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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:03:24 UTC

Update Date

2022-09-22 17:44:25 UTC

HMDB ID

HMDB0254670

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methylurea

Description

N-methyl urea, also known as monomethylurea, belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group. N-methyl urea 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 significant number of articles have been published on N-methyl urea. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methylurea is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methylurea is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Methyl urea	ChEBI
Monomethylurea	ChEBI
Methylurea	Kegg

Chemical Formula

C₂H₆N₂O

Average Molecular Weight

74.0818

Monoisotopic Molecular Weight

74.048012824

IUPAC Name

N-methylcarbamimidic acid

Traditional Name

methylharnstoff

CAS Registry Number

Not Available

SMILES

CNC(O)=N

InChI Identifier

InChI=1S/C2H6N2O/c1-4-2(3)5/h1H3,(H3,3,4,5)

InChI Key

XGEGHDBEHXKFPX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic carbonic acids and derivatives

Sub Class

Ureas

Direct Parent

Ureas

Alternative Parents

Substituents

Urea
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

ureas (CHEBI:44383 )

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

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.1	ALOGPS
logP	-0.95	ChemAxon
logS	-0.75	ALOGPS
pKa (Strongest Acidic)	8.98	ChemAxon
pKa (Strongest Basic)	10.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	56.11 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	28.98 m³·mol⁻¹	ChemAxon
Polarizability	7.09 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	119.203	30932474
DeepCCS	[M-H]-	117.308	30932474
DeepCCS	[M-2H]-	152.615	30932474
DeepCCS	[M+Na]+	126.779	30932474
AllCCS	[M+H]+	125.2	32859911
AllCCS	[M+H-H2O]+	120.9	32859911
AllCCS	[M+NH4]+	129.3	32859911
AllCCS	[M+Na]+	130.5	32859911
AllCCS	[M-H]-	128.7	32859911
AllCCS	[M+Na-2H]-	134.5	32859911
AllCCS	[M+HCOO]-	140.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methylurea	CNC(O)=N	2094.4	Standard polar	33892256
Methylurea	CNC(O)=N	1078.8	Standard non polar	33892256
Methylurea	CNC(O)=N	1201.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methylurea,2TMS,isomer #1	CN(C(=N)O[Si](C)(C)C)[Si](C)(C)C	1230.2	Semi standard non polar	33892256
Methylurea,2TMS,isomer #1	CN(C(=N)O[Si](C)(C)C)[Si](C)(C)C	1159.5	Standard non polar	33892256
Methylurea,2TMS,isomer #1	CN(C(=N)O[Si](C)(C)C)[Si](C)(C)C	1556.2	Standard polar	33892256
Methylurea,2TMS,isomer #2	CNC(=N[Si](C)(C)C)O[Si](C)(C)C	1220.9	Semi standard non polar	33892256
Methylurea,2TMS,isomer #2	CNC(=N[Si](C)(C)C)O[Si](C)(C)C	1114.2	Standard non polar	33892256
Methylurea,2TMS,isomer #2	CNC(=N[Si](C)(C)C)O[Si](C)(C)C	1667.7	Standard polar	33892256
Methylurea,2TMS,isomer #3	CN(C(O)=N[Si](C)(C)C)[Si](C)(C)C	1302.4	Semi standard non polar	33892256
Methylurea,2TMS,isomer #3	CN(C(O)=N[Si](C)(C)C)[Si](C)(C)C	1153.0	Standard non polar	33892256
Methylurea,2TMS,isomer #3	CN(C(O)=N[Si](C)(C)C)[Si](C)(C)C	1455.5	Standard polar	33892256
Methylurea,3TMS,isomer #1	CN(C(=N[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	1265.6	Semi standard non polar	33892256
Methylurea,3TMS,isomer #1	CN(C(=N[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	1215.0	Standard non polar	33892256
Methylurea,3TMS,isomer #1	CN(C(=N[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	1328.2	Standard polar	33892256
Methylurea,2TBDMS,isomer #1	CN(C(=N)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1652.3	Semi standard non polar	33892256
Methylurea,2TBDMS,isomer #1	CN(C(=N)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1557.0	Standard non polar	33892256
Methylurea,2TBDMS,isomer #1	CN(C(=N)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1762.3	Standard polar	33892256
Methylurea,2TBDMS,isomer #2	CNC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1610.7	Semi standard non polar	33892256
Methylurea,2TBDMS,isomer #2	CNC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1464.6	Standard non polar	33892256
Methylurea,2TBDMS,isomer #2	CNC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1770.9	Standard polar	33892256
Methylurea,2TBDMS,isomer #3	CN(C(O)=N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1664.2	Semi standard non polar	33892256
Methylurea,2TBDMS,isomer #3	CN(C(O)=N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1532.8	Standard non polar	33892256
Methylurea,2TBDMS,isomer #3	CN(C(O)=N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1691.7	Standard polar	33892256
Methylurea,3TBDMS,isomer #1	CN(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1879.8	Semi standard non polar	33892256
Methylurea,3TBDMS,isomer #1	CN(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1849.7	Standard non polar	33892256
Methylurea,3TBDMS,isomer #1	CN(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1706.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methylurea GC-MS (Non-derivatized) - 70eV, Positive	splash10-00al-9000000000-4d57b132f340d1eae048	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methylurea GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methylurea GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methylurea GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methylurea GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methylurea GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methylurea GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methylurea GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 10V, Positive-QTOF	splash10-004i-9000000000-c0738ac1a1e086942633	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 20V, Positive-QTOF	splash10-057i-9000000000-5393fba787141ee00cf9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 40V, Positive-QTOF	splash10-0a4l-9000000000-d3dbcae12287ab399541	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 10V, Negative-QTOF	splash10-00e9-9000000000-f6bcc700d161e5898db9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 20V, Negative-QTOF	splash10-0006-9000000000-9c1ea6792038a55b9665	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 40V, Negative-QTOF	splash10-0006-9000000000-3d7b02ca7f60cc05602a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 10V, Positive-QTOF	splash10-056r-9000000000-d9312c2132cee52214a2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 20V, Positive-QTOF	splash10-0a4i-9000000000-36d9c030937c51278248	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 40V, Positive-QTOF	splash10-0a4l-9000000000-bec14b3c8d81e235e3d5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 10V, Negative-QTOF	splash10-0006-9000000000-90726b17dc36e29c5299	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 20V, Negative-QTOF	splash10-0006-9000000000-185ba9c0c0c20aab7f0b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylurea 40V, Negative-QTOF	splash10-0006-9000000000-90726b17dc36e29c5299	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

11227

KEGG Compound ID

C16363

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

44383

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Methylurea (HMDB0254670)

MOL for HMDB0254670 (Methylurea)

3D MOL for HMDB0254670 (Methylurea)

3D SDF for HMDB0254670 (Methylurea)

3D-SDF for HMDB0254670 (Methylurea)

PDB for HMDB0254670 (Methylurea)

3D PDB for HMDB0254670 (Methylurea)

SMILES for HMDB0254670 (Methylurea)

INCHI for HMDB0254670 (Methylurea)

Structure for HMDB0254670 (Methylurea)

3D Structure for HMDB0254670 (Methylurea)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra