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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:23 UTC

Update Date

2023-02-21 17:19:12 UTC

HMDB ID

HMDB0029747

Secondary Accession Numbers

HMDB29747

Metabolite Identification

Common Name

2-Amino-5-phenylpyridine

Description

2-Amino-5-phenylpyridine, also known as 5-phenyl-2-pyridinamine or phe-p-1, belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond. Based on a literature review very few articles have been published on 2-Amino-5-phenylpyridine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0       0.076   4.619   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.076   3.079   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.308   2.309   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.308   0.769   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.076  -0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.308   0.769   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.308   2.309   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.076  -1.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.308  -2.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.308  -3.849   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.076  -4.619   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.308  -3.849   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.308  -2.309   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6                                                       
CONECT    8    5    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13    8   12                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Amino-5-phenyl-pyridine	HMDB
5-Phenyl-2-pyridinamine	HMDB
5-Phenyl-2-pyridinamine, 9ci	HMDB
Phe-p-1	HMDB
5-Phenyl-2-aminopyridine	HMDB
2-Amino-5-phenylpyridine	MeSH

Chemical Formula

C₁₁H₁₀N₂

Average Molecular Weight

170.2105

Monoisotopic Molecular Weight

170.08439833

IUPAC Name

5-phenylpyridin-2-amine

Traditional Name

5-phenylpyridin-2-amine

CAS Registry Number

33421-40-8

SMILES

NC1=NC=C(C=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C11H10N2/c12-11-7-6-10(8-13-11)9-4-2-1-3-5-9/h1-8H,(H2,12,13)

InChI Key

OAPVIBHQRYFYSE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Phenylpyridines

Direct Parent

Phenylpyridines

Alternative Parents

Substituents

3-phenylpyridine
Aminopyridine
Imidolactam
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029747)
Cytoplasm (HMDB: HMDB0029747)

Source

Endogenous

Endogenous (HMDB: HMDB0029747)

Exogenous

Food

Food (HMDB: HMDB0029747)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	136 - 137 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.15 g/L	ALOGPS
logP	2.18	ALOGPS
logP	2.17	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Basic)	6.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.91 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	54.05 m³·mol⁻¹	ChemAxon
Polarizability	18.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	136.329	31661259
DarkChem	[M-H]-	135.784	31661259
DeepCCS	[M+H]+	139.405	30932474
DeepCCS	[M-H]-	136.841	30932474
DeepCCS	[M-2H]-	172.525	30932474
DeepCCS	[M+Na]+	147.699	30932474
AllCCS	[M+H]+	137.1	32859911
AllCCS	[M+H-H2O]+	132.5	32859911
AllCCS	[M+NH4]+	141.5	32859911
AllCCS	[M+Na]+	142.7	32859911
AllCCS	[M-H]-	138.8	32859911
AllCCS	[M+Na-2H]-	139.2	32859911
AllCCS	[M+HCOO]-	139.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-5-phenylpyridine	NC1=NC=C(C=C1)C1=CC=CC=C1	2713.8	Standard polar	33892256
2-Amino-5-phenylpyridine	NC1=NC=C(C=C1)C1=CC=CC=C1	1696.8	Standard non polar	33892256
2-Amino-5-phenylpyridine	NC1=NC=C(C=C1)C1=CC=CC=C1	1724.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-5-phenylpyridine,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C(C2=CC=CC=C2)C=N1	1940.0	Semi standard non polar	33892256
2-Amino-5-phenylpyridine,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C(C2=CC=CC=C2)C=N1	1993.8	Standard non polar	33892256
2-Amino-5-phenylpyridine,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(C2=CC=CC=C2)C=N1)[Si](C)(C)C	1937.7	Semi standard non polar	33892256
2-Amino-5-phenylpyridine,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(C2=CC=CC=C2)C=N1)[Si](C)(C)C	2074.4	Standard non polar	33892256
2-Amino-5-phenylpyridine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C(C2=CC=CC=C2)C=N1	2186.1	Semi standard non polar	33892256
2-Amino-5-phenylpyridine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C(C2=CC=CC=C2)C=N1	2207.3	Standard non polar	33892256
2-Amino-5-phenylpyridine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(C2=CC=CC=C2)C=N1)[Si](C)(C)C(C)(C)C	2384.2	Semi standard non polar	33892256
2-Amino-5-phenylpyridine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(C2=CC=CC=C2)C=N1)[Si](C)(C)C(C)(C)C	2501.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Amino-5-phenylpyridine EI-B (Non-derivatized)	splash10-00di-4900000000-2d1565bfd93536790b1b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Amino-5-phenylpyridine EI-B (Non-derivatized)	splash10-00di-4900000000-2d1565bfd93536790b1b	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-5-phenylpyridine GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-0900000000-df962b4324a299d72c64	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-5-phenylpyridine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-5-phenylpyridine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 10V, Negative-QTOF	splash10-014i-0900000000-4394f6a4627e7c12b546	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 20V, Negative-QTOF	splash10-014i-0900000000-10192d8646bafaea8065	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 40V, Negative-QTOF	splash10-00kf-5900000000-8dc54171e5fb73283a61	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 10V, Negative-QTOF	splash10-014i-0900000000-3f5065fabd3557140775	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 20V, Negative-QTOF	splash10-014i-0900000000-d3cc3ee39f1a26f22d59	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 40V, Negative-QTOF	splash10-014i-0900000000-8f89ac03245924022f29	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 10V, Positive-QTOF	splash10-00di-0900000000-d972f52751bc563bf67f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 20V, Positive-QTOF	splash10-00di-0900000000-8ce5522b71331bdc74dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 40V, Positive-QTOF	splash10-0l06-2900000000-646f8d58c9ec903a7e64	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 10V, Positive-QTOF	splash10-00di-0900000000-f2f146559826c9001dff	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 20V, Positive-QTOF	splash10-00di-0900000000-7939df0b42999df0bb50	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-phenylpyridine 40V, Positive-QTOF	splash10-00mo-3900000000-d213f8199c006ba897a8	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000948

KNApSAcK ID

Not Available

Chemspider ID

94822

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

105097

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Amino-5-phenylpyridine (HMDB0029747)

MOL for HMDB0029747 (2-Amino-5-phenylpyridine)

3D MOL for HMDB0029747 (2-Amino-5-phenylpyridine)

3D SDF for HMDB0029747 (2-Amino-5-phenylpyridine)

3D-SDF for HMDB0029747 (2-Amino-5-phenylpyridine)

PDB for HMDB0029747 (2-Amino-5-phenylpyridine)

3D PDB for HMDB0029747 (2-Amino-5-phenylpyridine)

SMILES for HMDB0029747 (2-Amino-5-phenylpyridine)

INCHI for HMDB0029747 (2-Amino-5-phenylpyridine)

Structure for HMDB0029747 (2-Amino-5-phenylpyridine)

3D Structure for HMDB0029747 (2-Amino-5-phenylpyridine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra