ChemFOnt: Showing chemical card for Leucylleucine (CFc000010195)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:34 UTC

Chemfont ID

CFc000010195

Molecule Identification

Common Name

Leucylleucine

Definition

Leucylleucine is a dipeptide composed of two leucine residues. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
H-L-Leu-L-leu-OH	ChEBI
H-Leu-leu-OH	ChEBI
L-Leu-L-leu	ChEBI
LL	ChEBI
LL Dipeptide	ChEBI
L-L Dipeptide	HMDB
L-Leucyl-L-leucine	HMDB
Leu-leu	HMDB
Leucine leucine dipeptide	HMDB
Leucine-leucine dipeptide	HMDB
Leucylleucine monohydrochloride, (L-leu-L-leu)-isomer	HMDB
Leucylleucine, (L-leu-D-leu)-isomer	HMDB
Leucylleucine, (D-leu-D-leu)-isomer	HMDB
Leucylleucine, (L-leu-L-leu)-isomer	HMDB
L-Leucinyl-L-leucine	HMDB
Leucinyl-leucine	HMDB
Leucyl-leucine	HMDB
N-L-Leucinyl-L-leucine	HMDB
N-L-Leucyl-L-leucine	HMDB
N-Leucinylleucine	HMDB
N-Leucylleucine	HMDB
Leucylleucine	ChEBI

Chemical Formula

C₁₂H₂₄N₂O₃

Average Molecular Weight

244.335

Monoisotopic Molecular Weight

244.178692641

IUPAC Name

(2S)-2-[(2S)-2-amino-4-methylpentanamido]-4-methylpentanoic acid

Traditional Name

leucyl-leucine

CAS Registry Number

3303-31-9

SMILES

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

InChI Identifier

InChI=1S/C12H24N2O3/c1-7(2)5-9(13)11(15)14-10(12(16)17)6-8(3)4/h7-10H,5-6,13H2,1-4H3,(H,14,15)(H,16,17)/t9-,10-/m0/s1

InChI Key

LCPYQJIKPJDLLB-UWVGGRQHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Leucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Amino acid or derivatives
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxide
Organic oxygen compound
Primary aliphatic amine
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Primary amine
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73531 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 22308371)

Excreta

Biofluid or Excreta

Feces (PMID: 27015276)

Source

Endogenous

Endogenous (HMDB: HMDB0028933)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.27 g/L	ALOGPS
logP	-0.86	ALOGPS
logP	-0.87	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	8.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	65.14 m³·mol⁻¹	ChemAxon
Polarizability	27.29 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