-Cinnamoyl-β-D-glucopyranose	Generator

Chemical Formula

C₁₅H₁₈O₇

Average Mass

310.3020 Da

Monoisotopic Mass

310.10525 Da

IUPAC Name

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2E)-3-phenylprop-2-enoate

Traditional Name

trans-cinnamoyl β-D-glucoside

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=CC=CC=C1)C(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C15H18O7/c16-8-10-12(18)13(19)14(20)15(21-10)22-11(17)7-6-9-4-2-1-3-5-9/h1-7,10,12-16,18-20H,8H2/b7-6+/t10-,12-,13+,14-,15+/m1/s1

InChI Key

CJGRGYBLAHPYOM-HOLMNUNMSA-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
Balanophora fungosa	LOTUS Database	35616633
Fragaria x ananassa	LOTUS Database	35616633
Ligustrum vulgare	LOTUS Database	35616633
Spiraea thunbergii	LOTUS Database	35616633
Syringa persica	LOTUS Database	35616633
Vaccinium vitis-idaea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-cinnamoyl glycosides. These are o-glycoside derivatives of cinnamic acid. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid esters

Direct Parent

O-cinnamoyl glycosides

Alternative Parents

Substituents

O-cinnamoyl glycoside
Hexose monosaccharide
Styrene
Fatty acid ester
Monocyclic benzene moiety
Monosaccharide
Fatty acyl
Oxane
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Primary alcohol
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

O-acyl carbohydrate (CHEBI:16279 )

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	-0.41	ALOGPS
logP	0.1	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	75.49 m³·mol⁻¹	ChemAxon
Polarizability	30.26 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

FDB031210

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C04164

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280653

PDB ID

Not Available

ChEBI ID

16279

Good Scents ID

Not Available

References

General References

Decker CH, Visser J, Schreier P: Beta-glucosidase multiplicity from Aspergillus tubingensis CBS 643.92: purification and characterization of four beta-glucosidases and their differentiation with respect to substrate specificity, glucose inhibition and acid tolerance. Appl Microbiol Biotechnol. 2001 Mar;55(2):157-63. doi: 10.1007/s002530000462. [PubMed:11330708 ]
LOTUS database [Link]

Showing NP-Card for trans-cinnamoyl β-d-glucoside (NP0213749)

MOL for NP0213749 (trans-cinnamoyl β-d-glucoside)

3D MOL for NP0213749 (trans-cinnamoyl β-d-glucoside)

3D SDF for NP0213749 (trans-cinnamoyl β-d-glucoside)

3D-SDF for NP0213749 (trans-cinnamoyl β-d-glucoside)

PDB for NP0213749 (trans-cinnamoyl β-d-glucoside)

3D PDB for NP0213749 (trans-cinnamoyl β-d-glucoside)

SMILES for NP0213749 (trans-cinnamoyl β-d-glucoside)

INCHI for NP0213749 (trans-cinnamoyl β-d-glucoside)

Structure for NP0213749 (trans-cinnamoyl β-d-glucoside)

3D Structure for NP0213749 (trans-cinnamoyl β-d-glucoside)