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> Main
CHEBI:28044 - phenylalanine
Main
ChEBI Ontology
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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
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Wikipedia
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Read full article at Wikipedia
Formula
C9H11NO2
Net Charge
0
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 (Br
o
nsted acid).
(via
organic amino compound
)
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
Daphnia magna metabolite
A
Daphnia
metabolite produced by the species
Daphnia magna
.
View more via ChEBI Ontology
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
Manual Xrefs
Databases
C02057
KEGG COMPOUND
Phenylalanine
Wikipedia
View more database links
Registry Numbers
Types
Sources
150-30-1
CAS Registry Number
ChemIDplus
150-30-1
CAS Registry Number
NIST Chemistry WebBook
1910407
Reaxys Registry Number
Reaxys
50836
Gmelin Registry Number
Gmelin
Citations
Types
Sources
17439666
PubMed citation
Europe PMC
22264337
PubMed citation
Europe PMC
Last Modified
19 December 2014