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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:21 UTC

Update Date

2023-02-21 17:19:12 UTC

HMDB ID

HMDB0029742

Secondary Accession Numbers

HMDB29742

Metabolite Identification

Common Name

3-Isopropyl-2-methoxy-5-methylpyrazine

Description

3-Isopropyl-2-methoxy-5-methylpyrazine, also known as 5-methyl-3-isopropyl-2-methoxypyrazine, belongs to the class of organic compounds known as methoxypyrazines. These are pyrazines containing a methoxyl group attached to the pyrazine ring. Based on a literature review very few articles have been published on 3-Isopropyl-2-methoxy-5-methylpyrazine.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4   12                                                            
CONECT    5    7   10                                                       
CONECT    6    1    2    8                                                  
CONECT    7    3    5   11                                                  
CONECT    8    6    9   11                                                  
CONECT    9    8   10   12                                                  
CONECT   10    5    9                                                       
CONECT   11    7    8                                                       
CONECT   12    4    9                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

COMPND    HMDB0029742
HETATM    1  C1  UNL     1      -0.233   3.283  -0.275  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.677   1.936  -0.343  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.266   0.963  -0.048  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.567   1.361   0.264  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.424   0.366   0.547  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.041  -0.933   0.527  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.054  -2.026   0.755  1.00  0.00           C  
HETATM    8  N2  UNL     1       0.752  -1.303   0.221  1.00  0.00           N  
HETATM    9  C6  UNL     1      -0.128  -0.340  -0.070  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.485  -0.702  -0.503  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.079  -1.697   0.508  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.411   0.211  -1.081  1.00  0.00           C  
HETATM   13  H1  UNL     1      -0.814   3.730   0.596  1.00  0.00           H  
HETATM   14  H2  UNL     1       0.847   3.358   0.053  1.00  0.00           H  
HETATM   15  H3  UNL     1      -0.351   3.856  -1.185  1.00  0.00           H  
HETATM   16  H4  UNL     1       3.466   0.655   0.839  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.510  -2.149  -0.282  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.816  -1.724   1.452  1.00  0.00           H  
HETATM   19  H7  UNL     1       2.560  -2.973   0.959  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.237  -1.472  -1.380  1.00  0.00           H  
HETATM   21  H9  UNL     1      -2.567  -2.564   0.091  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.276  -1.954   1.227  1.00  0.00           H  
HETATM   23  H11 UNL     1      -2.817  -1.065   1.128  1.00  0.00           H  
HETATM   24  H12 UNL     1      -3.364  -0.375  -1.332  1.00  0.00           H  
HETATM   25  H13 UNL     1      -2.784   1.066  -0.533  1.00  0.00           H  
HETATM   26  H14 UNL     1      -2.083   0.494  -2.134  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5
CONECT    5    6    6   16
CONECT    6    7    8
CONECT    7   17   18   19
CONECT    8    9    9
CONECT    9   10
CONECT   10   11   12   20
CONECT   11   21   22   23
CONECT   12   24   25   26
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Methoxy-5-methyl-3-(1-methylethyl)pyrazine, 9ci	HMDB
5-Methyl-3-isopropyl-2-methoxypyrazine	HMDB

Chemical Formula

C₉H₁₄N₂O

Average Molecular Weight

166.2203

Monoisotopic Molecular Weight

166.11061308

IUPAC Name

2-methoxy-5-methyl-3-(propan-2-yl)pyrazine

Traditional Name

3-isopropyl-2-methoxy-5-methylpyrazine

CAS Registry Number

32021-41-3

SMILES

COC1=C(N=C(C)C=N1)C(C)C

InChI Identifier

InChI=1S/C9H14N2O/c1-6(2)8-9(12-4)10-5-7(3)11-8/h5-6H,1-4H3

InChI Key

NCKFIUKGRGDXBF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxypyrazines. These are pyrazines containing a methoxyl group attached to the pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrazines

Direct Parent

Methoxypyrazines

Alternative Parents

Substituents

Methoxypyrazine
Alkyl aryl ether
Heteroaromatic compound
Azacycle
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029742)
Cytoplasm (HMDB: HMDB0029742)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029742)

Source

Endogenous

Endogenous (HMDB: HMDB0029742)

Plant

Plant (HMDB: HMDB0029742)

Exogenous

Food

Food (HMDB: HMDB0029742)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0029742)

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	205.6 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	16.4 g/L	ALOGPS
logP	2.02	ALOGPS
logP	1.48	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Basic)	1.45	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.01 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	46.91 m³·mol⁻¹	ChemAxon
Polarizability	18.62 Å³	ChemAxon
Number of Rings	1	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]+	136.336	31661259
DarkChem	[M-H]-	137.418	31661259
DeepCCS	[M+H]+	140.982	30932474
DeepCCS	[M-H]-	138.585	30932474
DeepCCS	[M-2H]-	173.877	30932474
DeepCCS	[M+Na]+	149.317	30932474
AllCCS	[M+H]+	136.3	32859911
AllCCS	[M+H-H2O]+	132.1	32859911
AllCCS	[M+NH4]+	140.2	32859911
AllCCS	[M+Na]+	141.4	32859911
AllCCS	[M-H]-	138.4	32859911
AllCCS	[M+Na-2H]-	139.8	32859911
AllCCS	[M+HCOO]-	141.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Isopropyl-2-methoxy-5-methylpyrazine	COC1=C(N=C(C)C=N1)C(C)C	1452.2	Standard polar	33892256
3-Isopropyl-2-methoxy-5-methylpyrazine	COC1=C(N=C(C)C=N1)C(C)C	1150.8	Standard non polar	33892256
3-Isopropyl-2-methoxy-5-methylpyrazine	COC1=C(N=C(C)C=N1)C(C)C	1152.6	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 - 3-Isopropyl-2-methoxy-5-methylpyrazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-5900000000-6b304f9c0332e4310045	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 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 - 3-Isopropyl-2-methoxy-5-methylpyrazine 10V, Positive-QTOF	splash10-014i-0900000000-a3cdacd55052a7030fdf	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 20V, Positive-QTOF	splash10-014i-0900000000-c7b71e01105f43816a01	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 40V, Positive-QTOF	splash10-00r6-9300000000-7991eb53c0ffd7e7ee77	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 10V, Negative-QTOF	splash10-014i-1900000000-39d8853542ed08d214ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 20V, Negative-QTOF	splash10-066r-4900000000-688ab4dcccddf9a8d842	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 40V, Negative-QTOF	splash10-014i-9300000000-ff31d562ed8645ccb858	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 10V, Negative-QTOF	splash10-014i-0900000000-f72a38590d903075c866	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 20V, Negative-QTOF	splash10-001i-2900000000-bdf1277b12468027d491	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 40V, Negative-QTOF	splash10-052f-9200000000-25b248bc28e72a3fbe76	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 10V, Positive-QTOF	splash10-014i-0900000000-d120bc32d136e668f60a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 20V, Positive-QTOF	splash10-014i-3900000000-3bae35c7ff6906ecafee	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isopropyl-2-methoxy-5-methylpyrazine 40V, Positive-QTOF	splash10-0ktf-9100000000-a7cea7e59d870eaa34bf	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

Cytoplasm
Extracellular

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

FDB000943

KNApSAcK ID

Not Available

Chemspider ID

23183746

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15590168

PDB ID

Not Available

ChEBI ID

256036

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1630251

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 3-Isopropyl-2-methoxy-5-methylpyrazine (HMDB0029742)

MOL for HMDB0029742 (3-Isopropyl-2-methoxy-5-methylpyrazine)

3D MOL for HMDB0029742 (3-Isopropyl-2-methoxy-5-methylpyrazine)

3D SDF for HMDB0029742 (3-Isopropyl-2-methoxy-5-methylpyrazine)

3D-SDF for HMDB0029742 (3-Isopropyl-2-methoxy-5-methylpyrazine)

PDB for HMDB0029742 (3-Isopropyl-2-methoxy-5-methylpyrazine)

3D PDB for HMDB0029742 (3-Isopropyl-2-methoxy-5-methylpyrazine)

SMILES for HMDB0029742 (3-Isopropyl-2-methoxy-5-methylpyrazine)

INCHI for HMDB0029742 (3-Isopropyl-2-methoxy-5-methylpyrazine)

Structure for HMDB0029742 (3-Isopropyl-2-methoxy-5-methylpyrazine)

3D Structure for HMDB0029742 (3-Isopropyl-2-methoxy-5-methylpyrazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra