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Showing NP-Card for (8S,8'S)-Secoisolariciresinol 9-xyloside (NP0335186)

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Record Information
Version2.0
Created at2024-09-11 00:25:05 UTC
Updated at2024-09-11 00:25:06 UTC
NP-MRD IDNP0335186
Secondary Accession NumbersNone
Natural Product Identification
Common Name(8S,8'S)-Secoisolariciresinol 9-xyloside
Description(8S,8'S)-Secoisolariciresinol 9-xyloside belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. Based on a literature review very few articles have been published on (8S,8'S)-Secoisolariciresinol 9-xyloside.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335186 ((8S,8'S)-Secoisolariciresinol 9-xyloside)


  Mrv2104 05262302572D          

 35 37  0  0  0  0            999 V2000
   -4.7289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    6.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9039    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7289    4.7289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.5868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    0.4421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    1.8711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9039    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    6.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.8711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
 14  3  1  0  0  0  0
 14  7  1  0  0  0  0
 14  9  2  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  2  0  0  0  0
 16  7  1  0  0  0  0
 16 11  1  0  0  0  0
 17  8  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18  5  1  0  0  0  0
 19  6  1  0  0  0  0
 20 13  1  0  0  0  0
 21  9  1  0  0  0  0
 21 18  2  0  0  0  0
 22 10  1  0  0  0  0
 22 19  2  0  0  0  0
 23 20  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 11  1  0  0  0  0
 27 18  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
 30 23  1  0  0  0  0
 31 24  1  0  0  0  0
 32  1  1  0  0  0  0
 32 21  1  0  0  0  0
 33  2  1  0  0  0  0
 33 22  1  0  0  0  0
 34 12  1  0  0  0  0
 34 25  1  0  0  0  0
 35 13  1  0  0  0  0
 35 25  1  0  0  0  0
M  END
Download

3D MOL for NP0335186 ((8S,8'S)-Secoisolariciresinol 9-xyloside)

Download
3D SDF for NP0335186 ((8S,8'S)-Secoisolariciresinol 9-xyloside)

  Mrv2104 05262302572D          

 35 37  0  0  0  0            999 V2000
   -4.7289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    6.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9039    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7289    4.7289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.5868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    0.4421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    1.8711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9039    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    6.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.8711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
 14  3  1  0  0  0  0
 14  7  1  0  0  0  0
 14  9  2  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  2  0  0  0  0
 16  7  1  0  0  0  0
 16 11  1  0  0  0  0
 17  8  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18  5  1  0  0  0  0
 19  6  1  0  0  0  0
 20 13  1  0  0  0  0
 21  9  1  0  0  0  0
 21 18  2  0  0  0  0
 22 10  1  0  0  0  0
 22 19  2  0  0  0  0
 23 20  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 11  1  0  0  0  0
 27 18  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
 30 23  1  0  0  0  0
 31 24  1  0  0  0  0
 32  1  1  0  0  0  0
 32 21  1  0  0  0  0
 33  2  1  0  0  0  0
 33 22  1  0  0  0  0
 34 12  1  0  0  0  0
 34 25  1  0  0  0  0
 35 13  1  0  0  0  0
 35 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335186

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(CC(CO)C(COC2OCC(O)C(O)C2O)CC2=CC(OC)=C(O)C=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1/C25H34O10/c1-32-21-9-14(3-5-18(21)27)7-16(11-26)17(8-15-4-6-19(28)22(10-15)33-2)12-34-25-24(31)23(30)20(29)13-35-25/h3-6,9-10,16-17,20,23-31H,7-8,11-13H2,1-2H3

> <INCHI_KEY>
KAXGCKCCFQIHTO-UHFFFAOYNA-N

> <FORMULA>
C25H34O10

> <MOLECULAR_WEIGHT>
494.537

> <EXACT_MASS>
494.215197295

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
50.887407335816974

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{4-hydroxy-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butoxy}oxane-3,4,5-triol

> <JCHEM_LOGP>
1.1923603790000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.558533062278842

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.960919257804532

> <JCHEM_PKA_STRONGEST_BASIC>
-2.603215875919889

> <JCHEM_POLAR_SURFACE_AREA>
158.29999999999998

> <JCHEM_REFRACTIVITY>
125.73779999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-{4-hydroxy-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butoxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0335186 ((8S,8'S)-Secoisolariciresinol 9-xyloside)
Download
PDB for NP0335186 ((8S,8'S)-Secoisolariciresinol 9-xyloside)
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      -8.827   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.977  12.828   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.977  10.161   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.413  11.495   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.517  10.161   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.357  12.828   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   8.827   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.413   8.827   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.977   7.494   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.897  10.161   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.413   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.723   2.159   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.207   8.827   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.357  10.161   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.897   7.494   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.357   7.494   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.287   8.827   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.897  12.828   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.263   2.159   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.517   7.494   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667  11.495   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.033   3.493   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.263   4.826   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.723   4.826   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.207   6.160   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -8.827   8.827   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.667  14.162   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.033   0.825   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.573   3.493   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.033   6.160   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -7.287   6.160   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -4.207  11.495   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       1.953   6.160   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.953   3.493   0.000  0.00  0.00           O+0
CONECT    1   32                                                            
CONECT    2   33                                                            
CONECT    3    5   14                                                       
CONECT    4    6   15                                                       
CONECT    5    3   18                                                       
CONECT    6    4   19                                                       
CONECT    7   14   16                                                       
CONECT    8   15   17                                                       
CONECT    9   14   21                                                       
CONECT   10   15   22                                                       
CONECT   11   16   26                                                       
CONECT   12   17   34                                                       
CONECT   13   20   35                                                       
CONECT   14    3    7    9                                                  
CONECT   15    4    8   10                                                  
CONECT   16    7   11   17                                                  
CONECT   17    8   12   16                                                  
CONECT   18    5   21   27                                                  
CONECT   19    6   22   28                                                  
CONECT   20   13   23   29                                                  
CONECT   21    9   18   32                                                  
CONECT   22   10   19   33                                                  
CONECT   23   20   24   30                                                  
CONECT   24   23   25   31                                                  
CONECT   25   24   34   35                                                  
CONECT   26   11                                                            
CONECT   27   18                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   23                                                            
CONECT   31   24                                                            
CONECT   32    1   21                                                       
CONECT   33    2   22                                                       
CONECT   34   12   25                                                       
CONECT   35   13   25                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

Download
3D PDB for NP0335186 ((8S,8'S)-Secoisolariciresinol 9-xyloside)
Download
SMILES for NP0335186 ((8S,8'S)-Secoisolariciresinol 9-xyloside)
COC1=C(O)C=CC(CC(CO)C(COC2OCC(O)C(O)C2O)CC2=CC(OC)=C(O)C=C2)=C1
Download
INCHI for NP0335186 ((8S,8'S)-Secoisolariciresinol 9-xyloside)
InChI=1/C25H34O10/c1-32-21-9-14(3-5-18(21)27)7-16(11-26)17(8-15-4-6-19(28)22(10-15)33-2)12-34-25-24(31)23(30)20(29)13-35-25/h3-6,9-10,16-17,20,23-31H,7-8,11-13H2,1-2H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC25H34O10
Average Mass494.5370 Da
Monoisotopic Mass494.21520 Da
IUPAC Name2-{4-hydroxy-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butoxy}oxane-3,4,5-triol
Traditional Name2-{4-hydroxy-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butoxy}oxane-3,4,5-triol
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=CC(CC(CO)C(COC2OCC(O)C(O)C2O)CC2=CC(OC)=C(O)C=C2)=C1
InChI Identifier
InChI=1/C25H34O10/c1-32-21-9-14(3-5-18(21)27)7-16(11-26)17(8-15-4-6-19(28)22(10-15)33-2)12-34-25-24(31)23(30)20(29)13-35-25/h3-6,9-10,16-17,20,23-31H,7-8,11-13H2,1-2H3
InChI KeyKAXGCKCCFQIHTO-UHFFFAOYNA-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 lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.
KingdomOrganic compounds  
Super ClassLignans, neolignans and related compounds  
ClassLignan glycosides  
Sub ClassNot Available
Direct ParentLignan glycosides  
Alternative Parents
Substituents
  • Lignan glycoside
    • 

  • Dibenzylbutane lignan skeleton
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Methoxyphenol
    • 

  • Pentose monosaccharide
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Methoxybenzene
    • 

  • Phenol ether
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Phenol
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Monosaccharide
    • 

  • Oxane
    • 

  • Secondary alcohol
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Oxacycle
    • 

  • Acetal
    • 

  • Polyol
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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
logP1.19ChemAxon
pKa (Strongest Acidic)9.96ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area158.3 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity125.74 m³·mol⁻¹ChemAxon
Polarizability50.89 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
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