NP-MRD: Showing NP-Card for Neolicuroside (NP0337878)

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Record Information

Version

2.0

Created at

2024-09-11 12:51:13 UTC

Updated at

2024-09-11 12:51:13 UTC

NP-MRD ID

NP0337878

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Neolicuroside

Description

Neolicuroside was first documented in 2014 (PMID: 25058384). Based on a literature review very few articles have been published on Neolicuroside (PMID: 38159822).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262315232D          

 39 42  0  0  0  0            999 V2000
    0.1068   -0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4122    0.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561    0.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0398    4.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4423   -1.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477   -0.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549    3.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7411    1.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958    3.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -3.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    1.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917    0.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8603    4.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -1.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8904    3.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4055    2.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7109    2.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5749   -3.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -2.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7243   -1.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9038   -1.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189   -2.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -0.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4255   -4.4432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1066    1.6175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3452    5.0096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4150    2.4261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0465    2.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8803   -2.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2092   -0.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136    0.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177    1.7890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -2.0960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7544   -2.9359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682   -0.7611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  4  2  0  0  0  0
  8  3  2  0  0  0  0
 13  1  2  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  9  2  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 17 16  1  0  0  0  0
 18  9  1  0  0  0  0
 18 16  2  0  0  0  0
 19 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 11  1  0  0  0  0
 26 12  1  0  0  0  0
 26 23  1  0  0  0  0
 27 10  1  0  0  0  0
 28 11  1  0  0  0  0
 29 14  1  0  0  0  0
 30 17  2  0  0  0  0
 31 18  1  0  0  0  0
 32 20  1  0  0  0  0
 33 21  1  0  0  0  0
 34 23  1  0  0  0  0
 35 26  1  0  0  0  0
 36 12  1  0  0  0  0
 36 25  1  0  0  0  0
 37 15  1  0  0  0  0
 37 24  1  0  0  0  0
 38 19  1  0  0  0  0
 38 24  1  0  0  0  0
 39 22  1  0  0  0  0
 39 25  1  0  0  0  0
M  END


  Mrv2104 05262315232D          

 39 42  0  0  0  0            999 V2000
    0.1068   -0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4122    0.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561    0.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0398    4.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4423   -1.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477   -0.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549    3.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7411    1.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958    3.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -3.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    1.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917    0.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8603    4.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -1.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8904    3.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4055    2.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7109    2.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5749   -3.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -2.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7243   -1.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9038   -1.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189   -2.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -0.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4255   -4.4432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1066    1.6175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3452    5.0096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4150    2.4261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0465    2.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8803   -2.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2092   -0.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136    0.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177    1.7890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -2.0960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7544   -2.9359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682   -0.7611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  4  2  0  0  0  0
  8  3  2  0  0  0  0
 13  1  2  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  9  2  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 17 16  1  0  0  0  0
 18  9  1  0  0  0  0
 18 16  2  0  0  0  0
 19 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 11  1  0  0  0  0
 26 12  1  0  0  0  0
 26 23  1  0  0  0  0
 27 10  1  0  0  0  0
 28 11  1  0  0  0  0
 29 14  1  0  0  0  0
 30 17  2  0  0  0  0
 31 18  1  0  0  0  0
 32 20  1  0  0  0  0
 33 21  1  0  0  0  0
 34 23  1  0  0  0  0
 35 26  1  0  0  0  0
 36 12  1  0  0  0  0
 36 25  1  0  0  0  0
 37 15  1  0  0  0  0
 37 24  1  0  0  0  0
 38 19  1  0  0  0  0
 38 24  1  0  0  0  0
 39 22  1  0  0  0  0
 39 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337878

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2=CC=C(\C=C\C(=O)C3=C(O)C=C(O)C=C3)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1/C26H30O13/c27-10-19-20(32)21(33)22(39-25-23(34)26(35,11-28)12-36-25)24(38-19)37-15-5-1-13(2-6-15)3-8-17(30)16-7-4-14(29)9-18(16)31/h1-9,19-25,27-29,31-35H,10-12H2/b8-3+

> <INCHI_KEY>
VMMVZVPAYFZNBM-FPYGCLRLNA-N

> <FORMULA>
C26H30O13

> <MOLECULAR_WEIGHT>
550.513

> <EXACT_MASS>
550.168641026

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
55.23221387663121

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3-{4-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]phenyl}-1-(2,4-dihydroxyphenyl)prop-2-en-1-one

> <JCHEM_LOGP>
0.08506219066666768

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.74936624644073

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.116170883704453

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810925692672834

> <JCHEM_POLAR_SURFACE_AREA>
215.82999999999993

> <JCHEM_REFRACTIVITY>
131.63429999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
licuroside

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       0.199  -0.938   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.636   0.147   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.478   1.715   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.941   8.266   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.826  -2.345   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.262  -1.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.036   7.021   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.383   2.961   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.099   6.699   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.300  -7.048   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.439   3.339   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.715   1.290   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.105   0.308   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.473   8.105   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.357  -2.506   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.662   5.614   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.757   4.368   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.194   5.453   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.673  -5.641   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.578  -4.395   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.952  -2.989   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.420  -2.828   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.223   1.290   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.515  -4.073   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.699  -0.175   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.394  -8.294   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.932   3.019   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.378   9.351   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.775   4.529   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.820   4.046   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.110  -4.556   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       7.857  -1.743   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       3.759   1.766   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       7.500   3.339   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       7.239  -0.175   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       2.984  -3.913   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.142  -5.480   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       4.794  -1.421   0.000  0.00  0.00           O+0
CONECT    1    5   13                                                       
CONECT    2    6   13                                                       
CONECT    3    8   13                                                       
CONECT    4    7   14                                                       
CONECT    5    1   15                                                       
CONECT    6    2   15                                                       
CONECT    7    4   16                                                       
CONECT    8    3   17                                                       
CONECT    9   14   18                                                       
CONECT   10   19   27                                                       
CONECT   11   26   28                                                       
CONECT   12   26   36                                                       
CONECT   13    1    2    3                                                  
CONECT   14    4    9   29                                                  
CONECT   15    5    6   37                                                  
CONECT   16    7   17   18                                                  
CONECT   17    8   16   30                                                  
CONECT   18    9   16   31                                                  
CONECT   19   10   20   38                                                  
CONECT   20   19   21   32                                                  
CONECT   21   20   22   33                                                  
CONECT   22   21   24   39                                                  
CONECT   23   25   26   34                                                  
CONECT   24   22   37   38                                                  
CONECT   25   23   36   39                                                  
CONECT   26   11   12   23   35                                             
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   14                                                            
CONECT   30   17                                                            
CONECT   31   18                                                            
CONECT   32   20                                                            
CONECT   33   21                                                            
CONECT   34   23                                                            
CONECT   35   26                                                            
CONECT   36   12   25                                                       
CONECT   37   15   24                                                       
CONECT   38   19   24                                                       
CONECT   39   22   25                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀O₁₃

Average Mass

550.5130 Da

Monoisotopic Mass

550.16864 Da

IUPAC Name

(2E)-3-{4-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]phenyl}-1-(2,4-dihydroxyphenyl)prop-2-en-1-one

Traditional Name

licuroside

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2=CC=C(\C=C\C(=O)C3=C(O)C=C(O)C=C3)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O

InChI Identifier

InChI=1/C26H30O13/c27-10-19-20(32)21(33)22(39-25-23(34)26(35,11-28)12-36-25)24(38-19)37-15-5-1-13(2-6-15)3-8-17(30)16-7-4-14(29)9-18(16)31/h1-9,19-25,27-29,31-35H,10-12H2/b8-3+

InChI Key

VMMVZVPAYFZNBM-FPYGCLRLNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	0.085	ChemAxon
pKa (Strongest Acidic)	7.12	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	215.83 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	131.63 m³·mol⁻¹	ChemAxon
Polarizability	55.23 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang Y, Li WW, Wang Y, Fan YW, Wang QY, Liu C, Jiang S, Shang EX, Duan JA: Investigation of the material basis and mechanism of Lizhong decoction in ameliorating ulcerative colitis based on spectrum-effect relationship and network pharmacology. J Ethnopharmacol. 2024 Apr 6;323:117666. doi: 10.1016/j.jep.2023.117666. Epub 2023 Dec 28. [PubMed:38159822 ]
Zhang X, Xiong YL, Chen J, Zhou L: Synergy of licorice extract and pea protein hydrolysate for oxidative stability of soybean oil-in-water emulsions. J Agric Food Chem. 2014 Aug 13;62(32):8204-13. doi: 10.1021/jf5016126. Epub 2014 Jul 29. [PubMed:25058384 ]

Showing NP-Card for Neolicuroside (NP0337878)

MOL for NP0337878 (Neolicuroside)

3D MOL for NP0337878 (Neolicuroside)

3D SDF for NP0337878 (Neolicuroside)

3D-SDF for NP0337878 (Neolicuroside)

PDB for NP0337878 (Neolicuroside)

3D PDB for NP0337878 (Neolicuroside)

SMILES for NP0337878 (Neolicuroside)

INCHI for NP0337878 (Neolicuroside)

Structure for NP0337878 (Neolicuroside)

3D Structure for NP0337878 (Neolicuroside)