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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-12-06 16:30:09 UTC

Update Date

2020-06-15 17:04:53 UTC

HMDB ID

HMDB0059701

Secondary Accession Numbers

HMDB59701

Metabolite Identification

Common Name

1,6,7-Trimethylnaphthalene

Description

1,6,7-Trimethylnaphthalene belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 1,6,7-Trimethylnaphthalene is possibly neutral. The molecular weight of 1,6,7-trimethylnaphthalene is 170.25. The melting point of 1,6,7-trimethylnaphthalene is 28C and the boiling point is 285C. 1,6,7-trimethylnaphthalene (CAS: 2245-38-7) with formula C10H5(CH3)3 is a solid and is insoluble in water.

Structure

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

HEADER    PROTEIN                                 06-DEC-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-DEC-12         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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    1                                                       
CONECT   11    9                                                            
CONECT   12    8                                                            
CONECT   13    2                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

COMPND    HMDB0059701
HETATM    1  C1  UNL     1       3.403  -0.442  -0.157  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.925  -0.292  -0.093  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.068  -1.367  -0.210  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.295  -1.273  -0.157  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.128  -2.387  -0.279  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.502  -2.280  -0.224  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.052  -1.031  -0.042  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.227   0.083   0.080  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.800   1.432   0.276  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.853  -0.021   0.025  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.021   1.088   0.147  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.351   0.955   0.089  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.271   2.136   0.217  1.00  0.00           C  
HETATM   14  H1  UNL     1       3.819  -0.466   0.878  1.00  0.00           H  
HETATM   15  H2  UNL     1       3.623  -1.424  -0.623  1.00  0.00           H  
HETATM   16  H3  UNL     1       3.881   0.321  -0.792  1.00  0.00           H  
HETATM   17  H4  UNL     1       1.480  -2.373  -0.355  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.671  -3.339  -0.418  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.164  -3.145  -0.318  1.00  0.00           H  
HETATM   20  H7  UNL     1      -4.127  -0.907   0.006  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.418   1.951   1.170  1.00  0.00           H  
HETATM   22  H9  UNL     1      -3.914   1.333   0.376  1.00  0.00           H  
HETATM   23  H10 UNL     1      -2.656   2.031  -0.663  1.00  0.00           H  
HETATM   24  H11 UNL     1      -0.470   2.062   0.289  1.00  0.00           H  
HETATM   25  H12 UNL     1       2.845   2.082   1.184  1.00  0.00           H  
HETATM   26  H13 UNL     1       2.949   2.203  -0.656  1.00  0.00           H  
HETATM   27  H14 UNL     1       1.685   3.068   0.252  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    3   12
CONECT    3    4   17
CONECT    4    5    5   10
CONECT    5    6   18
CONECT    6    7    7   19
CONECT    7    8   20
CONECT    8    9   10   10
CONECT    9   21   22   23
CONECT   10   11
CONECT   11   12   12   24
CONECT   12   13
CONECT   13   25   26   27
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₄

Average Molecular Weight

170.2503

Monoisotopic Molecular Weight

170.109550448

IUPAC Name

1,6,7-trimethylnaphthalene

Traditional Name

2,3,5-trimethylnaphthalene

CAS Registry Number

Not Available

SMILES

CC1=CC2=CC=CC(C)=C2C=C1C

InChI Identifier

InChI=1S/C13H14/c1-9-5-4-6-12-7-10(2)11(3)8-13(9)12/h4-8H,1-3H3

InChI Key

JBXULKRNHAQMAS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Aromatic hydrocarbon
Polycyclic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 24023812)

Cellular substructure

Membrane (HMDB: HMDB0059701)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.0012 g/L	ALOGPS
logP	4.81	ALOGPS
logP	4.5	ChemAxon
logS	-5.1	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	57.63 m³·mol⁻¹	ChemAxon
Polarizability	20.92 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]+	138.391	31661259
DarkChem	[M-H]-	137.931	31661259
DeepCCS	[M+H]+	139.517	30932474
DeepCCS	[M-H]-	137.122	30932474
DeepCCS	[M-2H]-	172.473	30932474
DeepCCS	[M+Na]+	147.218	30932474
AllCCS	[M+H]+	131.1	32859911
AllCCS	[M+H-H2O]+	126.5	32859911
AllCCS	[M+NH4]+	135.4	32859911
AllCCS	[M+Na]+	136.6	32859911
AllCCS	[M-H]-	137.0	32859911
AllCCS	[M+Na-2H]-	137.2	32859911
AllCCS	[M+HCOO]-	137.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	6.9 minutes	32390414
Predicted by Siyang on May 30, 2022	19.6146 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.08 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2132.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	726.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	271.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	476.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	352.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	895.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	826.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	152.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1573.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	770.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1960.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	561.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	535.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	566.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	439.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,6,7-Trimethylnaphthalene	CC1=CC2=CC=CC(C)=C2C=C1C	2206.4	Standard polar	33892256
1,6,7-Trimethylnaphthalene	CC1=CC2=CC=CC(C)=C2C=C1C	1550.7	Standard non polar	33892256
1,6,7-Trimethylnaphthalene	CC1=CC2=CC=CC(C)=C2C=C1C	1568.4	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 - 1,6,7-Trimethylnaphthalene GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fu-0900000000-a5697c709887e553596f	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,6,7-Trimethylnaphthalene 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 - 1,6,7-Trimethylnaphthalene 10V, Positive-QTOF	splash10-00di-0900000000-6dae551cfc48401230cc	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6,7-Trimethylnaphthalene 20V, Positive-QTOF	splash10-00di-0900000000-7a0735c596c6c16f00af	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6,7-Trimethylnaphthalene 40V, Positive-QTOF	splash10-0a6u-0900000000-12d60c4d72bde6ba7373	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6,7-Trimethylnaphthalene 10V, Negative-QTOF	splash10-014i-0900000000-52e51bbdff685dcde339	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6,7-Trimethylnaphthalene 20V, Negative-QTOF	splash10-014i-0900000000-1f307937e428c1ca0fcd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6,7-Trimethylnaphthalene 40V, Negative-QTOF	splash10-0gb9-0900000000-e12fbad86b9b6e88dbbb	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6,7-Trimethylnaphthalene 10V, Positive-QTOF	splash10-00di-0900000000-55cfdaa9b3d5faef96e4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6,7-Trimethylnaphthalene 20V, Positive-QTOF	splash10-00di-0900000000-4c7916a37467209297a5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6,7-Trimethylnaphthalene 40V, Positive-QTOF	splash10-0ldi-0900000000-e40e9978284cfcd95b22	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6,7-Trimethylnaphthalene 10V, Negative-QTOF	splash10-014i-0900000000-00359992de7a4c09d9af	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6,7-Trimethylnaphthalene 20V, Negative-QTOF	splash10-014i-0900000000-6bc96ad4ac5a89aad191	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6,7-Trimethylnaphthalene 40V, Negative-QTOF	splash10-0fvl-0900000000-a8daab4878727946b05c	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24023812	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16732

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

Not Available

Showing metabocard for 1,6,7-Trimethylnaphthalene (HMDB0059701)

MOL for HMDB0059701 (1,6,7-Trimethylnaphthalene)

3D MOL for HMDB0059701 (1,6,7-Trimethylnaphthalene)

3D SDF for HMDB0059701 (1,6,7-Trimethylnaphthalene)

3D-SDF for HMDB0059701 (1,6,7-Trimethylnaphthalene)

PDB for HMDB0059701 (1,6,7-Trimethylnaphthalene)

3D PDB for HMDB0059701 (1,6,7-Trimethylnaphthalene)

SMILES for HMDB0059701 (1,6,7-Trimethylnaphthalene)

INCHI for HMDB0059701 (1,6,7-Trimethylnaphthalene)

Structure for HMDB0059701 (1,6,7-Trimethylnaphthalene)

3D Structure for HMDB0059701 (1,6,7-Trimethylnaphthalene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra