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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:45:54 UTC

Update Date

2021-09-26 22:56:02 UTC

HMDB ID

HMDB0246750

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Aminoisoquinolin-1(2H)-one

Description

5-Aminoisoquinolin-1(2H)-one, also known as 5-AIQ, belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety. Based on a literature review very few articles have been published on 5-Aminoisoquinolin-1(2H)-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-aminoisoquinolin-1(2h)-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-Aminoisoquinolin-1(2H)-one 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

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
CONECT    1    2   11                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    4   11   12                                                  
CONECT   11   10    1                                                       
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-AIQ	HMDB
5-Aminoisoquinolinone	HMDB

Chemical Formula

C₉H₈N₂O

Average Molecular Weight

160.176

Monoisotopic Molecular Weight

160.063662886

IUPAC Name

5-amino-1,2-dihydroisoquinolin-1-one

Traditional Name

5-amino-2H-isoquinolin-1-one

CAS Registry Number

Not Available

SMILES

NC1=CC=CC2=C1C=CNC2=O

InChI Identifier

InChI=1S/C9H8N2O/c10-8-3-1-2-7-6(8)4-5-11-9(7)12/h1-5H,10H2,(H,11,12)

InChI Key

SVASVGVAQIVSEZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinolones and derivatives

Direct Parent

Isoquinolones and derivatives

Alternative Parents

Substituents

Isoquinolone
Pyridinone
Pyridine
Benzenoid
Heteroaromatic compound
Lactam
Azacycle
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.11	ALOGPS
logP	0.5	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	12.74	ChemAxon
pKa (Strongest Basic)	2.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.12 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	48.14 m³·mol⁻¹	ChemAxon
Polarizability	16.15 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]+	131.283	30932474
DeepCCS	[M-H]-	127.864	30932474
DeepCCS	[M-2H]-	165.037	30932474
DeepCCS	[M+Na]+	140.332	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Aminoisoquinolin-1(2H)-one	NC1=CC=CC2=C1C=CNC2=O	2917.4	Standard polar	33892256
5-Aminoisoquinolin-1(2H)-one	NC1=CC=CC2=C1C=CNC2=O	1951.6	Standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one	NC1=CC=CC2=C1C=CNC2=O	2079.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Aminoisoquinolin-1(2H)-one,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC2=C1C=C[NH]C2=O	1977.8	Semi standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC2=C1C=C[NH]C2=O	2027.3	Standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC2=C1C=C[NH]C2=O	2454.0	Standard polar	33892256
5-Aminoisoquinolin-1(2H)-one,1TMS,isomer #2	C[Si](C)(C)N1C=CC2=C(N)C=CC=C2C1=O	1969.3	Semi standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,1TMS,isomer #2	C[Si](C)(C)N1C=CC2=C(N)C=CC=C2C1=O	2047.8	Standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,1TMS,isomer #2	C[Si](C)(C)N1C=CC2=C(N)C=CC=C2C1=O	2621.4	Standard polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1C=C[NH]C2=O)[Si](C)(C)C	1952.3	Semi standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1C=C[NH]C2=O)[Si](C)(C)C	2078.0	Standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1C=C[NH]C2=O)[Si](C)(C)C	2310.3	Standard polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TMS,isomer #2	C[Si](C)(C)NC1=CC=CC2=C1C=CN([Si](C)(C)C)C2=O	2110.8	Semi standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TMS,isomer #2	C[Si](C)(C)NC1=CC=CC2=C1C=CN([Si](C)(C)C)C2=O	2208.8	Standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TMS,isomer #2	C[Si](C)(C)NC1=CC=CC2=C1C=CN([Si](C)(C)C)C2=O	2310.8	Standard polar	33892256
5-Aminoisoquinolin-1(2H)-one,3TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1C=CN([Si](C)(C)C)C2=O)[Si](C)(C)C	2079.8	Semi standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,3TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1C=CN([Si](C)(C)C)C2=O)[Si](C)(C)C	2221.8	Standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,3TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1C=CN([Si](C)(C)C)C2=O)[Si](C)(C)C	2195.2	Standard polar	33892256
5-Aminoisoquinolin-1(2H)-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC2=C1C=C[NH]C2=O	2208.7	Semi standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC2=C1C=C[NH]C2=O	2232.4	Standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC2=C1C=C[NH]C2=O	2577.2	Standard polar	33892256
5-Aminoisoquinolin-1(2H)-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=CC2=C(N)C=CC=C2C1=O	2213.5	Semi standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=CC2=C(N)C=CC=C2C1=O	2198.7	Standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=CC2=C(N)C=CC=C2C1=O	2693.5	Standard polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1C=C[NH]C2=O)[Si](C)(C)C(C)(C)C	2448.6	Semi standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1C=C[NH]C2=O)[Si](C)(C)C(C)(C)C	2484.5	Standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1C=C[NH]C2=O)[Si](C)(C)C(C)(C)C	2472.4	Standard polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC2=C1C=CN([Si](C)(C)C(C)(C)C)C2=O	2533.4	Semi standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC2=C1C=CN([Si](C)(C)C(C)(C)C)C2=O	2549.4	Standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC2=C1C=CN([Si](C)(C)C(C)(C)C)C2=O	2513.9	Standard polar	33892256
5-Aminoisoquinolin-1(2H)-one,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1C=CN([Si](C)(C)C(C)(C)C)C2=O)[Si](C)(C)C(C)(C)C	2734.7	Semi standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1C=CN([Si](C)(C)C(C)(C)C)C2=O)[Si](C)(C)C(C)(C)C	2786.4	Standard non polar	33892256
5-Aminoisoquinolin-1(2H)-one,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1C=CN([Si](C)(C)C(C)(C)C)C2=O)[Si](C)(C)C(C)(C)C	2509.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Aminoisoquinolin-1(2H)-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-01q9-0900000000-a80f9f837ffb9f93bae8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Aminoisoquinolin-1(2H)-one 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 - 5-Aminoisoquinolin-1(2H)-one 10V, Positive-QTOF	splash10-03di-0900000000-1083dc31b66c9bdde71c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Aminoisoquinolin-1(2H)-one 20V, Positive-QTOF	splash10-03di-0900000000-2de50a08bc3293b4411f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Aminoisoquinolin-1(2H)-one 40V, Positive-QTOF	splash10-0zfr-6900000000-e8b53a291a0d885d79ff	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Aminoisoquinolin-1(2H)-one 10V, Negative-QTOF	splash10-0a4i-0900000000-c32cc25d577b439aa196	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Aminoisoquinolin-1(2H)-one 20V, Negative-QTOF	splash10-0a4i-0900000000-c32cc25d577b439aa196	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Aminoisoquinolin-1(2H)-one 40V, Negative-QTOF	splash10-0a7i-1900000000-2ac7474953af30d2ec2e	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	¹H NMR Spectrum (1D, 200 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, 300 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, 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	¹H NMR Spectrum (1D, 500 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	¹³C NMR Spectrum (1D, 600 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, 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	¹H NMR Spectrum (1D, 900 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

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

1988

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2072

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 5-Aminoisoquinolin-1(2H)-one (HMDB0246750)

MOL for HMDB0246750 (5-Aminoisoquinolin-1(2H)-one)

3D MOL for HMDB0246750 (5-Aminoisoquinolin-1(2H)-one)

3D SDF for HMDB0246750 (5-Aminoisoquinolin-1(2H)-one)

3D-SDF for HMDB0246750 (5-Aminoisoquinolin-1(2H)-one)

PDB for HMDB0246750 (5-Aminoisoquinolin-1(2H)-one)

3D PDB for HMDB0246750 (5-Aminoisoquinolin-1(2H)-one)

SMILES for HMDB0246750 (5-Aminoisoquinolin-1(2H)-one)

INCHI for HMDB0246750 (5-Aminoisoquinolin-1(2H)-one)

Structure for HMDB0246750 (5-Aminoisoquinolin-1(2H)-one)

3D Structure for HMDB0246750 (5-Aminoisoquinolin-1(2H)-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra