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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:05:08 UTC

Update Date

2021-09-26 22:54:53 UTC

HMDB ID

HMDB0246044

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,4,5,6-Tetrahydrophthalimide

Description

3,4,5,6-Tetrahydrophthalimide belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Based on a literature review a small amount of articles have been published on 3,4,5,6-Tetrahydrophthalimide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,4,5,6-tetrahydrophthalimide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,4,5,6-Tetrahydrophthalimide 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
cis-4-Cycloxexene-1,2-dicarboximide	HMDB
Tetrahydrophthalimide	HMDB

Chemical Formula

C₈H₉NO₂

Average Molecular Weight

151.165

Monoisotopic Molecular Weight

151.063328534

IUPAC Name

2,3,4,5,6,7-hexahydro-1H-isoindole-1,3-dione

Traditional Name

tetrahydrophthalimide

CAS Registry Number

Not Available

SMILES

O=C1NC(=O)C2=C1CCCC2

InChI Identifier

InChI=1S/C8H9NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-4H2,(H,9,10,11)

InChI Key

AFJWMGOTLUUGHF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

Alternative Parents

Substituents

Isoindolone
Isoindole
Maleimide
Carboxylic acid imide
Dicarboximide
Carboxylic acid imide, n-unsubstituted
Pyrroline
Lactam
Carboxylic acid derivative
Azacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

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	0.6	ALOGPS
logP	0.58	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	10.52	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.17 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	39.47 m³·mol⁻¹	ChemAxon
Polarizability	15.21 Å³	ChemAxon
Number of Rings	2	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]+	136.987	30932474
DeepCCS	[M-H]-	134.458	30932474
DeepCCS	[M-2H]-	170.217	30932474
DeepCCS	[M+Na]+	145.0	30932474
AllCCS	[M+H]+	132.3	32859911
AllCCS	[M+H-H2O]+	127.7	32859911
AllCCS	[M+NH4]+	136.6	32859911
AllCCS	[M+Na]+	137.8	32859911
AllCCS	[M-H]-	130.1	32859911
AllCCS	[M+Na-2H]-	131.0	32859911
AllCCS	[M+HCOO]-	132.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4,5,6-Tetrahydrophthalimide	O=C1NC(=O)C2=C1CCCC2	2824.9	Standard polar	33892256
3,4,5,6-Tetrahydrophthalimide	O=C1NC(=O)C2=C1CCCC2	1474.0	Standard non polar	33892256
3,4,5,6-Tetrahydrophthalimide	O=C1NC(=O)C2=C1CCCC2	1430.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,4,5,6-Tetrahydrophthalimide,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C2=C(CCCC2)C1=O	1618.3	Semi standard non polar	33892256
3,4,5,6-Tetrahydrophthalimide,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C2=C(CCCC2)C1=O	1529.4	Standard non polar	33892256
3,4,5,6-Tetrahydrophthalimide,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C2=C(CCCC2)C1=O	2359.0	Standard polar	33892256
3,4,5,6-Tetrahydrophthalimide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C2=C(CCCC2)C1=O	1867.1	Semi standard non polar	33892256
3,4,5,6-Tetrahydrophthalimide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C2=C(CCCC2)C1=O	1770.9	Standard non polar	33892256
3,4,5,6-Tetrahydrophthalimide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C2=C(CCCC2)C1=O	2428.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5,6-Tetrahydrophthalimide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fnc-6900000000-c53231133c60105e464c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4,5,6-Tetrahydrophthalimide 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 - 3,4,5,6-Tetrahydrophthalimide 10V, Negative-QTOF	splash10-0udi-0900000000-c294e68376c4342ea785	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4,5,6-Tetrahydrophthalimide 20V, Negative-QTOF	splash10-0udl-9800000000-ae6ac082bdacdd92bb85	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4,5,6-Tetrahydrophthalimide 40V, Negative-QTOF	splash10-0006-9100000000-b08f87cae9d1e52c2d62	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4,5,6-Tetrahydrophthalimide 10V, Positive-QTOF	splash10-0udi-0900000000-00ad05f28905520632a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4,5,6-Tetrahydrophthalimide 20V, Positive-QTOF	splash10-0udi-1900000000-84a5850aa0b694f9a203	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4,5,6-Tetrahydrophthalimide 40V, Positive-QTOF	splash10-056r-9200000000-8ee9142ecf9d5edf3164	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)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

31357

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

34024

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 3,4,5,6-Tetrahydrophthalimide (HMDB0246044)

MOL for HMDB0246044 (3,4,5,6-Tetrahydrophthalimide)

3D MOL for HMDB0246044 (3,4,5,6-Tetrahydrophthalimide)

3D SDF for HMDB0246044 (3,4,5,6-Tetrahydrophthalimide)

3D-SDF for HMDB0246044 (3,4,5,6-Tetrahydrophthalimide)

PDB for HMDB0246044 (3,4,5,6-Tetrahydrophthalimide)

3D PDB for HMDB0246044 (3,4,5,6-Tetrahydrophthalimide)

SMILES for HMDB0246044 (3,4,5,6-Tetrahydrophthalimide)

INCHI for HMDB0246044 (3,4,5,6-Tetrahydrophthalimide)

Structure for HMDB0246044 (3,4,5,6-Tetrahydrophthalimide)

3D Structure for HMDB0246044 (3,4,5,6-Tetrahydrophthalimide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra