ChemFOnt: Showing chemical card for (2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid (CFc000233255)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:03:07 UTC

Chemfont ID

CFc000233255

Molecule Identification

Common Name

(2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid

Definition

Hydroxyprolyl-Serine, also known as HP-S dipeptide or hpro-ser, 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. Hydroxyprolyl-Serine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make hydroxyprolyl-serine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Hydroxyprolyl-Serine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Hydroxyproline serine dipeptide	HMDB
HP-S Dipeptide	HMDB
Hpro-ser	HMDB
HPS Dipeptide	HMDB
Hydroxyproline-serine dipeptide	HMDB
Hydroxyprolylserine	HMDB
L-Hydroxyprolyl-L-serine	HMDB
3-Hydroxy-2-{[hydroxy(4-hydroxypyrrolidin-2-yl)methylidene]amino}propanoate	HMDB

Chemical Formula

C₈H₁₄N₂O₅

Average Molecular Weight

218.2072

Monoisotopic Molecular Weight

218.090271568

IUPAC Name

3-hydroxy-2-[(4-hydroxypyrrolidin-2-yl)formamido]propanoic acid

Traditional Name

3-hydroxy-2-[(4-hydroxypyrrolidin-2-yl)formamido]propanoic acid

CAS Registry Number

Not Available

SMILES

OCC(NC(=O)C1CC(O)CN1)C(O)=O

InChI Identifier

InChI=1S/C8H14N2O5/c11-3-6(8(14)15)10-7(13)5-1-4(12)2-9-5/h4-6,9,11-12H,1-3H2,(H,10,13)(H,14,15)

InChI Key

UVSBYUFDCGZIMR-UHFFFAOYSA-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
Proline or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Beta-hydroxy acid
Hydroxy acid
Pyrrolidine
1,2-aminoalcohol
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Secondary aliphatic amine
Carboxylic acid
Secondary amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	37 g/L	ALOGPS
logP	-3.6	ALOGPS
logP	-5.3	ChemAxon
logS	-0.77	ALOGPS
pKa (Strongest Acidic)	3.34	ChemAxon
pKa (Strongest Basic)	9.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	118.89 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	48.22 m³·mol⁻¹	ChemAxon
Polarizability	20.83 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

HMDB0028872

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111901

KNApSAcK ID

Not Available

Chemspider ID

8306152

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10130637

PDB ID

Not Available

ChEBI ID

174107

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid (CFc000233255)

MOL for CFc000233255 ((2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid)

3D MOL for CFc000233255 ((2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid)

3D SDF for CFc000233255 ((2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid)

3D-SDF for CFc000233255 ((2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid)

PDB for CFc000233255 ((2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid)

3D PDB for CFc000233255 ((2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid)

SMILES for CFc000233255 ((2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid)

INCHI for CFc000233255 ((2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid)

Structure for CFc000233255 ((2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid)

3D Structure for CFc000233255 ((2S)-3-Hydroxy-2-[[(2S)-4-hydroxypyrrolidine-2-carbonyl]amino]propanoic acid)