CHEBI:44916 - 4-(phosphonomethyl)-L-phenylalanine

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ChEBI Name 4-(phosphonomethyl)-L-phenylalanine
ChEBI ID CHEBI:44916
ChEBI ASCII Name 4-(phosphonomethyl)-L-phenylalanine
Definition A 4-(phosphonomethyl)phenylalanine that has L-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C10H14NO5P
Net Charge 0
Average Mass 259.198
Monoisotopic Mass 259.06096
InChI InChI=1S/C10H14NO5P/c11-9(10(12)13)5-7-1-3-8(4-2-7)6-17(14,15)16/h1-4,9H,5-6,11H2,(H,12,13)(H2,14,15,16)/t9-/m0/s1
InChIKey SAQLLHDEEMZENJ-VIFPVBQESA-N
SMILES N[C@@H](CC1=CC=C(CP(O)(O)=O)C=C1)C(O)=O
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4-(phosphonomethyl)-L-phenylalanine (CHEBI:44916) is a 4-(phosphonomethyl)phenylalanine (CHEBI:228212)
4-(phosphonomethyl)-L-phenylalanine (CHEBI:44916) is a L-phenylalanine derivative (CHEBI:84144)
4-(phosphonomethyl)-L-phenylalanine (CHEBI:44916) is enantiomer of 4-(phosphonomethyl)-D-phenylalanine (CHEBI:228220)
Incoming 4-(phosphonomethyl)-D-phenylalanine (CHEBI:228220) is enantiomer of 4-(phosphonomethyl)-L-phenylalanine (CHEBI:44916)
IUPAC Name
4-(phosphonomethyl)-L-phenylalanine
Synonyms Sources
(2S)-2-amino-3-[4-(phosphonomethyl)phenyl]propanoic acid IUPAC
(S)-2-amino-3-(4-(phosphonomethyl)phenyl)propanoic acid ChEBI
(S)-α-amino-p-(phosphonomethyl)benzenepropanoic acid ChEBI
4-phosphonomethyl-L-phenylalanine ChEBI
p-phosphonomethyl-L-phenylalanine ChEBI
Registry Number Type Source
142434-81-9 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
11055352 PubMed citation Europe PMC
16925398 PubMed citation Europe PMC
19153082 PubMed citation Europe PMC
28604693 PubMed citation Europe PMC
7532720 PubMed citation Europe PMC
8225779 PubMed citation Europe PMC
8634182 PubMed citation Europe PMC
8748714 PubMed citation Europe PMC
Last Modified
14 November 2023