RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0135897
RefMet name	Phenylalanine
Systematic name	(2S)-2-amino-3-phenylpropanoic acid
Synonyms	PubChem Synonyms
Exact mass	165.078979 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C9H11NO2	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37108 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1
InChIKey	COLNVLDHVKWLRT-QMMMGPOBSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	c1ccc(cc1)C[C@@H](C(=O)O)N Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organic acids
Main Class	Amino acids and peptides
Sub Class	Amino acids
Distribution of Phenylalanine in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Phenylalanine
External Links
Pubchem CID	6140
ChEBI ID	28044
KEGG ID	C00079
HMDB ID	HMDB0000159
Chemspider ID	5910
MetaCyc ID	PHE
EPA CompTox	DTXCID103463
Spectral data for Phenylalanine standards
BMRB ID(NMR)	View NMR spectra
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Phenylalanine

Rxn ID	KEGG Reaction	Enzyme
R00688	L-Phenylalanine + H2O + NAD+ <=> Phenylpyruvate + Ammonia + NADH + H+	L-phenylalanine:NAD+ oxidoreductase (deaminating)
R00689	L-Phenylalanine + H2O + Oxygen <=> Phenylpyruvate + Ammonia + Hydrogen peroxide	L-Phenylalanine:oxygen oxidoreductase (deaminating)
R00692	L-Phenylalanine + Pyruvate <=> Phenylpyruvate + L-Alanine	L-phenylalanine:pyruvate aminotransferase
R00694	L-Phenylalanine + 2-Oxoglutarate <=> Phenylpyruvate + L-Glutamate	L-Phenylalanine:2-oxoglutarate aminotransferase
R00699	L-Phenylalanine <=> Phenethylamine + CO2	L-phenylalanine carboxy-lyase (phenylethylamine-forming)
R01795	Tetrahydrobiopterin + L-Phenylalanine + Oxygen <=> Dihydrobiopterin + L-Tyrosine + H2O	L-Phenylalanine,tetrahydrobiopterin:oxygen oxidoreductase (4-hydroxylating)
R03660	ATP + L-Phenylalanine + tRNA(Phe) <=> AMP + Diphosphate + L-Phenylalanyl-tRNA(Phe)	L-Phenylalanine:tRNA(Ala) ligase (AMP-forming)

Table of KEGG human pathways containing Phenylalanine

Pathway ID	Human Pathway	# of reactions
hsa00360	Phenylalanine metabolism	4
hsa00400	Phenylalanine, tyrosine and tryptophan biosynthesis	3
hsa01100	Metabolic pathways	2
hsa00970	Aminoacyl-tRNA biosynthesis	1
hsa01230	Biosynthesis of amino acids	1