ChemFOnt: Showing chemical card for Imidazolelactic acid (CFc000001562)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:46:13 UTC

Chemfont ID

CFc000001562

Molecule Identification

Common Name

Imidazolelactic acid

Definition

Imidazolelactic acid is the component of normal human urine. (PMID: 5856262 ). histidine loading causes an increase in the excretion of imidazolelactic acid. (PMID: 6021220 ). During pregnancy the values for imidazolelactic acid in urine is increased 3-fold. An interaction of allergic reactions and anomalies in the metabolism of the sex hormones are considered to form the basis of the pregnancy-specific illnesses that were studied. (PMID: 5789877 ). Urinary excretion of imidazolelactic acid is also an indication for folic acid and vitamin B12 deficiency. (PMID: 4645251 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Imidazolelactic acid	ChEBI
2-Hydroxy-3-(1H-imidazol-1-yl)propanoic acid	ChEBI
1-Imidazolelactate	Generator
2-Hydroxy-3-(1H-imidazol-1-yl)propanoate	Generator
Imidazolelactate	Generator
2-Hydroxy-3-[4-imidazolyl]-propanoate	HMDB
2-Hydroxy-3-[4-imidazolyl]-propanoic acid	HMDB
3-(Imidazol-1-yl)lactate	Generator, HMDB
Imidazolelactic acid	MeSH

Chemical Formula

C₆H₈N₂O₃

Average Molecular Weight

156.1393

Monoisotopic Molecular Weight

156.053492132

IUPAC Name

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

Traditional Name

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

CAS Registry Number

876-19-7

SMILES

OC(CN1C=CN=C1)C(O)=O

InChI Identifier

InChI=1S/C6H8N2O3/c9-5(6(10)11)3-8-2-1-7-4-8/h1-2,4-5,9H,3H2,(H,10,11)

InChI Key

JTYMXXCJQKGGFG-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
N-substituted imidazole
Heteroaromatic compound
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Alcohol
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazolyl carboxylic acid (CHEBI:70808 )
2-hydroxy monocarboxylic acid (CHEBI:70808 )

Functional Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Schizophrenia (HMDB: HMDB0002320)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 24713860)

Organ

Prostate (HMDB: HMDB0002320)
Placenta (HMDB: HMDB0002320)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002320)
Feces (PMID: 27543620)

Cellular substructure

Cytoplasm (HMDB: HMDB0002320)
Extracellular (HMDB: HMDB0002320)

Source

Endogenous

Endogenous (HMDB: HMDB0002320)

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

Naturally occurring process

Biological process

Biochemical pathway

Disease pathway

Histidinemia (HMDB: HMDB0002320)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	11 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.7	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	6.77	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.35 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	36.03 m³·mol⁻¹	ChemAxon
Polarizability	14.1 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