ChemFOnt: Showing chemical card for Tryptophyl-Histidine (CFc000010338)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:45 UTC

Chemfont ID

CFc000010338

Molecule Identification

Common Name

Tryptophyl-Histidine

Definition

Tryptophyl-Histidine is a dipeptide composed of tryptophan and histidine. 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. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
L-Tryptophyl-L-histidine	HMDB
TRP-His	HMDB
Tryptophan histidine dipeptide	HMDB
Tryptophan-histidine dipeptide	HMDB
Tryptophylhistidine	HMDB
W-H Dipeptide	HMDB
WH Dipeptide	HMDB
2-{[2-amino-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-3-(1H-imidazol-5-yl)propanoate	HMDB
Tryptophyl-histidine	MeSH

Chemical Formula

C₁₇H₁₉N₅O₃

Average Molecular Weight

341.3645

Monoisotopic Molecular Weight

341.148789499

IUPAC Name

2-[2-amino-3-(1H-indol-3-yl)propanamido]-3-(1H-imidazol-5-yl)propanoic acid

Traditional Name

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

CAS Registry Number

None

SMILES

NC(CC1=CNC2=C1C=CC=C2)C(=O)NC(CC1=CN=CN1)C(O)=O

InChI Identifier

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

InChI Key

KBUBZAMBIVEFEI-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
Histidine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Triptan
Alpha-amino acid or derivatives
3-alkylindole
Indole or derivatives
Indole
Imidazolyl carboxylic acid derivative
Aralkylamine
Benzenoid
Fatty acyl
Fatty amide
Substituted pyrrole
Imidazole
Pyrrole
Heteroaromatic compound
Azole
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Amino acid or derivatives
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Primary amine
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

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0029085)

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	0.22 g/L	ALOGPS
logP	-1	ALOGPS
logP	-2.2	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.49	ChemAxon
pKa (Strongest Basic)	7.99	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.89 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	91.06 m³·mol⁻¹	ChemAxon
Polarizability	34.67 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

HMDB0029085

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112090

KNApSAcK ID

Not Available

Chemspider ID

16568401

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18218250

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Tryptophyl-Histidine (CFc000010338)

MOL for CFc000010338 (Tryptophyl-Histidine)

3D MOL for CFc000010338 (Tryptophyl-Histidine)

3D SDF for CFc000010338 (Tryptophyl-Histidine)

3D-SDF for CFc000010338 (Tryptophyl-Histidine)

PDB for CFc000010338 (Tryptophyl-Histidine)

3D PDB for CFc000010338 (Tryptophyl-Histidine)

SMILES for CFc000010338 (Tryptophyl-Histidine)

INCHI for CFc000010338 (Tryptophyl-Histidine)

Structure for CFc000010338 (Tryptophyl-Histidine)

3D Structure for CFc000010338 (Tryptophyl-Histidine)