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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 17:32:06 UTC

Update Date

2023-02-21 17:19:03 UTC

HMDB ID

HMDB0029694

Secondary Accession Numbers

HMDB29694

Metabolite Identification

Common Name

S-Methyl benzenecarbothioate

Description

S-Methyl benzenecarbothioate belongs to the class of organic compounds known as benzoic acids and derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring. S-Methyl benzenecarbothioate is a cabbage, garlic, and potato tasting compound. Based on a literature review very few articles have been published on S-Methyl benzenecarbothioate.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
S-Methyl benzenecarbothioic acid	Generator
(S)-Methyl thiobenzoate	HMDB
Benzenecarbothioic acid, S-methyl ester	HMDB
Benzoic acid, thio-, S-methyl ester	HMDB
Methyl thiobenzoate	HMDB
S-Ethyl benzothioate	HMDB
S-Methyl benzothioate	HMDB
S-Methyl thiobenzoate	HMDB
Thiobenzoic acid S-methyl ester	HMDB
(Methylsulphanyl)(phenyl)methanone	Generator

Chemical Formula

C₈H₈OS

Average Molecular Weight

152.214

Monoisotopic Molecular Weight

152.029585568

IUPAC Name

(methylsulfanyl)(phenyl)methanone

Traditional Name

(methylsulfanyl)(phenyl)methanone

CAS Registry Number

5925-68-8

SMILES

CSC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C8H8OS/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3

InChI Key

RQVWTMCUTHKGCM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acids and derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acids and derivatives

Alternative Parents

Substituents

Thiobenzoic acid or derivatives
Benzoic acid or derivatives
Benzoyl
Carbothioic s-ester
Thiocarboxylic acid ester
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0029694)
Cytoplasm (HMDB: HMDB0029694)

Source

Endogenous

Endogenous (HMDB: HMDB0029694)

Exogenous

Food

Food (HMDB: HMDB0029694)

Exogenous (HMDB: HMDB0029694)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0029694)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	121.00 to 122.00 °C. @ 22.00 mm Hg	The Good Scents Company Information System
Water Solubility	999.6 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.194 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.77 g/L	ALOGPS
logP	1.9	ALOGPS
logP	2.73	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	44.38 m³·mol⁻¹	ChemAxon
Polarizability	15.92 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]+	132.577	31661259
DarkChem	[M-H]-	129.017	31661259
DeepCCS	[M+H]+	131.35	30932474
DeepCCS	[M-H]-	127.518	30932474
DeepCCS	[M-2H]-	165.073	30932474
DeepCCS	[M+Na]+	140.49	30932474
AllCCS	[M+H]+	129.4	32859911
AllCCS	[M+H-H2O]+	124.9	32859911
AllCCS	[M+NH4]+	133.7	32859911
AllCCS	[M+Na]+	134.9	32859911
AllCCS	[M-H]-	129.8	32859911
AllCCS	[M+Na-2H]-	131.4	32859911
AllCCS	[M+HCOO]-	133.3	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 × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.81 minutes	32390414
Predicted by Siyang on May 30, 2022	12.6446 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.51 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1763.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	445.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	170.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	303.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	242.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	537.0 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	654.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	125.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1118.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	407.6 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	1116.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	363.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	473.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	457.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	341.6 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	52.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
S-Methyl benzenecarbothioate	CSC(=O)C1=CC=CC=C1	2039.8	Standard polar	33892256
S-Methyl benzenecarbothioate	CSC(=O)C1=CC=CC=C1	1276.3	Standard non polar	33892256
S-Methyl benzenecarbothioate	CSC(=O)C1=CC=CC=C1	1302.2	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 - S-Methyl benzenecarbothioate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5900000000-5e9dc6a059c7a12d9ef3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Methyl benzenecarbothioate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Methyl benzenecarbothioate 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 - S-Methyl benzenecarbothioate 10V, Positive-QTOF	splash10-0udi-0900000000-521ea12724dd962af6b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl benzenecarbothioate 20V, Positive-QTOF	splash10-0zfr-0900000000-36b0cf6c02124779321e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl benzenecarbothioate 40V, Positive-QTOF	splash10-0a4j-8900000000-27f4f7a453d39d167cf3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl benzenecarbothioate 10V, Negative-QTOF	splash10-0udj-4900000000-3fdcfe6b902f9c6790ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl benzenecarbothioate 20V, Negative-QTOF	splash10-0udi-3900000000-2e40d5a9919b76d00c45	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl benzenecarbothioate 40V, Negative-QTOF	splash10-0f6t-9700000000-2d5ff1223ff37153d328	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl benzenecarbothioate 10V, Positive-QTOF	splash10-0a4i-0900000000-fd577a59deb3d03b5d9f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl benzenecarbothioate 20V, Positive-QTOF	splash10-0a4i-1900000000-b5939739441e7cc5d91f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl benzenecarbothioate 40V, Positive-QTOF	splash10-0kdi-9200000000-04dcc7209a14e11f8c67	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl benzenecarbothioate 10V, Negative-QTOF	splash10-0udi-6900000000-5c17e35c6be9d4ccb745	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl benzenecarbothioate 20V, Negative-QTOF	splash10-0002-9200000000-b8757edf2561156be1e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl benzenecarbothioate 40V, Negative-QTOF	splash10-002b-9000000000-89c1c99ef030e503d059	2021-09-22	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

FDB000883

KNApSAcK ID

Not Available

Chemspider ID

72278

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

80024

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1543761

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 S-Methyl benzenecarbothioate (HMDB0029694)

MOL for HMDB0029694 (S-Methyl benzenecarbothioate)

3D MOL for HMDB0029694 (S-Methyl benzenecarbothioate)

3D SDF for HMDB0029694 (S-Methyl benzenecarbothioate)

3D-SDF for HMDB0029694 (S-Methyl benzenecarbothioate)

PDB for HMDB0029694 (S-Methyl benzenecarbothioate)

3D PDB for HMDB0029694 (S-Methyl benzenecarbothioate)

SMILES for HMDB0029694 (S-Methyl benzenecarbothioate)

INCHI for HMDB0029694 (S-Methyl benzenecarbothioate)

Structure for HMDB0029694 (S-Methyl benzenecarbothioate)

3D Structure for HMDB0029694 (S-Methyl benzenecarbothioate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra