NP-MRD: Showing NP-Card for N-(2,5-Dihydroxyphenyl)pyridinium(1+) (NP0337018)

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Record Information

Version

2.0

Created at

2024-09-11 08:54:40 UTC

Updated at

2024-09-11 08:54:41 UTC

NP-MRD ID

NP0337018

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-(2,5-Dihydroxyphenyl)pyridinium(1+)

Description

N-(2,5-Dihydroxyphenyl)pyridinium(1+) belongs to the class of organic compounds known as hydroquinones. Hydroquinones are compounds containing a hydroquinone moiety, which consists of a benzene ring with a hydroxyl groups at positions 1 and 4. N-(2,5-Dihydroxyphenyl)pyridinium(1+) is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, N-(2,5-dihydroxyphenyl)pyridinium(1+) has been detected, but not quantified in, fruits. This could make N-(2,5-dihydroxyphenyl)pyridinium(1+) a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061312072D          

 14 15  0  0  0  0            999 V2000
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    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
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   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
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  9  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 14 11  1  0  0  0  0
M  CHG  1  12   1
M  END
> <DATABASE_ID>
NP0337018

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(=C(O)C=C1)[N+]1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H9NO2/c13-9-4-5-11(14)10(8-9)12-6-2-1-3-7-12/h1-8H,(H-,13,14)/p+1

> <INCHI_KEY>
BYQQTWROSPBRIU-UHFFFAOYSA-O

> <FORMULA>
C11H10NO2

> <MOLECULAR_WEIGHT>
188.2026

> <EXACT_MASS>
188.071153569

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
19.478352489245772

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(2,5-dihydroxyphenyl)-1λ⁵-pyridin-1-ylium

> <ALOGPS_LOGP>
-0.78

> <JCHEM_LOGP>
-0.7552270908050792

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.454013339711484

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.701455522248698

> <JCHEM_PKA_STRONGEST_BASIC>
-6.044530672367263

> <JCHEM_POLAR_SURFACE_AREA>
44.34

> <JCHEM_REFRACTIVITY>
64.1152

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(2,5-dihydroxyphenyl)-1λ⁵-pyridin-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

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       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+1
HETATM   13  O   UNK     0       8.002   9.240   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    5    9                                                       
CONECT    5    4   11                                                       
CONECT    6    2   12                                                       
CONECT    7    3   12                                                       
CONECT    8    9   10                                                       
CONECT    9    4    8   13                                                  
CONECT   10    8   11   12                                                  
CONECT   11    5   10   14                                                  
CONECT   12    6    7   10                                                  
CONECT   13    9                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₀NO₂

Average Mass

188.2026 Da

Monoisotopic Mass

188.07115 Da

IUPAC Name

1-(2,5-dihydroxyphenyl)-1λ⁵-pyridin-1-ylium

Traditional Name

1-(2,5-dihydroxyphenyl)-1λ⁵-pyridin-1-ylium

CAS Registry Number

Not Available

SMILES

OC1=CC(=C(O)C=C1)[N+]1=CC=CC=C1

InChI Identifier

InChI=1S/C11H9NO2/c13-9-4-5-11(14)10(8-9)12-6-2-1-3-7-12/h1-8H,(H-,13,14)/p+1

InChI Key

BYQQTWROSPBRIU-UHFFFAOYSA-O

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroquinones. Hydroquinones are compounds containing a hydroquinone moiety, which consists of a benzene ring with a hydroxyl groups at positions 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Hydroquinone
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Pyridine
Pyridinium
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	-0.78	ALOGPS
logP	-0.76	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.7	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	44.34 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	64.12 m³·mol⁻¹	ChemAxon
Polarizability	19.48 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0040768

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020584

KNApSAcK ID

Not Available

Chemspider ID

364716

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

411955

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for N-(2,5-Dihydroxyphenyl)pyridinium(1+) (NP0337018)

MOL for NP0337018 (N-(2,5-Dihydroxyphenyl)pyridinium(1+))

3D MOL for NP0337018 (N-(2,5-Dihydroxyphenyl)pyridinium(1+))

3D SDF for NP0337018 (N-(2,5-Dihydroxyphenyl)pyridinium(1+))

3D-SDF for NP0337018 (N-(2,5-Dihydroxyphenyl)pyridinium(1+))

PDB for NP0337018 (N-(2,5-Dihydroxyphenyl)pyridinium(1+))

3D PDB for NP0337018 (N-(2,5-Dihydroxyphenyl)pyridinium(1+))

SMILES for NP0337018 (N-(2,5-Dihydroxyphenyl)pyridinium(1+))

INCHI for NP0337018 (N-(2,5-Dihydroxyphenyl)pyridinium(1+))

Structure for NP0337018 (N-(2,5-Dihydroxyphenyl)pyridinium(1+))

3D Structure for NP0337018 (N-(2,5-Dihydroxyphenyl)pyridinium(1+))