ChemFOnt: Showing chemical card for D-Histidine (CFc000230296)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:57:44 UTC

Chemfont ID

CFc000230296

Molecule Identification

Common Name

D-Histidine

Definition

L-Histidine, also known as histidina, belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. In humans, L-histidine is involved in the methylhistidine metabolism pathway. L-Histidine is a bitter and odorless tasting compound. L-Histidine is found, on average, in the highest concentration within a few different foods, such as beluga whales (Delphinapterus leucas), milk (cow), and casein and in a lower concentration in corn grits, yams (Dioscorea), and jutes (Corchorus olitorius). L-Histidine has also been detected, but not quantified in, several different foods, such as horned melons (Cucumis metuliferus), sesame oil, european cranberries (Vaccinium oxycoccos), kumquats (Fortunella), and roselles (Hibiscus sabdariffa). This could make L-histidine a potential biomarker for the consumption of these foods. L-Histidine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on L-Histidine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
alpha-Amino-1H-imidazole-4-propionic acid	ChEBI
DL-Histidine	ChEBI
Histidin	ChEBI
Histidina	ChEBI
a-Amino-1H-imidazole-4-propionate	Generator
a-Amino-1H-imidazole-4-propionic acid	Generator
alpha-Amino-1H-imidazole-4-propionate	Generator
Α-amino-1H-imidazole-4-propionate	Generator
Α-amino-1H-imidazole-4-propionic acid	Generator

Chemical Formula

C₆H₉N₃O₂

Average Molecular Weight

155.1546

Monoisotopic Molecular Weight

155.069476547

IUPAC Name

2-amino-3-(1H-imidazol-5-yl)propanoic acid

Traditional Name

histidine

CAS Registry Number

4998-57-6 71-00-1

SMILES

NC(CC1=CN=CN1)C(O)=O

InChI Identifier

InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)

InChI Key

HNDVDQJCIGZPNO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Histidine and derivatives

Alternative Parents

Substituents

Histidine or derivatives
Alpha-amino acid
Imidazolyl carboxylic acid derivative
Aralkylamine
Azole
Imidazole
Heteroaromatic compound
Amino acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazoles (CHEBI:27570 )
alpha-amino acid (CHEBI:27570 )

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	62 g/L	ALOGPS
logP	-3.1	ALOGPS
logP	-3.6	ChemAxon
logS	-0.4	ALOGPS
pKa (Strongest Acidic)	1.85	ChemAxon
pKa (Strongest Basic)	9.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	38.06 m³·mol⁻¹	ChemAxon
Polarizability	14.8 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