ChemFOnt: Showing chemical card for 2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid (CFc000232945)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:02:33 UTC

Chemfont ID

CFc000232945

Molecule Identification

Common Name

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

Definition

3-(imidazol-5-yl)lactic acid, also known as imidazole lactate or a-hydroxy-1H-imidazolepropanoate, belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. 3-(imidazol-5-yl)lactic acid exists in all living organisms, ranging from bacteria to humans. 3-(imidazol-5-yl)lactic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a small amount of articles have been published on 3-(imidazol-5-yl)lactic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxy-3-(1H-imidazol-5-yl)-propanoic acid	ChEBI
2-Hydroxy-3-[4-imidazolyl]-propanoate	ChEBI
alpha-Hydroxy-1H-imidazolepropanoic acid	ChEBI
Imidazole lactate	ChEBI
Imidazole lactic acid	ChEBI
2-Hydroxy-3-(1H-imidazol-5-yl)-propanoate	Generator
2-Hydroxy-3-[4-imidazolyl]-propanoic acid	Generator
a-Hydroxy-1H-imidazolepropanoate	Generator
a-Hydroxy-1H-imidazolepropanoic acid	Generator
alpha-Hydroxy-1H-imidazolepropanoate	Generator
Α-hydroxy-1H-imidazolepropanoate	Generator
Α-hydroxy-1H-imidazolepropanoic acid	Generator
3-(Imidazol-5-yl)lactate	Generator

Chemical Formula

C₆H₈N₂O₃

Average Molecular Weight

156.1393

Monoisotopic Molecular Weight

156.053492132

IUPAC Name

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

Traditional Name

3-(imidazol-5-yl)lactic acid

CAS Registry Number

30581-88-5

SMILES

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

InChI Identifier

InChI=1S/C6H8N2O3/c9-5(6(10)11)1-4-2-7-3-8-4/h2-3,5,9H,1H2,(H,7,8)(H,10,11)

InChI Key

ACZFBYCNAVEFLC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Imidazoles

Direct Parent

Imidazolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Imidazolyl carboxylic acid derivative
Alpha-hydroxy acid
Hydroxy acid
Heteroaromatic compound
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Organooxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazolyl carboxylic acid (CHEBI:27487 )
2-hydroxy monocarboxylic acid (CHEBI:27487 )

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	45.8 g/L	ALOGPS
logP	-0.73	ALOGPS
logP	-2.1	ChemAxon
logS	-0.53	ALOGPS
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	6.74	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.21 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	36.4 m³·mol⁻¹	ChemAxon
Polarizability	14.32 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

HMDB0253418

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

771

KEGG Compound ID

C05568

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

27487

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid (CFc000232945)

MOL for CFc000232945 (2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid)

3D MOL for CFc000232945 (2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid)

3D SDF for CFc000232945 (2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid)

3D-SDF for CFc000232945 (2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid)

PDB for CFc000232945 (2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid)

3D PDB for CFc000232945 (2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid)

SMILES for CFc000232945 (2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid)

INCHI for CFc000232945 (2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid)

Structure for CFc000232945 (2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid)

3D Structure for CFc000232945 (2-Hydroxy-3-(1H-imidazol-5-yl)propanoic acid)