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Showing NP-Card for Thesinine 4'-O-glucoside (NP0335932)

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Record Information
Version2.0
Created at2024-09-11 03:55:28 UTC
Updated at2024-09-11 03:55:28 UTC
NP-MRD IDNP0335932
Secondary Accession NumbersNone
Natural Product Identification
Common NameThesinine 4'-O-glucoside
DescriptionThesinine 4'-O-glucoside belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Based on a literature review very few articles have been published on Thesinine 4'-O-glucoside.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335932 (Thesinine 4'-O-glucoside)


  Mrv2104 05262306272D          

 32 35  0  0  0  0            999 V2000
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2795   -3.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -1.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -2.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864   -3.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3835   -2.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -1.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    1.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    1.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1634   -2.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0245   -2.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6385   -2.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3565   -1.9159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1015   -1.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2946   -0.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7425   -1.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9975   -2.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    1.4924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7155   -1.4743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -1.9414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6536   -0.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0396   -0.1751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9356   -1.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -0.5436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4454   -2.9705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8044   -2.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
 10  1  1  0  0  0  0
 11  9  1  0  0  0  0
 14  3  2  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16  6  2  0  0  0  0
 16  7  1  0  0  0  0
 17  2  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 19  8  1  0  0  0  0
 20 18  1  0  0  0  0
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 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 25 12  1  0  0  0  0
 26 19  2  0  0  0  0
 27 20  1  0  0  0  0
 28 21  1  0  0  0  0
 29 22  1  0  0  0  0
 30 13  1  0  0  0  0
 30 19  1  0  0  0  0
 31 16  1  0  0  0  0
 31 23  1  0  0  0  0
 32 18  1  0  0  0  0
 32 23  1  0  0  0  0
M  END
Download

3D MOL for NP0335932 (Thesinine 4'-O-glucoside)

Download
3D SDF for NP0335932 (Thesinine 4'-O-glucoside)

  Mrv2104 05262306272D          

 32 35  0  0  0  0            999 V2000
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2795   -3.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -1.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -2.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864   -3.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3835   -2.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -1.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    1.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    1.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1634   -2.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0245   -2.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6385   -2.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3565   -1.9159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1015   -1.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2946   -0.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7425   -1.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9975   -2.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    1.4924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7155   -1.4743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -1.9414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6536   -0.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0396   -0.1751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9356   -1.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -0.5436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4454   -2.9705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8044   -2.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
 10  1  1  0  0  0  0
 11  9  1  0  0  0  0
 14  3  2  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16  6  2  0  0  0  0
 16  7  1  0  0  0  0
 17  2  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 19  8  1  0  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 25 12  1  0  0  0  0
 26 19  2  0  0  0  0
 27 20  1  0  0  0  0
 28 21  1  0  0  0  0
 29 22  1  0  0  0  0
 30 13  1  0  0  0  0
 30 19  1  0  0  0  0
 31 16  1  0  0  0  0
 31 23  1  0  0  0  0
 32 18  1  0  0  0  0
 32 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335932

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2=CC=C(\C=C\C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1/C23H31NO8/c25-12-18-20(27)21(28)22(29)23(32-18)31-16-6-3-14(4-7-16)5-8-19(26)30-13-15-9-11-24-10-1-2-17(15)24/h3-8,15,17-18,20-23,25,27-29H,1-2,9-13H2/b8-5+

> <INCHI_KEY>
VRWXOVDCMDXQDO-VMPITWQZNA-N

> <FORMULA>
C23H31NO8

> <MOLECULAR_WEIGHT>
449.5

> <EXACT_MASS>
449.204966962

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
47.70395913380365

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(hexahydro-1H-pyrrolizin-1-yl)methyl (2E)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

> <JCHEM_LOGP>
0.49363970866666607

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.196536060789628

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.204333678600653

> <JCHEM_PKA_STRONGEST_BASIC>
10.228884654244188

> <JCHEM_POLAR_SURFACE_AREA>
128.92000000000002

> <JCHEM_REFRACTIVITY>
114.73479999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
hexahydro-1H-pyrrolizin-1-ylmethyl (2E)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0335932 (Thesinine 4'-O-glucoside)
Download
PDB for NP0335932 (Thesinine 4'-O-glucoside)
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       1.465   2.016   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.722  -6.049   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.276  -3.440   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.739  -4.264   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.228  -6.369   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.783  -3.760   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.264  -2.800   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.204   2.016   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.370   3.262   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.299   3.262   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.838  -3.896   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.775  -0.695   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.246  -4.584   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.259  -5.225   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.835   1.246   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.332  -3.576   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.757  -2.479   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.856  -2.112   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.350  -1.791   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.319  -2.936   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.795  -4.400   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       3.835   2.786   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      21.869  -2.752   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.727  -3.624   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      19.887  -0.967   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      16.874  -0.327   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      14.813  -2.616   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.281  -1.015   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      15.765  -5.545   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      18.302  -4.721   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1   17                                                       
CONECT    3    6   14                                                       
CONECT    4    7   14                                                       
CONECT    5    8   14                                                       
CONECT    6    3   16                                                       
CONECT    7    4   16                                                       
CONECT    8    5   19                                                       
CONECT    9   11   15                                                       
CONECT   10    1   24                                                       
CONECT   11    9   24                                                       
CONECT   12   18   25                                                       
CONECT   13   15   30                                                       
CONECT   14    3    4    5                                                  
CONECT   15    9   13   17                                                  
CONECT   16    6    7   31                                                  
CONECT   17    2   15   24                                                  
CONECT   18   12   20   32                                                  
CONECT   19    8   26   30                                                  
CONECT   20   18   21   27                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   31   32                                                  
CONECT   24   10   11   17                                                  
CONECT   25   12                                                            
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29   22                                                            
CONECT   30   13   19                                                       
CONECT   31   16   23                                                       
CONECT   32   18   23                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

Download
3D PDB for NP0335932 (Thesinine 4'-O-glucoside)
Download
SMILES for NP0335932 (Thesinine 4'-O-glucoside)
OCC1OC(OC2=CC=C(\C=C\C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O
Download
INCHI for NP0335932 (Thesinine 4'-O-glucoside)
InChI=1/C23H31NO8/c25-12-18-20(27)21(28)22(29)23(32-18)31-16-6-3-14(4-7-16)5-8-19(26)30-13-15-9-11-24-10-1-2-17(15)24/h3-8,15,17-18,20-23,25,27-29H,1-2,9-13H2/b8-5+
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC23H31NO8
Average Mass449.5000 Da
Monoisotopic Mass449.20497 Da
IUPAC Name(hexahydro-1H-pyrrolizin-1-yl)methyl (2E)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate
Traditional Namehexahydro-1H-pyrrolizin-1-ylmethyl (2E)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate
CAS Registry NumberNot Available
SMILES
OCC1OC(OC2=CC=C(\C=C\C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O
InChI Identifier
InChI=1/C23H31NO8/c25-12-18-20(27)21(28)22(29)23(32-18)31-16-6-3-14(4-7-16)5-8-19(26)30-13-15-9-11-24-10-1-2-17(15)24/h3-8,15,17-18,20-23,25,27-29H,1-2,9-13H2/b8-5+
InChI KeyVRWXOVDCMDXQDO-VMPITWQZNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentPhenolic glycosides  
Alternative Parents
Substituents
  • Phenolic glycoside
    • 

  • Cinnamic acid or derivatives
    • 

  • Hexose monosaccharide
    • 

  • Cinnamic acid ester
    • 

  • O-glycosyl compound
    • 

  • Phenoxy compound
    • 

  • Phenol ether
    • 

  • Pyrrolizidine
    • 

  • Styrene
    • 

  • Fatty acid ester
    • 

  • Monocyclic benzene moiety
    • 

  • Monosaccharide
    • 

  • Oxane
    • 

  • Fatty acyl
    • 

  • N-alkylpyrrolidine
    • 

  • Benzenoid
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Pyrrolidine
    • 

  • Enoate ester
    • 

  • Tertiary amine
    • 

  • Amino acid or derivatives
    • 

  • Secondary alcohol
    • 

  • Tertiary aliphatic amine
    • 

  • Carboxylic acid ester
    • 

  • Acetal
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic nitrogen compound
    • 

  • Primary alcohol
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.49ChemAxon
pKa (Strongest Acidic)12.2ChemAxon
pKa (Strongest Basic)10.23ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area128.92 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity114.73 m³·mol⁻¹ChemAxon
Polarizability47.7 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available