ChemFOnt: Showing chemical card for Histidylhydroxyproline (CFc000010148)

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

CFc000010148

Molecule Identification

Common Name

Histidylhydroxyproline

Definition

Histidinylhydroxyproline is a dipeptide composed of histidine and hydroxyproline. 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
His-hyp	HMDB
Histidine hydroxyproline dipeptide	HMDB
Histidine-hydroxyproline dipeptide	HMDB
Histidinyl-hydroxyproline	HMDB
L-His-L-hyp	HMDB
L-Histidinyl-L-hydroxyproline	HMDB
Histidinylhydroxyproline	HMDB
(2S,4R)-1-[(2S)-2-Amino-3-(1H-imidazol-5-yl)propanoyl]-4-hydroxypyrrolidine-2-carboxylate	HMDB
Histidyl-hydroxyproline	HMDB
L-Histidyl-L-hydroxyproline	HMDB
N-Histidinylhydroxyproline	HMDB
N-Histidylhydroxyproline	HMDB
N-L-Histidinyl-L-hydroxyproline	HMDB
N-L-Histidyl-L-hydroxyproline	HMDB
Histidylhydroxyproline	HMDB

Chemical Formula

C₁₁H₁₆N₄O₄

Average Molecular Weight

268.273

Monoisotopic Molecular Weight

268.117155011

IUPAC Name

(2S,4R)-1-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

Traditional Name

(2S,4R)-1-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

CAS Registry Number

224638-19-1

SMILES

N[C@@H](CC1=CNC=N1)C(=O)N1C[C@H](O)C[C@H]1C(O)=O

InChI Identifier

InChI=1S/C11H16N4O4/c12-8(1-6-3-13-5-14-6)10(17)15-4-7(16)2-9(15)11(18)19/h3,5,7-9,16H,1-2,4,12H2,(H,13,14)(H,18,19)/t7-,8+,9+/m1/s1

InChI Key

WEUKYXZXBBLBOY-VGMNWLOBSA-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
Proline or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Aralkylamine
Azole
Imidazole
Heteroaromatic compound
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Organoheterocyclic compound
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Primary amine
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Amine
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dipeptide (CHEBI:74055 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0028886)

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	23 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-4.6	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	7.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.54 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	63.8 m³·mol⁻¹	ChemAxon
Polarizability	25.64 Å³	ChemAxon
Number of Rings	2	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

HMDB0028886

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111915

KNApSAcK ID

Not Available

Chemspider ID

8075714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9900059

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Histidylhydroxyproline (CFc000010148)

MOL for CFc000010148 (Histidylhydroxyproline)

3D MOL for CFc000010148 (Histidylhydroxyproline)

3D SDF for CFc000010148 (Histidylhydroxyproline)

3D-SDF for CFc000010148 (Histidylhydroxyproline)

PDB for CFc000010148 (Histidylhydroxyproline)

3D PDB for CFc000010148 (Histidylhydroxyproline)

SMILES for CFc000010148 (Histidylhydroxyproline)

INCHI for CFc000010148 (Histidylhydroxyproline)

Structure for CFc000010148 (Histidylhydroxyproline)

3D Structure for CFc000010148 (Histidylhydroxyproline)