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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 20:50:45 UTC

Update Date

2021-09-26 22:50:44 UTC

HMDB ID

HMDB0243592

Secondary Accession Numbers

None

Metabolite Identification

Common Name

alpha-Fluoromethylhistamine

Description

alpha-Fluoromethylhistamine belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. Based on a literature review very few articles have been published on alpha-Fluoromethylhistamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Alpha-fluoromethylhistamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically alpha-Fluoromethylhistamine 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
a-Fluoromethylhistamine	Generator
Α-fluoromethylhistamine	Generator
alpha-Fluoromethylhistamine, (R)-isomer	MeSH

Chemical Formula

C₆H₁₀FN₃

Average Molecular Weight

143.165

Monoisotopic Molecular Weight

143.085875497

IUPAC Name

1-fluoro-3-(1H-imidazol-5-yl)propan-2-amine

Traditional Name

1-fluoro-3-(3H-imidazol-4-yl)propan-2-amine

CAS Registry Number

Not Available

SMILES

NC(CF)CC1=CN=CN1

InChI Identifier

InChI=1S/C6H10FN3/c7-2-5(8)1-6-3-9-4-10-6/h3-5H,1-2,8H2,(H,9,10)

InChI Key

HQJBDGCXJPRBDP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Heteroaromatic compound
Imidazole
Azole
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Primary amine
Organofluoride
Organohalogen compound
Primary aliphatic amine
Alkyl halide
Alkyl fluoride
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

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	-0.57	ALOGPS
logP	-0.78	ChemAxon
logS	-0.61	ALOGPS
pKa (Strongest Acidic)	13.45	ChemAxon
pKa (Strongest Basic)	8.74	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	54.7 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	36.5 m³·mol⁻¹	ChemAxon
Polarizability	13.89 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]+	129.223	30932474
DeepCCS	[M-H]-	126.231	30932474
DeepCCS	[M-2H]-	163.355	30932474
DeepCCS	[M+Na]+	138.231	30932474
AllCCS	[M+H]+	132.1	32859911
AllCCS	[M+H-H2O]+	127.6	32859911
AllCCS	[M+NH4]+	136.3	32859911
AllCCS	[M+Na]+	137.5	32859911
AllCCS	[M-H]-	128.8	32859911
AllCCS	[M+Na-2H]-	130.5	32859911
AllCCS	[M+HCOO]-	132.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Fluoromethylhistamine	NC(CF)CC1=CN=CN1	2079.8	Standard polar	33892256
alpha-Fluoromethylhistamine	NC(CF)CC1=CN=CN1	1346.5	Standard non polar	33892256
alpha-Fluoromethylhistamine	NC(CF)CC1=CN=CN1	1440.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Fluoromethylhistamine,1TMS,isomer #1	C[Si](C)(C)NC(CF)CC1=CN=C[NH]1	1512.4	Semi standard non polar	33892256
alpha-Fluoromethylhistamine,1TMS,isomer #1	C[Si](C)(C)NC(CF)CC1=CN=C[NH]1	1562.0	Standard non polar	33892256
alpha-Fluoromethylhistamine,1TMS,isomer #1	C[Si](C)(C)NC(CF)CC1=CN=C[NH]1	1845.1	Standard polar	33892256
alpha-Fluoromethylhistamine,1TMS,isomer #2	C[Si](C)(C)N1C=NC=C1CC(N)CF	1507.7	Semi standard non polar	33892256
alpha-Fluoromethylhistamine,1TMS,isomer #2	C[Si](C)(C)N1C=NC=C1CC(N)CF	1519.1	Standard non polar	33892256
alpha-Fluoromethylhistamine,1TMS,isomer #2	C[Si](C)(C)N1C=NC=C1CC(N)CF	2007.1	Standard polar	33892256
alpha-Fluoromethylhistamine,2TMS,isomer #1	C[Si](C)(C)N(C(CF)CC1=CN=C[NH]1)[Si](C)(C)C	1685.2	Semi standard non polar	33892256
alpha-Fluoromethylhistamine,2TMS,isomer #1	C[Si](C)(C)N(C(CF)CC1=CN=C[NH]1)[Si](C)(C)C	1727.2	Standard non polar	33892256
alpha-Fluoromethylhistamine,2TMS,isomer #1	C[Si](C)(C)N(C(CF)CC1=CN=C[NH]1)[Si](C)(C)C	1797.0	Standard polar	33892256
alpha-Fluoromethylhistamine,2TMS,isomer #2	C[Si](C)(C)NC(CF)CC1=CN=CN1[Si](C)(C)C	1607.3	Semi standard non polar	33892256
alpha-Fluoromethylhistamine,2TMS,isomer #2	C[Si](C)(C)NC(CF)CC1=CN=CN1[Si](C)(C)C	1592.9	Standard non polar	33892256
alpha-Fluoromethylhistamine,2TMS,isomer #2	C[Si](C)(C)NC(CF)CC1=CN=CN1[Si](C)(C)C	1781.9	Standard polar	33892256
alpha-Fluoromethylhistamine,3TMS,isomer #1	C[Si](C)(C)N(C(CF)CC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C	1829.2	Semi standard non polar	33892256
alpha-Fluoromethylhistamine,3TMS,isomer #1	C[Si](C)(C)N(C(CF)CC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C	1748.8	Standard non polar	33892256
alpha-Fluoromethylhistamine,3TMS,isomer #1	C[Si](C)(C)N(C(CF)CC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C	1774.6	Standard polar	33892256
alpha-Fluoromethylhistamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CF)CC1=CN=C[NH]1	1742.5	Semi standard non polar	33892256
alpha-Fluoromethylhistamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CF)CC1=CN=C[NH]1	1799.0	Standard non polar	33892256
alpha-Fluoromethylhistamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CF)CC1=CN=C[NH]1	1983.8	Standard polar	33892256
alpha-Fluoromethylhistamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=NC=C1CC(N)CF	1754.7	Semi standard non polar	33892256
alpha-Fluoromethylhistamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=NC=C1CC(N)CF	1720.2	Standard non polar	33892256
alpha-Fluoromethylhistamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=NC=C1CC(N)CF	2132.0	Standard polar	33892256
alpha-Fluoromethylhistamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(CF)CC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C	2092.4	Semi standard non polar	33892256
alpha-Fluoromethylhistamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(CF)CC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C	2161.1	Standard non polar	33892256
alpha-Fluoromethylhistamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(CF)CC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C	2012.7	Standard polar	33892256
alpha-Fluoromethylhistamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CF)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2099.5	Semi standard non polar	33892256
alpha-Fluoromethylhistamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CF)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2006.3	Standard non polar	33892256
alpha-Fluoromethylhistamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CF)CC1=CN=CN1[Si](C)(C)C(C)(C)C	1990.9	Standard polar	33892256
alpha-Fluoromethylhistamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(CF)CC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2488.6	Semi standard non polar	33892256
alpha-Fluoromethylhistamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(CF)CC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2374.5	Standard non polar	33892256
alpha-Fluoromethylhistamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(CF)CC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2074.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Fluoromethylhistamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9300000000-deb269ff4690aa6fdfc6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Fluoromethylhistamine 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 - alpha-Fluoromethylhistamine 10V, Positive-QTOF	splash10-0006-0900000000-ac24ded481ec7cd0f5b1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Fluoromethylhistamine 20V, Positive-QTOF	splash10-0006-1900000000-3ad6725801c5c39cd6dd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Fluoromethylhistamine 40V, Positive-QTOF	splash10-0kai-9000000000-04e67e3807ad334da083	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Fluoromethylhistamine 10V, Negative-QTOF	splash10-0006-0900000000-81e566430262a27eea1e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Fluoromethylhistamine 20V, Negative-QTOF	splash10-05po-9600000000-e2ab5ea041d813928437	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Fluoromethylhistamine 40V, Negative-QTOF	splash10-014l-9000000000-f511448caeb16374f85b	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

13777474

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13289482

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 alpha-Fluoromethylhistamine (HMDB0243592)

MOL for HMDB0243592 (alpha-Fluoromethylhistamine)

3D MOL for HMDB0243592 (alpha-Fluoromethylhistamine)

3D SDF for HMDB0243592 (alpha-Fluoromethylhistamine)

3D-SDF for HMDB0243592 (alpha-Fluoromethylhistamine)

PDB for HMDB0243592 (alpha-Fluoromethylhistamine)

3D PDB for HMDB0243592 (alpha-Fluoromethylhistamine)

SMILES for HMDB0243592 (alpha-Fluoromethylhistamine)

INCHI for HMDB0243592 (alpha-Fluoromethylhistamine)

Structure for HMDB0243592 (alpha-Fluoromethylhistamine)

3D Structure for HMDB0243592 (alpha-Fluoromethylhistamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra