Jump To Section:

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 01:36:32 UTC

Update Date

2022-09-22 17:44:21 UTC

HMDB ID

HMDB0248332

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Aminorex

Description

Aminorex, also known as apiquel or aminoxafen, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Based on a literature review a significant number of articles have been published on Aminorex. This compound has been identified in human blood as reported by (PMID: 31557052 ). Aminorex is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Aminorex 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                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1490                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.459   0.971   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       6.475   2.436   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       4.030   3.682   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       5.705   0.066   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.951   0.971   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.705  -1.474   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.039  -2.244   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.371  -2.244   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.935   2.436   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.039  -3.784   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.371  -3.784   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.705  -4.554   0.000  0.00  0.00           C+0
CONECT    1    4    9                                                       
CONECT    2    5    9                                                       
CONECT    3    9                                                            
CONECT    4    1    5    6                                                  
CONECT    5    2    4                                                       
CONECT    6    4    7    8                                                  
CONECT    7    6   10                                                       
CONECT    8    6   11                                                       
CONECT    9    1    2    3                                                  
CONECT   10    7   12                                                       
CONECT   11    8   12                                                       
CONECT   12   10   11                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Apiquel	Kegg
Aminoxafen	HMDB
Menocil	HMDB
Aminoxaphen	HMDB

Chemical Formula

C₉H₁₀N₂O

Average Molecular Weight

162.1885

Monoisotopic Molecular Weight

162.079312952

IUPAC Name

5-phenyl-4,5-dihydro-1,3-oxazol-2-amine

Traditional Name

aminorex

CAS Registry Number

Not Available

SMILES

NC1=NCC(O1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C9H10N2O/c10-9-11-6-8(12-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H2,10,11)

InChI Key

SYAKTDIEAPMBAL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Oxazoline
Isourea
Carboximidamide
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
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	1.16	ALOGPS
logP	1.46	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	19.48	ChemAxon
pKa (Strongest Basic)	7.49	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.61 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	45.75 m³·mol⁻¹	ChemAxon
Polarizability	16.97 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]+	136.112	30932474
DeepCCS	[M-H]-	133.255	30932474
DeepCCS	[M-2H]-	169.834	30932474
DeepCCS	[M+Na]+	145.335	30932474
AllCCS	[M+H]+	135.2	32859911
AllCCS	[M+H-H2O]+	130.5	32859911
AllCCS	[M+NH4]+	139.5	32859911
AllCCS	[M+Na]+	140.8	32859911
AllCCS	[M-H]-	135.1	32859911
AllCCS	[M+Na-2H]-	135.8	32859911
AllCCS	[M+HCOO]-	136.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aminorex	NC1=NCC(O1)C1=CC=CC=C1	2815.1	Standard polar	33892256
Aminorex	NC1=NCC(O1)C1=CC=CC=C1	1710.8	Standard non polar	33892256
Aminorex	NC1=NCC(O1)C1=CC=CC=C1	1664.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aminorex,1TMS,isomer #1	C[Si](C)(C)NC1=NCC(C2=CC=CC=C2)O1	1768.7	Semi standard non polar	33892256
Aminorex,1TMS,isomer #1	C[Si](C)(C)NC1=NCC(C2=CC=CC=C2)O1	1671.3	Standard non polar	33892256
Aminorex,1TMS,isomer #1	C[Si](C)(C)NC1=NCC(C2=CC=CC=C2)O1	2593.4	Standard polar	33892256
Aminorex,2TMS,isomer #1	C[Si](C)(C)N(C1=NCC(C2=CC=CC=C2)O1)[Si](C)(C)C	1798.5	Semi standard non polar	33892256
Aminorex,2TMS,isomer #1	C[Si](C)(C)N(C1=NCC(C2=CC=CC=C2)O1)[Si](C)(C)C	1850.0	Standard non polar	33892256
Aminorex,2TMS,isomer #1	C[Si](C)(C)N(C1=NCC(C2=CC=CC=C2)O1)[Si](C)(C)C	2441.5	Standard polar	33892256
Aminorex,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NCC(C2=CC=CC=C2)O1	1984.9	Semi standard non polar	33892256
Aminorex,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NCC(C2=CC=CC=C2)O1	1897.3	Standard non polar	33892256
Aminorex,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NCC(C2=CC=CC=C2)O1	2682.6	Standard polar	33892256
Aminorex,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NCC(C2=CC=CC=C2)O1)[Si](C)(C)C(C)(C)C	2183.5	Semi standard non polar	33892256
Aminorex,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NCC(C2=CC=CC=C2)O1)[Si](C)(C)C(C)(C)C	2289.2	Standard non polar	33892256
Aminorex,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NCC(C2=CC=CC=C2)O1)[Si](C)(C)C(C)(C)C	2540.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aminorex GC-MS (Non-derivatized) - 70eV, Positive	splash10-00mo-7900000000-f9eef0200f54882247ea	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminorex 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 - Aminorex 10V, Positive-QTOF	splash10-03di-0900000000-f54d7b8627a70113ba79	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminorex 20V, Positive-QTOF	splash10-0ir0-0900000000-0a6b1d9cd0647ef5e03c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminorex 40V, Positive-QTOF	splash10-0zml-9400000000-2c2062972ace6d137afa	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminorex 10V, Negative-QTOF	splash10-03di-1900000000-86dfd43f3b968d7dca10	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminorex 20V, Negative-QTOF	splash10-03dl-7900000000-53d85f3184aa3042a1c9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminorex 40V, Negative-QTOF	splash10-0006-9000000000-1c56ca642ae97b3eed08	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminorex 10V, Positive-QTOF	splash10-03di-0900000000-269fd22fb16e4c48a72f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminorex 20V, Positive-QTOF	splash10-03dl-4900000000-8a1654a8b508a7d632be	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminorex 40V, Positive-QTOF	splash10-0fbc-9200000000-e4d9ef953cbdf68c43e9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminorex 10V, Negative-QTOF	splash10-03di-0900000000-0ca59f5d2b1c8de28725	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminorex 20V, Negative-QTOF	splash10-0006-9300000000-4043781b07fd93f4d35d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminorex 40V, Negative-QTOF	splash10-0006-9000000000-a14fb325ffa004bc35c8	2021-10-12	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

DB01490

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

15767

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aminorex

METLIN ID

Not Available

PubChem Compound

16630

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 Aminorex (HMDB0248332)

MOL for HMDB0248332 (Aminorex)

3D MOL for HMDB0248332 (Aminorex)

3D SDF for HMDB0248332 (Aminorex)

3D-SDF for HMDB0248332 (Aminorex)

PDB for HMDB0248332 (Aminorex)

3D PDB for HMDB0248332 (Aminorex)

SMILES for HMDB0248332 (Aminorex)

INCHI for HMDB0248332 (Aminorex)

Structure for HMDB0248332 (Aminorex)

3D Structure for HMDB0248332 (Aminorex)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra