CHEBI:16998 - D-phenylalanine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name D-phenylalanine
ChEBI ID CHEBI:16998
ChEBI ASCII Name D-phenylalanine
Definition The D-enantiomer of phenylalanine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:4224, CHEBI:42207, CHEBI:13007, CHEBI:21067
Supplier Information ChemicalBook:CB9773699, eMolecules:530657, ZINC000000001927
Download Molfile XML SDF
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)/t8-/m1/s1
InChIKey COLNVLDHVKWLRT-MRVPVSSYSA-N
SMILES N[C@H](Cc1ccccc1)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 )
Biological Role(s): Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
(via phenylalanine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing D-phenylalanine (CHEBI:16998) is a D-α-amino acid (CHEBI:16733)
D-phenylalanine (CHEBI:16998) is a phenylalanine (CHEBI:28044)
D-phenylalanine (CHEBI:16998) is conjugate acid of D-phenylalaninate (CHEBI:32494)
D-phenylalanine (CHEBI:16998) is conjugate base of D-phenylalaninium (CHEBI:32495)
D-phenylalanine (CHEBI:16998) is enantiomer of L-phenylalanine (CHEBI:17295)
D-phenylalanine (CHEBI:16998) is tautomer of D-phenylalanine zwitterion (CHEBI:57981)
Incoming N-acyl-D-phenylalanine (CHEBI:77672) has functional parent D-phenylalanine (CHEBI:16998)
D-phenylalanine derivative (CHEBI:84143) has functional parent D-phenylalanine (CHEBI:16998)
D-phenylalaninium (CHEBI:32495) is conjugate acid of D-phenylalanine (CHEBI:16998)
D-phenylalaninate (CHEBI:32494) is conjugate base of D-phenylalanine (CHEBI:16998)
L-phenylalanine (CHEBI:17295) is enantiomer of D-phenylalanine (CHEBI:16998)
D-phenylalanine residue (CHEBI:29996) is substituent group from D-phenylalanine (CHEBI:16998)
D-phenylalanino group (CHEBI:32502) is substituent group from D-phenylalanine (CHEBI:16998)
D-phenylalanyl group (CHEBI:32500) is substituent group from D-phenylalanine (CHEBI:16998)
D-phenylalanine zwitterion (CHEBI:57981) is tautomer of D-phenylalanine (CHEBI:16998)
IUPAC Names
(2R)-2-amino-3-phenylpropanoic acid
D-phenylalanine
Synonyms Sources
D-alpha-Amino-beta-phenylpropionic acid KEGG COMPOUND
D-Phe ChEBI
D-PHENYLALANINE PDBeChem
D-Phenylalanine KEGG COMPOUND
DPN PDBeChem
phenylalanine D-form ChemIDplus
Manual Xrefs Databases
C02265 KEGG COMPOUND
CPD-216 MetaCyc
DB02556 DrugBank
DPN PDBeChem
ECMDB20144 ECMDB
YMDB00995 YMDB
View more database links
Registry Numbers Types Sources
2804068 Reaxys Registry Number Reaxys
673-06-3 CAS Registry Number KEGG COMPOUND
673-06-3 CAS Registry Number ChemIDplus
83219 Gmelin Registry Number Gmelin
Citations
Singh V, Rai RK, Arora A, Sinha N, Thakur AK (2014)
Therapeutic implication of L-phenylalanine aggregation mechanism and its modulation by D-phenylalanine in phenylketonuria.
Scientific reports 4, 3875 [PubMed:24464217]
[show Abstract]
Matsunaga I, Komori T, Mori N, Sugita M (2012)
Identification of a novel tetrapeptide structure of the Mycobacterium avium glycopeptidolipid that functions as a specific target for the host antibody response.
Biochemical and biophysical research communications 419, 687-691 [PubMed:22382026]
[show Abstract]
Jukić T, Rojc B, Boben-Bardutzky D, Hafner M, Ihan A (2011)
The use of a food supplementation with D-phenylalanine, L-glutamine and L-5-hydroxytriptophan in the alleviation of alcohol withdrawal symptoms.
Collegium antropologicum 35, 1225-1230 [PubMed:22397264]
[show Abstract]
Donzelle G, Bernard L, Deumier R, Lacome M, Barre M, Lanier M, Mourtada MB (1981)
[Curing trial of complicated oncologic pain by D-phenylalanine (author's transl)].
Anesthesie, analgesie, reanimation 38, 655-658 [PubMed:7114516]
[show Abstract]
Last Modified
14 September 2015