Jump To Section:

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 21:14:46 UTC

Update Date

2023-02-21 17:25:12 UTC

HMDB ID

HMDB0036186

Secondary Accession Numbers

HMDB36186

Metabolite Identification

Common Name

Pyrazinemethanethiol

Description

Pyrazinemethanethiol belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. Pyrazinemethanethiol is a meaty and roasted in sugar syrup tasting compound. Based on a literature review very few articles have been published on Pyrazinemethanethiol.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-(Mercaptomethyl)pyrazine	HMDB
2-Mercaptomethyl-pyrazine	HMDB
2-Mercaptomethylpyrazine	HMDB
2-Pyrazinemethanethiol	HMDB
Pyrazinylmethyl mercaptan	HMDB

Chemical Formula

C₅H₆N₂S

Average Molecular Weight

126.18

Monoisotopic Molecular Weight

126.025168892

IUPAC Name

pyrazin-2-ylmethanethiol

Traditional Name

pyrazinemethanethiol

CAS Registry Number

59021-02-2

SMILES

SCC1=CN=CC=N1

InChI Identifier

InChI=1S/C5H6N2S/c8-4-5-3-6-1-2-7-5/h1-3,8H,4H2

InChI Key

VQFGDOHENLRPFB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrazines

Direct Parent

Pyrazines

Alternative Parents

Substituents

Pyrazine
Heteroaromatic compound
Azacycle
Alkylthiol
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0036186)
Cytoplasm (HMDB: HMDB0036186)

Source

Exogenous

Exogenous (HMDB: HMDB0036186)

Food

Food (HMDB: HMDB0036186)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036186)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	44.00 to 45.00 °C. @ 0.07 mm Hg	The Good Scents Company Information System
Water Solubility	40750 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.633 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.43 g/L	ALOGPS
logP	0.77	ALOGPS
logP	-0.1	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	9.75	ChemAxon
pKa (Strongest Basic)	0.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	25.78 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	34.16 m³·mol⁻¹	ChemAxon
Polarizability	12.65 Å³	ChemAxon
Number of Rings	1	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]+	123.529	31661259
DarkChem	[M-H]-	120.859	31661259
DeepCCS	[M+H]+	124.786	30932474
DeepCCS	[M-H]-	122.01	30932474
DeepCCS	[M-2H]-	158.382	30932474
DeepCCS	[M+Na]+	133.215	30932474
AllCCS	[M+H]+	126.4	32859911
AllCCS	[M+H-H2O]+	121.6	32859911
AllCCS	[M+NH4]+	130.9	32859911
AllCCS	[M+Na]+	132.2	32859911
AllCCS	[M-H]-	125.2	32859911
AllCCS	[M+Na-2H]-	127.9	32859911
AllCCS	[M+HCOO]-	130.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pyrazinemethanethiol	SCC1=CN=CC=N1	1798.6	Standard polar	33892256
Pyrazinemethanethiol	SCC1=CN=CC=N1	1253.1	Standard non polar	33892256
Pyrazinemethanethiol	SCC1=CN=CC=N1	1205.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pyrazinemethanethiol,1TMS,isomer #1	C[Si](C)(C)SCC1=CN=CC=N1	1438.0	Semi standard non polar	33892256
Pyrazinemethanethiol,1TMS,isomer #1	C[Si](C)(C)SCC1=CN=CC=N1	1306.9	Standard non polar	33892256
Pyrazinemethanethiol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SCC1=CN=CC=N1	1693.8	Semi standard non polar	33892256
Pyrazinemethanethiol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SCC1=CN=CC=N1	1529.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pyrazinemethanethiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-9200000000-5efd5bf63da495118c89	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyrazinemethanethiol 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 - Pyrazinemethanethiol 10V, Positive-QTOF	splash10-004i-0900000000-da6701422a8d2387f737	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazinemethanethiol 20V, Positive-QTOF	splash10-004i-1900000000-2d06f2a203219d35abe4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazinemethanethiol 40V, Positive-QTOF	splash10-0fk9-9100000000-485e822cc2d30379ca80	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazinemethanethiol 10V, Negative-QTOF	splash10-004i-0900000000-b56b114821f78619a46a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazinemethanethiol 20V, Negative-QTOF	splash10-004i-4900000000-b7e71895bc474b3dad08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazinemethanethiol 40V, Negative-QTOF	splash10-00bc-9100000000-a3efa98db5dcfa33262d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazinemethanethiol 10V, Negative-QTOF	splash10-004i-2900000000-d71cfc51816d142fc65d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazinemethanethiol 20V, Negative-QTOF	splash10-004i-4900000000-bf28f3f254d0176d03cd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazinemethanethiol 40V, Negative-QTOF	splash10-060r-9000000000-c3edd40e09e9a5fe4304	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazinemethanethiol 10V, Positive-QTOF	splash10-004i-1900000000-7cedad15a07dd8b2ad33	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazinemethanethiol 20V, Positive-QTOF	splash10-002f-9700000000-1a5306f9bf78a1c09460	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazinemethanethiol 40V, Positive-QTOF	splash10-0uxr-9000000000-f2bb654d41eaf50f05a3	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	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

FDB015040

KNApSAcK ID

Not Available

Chemspider ID

55976

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62145

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1031461

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 Pyrazinemethanethiol (HMDB0036186)

MOL for HMDB0036186 (Pyrazinemethanethiol)

3D MOL for HMDB0036186 (Pyrazinemethanethiol)

3D SDF for HMDB0036186 (Pyrazinemethanethiol)

3D-SDF for HMDB0036186 (Pyrazinemethanethiol)

PDB for HMDB0036186 (Pyrazinemethanethiol)

3D PDB for HMDB0036186 (Pyrazinemethanethiol)

SMILES for HMDB0036186 (Pyrazinemethanethiol)

INCHI for HMDB0036186 (Pyrazinemethanethiol)

Structure for HMDB0036186 (Pyrazinemethanethiol)

3D Structure for HMDB0036186 (Pyrazinemethanethiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra