ChemFOnt: Showing chemical card for Histidylserine (CFc000010156)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:30 UTC

Chemfont ID

CFc000010156

Molecule Identification

Common Name

Histidylserine

Definition

Histidylserine is a dipeptide composed of histidine and serine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. 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
Histidinyl-serine	ChEBI
HS	ChEBI
L-His-L-ser	ChEBI
H-S Dipeptide	HMDB
HS Dipeptide	HMDB
His-ser	HMDB
Histidine serine dipeptide	HMDB
Histidine-serine dipeptide	HMDB
Histidinylserine	HMDB
Histidyl-serine	HMDB
L-Histidinyl-L-serine	HMDB
L-Histidyl-L-serine	HMDB
N-Histidinylserine	HMDB
N-Histidylserine	HMDB
N-L-Histidinyl-L-serine	HMDB
N-L-Histidyl-L-serine	HMDB
Histidylserine	ChEBI

Chemical Formula

C₉H₁₄N₄O₄

Average Molecular Weight

242.235

Monoisotopic Molecular Weight

242.101504947

IUPAC Name

(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-hydroxypropanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-hydroxypropanoic acid

CAS Registry Number

21438-60-8

SMILES

N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CO)C(O)=O

InChI Identifier

InChI=1S/C9H14N4O4/c10-6(1-5-2-11-4-12-5)8(15)13-7(3-14)9(16)17/h2,4,6-7,14H,1,3,10H2,(H,11,12)(H,13,15)(H,16,17)/t6-,7-/m0/s1

InChI Key

KRBMQYPTDYSENE-BQBZGAKWSA-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
Histidine 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
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Beta-hydroxy acid
Aralkylamine
Fatty amide
Hydroxy acid
Fatty acyl
Heteroaromatic compound
Azole
Imidazole
Amino acid or derivatives
Carboxamide group
Carboxylic acid salt
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Alcohol
Primary aliphatic amine
Organic salt
Hydrocarbon derivative
Amine
Organic zwitterion
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
Primary amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dipeptide (CHEBI:74056 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0028894)

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	14 g/L	ALOGPS
logP	-3	ALOGPS
logP	-4.8	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.23	ChemAxon
pKa (Strongest Basic)	7.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	141.33 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	56.33 m³·mol⁻¹	ChemAxon
Polarizability	23.22 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

HMDB0028894

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111923

KNApSAcK ID

Not Available

Chemspider ID

5360951

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6992829

PDB ID

Not Available

ChEBI ID

74056

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Histidylserine (CFc000010156)

MOL for CFc000010156 (Histidylserine)

3D MOL for CFc000010156 (Histidylserine)

3D SDF for CFc000010156 (Histidylserine)

3D-SDF for CFc000010156 (Histidylserine)

PDB for CFc000010156 (Histidylserine)

3D PDB for CFc000010156 (Histidylserine)

SMILES for CFc000010156 (Histidylserine)

INCHI for CFc000010156 (Histidylserine)

Structure for CFc000010156 (Histidylserine)

3D Structure for CFc000010156 (Histidylserine)