phenylalanine (CHEBI:28044)

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ChEBI Name	phenylalanine

ChEBI ID	CHEBI:28044

Definition	An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:8089, CHEBI:25984

Supplier Information	In organic chemistry, acyloins or α-hydroxy ketones are a class of organic compounds of the general form R−C(O)CH(OH)−R', composed of a hydroxy group (−OH) adjacent to a ketone group (>C=O). The name acyloin is derived from the fact that they are formally derived from reductive coupling of carboxylic acyl groups (−C(=O)OH). They are one of the two main classes of hydroxy ketones, distinguished by the position of the hydroxy group relative to the ketone; in this form, the hydroxy is on the alpha carbon, explaining the secondary name of α-hydroxy ketone.

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Formula

C9H11NO2

Net Charge

Average Mass

165.18918

Monoisotopic Mass

165.07898

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)

InChIKey

COLNVLDHVKWLRT-UHFFFAOYSA-N

SMILES

NC(Cc1ccccc1)C(O)=O

Metabolite of Species	Details
Daphnia magna (NCBI:txid35525)	See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	Daphnia magna metabolite A Daphnia metabolite produced by the species Daphnia magna.

ChEBI Ontology
Outgoing	phenylalanine (CHEBI:28044) has part benzyl group (CHEBI:22744) phenylalanine (CHEBI:28044) has role Daphnia magna metabolite (CHEBI:83056) phenylalanine (CHEBI:28044) is a α-amino acid (CHEBI:33704) phenylalanine (CHEBI:28044) is a aromatic amino acid (CHEBI:33856) phenylalanine (CHEBI:28044) is conjugate acid of phenylalaninate (CHEBI:32504) phenylalanine (CHEBI:28044) is conjugate base of phenylalaninium (CHEBI:32505)

Incoming	γ-glutamylphenylalanine (CHEBI:82966) has functional parent phenylalanine (CHEBI:28044) 4-nitrophenylalanine (CHEBI:48496) has functional parent phenylalanine (CHEBI:28044) methyl 4-amino-N-(tert-butoxycarbonyl)phenylalaninate (CHEBI:48493) has functional parent phenylalanine (CHEBI:28044) phenylalanine derivative (CHEBI:25985) has functional parent phenylalanine (CHEBI:28044) D-phenylalanine (CHEBI:16998) is a phenylalanine (CHEBI:28044) L-phenylalanine (CHEBI:17295) is a phenylalanine (CHEBI:28044) phenylalaninium (CHEBI:32505) is conjugate acid of phenylalanine (CHEBI:28044) phenylalaninate (CHEBI:32504) is conjugate base of phenylalanine (CHEBI:28044) phenylalanine residue (CHEBI:32503) is substituent group from phenylalanine (CHEBI:28044) phenylalanino group (CHEBI:25986) is substituent group from phenylalanine (CHEBI:28044) phenylalanyl group (CHEBI:25987) is substituent group from phenylalanine (CHEBI:28044)

IUPAC Names

2-amino-3-phenylpropanoic acid

phenylalanine

Synonyms	Sources
alpha-Amino-beta-phenylpropionic acid	KEGG COMPOUND
DL-Phenylalanine	KEGG COMPOUND
F	ChEBI
fenilalanina	ChEBI
PHE	ChEBI
Phenylalanin	ChEBI
Phenylalanine	KEGG COMPOUND
phénylalanine	ChEBI

Last Modified

19 December 2014