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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-03-07 21:33:08 UTC

Update Date

2022-03-07 03:17:37 UTC

HMDB ID

HMDB0059854

Secondary Accession Numbers

HMDB59854

Metabolite Identification

Common Name

1,7-Dimethylnaphthalene

Description

1,7-Dimethylnaphthalene, also known as 1,7-DMN, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 1,7-Dimethylnaphthalene is possibly neutral. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Structure

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

11326
  Mrv0541 12191221202D          

 24 25  0  0  0  0            999 V2000
    3.7934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309   -0.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    1.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784   -0.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    0.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213   -1.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.9240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.7490    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5250    1.7775    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9215    1.0808    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7204   -0.2746    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7204    1.0996    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0099   -1.2602    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5155   -1.7775    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0328   -1.2720    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942    0.0304    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071   -0.6683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9058   -0.8555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  2  0  0  0  0
  3  9  1  0  0  0  0
  3 11  1  0  0  0  0
  4  5  2  0  0  0  0
  4 13  1  0  0  0  0
  5  8  1  0  0  0  0
  5 12  1  0  0  0  0
  6  8  2  0  0  0  0
  6 14  1  0  0  0  0
  7 10  1  0  0  0  0
  7 15  1  0  0  0  0
  8 16  1  0  0  0  0
  9 10  2  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 19  1  0  0  0  0
 11 20  1  0  0  0  0
 11 21  1  0  0  0  0
 12 22  1  0  0  0  0
 12 23  1  0  0  0  0
 12 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059854

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C1=C([H])C(=C2C([H])=C(C([H])=C([H])C2=C1[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H12/c1-9-6-7-11-5-3-4-10(2)12(11)8-9/h3-8H,1-2H3

> <INCHI_KEY>
SPUWFVKLHHEKGV-UHFFFAOYSA-N

> <FORMULA>
C12H12

> <MOLECULAR_WEIGHT>
156.2237

> <EXACT_MASS>
156.093900384

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
18.80797583855136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,7-dimethylnaphthalene

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
3.9895653513333333

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
52.59060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,7-dimethylnaphthalene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 19-DEC-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 11326                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-DEC-12         0                                  
HETATM    1  C   UNK     0       7.081   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.081   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.458  -0.823   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.747  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.747   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.458   2.363   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.414   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.853  -0.032   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.853   1.572   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.440  -2.363   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.080  -0.770   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       5.747  -1.725   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0       5.747   3.265   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0       8.447   3.318   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       3.587   2.017   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0      10.678  -0.513   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0      10.678   2.053   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0       7.485  -2.352   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       8.429  -3.318   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       9.395  -2.374   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.603   0.057   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.253  -1.247   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.557  -1.597   0.000  0.00  0.00           H+0
CONECT    1    2    3    4                                                  
CONECT    2    1    6    7                                                  
CONECT    3    1    9   11                                                  
CONECT    4    1    5   13                                                  
CONECT    5    4    8   12                                                  
CONECT    6    2    8   14                                                  
CONECT    7    2   10   15                                                  
CONECT    8    5    6   16                                                  
CONECT    9    3   10   17                                                  
CONECT   10    7    9   18                                                  
CONECT   11    3   19   20   21                                             
CONECT   12    5   22   23   24                                             
CONECT   13    4                                                            
CONECT   14    6                                                            
CONECT   15    7                                                            
CONECT   16    8                                                            
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   11                                                            
CONECT   21   11                                                            
CONECT   22   12                                                            
CONECT   23   12                                                            
CONECT   24   12                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,7-DMN	ChEBI

Chemical Formula

C₁₂H₁₂

Average Molecular Weight

156.2237

Monoisotopic Molecular Weight

156.093900384

IUPAC Name

1,7-dimethylnaphthalene

Traditional Name

1,7-dimethylnaphthalene

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C(=C2C([H])=C(C([H])=C([H])C2=C1[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C12H12/c1-9-6-7-11-5-3-4-10(2)12(11)8-9/h3-8H,1-2H3

InChI Key

SPUWFVKLHHEKGV-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

dimethylnaphthalene (CHEBI:48612 )

Ontology

Not Available

Breath (PMID: 24053239)

Cellular substructure

Membrane (HMDB: HMDB0059854)

Source

Exogenous

Exogenous (HMDB: HMDB0059854)

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
Water Solubility	0.0043 g/L	ALOGPS
logP	4.36	ALOGPS
logP	3.99	ChemAxon
logS	-4.6	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	52.59 m³·mol⁻¹	ChemAxon
Polarizability	18.81 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]+	134.924	31661259
DarkChem	[M-H]-	133.336	31661259
DeepCCS	[M+H]+	144.337	30932474
DeepCCS	[M-H]-	141.942	30932474
DeepCCS	[M-2H]-	175.852	30932474
DeepCCS	[M+Na]+	151.465	30932474
AllCCS	[M+H]+	129.8	32859911
AllCCS	[M+H-H2O]+	125.4	32859911
AllCCS	[M+NH4]+	134.0	32859911
AllCCS	[M+Na]+	135.1	32859911
AllCCS	[M-H]-	132.2	32859911
AllCCS	[M+Na-2H]-	132.7	32859911
AllCCS	[M+HCOO]-	133.2	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.	7.56 minutes	32390414
Predicted by Siyang on May 30, 2022	18.4601 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.67 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2148.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	691.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	264.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	453.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	331.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	833.1 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	766.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	153.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1452.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	738.8 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	1840.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	516.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	515.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	572.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	431.9 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	15.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,7-Dimethylnaphthalene	[H]C1=C([H])C(=C2C([H])=C(C([H])=C([H])C2=C1[H])C([H])([H])[H])C([H])([H])[H]	2180.9	Standard polar	33892256
1,7-Dimethylnaphthalene	[H]C1=C([H])C(=C2C([H])=C(C([H])=C([H])C2=C1[H])C([H])([H])[H])C([H])([H])[H]	1526.9	Standard non polar	33892256
1,7-Dimethylnaphthalene	[H]C1=C([H])C(=C2C([H])=C(C([H])=C([H])C2=C1[H])C([H])([H])[H])C([H])([H])[H]	1440.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 1,7-Dimethylnaphthalene EI-B (Non-derivatized)	splash10-0bvo-7900000000-74d647e492c61f373c1f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1,7-Dimethylnaphthalene EI-B (Non-derivatized)	splash10-0bvo-7900000000-74d647e492c61f373c1f	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,7-Dimethylnaphthalene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-0900000000-633e549239a4c5fa2123	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,7-Dimethylnaphthalene 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 - 1,7-Dimethylnaphthalene 10V, Positive-QTOF	splash10-0a4i-0900000000-c31ddde07dd458506dfb	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,7-Dimethylnaphthalene 20V, Positive-QTOF	splash10-0a4i-0900000000-1d41cace439eee39fd82	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,7-Dimethylnaphthalene 40V, Positive-QTOF	splash10-055f-1900000000-6fe4ca7e12bbbaf919dc	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,7-Dimethylnaphthalene 10V, Negative-QTOF	splash10-0a4i-0900000000-fd80c59a7fc143e3fa63	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,7-Dimethylnaphthalene 20V, Negative-QTOF	splash10-0a4i-0900000000-fd80c59a7fc143e3fa63	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,7-Dimethylnaphthalene 40V, Negative-QTOF	splash10-0a4i-0900000000-13a6df0ad80d070dac67	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,7-Dimethylnaphthalene 10V, Positive-QTOF	splash10-0a4i-0900000000-ddab12af8993bc2fb56c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,7-Dimethylnaphthalene 20V, Positive-QTOF	splash10-0a4i-0900000000-39df5409bb6ce72264f3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,7-Dimethylnaphthalene 40V, Positive-QTOF	splash10-00kf-3900000000-fb5cb6e804c036a8733b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,7-Dimethylnaphthalene 10V, Negative-QTOF	splash10-0a4i-0900000000-4e868adf7649a278b06c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,7-Dimethylnaphthalene 20V, Negative-QTOF	splash10-0a4i-0900000000-4e868adf7649a278b06c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,7-Dimethylnaphthalene 40V, Negative-QTOF	splash10-0a4i-0900000000-68a873c50b15f05c3be2	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Breath

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Breath	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Not Specified	Asthma	24053239	details

Associated Disorders and Diseases

Disease References

Asthma
Gahleitner F, Guallar-Hoyas C, Beardsmore CS, Pandya HC, Thomas CP: Metabolomics pilot study to identify volatile organic compound markers of childhood asthma in exhaled breath. Bioanalysis. 2013 Sep;5(18):2239-47. doi: 10.4155/bio.13.184. [PubMed:24053239 ]

Associated OMIM IDs

600807 (Asthma)

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

11326

PDB ID

Not Available

ChEBI ID

48612

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 1,7-Dimethylnaphthalene (HMDB0059854)

MOL for HMDB0059854 (1,7-Dimethylnaphthalene)

3D MOL for HMDB0059854 (1,7-Dimethylnaphthalene)

3D SDF for HMDB0059854 (1,7-Dimethylnaphthalene)

3D-SDF for HMDB0059854 (1,7-Dimethylnaphthalene)

PDB for HMDB0059854 (1,7-Dimethylnaphthalene)

3D PDB for HMDB0059854 (1,7-Dimethylnaphthalene)

SMILES for HMDB0059854 (1,7-Dimethylnaphthalene)

INCHI for HMDB0059854 (1,7-Dimethylnaphthalene)

Structure for HMDB0059854 (1,7-Dimethylnaphthalene)

3D Structure for HMDB0059854 (1,7-Dimethylnaphthalene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra