FComEx: D-Alanine (PC000866)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:08 UTC

Update date

2017-01-19 02:36:39 UTC

FoodComEx ID

PC000866

FoodDB Record

FDB022546

Chemical Information

Name

D-Alanine

Description

Amino acids are one of the most important molecules in living organisms, and most of them have a chiral carbon at a -position. In the higher animals, a large part of the naturally occurring amino acids is the L-form, and the stereoisomers (D-amino acids) had been believed to be rare. However, several D-amino acids have been found in mammals including humans, and their distributions, functions and origins have gradually been clarified. The D-alanine (D-Ala) amounts have also been reported to change in the case of diseases. Proteins of the frontal lobe white and gray matter of human brains, both normal and Alzheimer subjects, contain D-alanine at concentrations between 0.50 and 1.28 mumol/g of wet tissue, 50-70-times lower than the concentration of L-alanine. D-Alanine have been detected in the sera of both normal subjects and patients with renal dysfunction, and their concentrations were higher in the patients than in the normal subjects. (PMID: 16141519, 1450921, 8535409, 1426150, 1933416) [HMDB]

CAS Number

338-69-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(2R)-2-Aminopropanoate	Generator
(2R)-2-Aminopropanoic acid	ChEBI
(R)-2-Aminopropanoate	Generator
(R)-2-Aminopropanoic acid	ChEBI
(R)-Alanine	hmdb
D-(-)-Alanine	hmdb
D-2-Aminopropionate	Generator
D-2-Aminopropionic acid	hmdb
D-a-Alanine	Generator
D-a-Aminopropionate	Generator
D-a-Aminopropionic acid	Generator
D-Ala	ChEBI
D-Alanin	ChEBI
D-Alanine	hmdb
D-alpha-Alanine	hmdb
D-alpha-Aminopropionate	Generator
D-alpha-Aminopropionic acid	ChEBI
D-α-alanine	Generator
D-α-aminopropionate	Generator
D-α-aminopropionic acid	Generator
D(-)-a -Alanine	hmdb
D(-)-alpha-Alanine	hmdb
delta-(-)-Alanine	hmdb
delta-2-Aminopropionic acid	hmdb
delta-Alanine	hmdb
delta-alpha-Alanine	hmdb

Chemical Formula

C3H7NO2

IUPAC name

(2R)-2-aminopropanoic acid

InChI Identifier

InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1

InChI Key

QNAYBMKLOCPYGJ-UWTATZPHSA-N

Isomeric SMILES

C[C@@H](N)C(O)=O

Average Molecular Weight

89.0932

Monoisotopic Molecular Weight

89.047678473

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alanine and derivatives. Alanine and derivatives are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alanine and derivatives

Alternative Parents