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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:11 UTC

Update Date

2023-02-21 17:19:05 UTC

HMDB ID

HMDB0029709

Secondary Accession Numbers

HMDB29709

Metabolite Identification

Common Name

5,6,7,8-Tetrahydro-4-methylquinoline

Description

5,6,7,8-Tetrahydro-4-methylquinoline, also known as 5,6,7,8-tetrahydrolepidine, belongs to the class of organic compounds known as hydroquinolines. These are derivatives of quinoline in which in which at least one double bond in the quinoline moiety are reduced by adding two hydrogen atoms. Based on a literature review very few articles have been published on 5,6,7,8-Tetrahydro-4-methylquinoline.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5,6,7,8-Tetrahydrolepidine	HMDB

Chemical Formula

C₁₀H₁₃N

Average Molecular Weight

147.2169

Monoisotopic Molecular Weight

147.104799421

IUPAC Name

4-methyl-5,6,7,8-tetrahydroquinoline

Traditional Name

4-methyl-5,6,7,8-tetrahydroquinoline

CAS Registry Number

28971-03-1

SMILES

CC1=CC=NC2=C1CCCC2

InChI Identifier

InChI=1S/C10H13N/c1-8-6-7-11-10-5-3-2-4-9(8)10/h6-7H,2-5H2,1H3

InChI Key

LGYCOYCCCKHXGC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroquinolines. These are derivatives of quinoline in which in which at least one double bond in the quinoline moiety are reduced by adding two hydrogen atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Hydroquinolines

Direct Parent

Hydroquinolines

Alternative Parents

Substituents

Tetrahydroquinoline
Methylpyridine
Pyridine
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029709)
Cell membrane (HMDB: HMDB0029709)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029709)

Source

Endogenous

Endogenous (HMDB: HMDB0029709)

Plant

Plant (HMDB: HMDB0029709)

Exogenous

Food

Food (HMDB: HMDB0029709)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

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	2292 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.86 g/L	ALOGPS
logP	2.66	ALOGPS
logP	2.6	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Basic)	6.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.89 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	46 m³·mol⁻¹	ChemAxon
Polarizability	17.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	131.073	31661259
DarkChem	[M-H]-	130.152	31661259
DeepCCS	[M+H]+	136.446	30932474
DeepCCS	[M-H]-	133.873	30932474
DeepCCS	[M-2H]-	169.719	30932474
DeepCCS	[M+Na]+	144.978	30932474
AllCCS	[M+H]+	130.4	32859911
AllCCS	[M+H-H2O]+	125.6	32859911
AllCCS	[M+NH4]+	134.8	32859911
AllCCS	[M+Na]+	136.1	32859911
AllCCS	[M-H]-	134.8	32859911
AllCCS	[M+Na-2H]-	135.8	32859911
AllCCS	[M+HCOO]-	137.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,6,7,8-Tetrahydro-4-methylquinoline	CC1=CC=NC2=C1CCCC2	1876.6	Standard polar	33892256
5,6,7,8-Tetrahydro-4-methylquinoline	CC1=CC=NC2=C1CCCC2	1312.9	Standard non polar	33892256
5,6,7,8-Tetrahydro-4-methylquinoline	CC1=CC=NC2=C1CCCC2	1375.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline GC-MS (Non-derivatized) - 70eV, Positive	splash10-015a-0900000000-11e88e32da7f8f80b2a8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 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 - 5,6,7,8-Tetrahydro-4-methylquinoline 10V, Positive-QTOF	splash10-0002-0900000000-322c442eba474cd50948	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 20V, Positive-QTOF	splash10-0002-0900000000-cbd853acc7c3f74dd9f8	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 40V, Positive-QTOF	splash10-0k9x-9800000000-535d8fd3d78e8f0ee3a7	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 10V, Negative-QTOF	splash10-0002-0900000000-2134f66aeb0d580fa365	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 20V, Negative-QTOF	splash10-0002-0900000000-ef4e59e32a39b16878cd	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 40V, Negative-QTOF	splash10-0159-2900000000-0321dd679ecb3ce19dfc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 10V, Positive-QTOF	splash10-0002-0900000000-914f577946648e5d4124	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 20V, Positive-QTOF	splash10-0002-0900000000-b3556421b35a4c367d5e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 40V, Positive-QTOF	splash10-00pl-8900000000-ab29d46edfd633eeee85	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 10V, Negative-QTOF	splash10-0002-0900000000-275b1c91e27cb2fd9267	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 20V, Negative-QTOF	splash10-0002-0900000000-275b1c91e27cb2fd9267	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-4-methylquinoline 40V, Negative-QTOF	splash10-014i-8900000000-3a69de6aae6a8ba31ab9	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB000903

KNApSAcK ID

C00058068

Chemspider ID

161405

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

185667

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1810961

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 5,6,7,8-Tetrahydro-4-methylquinoline (HMDB0029709)

MOL for HMDB0029709 (5,6,7,8-Tetrahydro-4-methylquinoline)

3D MOL for HMDB0029709 (5,6,7,8-Tetrahydro-4-methylquinoline)

3D SDF for HMDB0029709 (5,6,7,8-Tetrahydro-4-methylquinoline)

3D-SDF for HMDB0029709 (5,6,7,8-Tetrahydro-4-methylquinoline)

PDB for HMDB0029709 (5,6,7,8-Tetrahydro-4-methylquinoline)

3D PDB for HMDB0029709 (5,6,7,8-Tetrahydro-4-methylquinoline)

SMILES for HMDB0029709 (5,6,7,8-Tetrahydro-4-methylquinoline)

INCHI for HMDB0029709 (5,6,7,8-Tetrahydro-4-methylquinoline)

Structure for HMDB0029709 (5,6,7,8-Tetrahydro-4-methylquinoline)

3D Structure for HMDB0029709 (5,6,7,8-Tetrahydro-4-methylquinoline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra