ChemFOnt: Showing chemical card for Serylphenylalanine (CFc000010299)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:42 UTC

Chemfont ID

CFc000010299

Molecule Identification

Common Name

Serylphenylalanine

Definition

Serylphenylalanine is a dipeptide composed of serine and phenylalanine. 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
L-Ser-L-phe	ChEBI
Serinylphenylalanine	ChEBI
SF	ChEBI
3-Phenyl-N-serylalanine	HMDB
L-3-Phenyl-N-serylalanine	HMDB
L-Seryl-L-phenylalanine	HMDB
N-L-Seryl-L-phenylalanine	HMDB
N-Serylphenylalanine	HMDB
S-F Dipeptide	HMDB
SF Dipeptide	HMDB
Ser-phe	HMDB
Serine phenylalanine dipeptide	HMDB
Serine-phenylalanine dipeptide	HMDB
Serinyl-phenylalanine	HMDB
Seryl-phenylalanine	HMDB

Chemical Formula

C₁₂H₁₆N₂O₄

Average Molecular Weight

252.27

Monoisotopic Molecular Weight

252.111007003

IUPAC Name

(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-phenylpropanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-phenylpropanoic acid

CAS Registry Number

16875-28-8

SMILES

N[C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C12H16N2O4/c13-9(7-15)11(16)14-10(12(17)18)6-8-4-2-1-3-5-8/h1-5,9-10,15H,6-7,13H2,(H,14,16)(H,17,18)/t9-,10-/m0/s1

InChI Key

PPQRSMGDOHLTBE-UWVGGRQHSA-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
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Serine or derivatives
3-phenylpropanoic-acid
Amphetamine or derivatives
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Benzenoid
Amino acid
Amino acid or derivatives
Carboxamide group
Carboxylic acid salt
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organonitrogen compound
Organooxygen compound
Primary alcohol
Primary aliphatic amine
Primary amine
Organic zwitterion
Organic salt
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:71029 )

Functional Ontology

Not Available

Feces (PMID: 25486321)

Source

Endogenous

Endogenous (HMDB: HMDB0029046)

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	4.22 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-2.8	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.65	ChemAxon
pKa (Strongest Basic)	7.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	112.65 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	63.96 m³·mol⁻¹	ChemAxon
Polarizability	25.04 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

HMDB0029046

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112053

KNApSAcK ID

Not Available

Chemspider ID

5373177

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7009597

PDB ID

Not Available

ChEBI ID

71029

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Serylphenylalanine (CFc000010299)

MOL for CFc000010299 (Serylphenylalanine)

3D MOL for CFc000010299 (Serylphenylalanine)

3D SDF for CFc000010299 (Serylphenylalanine)

3D-SDF for CFc000010299 (Serylphenylalanine)

PDB for CFc000010299 (Serylphenylalanine)

3D PDB for CFc000010299 (Serylphenylalanine)

SMILES for CFc000010299 (Serylphenylalanine)

INCHI for CFc000010299 (Serylphenylalanine)

Structure for CFc000010299 (Serylphenylalanine)

3D Structure for CFc000010299 (Serylphenylalanine)