Np mrd loader

Showing NP-Card for Foeniculoside I (NP0049875)

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Record Information
Version2.0
Created at2022-03-17 21:19:31 UTC
Updated at2022-03-17 21:19:31 UTC
NP-MRD IDNP0049875
Secondary Accession NumbersNone
Natural Product Identification
Common NameFoeniculoside I
DescriptionFoeniculoside I belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Foeniculoside I is an extremely weak basic (essentially neutral) compound (based on its pKa). Foeniculoside I is a stilbenoid. Outside of the human body, Foeniculoside I has been detected, but not quantified in, fennels and herbs and spices. This could make foeniculoside I a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049875 (Foeniculoside I)


  Mrv0541 05061312452D          

 62 70  0  0  0  0            999 V2000
    3.5949    3.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137    4.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
Download

3D MOL for NP0049875 (Foeniculoside I)

Download
3D SDF for NP0049875 (Foeniculoside I)

  Mrv0541 05061312452D          

 62 70  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0049875

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2=CC(=CC(O)=C2)C2C(OC3=CC(O)=CC(C4C(OC5=C4C(\C=C\C4=CC=C(O)C=C4)=CC(O)=C5)C4=CC=C(O)C=C4)=C23)C2=CC=C(O)C=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C48H42O14/c49-22-38-43(56)44(57)45(58)48(62-38)59-34-17-27(16-31(53)18-34)40-41-35(19-33(55)21-37(41)61-46(40)24-5-11-29(51)12-6-24)42-39-26(4-1-23-2-9-28(50)10-3-23)15-32(54)20-36(39)60-47(42)25-7-13-30(52)14-8-25/h1-21,38,40,42-58H,22H2/b4-1+

> <INCHI_KEY>
SZKVNSODIJRAET-DAFODLJHSA-N

> <FORMULA>
C48H42O14

> <MOLECULAR_WEIGHT>
842.8387

> <EXACT_MASS>
842.257456052

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
85.71363433348714

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3-hydroxy-5-{6-hydroxy-4-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl}phenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
4.98

> <JCHEM_LOGP>
6.250529960333332

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.055197492378888

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.673586525224277

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6789465892526243

> <JCHEM_POLAR_SURFACE_AREA>
239.21999999999994

> <JCHEM_REFRACTIVITY>
224.7679000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3-hydroxy-5-{6-hydroxy-4-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl}phenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049875 (Foeniculoside I)
Download
PDB for NP0049875 (Foeniculoside I)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.710   5.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.626   8.137   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.058   5.979   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.550   4.169   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.090   4.176   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.428  -1.723   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.586  -3.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.380   9.042   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.812   6.884   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.630   4.176   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.630   1.509   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.522  -2.969   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.680  -4.536   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.202   3.890   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.143  -0.188   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.680  -1.012   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.698  -2.797   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.287   1.453   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.344  -8.839   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.465   6.606   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.959  -1.884   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.795   3.264   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.973   8.416   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.400   2.843   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.149  -4.375   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.332  -1.653   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.448   2.985   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.204  -2.477   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.880   0.827   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.314  -7.695   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.634   1.732   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.388   0.827   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       1.807  -8.015   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.777  -6.871   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.253  -5.406   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       6.864  -0.638   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       2.759  -5.086   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       3.868 -10.304   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       1.727   9.321   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -4.940   2.843   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       4.625  -5.840   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -1.839  -1.973   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      11.855   3.611   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       5.937   5.119   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       1.331  -9.480   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -0.730  -7.191   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       0.222  -4.262   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0       3.235  -3.621   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0       8.404  -0.638   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0       3.789  -6.230   0.000  0.00  0.00           O+0
CONECT    1    4   23                                                       
CONECT    2    9   23                                                       
CONECT    3   10   23                                                       
CONECT    4    1   26                                                       
CONECT    5   11   24                                                       
CONECT    6   12   24                                                       
CONECT    7   13   25                                                       
CONECT    8   14   25                                                       
CONECT    9    2   28                                                       
CONECT   10    3   28                                                       
CONECT   11    5   29                                                       
CONECT   12    6   29                                                       
CONECT   13    7   30                                                       
CONECT   14    8   30                                                       
CONECT   15   26   32                                                       
CONECT   16   27   31                                                       
CONECT   17   27   34                                                       
CONECT   18   31   34                                                       
CONECT   19   33   35                                                       
CONECT   20   32   36                                                       
CONECT   21   33   37                                                       
CONECT   22   38   49                                                       
CONECT   23    1    2    3                                                  
CONECT   24    5    6   46                                                  
CONECT   25    7    8   47                                                  
CONECT   26    4   15   39                                                  
CONECT   27   16   17   40                                                  
CONECT   28    9   10   50                                                  
CONECT   29   11   12   51                                                  
CONECT   30   13   14   52                                                  
CONECT   31   16   18   53                                                  
CONECT   32   15   20   54                                                  
CONECT   33   19   21   55                                                  
CONECT   34   17   18   59                                                  
CONECT   35   19   41   42                                                  
CONECT   36   20   39   60                                                  
CONECT   37   21   41   61                                                  
CONECT   38   22   43   62                                                  
CONECT   39   26   36   42                                                  
CONECT   40   27   41   46                                                  
CONECT   41   35   37   40                                                  
CONECT   42   35   39   47                                                  
CONECT   43   38   44   56                                                  
CONECT   44   43   45   57                                                  
CONECT   45   44   48   58                                                  
CONECT   46   24   40   61                                                  
CONECT   47   25   42   60                                                  
CONECT   48   45   59   62                                                  
CONECT   49   22                                                            
CONECT   50   28                                                            
CONECT   51   29                                                            
CONECT   52   30                                                            
CONECT   53   31                                                            
CONECT   54   32                                                            
CONECT   55   33                                                            
CONECT   56   43                                                            
CONECT   57   44                                                            
CONECT   58   45                                                            
CONECT   59   34   48                                                       
CONECT   60   36   47                                                       
CONECT   61   37   46                                                       
CONECT   62   38   48                                                       
MASTER        0    0    0    0    0    0    0    0   62    0  140    0
END

Download
3D PDB for NP0049875 (Foeniculoside I)
Download
SMILES for NP0049875 (Foeniculoside I)
OCC1OC(OC2=CC(=CC(O)=C2)C2C(OC3=CC(O)=CC(C4C(OC5=C4C(\C=C\C4=CC=C(O)C=C4)=CC(O)=C5)C4=CC=C(O)C=C4)=C23)C2=CC=C(O)C=C2)C(O)C(O)C1O
Download
INCHI for NP0049875 (Foeniculoside I)
InChI=1S/C48H42O14/c49-22-38-43(56)44(57)45(58)48(62-38)59-34-17-27(16-31(53)18-34)40-41-35(19-33(55)21-37(41)61-46(40)24-5-11-29(51)12-6-24)42-39-26(4-1-23-2-9-28(50)10-3-23)15-32(54)20-36(39)60-47(42)25-7-13-30(52)14-8-25/h1-21,38,40,42-58H,22H2/b4-1+
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC48H42O14
Average Mass842.8387 Da
Monoisotopic Mass842.25746 Da
IUPAC Name2-(3-hydroxy-5-{6-hydroxy-4-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl}phenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
Traditional Name2-(3-hydroxy-5-{6-hydroxy-4-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl}phenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
CAS Registry Number168010-10-4
SMILES
OCC1OC(OC2=CC(=CC(O)=C2)C2C(OC3=CC(O)=CC(C4C(OC5=C4C(\C=C\C4=CC=C(O)C=C4)=CC(O)=C5)C4=CC=C(O)C=C4)=C23)C2=CC=C(O)C=C2)C(O)C(O)C1O
InChI Identifier
InChI=1S/C48H42O14/c49-22-38-43(56)44(57)45(58)48(62-38)59-34-17-27(16-31(53)18-34)40-41-35(19-33(55)21-37(41)61-46(40)24-5-11-29(51)12-6-24)42-39-26(4-1-23-2-9-28(50)10-3-23)15-32(54)20-36(39)60-47(42)25-7-13-30(52)14-8-25/h1-21,38,40,42-58H,22H2/b4-1+
InChI KeySZKVNSODIJRAET-DAFODLJHSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Foeniculum vulgareFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
Class2-arylbenzofuran flavonoids  
Sub ClassNot Available
Direct Parent2-arylbenzofuran flavonoids  
Alternative Parents
Substituents
  • 2-arylbenzofuran flavonoid
    • 

  • Stilbene glycoside
    • 

  • Phenolic glycoside
    • 

  • 1-phenylcoumaran
    • 

  • Stilbene
    • 

  • Hexose monosaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Coumaran
    • 

  • Phenol ether
    • 

  • Styrene
    • 

  • Phenoxy compound
    • 

  • Phenol
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Monosaccharide
    • 

  • Oxane
    • 

  • Secondary alcohol
    • 

  • Acetal
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Polyol
    • 

  • Organooxygen compound
    • 

  • Primary alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • 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
logP4.98ALOGPS
logP6.25ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)8.67ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area239.22 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity224.77 m³·mol⁻¹ChemAxon
Polarizability85.71 ųChemAxon
Number of Rings9ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0041556  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021541  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFoeniculoside I  
METLIN IDNot Available
PubChem Compound131753166  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available