ChemFOnt: Showing chemical card for L-amino acid (CFc000041786)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:43:58 UTC

Chemfont ID

CFc000041786

Molecule Identification

Common Name

L-amino acid

Definition

L-Alanine, also known as (S)-alanine or L-alpha-alanine, 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. L-Alanine is a drug which is used for protein synthesis. L-Alanine is a very strong basic compound (based on its pKa). L-Alanine exists in all living species, ranging from bacteria to humans. L-Alanine is an odorless tasting compound. Outside of the human body, L-Alanine is found, on average, in the highest concentration within a few different foods, such as gelatins, beluga whales, and caseins and in a lower concentration in hushpuppies, american shad, and gram beans. L-Alanine has also been detected, but not quantified in, several different foods, such as chinese chives, tronchuda cabbages, lindens, rocket salad, and irish moss. This could make L-alanine a potential biomarker for the consumption of these foods. The L-enantiomer of alanine. L-Alanine is a potentially toxic compound. L-Alanine, with regard to humans, has been found to be associated with several diseases such as coenzyme Q10 deficiency, primary, 5, autism, and dengue fever; L-alanine has also been linked to the inborn metabolic disorder glucagon deficiency.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-Aminopropanoic acid	ChEBI
(S)-2-Aminopropanoic acid	ChEBI
(S)-Alanine	ChEBI
A	ChEBI
Ala	ChEBI
ALANINE	ChEBI
L-2-Aminopropionic acid	ChEBI
L-Alanin	ChEBI
L-alpha-Alanine	ChEBI
(2S)-2-Aminopropanoate	Generator
(S)-2-Aminopropanoate	Generator
L-2-Aminopropionate	Generator
L-a-Alanine	Generator
L-Α-alanine	Generator
(S)-(+)-Alanine	HMDB
(S)-2-Amino-propanoate	HMDB
(S)-2-Amino-propanoic acid	HMDB
2-Aminopropanoate	HMDB
2-Aminopropanoic acid	HMDB
2-Aminopropionate	HMDB
2-Aminopropionic acid	HMDB
2-Ammoniopropanoate	HMDB
2-Ammoniopropanoic acid	HMDB
a-Alanine	HMDB
a-Aminopropionate	HMDB
a-Aminopropionic acid	HMDB
alpha-Alanine	HMDB
alpha-Aminopropanoate	HMDB
alpha-Aminopropanoic acid	HMDB
alpha-Aminopropionate	HMDB
alpha-Aminopropionic acid	HMDB
L-(+)-Alanine	HMDB
L-2-Aminopropanoate	HMDB
L-2-Aminopropanoic acid	HMDB
L-a-Aminopropionate	HMDB
L-a-Aminopropionic acid	HMDB
L-alpha-Aminopropionate	HMDB
L-alpha-Aminopropionic acid	HMDB
Abufène	HMDB
Alanine doms-adrian brand	HMDB
Alanine, L-isomer	HMDB
Doms-adrian brand OF alanine	HMDB
Doms adrian brand OF alanine	HMDB
L-Isomer alanine	HMDB
Alanine, L isomer	HMDB
L Alanine	HMDB

Chemical Formula

C₃H₇NO₂

Average Molecular Weight

89.0932

Monoisotopic Molecular Weight

89.047678473

IUPAC Name

(2S)-2-aminopropanoic acid

Traditional Name

L-alanine

CAS Registry Number

56-41-7

SMILES

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

InChI Identifier

InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1

InChI Key

QNAYBMKLOCPYGJ-REOHCLBHSA-N

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

Substituents

Alanine or derivatives
Alpha-amino acid
L-alpha-amino acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Organopnictogen compound
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

proteinogenic amino acid (CHEBI:16977 )
L-alpha-amino acid (CHEBI:16977 )
alanine (CHEBI:16977 )
pyruvate family amino acid (CHEBI:16977 )
Common amino acids (C00041 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0061370)

Process

Naturally occurring process

Biological process

Biochemical pathway

Disease pathway

5-Oxoprolinuria (PathBank: SMP0120446)
Gamma-Glutamyltranspeptidase Deficiency (PathBank: SMP0120566)
Gamma-Glutamyltransferase Deficiency (PathBank: SMP0120480)
Glutathione Synthetase Deficiency (PathBank: SMP0120485)
5-Oxoprolinase Deficiency (PathBank: SMP0120565)

Metabolic pathway

Glutathione Metabolism (PathBank: SMP0063622)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	447 g/L	ALOGPS
logP	-3	ALOGPS
logP	-2.8	ChemAxon
logS	0.7	ALOGPS
pKa (Strongest Acidic)	2.47	ChemAxon
pKa (Strongest Basic)	9.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	20.5 m³·mol⁻¹	ChemAxon
Polarizability	8.49 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon