ChemFOnt: Showing chemical card for Histidyltryptophan (CFc000010158)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:31 UTC

Chemfont ID

CFc000010158

Molecule Identification

Common Name

Histidyltryptophan

Definition

Histidyltryptophan is a dipeptide composed of histidine and tryptophan. 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-tryptophan	ChEBI
HW	ChEBI
L-His-L-TRP	ChEBI
H-W Dipeptide	HMDB
HW Dipeptide	HMDB
His-TRP	HMDB
Histidine tryptophan dipeptide	HMDB
Histidine-tryptophan dipeptide	HMDB
Histidinyltryptophan	HMDB
Histidyl-tryptophan	HMDB
L-Histidinyl-L-tryptophan	HMDB
L-Histidyl-L-tryptophan	HMDB
N-Histidinyltryptophan	HMDB
N-Histidyltryptophan	HMDB
N-L-Histidinyl-L-tryptophan	HMDB
N-L-Histidyl-L-tryptophan	HMDB
Histidyltryptophan	ChEBI

Chemical Formula

C₁₇H₁₉N₅O₃

Average Molecular Weight

341.371

Monoisotopic Molecular Weight

341.148789492

IUPAC Name

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

Traditional Name

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

CAS Registry Number

23403-90-9

SMILES

N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O

InChI Identifier

InChI=1S/C17H19N5O3/c18-13(6-11-8-19-9-21-11)16(23)22-15(17(24)25)5-10-7-20-14-4-2-1-3-12(10)14/h1-4,7-9,13,15,20H,5-6,18H2,(H,19,21)(H,22,23)(H,24,25)/t13-,15-/m0/s1

InChI Key

FBTYOQIYBULKEH-ZFWWWQNUSA-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
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Indolyl carboxylic acid derivative
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Imidazolyl carboxylic acid derivative
Aralkylamine
Fatty acyl
Fatty amide
Benzenoid
Substituted pyrrole
Imidazole
Azole
Pyrrole
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxylic acid salt
Carboxamide group
Amino acid
Amino acid or derivatives
Azacycle
Carboxylic acid
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Primary amine
Organic zwitterion
Organic salt
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dipeptide (CHEBI:74058 )

Functional Ontology

Not Available

Feces (PMID: 25037050)

Source

Endogenous

Endogenous (HMDB: HMDB0028896)

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	0.25 g/L	ALOGPS
logP	-0.92	ALOGPS
logP	-2	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.62	ChemAxon
pKa (Strongest Basic)	7.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.89 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	90.5 m³·mol⁻¹	ChemAxon
Polarizability	34.6 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0028896

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111925

KNApSAcK ID

Not Available

Chemspider ID

5373229

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7009649

PDB ID

Not Available

ChEBI ID

74058

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Histidyltryptophan (CFc000010158)

MOL for CFc000010158 (Histidyltryptophan)

3D MOL for CFc000010158 (Histidyltryptophan)

3D SDF for CFc000010158 (Histidyltryptophan)

3D-SDF for CFc000010158 (Histidyltryptophan)

PDB for CFc000010158 (Histidyltryptophan)

3D PDB for CFc000010158 (Histidyltryptophan)

SMILES for CFc000010158 (Histidyltryptophan)

INCHI for CFc000010158 (Histidyltryptophan)

Structure for CFc000010158 (Histidyltryptophan)

3D Structure for CFc000010158 (Histidyltryptophan)