CHEBI:72723 - Phe-Phe

ChEBI IDCHEBI:72723
ChEBI NamePhe-Phe
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DefinitionA dipeptide formed from two L-phenylalanine residues.
Last Modified26 April 2022
Submittermwilliams
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FormulaC18H20N2O3
Net Charge0
Average Mass312.369
Monoisotopic Mass312.14739
SMILESN[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)O
InChIInChI=1S/C18H20N2O3/c19-15(11-13-7-3-1-4-8-13)17(21)20-16(18(22)23)12-14-9-5-2-6-10-14/h1-10,15-16H,11-12,19H2,(H,20,21)(H,22,23)/t15-,16-/m0/s1
InChIKeyGKZIWHRNKRBEOH-HOTGVXAUSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
blood serum (BTO:0000133) MetaboLights (MTBLS90)
saliva (UBERON:0001836) PubMed (22308371)
urine (BTO:0001419) PubMed (19309105)
Mycoplasma genitalium (ncbitaxon:2097) - PubMed (22817898)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
Mycoplasma genitalium metabolite  Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
human blood serum metabolite  Any metabolite (endogenous or exogenous) found in human blood serum samples.
ChEBI Ontology
Outgoing Relation(s)
Phe-Phe (CHEBI:72723) has functional parent L-phenylalanine (CHEBI:17295)
Phe-Phe (CHEBI:72723) has role Mycoplasma genitalium metabolite (CHEBI:131604)
Phe-Phe (CHEBI:72723) has role human blood serum metabolite (CHEBI:85234)
Phe-Phe (CHEBI:72723) is a dipeptide (CHEBI:46761)
Phe-Phe (CHEBI:72723) is tautomer of Phe-Phe zwitterion (CHEBI:191205)
Incoming Relation(s)
Phe-Phe zwitterion (CHEBI:191205) is tautomer of Phe-Phe (CHEBI:72723)
IUPAC Name 
L-phenylalanyl-L-phenylalanine
Synonyms  Source
L-Phe-L-PheChEBI
FFChEBI
Phe-PheChEBI
phenylalanylphenylalanineChEBI
(2S)-2-{[(2S)-2-amino-3-phenylpropanoyl]amino}-3-phenylpropanoic acidIUPAC
H-Phe-Phe-OHChEBI
Manual XrefsDatabases
HMDB0013302HMDB
Registry NumbersSources
Reaxys:2818640Reaxys
CAS:2577-40-4ChemIDplus
Citations