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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:02:21 UTC

Update Date

2021-09-26 22:51:07 UTC

HMDB ID

HMDB0243812

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione

Description

1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione, also known as 1,4-aptd, belongs to the class of organic compounds known as phenyl-1,2,4-triazoles. These are organic compounds containing a 1,2,4-triazole substituted by a phenyl group. Based on a literature review very few articles have been published on 1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione 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


  Mrv1652309102123022D          

 16 17  0  0  0  0            999 V2000
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  4 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243812

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N1NC(=O)N(C1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H9N3O3/c1-7(14)13-10(16)12(9(15)11-13)8-5-3-2-4-6-8/h2-6H,1H3,(H,11,15)

> <INCHI_KEY>
GMFZGVRQOGGCSY-UHFFFAOYSA-N

> <FORMULA>
C10H9N3O3

> <MOLECULAR_WEIGHT>
219.2

> <EXACT_MASS>
219.064391162

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
20.822447543041193

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione

> <ALOGPS_LOGP>
0.39

> <JCHEM_LOGP>
0.6023106896666668

> <ALOGPS_LOGS>
-2.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.413853913561864

> <JCHEM_POLAR_SURFACE_AREA>
69.72

> <JCHEM_REFRACTIVITY>
54.02540000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.044  -2.739   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       2.104  -4.680   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.342  -5.926   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       0.088  -3.215   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    4                                                       
CONECT   11    7   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,4-APTD	HMDB

Chemical Formula

C₁₀H₉N₃O₃

Average Molecular Weight

219.2

Monoisotopic Molecular Weight

219.064391162

IUPAC Name

1-acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione

Traditional Name

1-acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione

CAS Registry Number

Not Available

SMILES

CC(=O)N1NC(=O)N(C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C10H9N3O3/c1-7(14)13-10(16)12(9(15)11-13)8-5-3-2-4-6-8/h2-6H,1H3,(H,11,15)

InChI Key

GMFZGVRQOGGCSY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyl-1,2,4-triazoles. These are organic compounds containing a 1,2,4-triazole substituted by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Triazoles

Direct Parent

Phenyl-1,2,4-triazoles

Alternative Parents

Substituents

Phenyl-1,2,4-triazole
N-acyl urea
Ureide
Urazole
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Acetamide
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	0.39	ALOGPS
logP	0.6	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	11.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.72 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	54.03 m³·mol⁻¹	ChemAxon
Polarizability	20.82 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	148.904	30932474
DeepCCS	[M-H]-	146.508	30932474
DeepCCS	[M-2H]-	179.785	30932474
DeepCCS	[M+Na]+	154.816	30932474
AllCCS	[M+H]+	146.9	32859911
AllCCS	[M+H-H2O]+	142.8	32859911
AllCCS	[M+NH4]+	150.7	32859911
AllCCS	[M+Na]+	151.8	32859911
AllCCS	[M-H]-	147.5	32859911
AllCCS	[M+Na-2H]-	147.4	32859911
AllCCS	[M+HCOO]-	147.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione	CC(=O)N1NC(=O)N(C1=O)C1=CC=CC=C1	2353.7	Standard polar	33892256
1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione	CC(=O)N1NC(=O)N(C1=O)C1=CC=CC=C1	2088.3	Standard non polar	33892256
1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione	CC(=O)N1NC(=O)N(C1=O)C1=CC=CC=C1	2010.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione,1TMS,isomer #1	CC(=O)N1C(=O)N(C2=CC=CC=C2)C(=O)N1[Si](C)(C)C	1922.2	Semi standard non polar	33892256
1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione,1TMS,isomer #1	CC(=O)N1C(=O)N(C2=CC=CC=C2)C(=O)N1[Si](C)(C)C	1982.1	Standard non polar	33892256
1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione,1TMS,isomer #1	CC(=O)N1C(=O)N(C2=CC=CC=C2)C(=O)N1[Si](C)(C)C	2741.0	Standard polar	33892256
1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione,1TBDMS,isomer #1	CC(=O)N1C(=O)N(C2=CC=CC=C2)C(=O)N1[Si](C)(C)C(C)(C)C	2170.8	Semi standard non polar	33892256
1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione,1TBDMS,isomer #1	CC(=O)N1C(=O)N(C2=CC=CC=C2)C(=O)N1[Si](C)(C)C(C)(C)C	2193.3	Standard non polar	33892256
1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione,1TBDMS,isomer #1	CC(=O)N1C(=O)N(C2=CC=CC=C2)C(=O)N1[Si](C)(C)C(C)(C)C	2788.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-00vl-3910000000-4800fddb796284d771e8	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - 1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione 10V, Positive-QTOF	splash10-00fr-0590000000-d08cabdee2b75ea5e2b1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione 20V, Positive-QTOF	splash10-004i-0900000000-c0eb2cbaf9ef11519115	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione 40V, Positive-QTOF	splash10-00r6-9300000000-ac551e8f755bcd149f8f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione 10V, Negative-QTOF	splash10-014i-0090000000-6b47a02594ce72e7f8d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione 20V, Negative-QTOF	splash10-01di-1900000000-e8d9f7bf7e5f73d94251	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione 40V, Negative-QTOF	splash10-0006-9100000000-d465a78d9e6abc003a90	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

134082

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

152126

PDB ID

Not Available

ChEBI ID

Not Available

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 1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione (HMDB0243812)

MOL for HMDB0243812 (1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione)

3D MOL for HMDB0243812 (1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione)

3D SDF for HMDB0243812 (1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione)

3D-SDF for HMDB0243812 (1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione)

PDB for HMDB0243812 (1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione)

3D PDB for HMDB0243812 (1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione)

SMILES for HMDB0243812 (1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione)

INCHI for HMDB0243812 (1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione)

Structure for HMDB0243812 (1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione)

3D Structure for HMDB0243812 (1-Acetyl-4-phenyl-1,2,4-triazolidine-3,5-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra