ContaminantDB: Guanidinohydantoin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 02:34:34 UTC

Update Date

2016-10-28 10:01:27 UTC

Accession Number

CHEM020913

Identification

Common Name

Guanidinohydantoin

Class

Small Molecule

Description

An imidazolidine-2,4-dione substituted by a guanidino group at position 5.

Contaminant Sources

Disinfection Byproducts

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
(2,5-Dioxo-4-imidazolidinyl)guanidine	ChEBI
5-(Amidinoamino)imidazolidine-2,4-dione	ChEBI
5-Guanidinoimidazolidine-2,4-dione	ChEBI
Guanidinohydantoin	ChEBI

Chemical Formula

C₄H₇N₅O₂

Average Molecular Mass

157.133 g/mol

Monoisotopic Mass

157.060 g/mol

CAS Registry Number

Not Available

IUPAC Name

N-(2,5-dihydroxy-4H-imidazol-4-yl)guanidine

Traditional Name

N-(2,5-dihydroxy-4H-imidazol-4-yl)guanidine

SMILES

NC(=N)NC1N=C(O)N=C1O

InChI Identifier

InChI=1S/C4H7N5O2/c5-3(6)7-1-2(10)9-4(11)8-1/h1H,(H4,5,6,7)(H2,8,9,10,11)

InChI Key

AVOMHQCKYPXFNU-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Hydantoins

Alternative Parents

Substituents

Hydantoin
Alpha-amino acid or derivatives
5-monosubstituted hydantoin
N-acyl urea
Ureide
Dicarboximide
Guanidine
Carbonic acid derivative
Urea
Carboximidamide
Carboxylic acid derivative
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.46 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-2.7	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.7	ChemAxon
pKa (Strongest Basic)	11.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.08 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	45.66 m³·mol⁻¹	ChemAxon
Polarizability	13.72 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-1900000000-a666096de01b1d6ff96f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02t9-9700000000-b6bea9e54e41946fa9b5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03du-9000000000-a53e96bb1ae9c3f3c7a5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0bt9-9700000000-d657ad171827bd973b8b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052f-9100000000-ea902787202bdf84020e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001l-9000000000-a995a602ed92d4857c70	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

142614

PubChem Compound ID

45071972

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=26582419

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=26733197

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=27818219

4. https://www.ncbi.nlm.nih.gov/pubmed/?term=28514164

5. https://www.ncbi.nlm.nih.gov/pubmed/?term=28845978

6. https://www.ncbi.nlm.nih.gov/pubmed/?term=29185758

7. https://www.ncbi.nlm.nih.gov/pubmed/?term=29490132

8. https://www.ncbi.nlm.nih.gov/pubmed/?term=30688445

Guanidinohydantoin (CHEM020913)

Structure for CHEM020913: Guanidinohydantoin