ChemFOnt: Showing chemical card for Serylarginine (CFc000010286)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:41 UTC

Chemfont ID

CFc000010286

Molecule Identification

Common Name

Serylarginine

Definition

Serylarginine is a dipeptide composed of serine and arginine. 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.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-{[(2S)-2-amino-1,3-dihydroxypropylidene]amino}-5-carbamimidamidopentanoate	HMDB
L-Ser-L-arg	HMDB
L-Seryl-L-arginine	HMDB
N2-L-Seryl-L-arginine	HMDB
N2-Serylarginine	HMDB
S-R Dipeptide	HMDB
SR Dipeptide	HMDB
Ser-arg	HMDB
Serine arginine dipeptide	HMDB
Serine-arginine dipeptide	HMDB
Serinyl-arginine	HMDB
Serinylarginine	HMDB
Seryl-arginine	HMDB

Chemical Formula

C₉H₁₉N₅O₄

Average Molecular Weight

261.282

Monoisotopic Molecular Weight

261.143704112

IUPAC Name

(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-5-carbamimidamidopentanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-5-carbamimidamidopentanoic acid

CAS Registry Number

13261-11-5

SMILES

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

InChI Identifier

InChI=1S/C9H19N5O4/c10-5(4-15)7(16)14-6(8(17)18)2-1-3-13-9(11)12/h5-6,15H,1-4,10H2,(H,14,16)(H,17,18)(H4,11,12,13)/t5-,6-/m0/s1

InChI Key

RZEQTVHJZCIUBT-WDSKDSINSA-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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Serine or derivatives
Alpha-amino acid or derivatives
Fatty acid
Amino acid or derivatives
Carboxamide group
Guanidine
Amino acid
Secondary carboxylic acid amide
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Alcohol
Amine
Organooxygen compound
Primary alcohol
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0029033)

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	1.03 g/L	ALOGPS
logP	-3.8	ALOGPS
logP	-4.7	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.52	ChemAxon
pKa (Strongest Basic)	12.06	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	174.55 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	72.76 m³·mol⁻¹	ChemAxon
Polarizability	26 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029033

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112041

KNApSAcK ID

Not Available

Chemspider ID

23204277

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25216635

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Serylarginine (CFc000010286)

MOL for CFc000010286 (Serylarginine)

3D MOL for CFc000010286 (Serylarginine)

3D SDF for CFc000010286 (Serylarginine)

3D-SDF for CFc000010286 (Serylarginine)

PDB for CFc000010286 (Serylarginine)

3D PDB for CFc000010286 (Serylarginine)

SMILES for CFc000010286 (Serylarginine)

INCHI for CFc000010286 (Serylarginine)

Structure for CFc000010286 (Serylarginine)

3D Structure for CFc000010286 (Serylarginine)