ChemFOnt: Showing chemical card for L-2-Amino-4-methylenepentanedioic acid (CFc000010674)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:11 UTC

Chemfont ID

CFc000010674

Molecule Identification

Common Name

L-2-Amino-4-methylenepentanedioic acid

Definition

L-2-Amino-4-methylenepentanedioic acid is found in alcoholic beverages. L-2-Amino-4-methylenepentanedioic acid is a constituent of peanuts (Arachis hypogaea) and other plants, notably tulips and hops

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Methylene-DL-glutamic acid	ChEBI
gamma-Methylene glutamic acid	ChEBI
4-Methylene-DL-glutamate	Generator
g-Methylene glutamate	Generator
g-Methylene glutamic acid	Generator
gamma-Methylene glutamate	Generator
Γ-methylene glutamate	Generator
Γ-methylene glutamic acid	Generator
L-2-Amino-4-methylenepentanedioate	Generator
4-Methylene glutamic acid	HMDB
4-Methylene-L-glutamate	HMDB
4-Methylidene glutamic acid	HMDB
4-Methyleneglutamate	HMDB
(2S,3S)-(3-2H1)-4-Methyleneglutamic acid	HMDB
4-Methyleneglutamic acid, (L-glu)-isomer	HMDB
4-Methyleneglutamic acid, sodium salt, (L-glu)-isomer	HMDB
(2S,3R)-(2,3-2H2)-4-Methyleneglutamic acid	HMDB
4-Methyleneglutamic acid	HMDB

Chemical Formula

C₆H₉NO₄

Average Molecular Weight

159.14

Monoisotopic Molecular Weight

159.053157781

IUPAC Name

2-amino-4-methylidenepentanedioic acid

Traditional Name

4-methyleneglutamic acid

CAS Registry Number

16804-57-2

SMILES

NC(CC(=C)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C6H9NO4/c1-3(5(8)9)2-4(7)6(10)11/h4H,1-2,7H2,(H,8,9)(H,10,11)

InChI Key

RCCMXKJGURLWPB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Amino fatty acid
Branched fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Unsaturated fatty acid
Amino acid
Carboxylic acid
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic alpha-amino acid (CHEBI:48029 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029433)
Cytoplasm (HMDB: HMDB0029433)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029433)

Source

Endogenous

Endogenous (HMDB: HMDB0029433)

Plant

Plant (HMDB: HMDB0029433)

Exogenous

Food

Food (HMDB: HMDB0029433)

Nut

Nuts (FooDB: FOOD00869)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0029433)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	70.5 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-2.8	ChemAxon
logS	-0.35	ALOGPS
pKa (Strongest Acidic)	1.93	ChemAxon
pKa (Strongest Basic)	9.48	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.62 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	35.67 m³·mol⁻¹	ChemAxon
Polarizability	14.48 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

External Links

HMDB ID

HMDB0029433

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000536

KNApSAcK ID

Not Available

Chemspider ID

87030

KEGG Compound ID

C00651

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

96407

PDB ID

Not Available

ChEBI ID

48029

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for L-2-Amino-4-methylenepentanedioic acid (CFc000010674)

MOL for CFc000010674 (L-2-Amino-4-methylenepentanedioic acid)

3D MOL for CFc000010674 (L-2-Amino-4-methylenepentanedioic acid)

3D SDF for CFc000010674 (L-2-Amino-4-methylenepentanedioic acid)

3D-SDF for CFc000010674 (L-2-Amino-4-methylenepentanedioic acid)

PDB for CFc000010674 (L-2-Amino-4-methylenepentanedioic acid)

3D PDB for CFc000010674 (L-2-Amino-4-methylenepentanedioic acid)

SMILES for CFc000010674 (L-2-Amino-4-methylenepentanedioic acid)

INCHI for CFc000010674 (L-2-Amino-4-methylenepentanedioic acid)

Structure for CFc000010674 (L-2-Amino-4-methylenepentanedioic acid)

3D Structure for CFc000010674 (L-2-Amino-4-methylenepentanedioic acid)