ChemFOnt: Showing chemical card for Isoleucylproline (CFc000006807)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:52:54 UTC

Chemfont ID

CFc000006807

Molecule Identification

Common Name

Isoleucylproline

Definition

Isoleucylproline is a dipeptide composed of isoleucine and proline. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. It is found in urine (PMID: 3782411 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
IP	ChEBI
Isoleucyl-proline	ChEBI
L-Ile-L-pro	ChEBI
1-L-Isoleucyl-L-proline	HMDB
1-L-Isoleucyl-proline	HMDB
I-p dipeptide	HMDB
IP dipeptide	HMDB
Ile-pro	HMDB
Isoleucine proline dipeptide	HMDB
Isoleucine-proline dipeptide	HMDB
L-Isoleucyl-L-proline	HMDB
Isoleucylproline	ChEBI
IP dipeptide	HMDB

Chemical Formula

C₁₁H₂₀N₂O₃

Average Molecular Weight

228.292

Monoisotopic Molecular Weight

228.147392512

IUPAC Name

(2S)-1-[(2S,3S)-2-amino-3-methylpentanoyl]pyrrolidine-2-carboxylic acid

Traditional Name

(2S)-1-[(2S,3S)-2-amino-3-methylpentanoyl]pyrrolidine-2-carboxylic acid

CAS Registry Number

37462-92-3

SMILES

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

InChI Identifier

InChI=1S/C11H20N2O3/c1-3-7(2)9(12)10(14)13-6-4-5-8(13)11(15)16/h7-9H,3-6,12H2,1-2H3,(H,15,16)/t7-,8-,9-/m0/s1

InChI Key

BBIXOODYWPFNDT-CIUDSAMLSA-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
Isoleucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Proline or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Azacycle
Organoheterocyclic compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic oxide
Organopnictogen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Amine
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

dipeptide (CHEBI:74076 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0011174)

Excreta

Biofluid or Excreta

Urine (PMID: 21465502)

Source

Endogenous

Endogenous (HMDB: HMDB0011174)

Exogenous

Food

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	50.3 g/L	ALOGPS
logP	-0.45	ALOGPS
logP	-1.8	ChemAxon
logS	-0.66	ALOGPS
pKa (Strongest Acidic)	3.92	ChemAxon
pKa (Strongest Basic)	8.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.63 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	59.08 m³·mol⁻¹	ChemAxon
Polarizability	24.28 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

HMDB0011174

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

392673

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

444876

PDB ID

Not Available

ChEBI ID

74076

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Isoleucylproline (CFc000006807)

MOL for CFc000006807 (Isoleucylproline)

3D MOL for CFc000006807 (Isoleucylproline)

3D SDF for CFc000006807 (Isoleucylproline)

3D-SDF for CFc000006807 (Isoleucylproline)

PDB for CFc000006807 (Isoleucylproline)

3D PDB for CFc000006807 (Isoleucylproline)

SMILES for CFc000006807 (Isoleucylproline)

INCHI for CFc000006807 (Isoleucylproline)

Structure for CFc000006807 (Isoleucylproline)

3D Structure for CFc000006807 (Isoleucylproline)