P. aeruginosa Metabolome Database: Dihydrolipoylprotein (PAMDB004304)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB004304

Identification

Name:

Dihydrolipoylprotein

Description:

N-Methylhydantoin is a small molecular weight polar substance, the product of degradation of creatinine by bacteria (hydrolyzed by creatinine iminohydrolase, EC 3.5.4.21 to ammonia and N-methylhydantoin). In mammals, the metabolism of 1-methylhydantoin occurs via 5-hydroxy-1-methylhydantoin. In a reported human case, 1-Methylhydantoin was found as an unexpected metabolite of the intelligence-affecting substance dupracetam. (PMID: 15533691, 8287520, 3196760, 7294979).

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

1-Methyl-2,4-imidazolidinedione
1-Methyl-hydantoin
1-Methyldiazolidine-2,4-dione
1-Methylhydantoin
Dioxy-creatinine
N-Methylimidazolidine-2,4-dione

Chemical Formula:

C₄H₆N₂O₂

Average Molecular Weight:

114.1026

Monoisotopic Molecular Weight:

114.042927446

InChI Key:

RHYBFKMFHLPQPH-UHFFFAOYSA-N

InChI:

InChI=1S/C4H6N2O2/c1-6-2-3(7)5-4(6)8/h2H2,1H3,(H,5,7,8)

CAS number:

Not Available

IUPAC Name:

1-methylimidazolidine-2,4-dione

Traditional IUPAC Name:

1-methylhydantoin

SMILES:

CN1CC(=O)NC1=O

Chemical Taxonomy

Taxonomy Description

This compound 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
Ureide
Urea
Tertiary amine
Carboxamide group
Azacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

imidazolidine-2,4-dione (CHEBI:16354 )
a small molecule (N-METHYLHYDANTOIN )

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	265.0 mg/mL	ALOGPS
logP	-1.2	ALOGPS
logP	-1.2	ChemAxon
logS	0.37	ALOGPS
pKa (Strongest Acidic)	9.94	ChemAxon
pKa (Strongest Basic)	-8.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.41 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	25.94 m³·mol^-1	ChemAxon
Polarizability	10.25 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

Pathways:

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-0fk9-4900000000-a8b3d576e459e1de466a	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0zmi-3940000000-da9839cad415e267478c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-03di-0900000000-80d31223555bd671d61a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-03di-2900000000-a87a626fea21c2278151	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0006-9100000000-92124f86d92c2993b429	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-0006-9000000000-ee0c93975d2d700dd54f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-0006-9000000000-369f40286b64917044fa	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-2900000000-91e06dc366dc0cd2fa4e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9200000000-f4ff3357c63ff0cb2478	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-7714b876ee3ab2dfe6e7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-5900000000-c501697bbbe71907f6c0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-32a998020f78744cc9f4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-5970b741d3da9c093df2	View in MoNA
1D NMR	1H NMR Spectrum	Not Available
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	16354
HMDB ID	HMDB03646
Pubchem Compound ID	69217
Kegg ID	C02972
ChemSpider ID	62430
Wikipedia ID	Not Available
BioCyc ID	Not Available

Dihydrolipoylprotein (PAMDB004304)

Structure for Dihydrolipoylprotein (PAMDB004304)