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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 08:26:11 UTC

Update Date

2021-09-26 23:02:58 UTC

HMDB ID

HMDB0251131

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dialuric acid

Description

Dialuric acid, also known as 5-alloxanol or dialate, belongs to the class of organic compounds known as barbituric acid derivatives. Barbituric acid derivatives are compounds containing a perhydropyrimidine ring substituted at C-2, -4 and -6 by oxo groups. Based on a literature review a significant number of articles have been published on Dialuric acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dialuric acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dialuric acid 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 Stereo Labels

Synonyms

Value	Source
2,4,5,6-Pyrimidinetetrol	ChEBI
5-Alloxanol	ChEBI
5-Hydroxybarbituric acid	ChEBI
5-Hydroxybarbitate	Generator
5-Hydroxybarbitic acid	Generator
Dialate	Generator
Dialic acid	Generator
Dialuric acid, monohydrate	MeSH

Chemical Formula

C₄H₄N₂O₄

Average Molecular Weight

144.086

Monoisotopic Molecular Weight

144.017106617

IUPAC Name

5-hydroxy-1,3-diazinane-2,4,6-trione

Traditional Name

5-hydroxy-1,3-diazinane-2,4,6-trione

CAS Registry Number

Not Available

SMILES

OC1C(=O)NC(=O)NC1=O

InChI Identifier

InChI=1S/C4H4N2O4/c7-1-2(8)5-4(10)6-3(1)9/h1,7H,(H2,5,6,8,9,10)

InChI Key

BVEWMNTVZPFPQI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as barbituric acid derivatives. Barbituric acid derivatives are compounds containing a perhydropyrimidine ring substituted at C-2, -4 and -6 by oxo groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Barbituric acid derivatives

Alternative Parents

Substituents

Barbiturate
N-acyl urea
Ureide
1,3-diazinane
1,3-dicarbonyl compound
Dicarboximide
Carbonic acid derivative
Secondary alcohol
Urea
Carboxylic acid derivative
Azacycle
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Carbonyl group
Organic nitrogen compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

barbiturates (CHEBI:76452 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	-1.4	ALOGPS
logP	-2	ChemAxon
logS	-0.58	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.5 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	27.31 m³·mol⁻¹	ChemAxon
Polarizability	10.99 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	119.382	30932474
DeepCCS	[M-H]-	115.567	30932474
DeepCCS	[M-2H]-	152.401	30932474
DeepCCS	[M+Na]+	127.939	30932474
AllCCS	[M+H]+	130.9	32859911
AllCCS	[M+H-H2O]+	126.3	32859911
AllCCS	[M+NH4]+	135.2	32859911
AllCCS	[M+Na]+	136.5	32859911
AllCCS	[M-H]-	121.5	32859911
AllCCS	[M+Na-2H]-	123.1	32859911
AllCCS	[M+HCOO]-	124.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dialuric acid	OC1C(=O)NC(=O)NC1=O	3280.6	Standard polar	33892256
Dialuric acid	OC1C(=O)NC(=O)NC1=O	1435.8	Standard non polar	33892256
Dialuric acid	OC1C(=O)NC(=O)NC1=O	1618.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dialuric acid,2TMS,isomer #1	C[Si](C)(C)OC1C(=O)NC(=O)N([Si](C)(C)C)C1=O	1603.2	Semi standard non polar	33892256
Dialuric acid,2TMS,isomer #1	C[Si](C)(C)OC1C(=O)NC(=O)N([Si](C)(C)C)C1=O	1696.5	Standard non polar	33892256
Dialuric acid,2TMS,isomer #1	C[Si](C)(C)OC1C(=O)NC(=O)N([Si](C)(C)C)C1=O	2809.8	Standard polar	33892256
Dialuric acid,2TMS,isomer #2	C[Si](C)(C)N1C(=O)C(O)C(=O)N([Si](C)(C)C)C1=O	1545.7	Semi standard non polar	33892256
Dialuric acid,2TMS,isomer #2	C[Si](C)(C)N1C(=O)C(O)C(=O)N([Si](C)(C)C)C1=O	1607.6	Standard non polar	33892256
Dialuric acid,2TMS,isomer #2	C[Si](C)(C)N1C(=O)C(O)C(=O)N([Si](C)(C)C)C1=O	2400.0	Standard polar	33892256
Dialuric acid,3TMS,isomer #1	C[Si](C)(C)OC1C(=O)N([Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	1591.3	Semi standard non polar	33892256
Dialuric acid,3TMS,isomer #1	C[Si](C)(C)OC1C(=O)N([Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	1733.6	Standard non polar	33892256
Dialuric acid,3TMS,isomer #1	C[Si](C)(C)OC1C(=O)N([Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	2050.5	Standard polar	33892256
Dialuric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(=O)NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2082.5	Semi standard non polar	33892256
Dialuric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(=O)NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2154.4	Standard non polar	33892256
Dialuric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(=O)NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2803.4	Standard polar	33892256
Dialuric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)C(O)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2045.6	Semi standard non polar	33892256
Dialuric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)C(O)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2086.0	Standard non polar	33892256
Dialuric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)C(O)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2393.3	Standard polar	33892256
Dialuric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2272.8	Semi standard non polar	33892256
Dialuric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2421.6	Standard non polar	33892256
Dialuric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2329.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dialuric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9700000000-4c0b2573dfa755cbf447	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dialuric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dialuric acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dialuric acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dialuric acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dialuric acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - Dialuric acid 10V, Positive-QTOF	splash10-0002-0900000000-96607a2f2078977213c7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dialuric acid 20V, Positive-QTOF	splash10-0076-9200000000-b390a0c8273732fbd319	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dialuric acid 40V, Positive-QTOF	splash10-0006-9000000000-3e5da7cc4cb033eddf91	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dialuric acid 10V, Negative-QTOF	splash10-0006-9600000000-fdc1ad42b4f053872875	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dialuric acid 20V, Negative-QTOF	splash10-0006-9000000000-90726b17dc36e29c5299	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dialuric acid 40V, Negative-QTOF	splash10-0006-9000000000-90726b17dc36e29c5299	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

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

Not Available

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

156284

KEGG Compound ID

Not Available

BioCyc ID

CPD-15999

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

179547

PDB ID

Not Available

ChEBI ID

76452

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 Dialuric acid (HMDB0251131)

MOL for HMDB0251131 (Dialuric acid)

3D MOL for HMDB0251131 (Dialuric acid)

3D SDF for HMDB0251131 (Dialuric acid)

3D-SDF for HMDB0251131 (Dialuric acid)

PDB for HMDB0251131 (Dialuric acid)

3D PDB for HMDB0251131 (Dialuric acid)

SMILES for HMDB0251131 (Dialuric acid)

INCHI for HMDB0251131 (Dialuric acid)

Structure for HMDB0251131 (Dialuric acid)

3D Structure for HMDB0251131 (Dialuric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra