ChemFOnt: Showing chemical card for N,N,N-Trimethyl-L-alanyl-L-proline betaine (CFc000220628)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:39:51 UTC

Chemfont ID

CFc000220628

Molecule Identification

Common Name

N,N,N-Trimethyl-L-alanyl-L-proline betaine

Definition

N,N,N-Trimethyl-L-alanyl-L-proline betaine (TMAP) belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. TMAP was previously an unknown potential plasma biomarker for glomerular filtration rate (GFR) but its structure has since been elucidated (PMID: 28706470 ). TMAP has also been identified as a potential plasma biomarker of reduced kidney function in early chronic kidney disease (CKD), end stage renal disease (ESRD), and hemodialytic clearance (PMID: 31048706 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N,N,N-Trimethylalanylproline betaine	HMDB
TMAP	HMDB
L,L-TMAP	HMDB
N,N,N-Trimethyl-L-alanyl-L-proline betaine	HMDB

Chemical Formula

C₁₁H₂₀N₂O₃

Average Molecular Weight

228.292

Monoisotopic Molecular Weight

228.147392512

IUPAC Name

(2S)-1-[(2S)-2-(trimethylazaniumyl)propanoyl]pyrrolidine-2-carboxylate

Traditional Name

(2S)-1-[(2S)-2-(trimethylammonio)propanoyl]pyrrolidine-2-carboxylate

CAS Registry Number

2177265-93-7

SMILES

C[C@@H](C(=O)N1CCC[C@H]1C([O-])=O)[N+](C)(C)C

InChI Identifier

InChI=1S/C11H20N2O3/c1-8(13(2,3)4)10(14)12-7-5-6-9(12)11(15)16/h8-9H,5-7H2,1-4H3/t8-,9-/m0/s1

InChI Key

KXONJPJIFNGMCN-IUCAKERBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Proline or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine carboxylic acid
N-acylpyrrolidine
Tetraalkylammonium salt
Tertiary carboxylic acid amide
Quaternary ammonium salt
Pyrrolidine
Carboxylic acid salt
Carboxamide group
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31048706)

Source

Exogenous

Exogenous (HMDB: HMDB0240365)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.1 g/L	ALOGPS
logP	-2	ALOGPS
logP	-4.2	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.85	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	60.44 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.3 m³·mol⁻¹	ChemAxon
Polarizability	24.15 Å³	ChemAxon
Number of Rings	1	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

HMDB0240365

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

134218393

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N,N,N-Trimethyl-L-alanyl-L-proline betaine (CFc000220628)

MOL for CFc000220628 (N,N,N-Trimethyl-L-alanyl-L-proline betaine)

3D MOL for CFc000220628 (N,N,N-Trimethyl-L-alanyl-L-proline betaine)

3D SDF for CFc000220628 (N,N,N-Trimethyl-L-alanyl-L-proline betaine)

3D-SDF for CFc000220628 (N,N,N-Trimethyl-L-alanyl-L-proline betaine)

PDB for CFc000220628 (N,N,N-Trimethyl-L-alanyl-L-proline betaine)

3D PDB for CFc000220628 (N,N,N-Trimethyl-L-alanyl-L-proline betaine)

SMILES for CFc000220628 (N,N,N-Trimethyl-L-alanyl-L-proline betaine)

INCHI for CFc000220628 (N,N,N-Trimethyl-L-alanyl-L-proline betaine)

Structure for CFc000220628 (N,N,N-Trimethyl-L-alanyl-L-proline betaine)

3D Structure for CFc000220628 (N,N,N-Trimethyl-L-alanyl-L-proline betaine)