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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

HMDB0029708

Secondary Accession Numbers

HMDB29708

Metabolite Identification

Common Name

5,6,7,8-Tetrahydro-2,4-dimethylquinoline

Description

5,6,7,8-Tetrahydro-2,4-dimethylquinoline 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 a significant number of articles have been published on 5,6,7,8-Tetrahydro-2,4-dimethylquinoline.

Structure

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

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.078   3.464   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.078   1.924   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.308   1.154   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.308  -0.386   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.694  -1.154   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.308   1.154   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.308  -0.386   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.078  -1.154   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.078  -2.694   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.308  -3.464   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.694  -2.694   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.694  -1.154   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    4    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    7   11                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

COMPND    HMDB0029708
HETATM    1  C1  UNL     1      -3.643  -1.138  -0.191  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.250  -0.599  -0.088  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.014   0.741   0.114  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.722   1.214   0.206  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.499   2.661   0.422  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.381   0.370   0.101  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.099  -0.965  -0.100  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.181  -1.409  -0.188  1.00  0.00           N  
HETATM    9  C8  UNL     1       1.209  -1.972  -0.229  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.417  -1.220  -0.744  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.763  -0.183   0.305  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.749   0.929   0.207  1.00  0.00           C  
HETATM   13  H1  UNL     1      -4.282  -0.772   0.641  1.00  0.00           H  
HETATM   14  H2  UNL     1      -4.136  -0.809  -1.132  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.624  -2.229  -0.157  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.883   1.396   0.195  1.00  0.00           H  
HETATM   17  H5  UNL     1       0.556   2.929   0.445  1.00  0.00           H  
HETATM   18  H6  UNL     1      -1.083   2.988   1.306  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.941   3.194  -0.466  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.923  -2.816  -0.877  1.00  0.00           H  
HETATM   21  H9  UNL     1       1.473  -2.300   0.810  1.00  0.00           H  
HETATM   22  H10 UNL     1       2.102  -0.731  -1.691  1.00  0.00           H  
HETATM   23  H11 UNL     1       3.287  -1.885  -0.877  1.00  0.00           H  
HETATM   24  H12 UNL     1       2.619  -0.676   1.290  1.00  0.00           H  
HETATM   25  H13 UNL     1       3.787   0.201   0.214  1.00  0.00           H  
HETATM   26  H14 UNL     1       2.025   1.545  -0.667  1.00  0.00           H  
HETATM   27  H15 UNL     1       1.868   1.536   1.152  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    3    8
CONECT    3    4   16
CONECT    4    5    6    6
CONECT    5   17   18   19
CONECT    6    7   12
CONECT    7    8    8    9
CONECT    9   10   20   21
CONECT   10   11   22   23
CONECT   11   12   24   25
CONECT   12   26   27
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₁H₁₅N

Average Molecular Weight

161.2435

Monoisotopic Molecular Weight

161.120449485

IUPAC Name

2,4-dimethyl-5,6,7,8-tetrahydroquinoline

Traditional Name

2,4-dimethyl-5,6,7,8-tetrahydroquinoline

CAS Registry Number

60169-66-6

SMILES

CC1=NC2=C(CCCC2)C(C)=C1

InChI Identifier

InChI=1S/C11H15N/c1-8-7-9(2)12-11-6-4-3-5-10(8)11/h7H,3-6H2,1-2H3

InChI Key

ZBIKAJHAGKBFKR-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: HMDB0029708)
Cell membrane (HMDB: HMDB0029708)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029708)

Source

Endogenous

Endogenous (HMDB: HMDB0029708)

Plant

Plant (HMDB: HMDB0029708)

Exogenous

Food

Food (HMDB: HMDB0029708)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	19 - 20 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	676.4 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	0.54 g/L	ALOGPS
logP	3.32	ALOGPS
logP	2.73	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	7.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.89 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	50.59 m³·mol⁻¹	ChemAxon
Polarizability	19.71 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	136.056	31661259
DarkChem	[M-H]-	133.952	31661259
DeepCCS	[M+H]+	140.392	30932474
DeepCCS	[M-H]-	136.595	30932474
DeepCCS	[M-2H]-	174.372	30932474
DeepCCS	[M+Na]+	149.911	30932474
AllCCS	[M+H]+	134.0	32859911
AllCCS	[M+H-H2O]+	129.4	32859911
AllCCS	[M+NH4]+	138.3	32859911
AllCCS	[M+Na]+	139.6	32859911
AllCCS	[M-H]-	140.8	32859911
AllCCS	[M+Na-2H]-	141.6	32859911
AllCCS	[M+HCOO]-	142.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,6,7,8-Tetrahydro-2,4-dimethylquinoline	CC1=NC2=C(CCCC2)C(C)=C1	1899.0	Standard polar	33892256
5,6,7,8-Tetrahydro-2,4-dimethylquinoline	CC1=NC2=C(CCCC2)C(C)=C1	1381.1	Standard non polar	33892256
5,6,7,8-Tetrahydro-2,4-dimethylquinoline	CC1=NC2=C(CCCC2)C(C)=C1	1422.2	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-2,4-dimethylquinoline GC-MS (Non-derivatized) - 70eV, Positive	splash10-01qa-0900000000-ae03fc08c996298a2f29	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 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-2,4-dimethylquinoline 10V, Positive-QTOF	splash10-03di-0900000000-f6ac04a0ef37b166dd53	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 20V, Positive-QTOF	splash10-03di-0900000000-f12d88f7550621135055	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 40V, Positive-QTOF	splash10-00ry-5900000000-1bec95b49097d0b83438	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 10V, Negative-QTOF	splash10-03di-0900000000-f549dba0631174c8d451	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 20V, Negative-QTOF	splash10-03di-0900000000-a6bae355548dded58621	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 40V, Negative-QTOF	splash10-00l6-1900000000-9fd14a645afc353ac1ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 10V, Positive-QTOF	splash10-03di-0900000000-4409d7ddfd58841da6a0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 20V, Positive-QTOF	splash10-03di-0900000000-5a8709e1ccaca91234a2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 40V, Positive-QTOF	splash10-00uu-4900000000-17d02ea13deba3d59a0a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 10V, Negative-QTOF	splash10-03di-0900000000-146818cd71d58ff813ca	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 20V, Negative-QTOF	splash10-03di-0900000000-146818cd71d58ff813ca	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6,7,8-Tetrahydro-2,4-dimethylquinoline 40V, Negative-QTOF	splash10-00l6-0900000000-003f526ee111aa2dc844	2021-09-24	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

FDB000902

KNApSAcK ID

C00058142

Chemspider ID

4479485

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5321849

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1810951

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-2,4-dimethylquinoline (HMDB0029708)

MOL for HMDB0029708 (5,6,7,8-Tetrahydro-2,4-dimethylquinoline)

3D MOL for HMDB0029708 (5,6,7,8-Tetrahydro-2,4-dimethylquinoline)

3D SDF for HMDB0029708 (5,6,7,8-Tetrahydro-2,4-dimethylquinoline)

3D-SDF for HMDB0029708 (5,6,7,8-Tetrahydro-2,4-dimethylquinoline)

PDB for HMDB0029708 (5,6,7,8-Tetrahydro-2,4-dimethylquinoline)

3D PDB for HMDB0029708 (5,6,7,8-Tetrahydro-2,4-dimethylquinoline)

SMILES for HMDB0029708 (5,6,7,8-Tetrahydro-2,4-dimethylquinoline)

INCHI for HMDB0029708 (5,6,7,8-Tetrahydro-2,4-dimethylquinoline)

Structure for HMDB0029708 (5,6,7,8-Tetrahydro-2,4-dimethylquinoline)

3D Structure for HMDB0029708 (5,6,7,8-Tetrahydro-2,4-dimethylquinoline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra