Showing Compound Card for Methyl mercaptan (CDB000641)

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Record Information
Version1.0
Created at2020-03-19 00:48:15 UTC
Updated at2020-12-07 19:07:36 UTC
CannabisDB IDCDB000641
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameMethyl mercaptan
DescriptionMethyl mercaptan also known as Methanethiol, belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain. The chemical formula for methanethiol is CH3SH. Methyl Mercaptan is a very weakly acidic compound (based on its pKa). Methanethiol is a colorless gas that smells like rotten cabbage. It is a natural substance found in the blood, brain, and other tissues of humans and other animals. It is also one of the main chemicals responsible for bad breath and flatulence in humans. At very high concentrations methanethiol is highly toxic and affects the central nervous system. Methanethiol is a by-product produced by the metabolism of asparagus in 40-50% of people. The ability to detect the presence of methanethiol is also a genetic trait. Methyl mercaptan is responsible for a noticeable change in the odor of urine, as soon as a few hours after eating asparagus. Its acidity makes it reactive with dissolved metals in aqueous solutions. The environmental chemistry of these interactions in seawater or freshwater environments such as lakes has yet to be fully investigated. It has been isolated from higher plants, such as radish (Raphanus sativus). It is also present in orange juice, pineapple, strawberries, asparagus, wheat bread, gruyere cheese, hop oil, coffee, roasted filberts, cooked rice and other foods. Methyl mercaptan has also been reported to be a volatile component in cannabis samples (PMID: 26657499 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
MethylmercaptanChEBI
CH3SHHMDB
Mercaptan methyliqueHMDB
MercaptomethaneHMDB
MethanethioleHMDB
MethanthiolHMDB
MethvtioloHMDB
Methyl mercaptanHMDB
Methyl sulfhydrateHMDB
Methyl thioalcoholHMDB
MethylmercaptaanHMDB
MetilmercaptanoHMDB
ThiomethaneHMDB
ThiomethanolHMDB
Methylmercaptan, lead (2+) saltMeSH, HMDB
MethanethiolateMeSH, HMDB
Methylmercaptan, sodium saltMeSH, HMDB
Methylmercaptan, mercury (2+) saltMeSH, HMDB
Chemical FormulaCH4S
Average Molecular Weight48.11
Monoisotopic Molecular Weight48.0034
IUPAC Namemethanethiol
Traditional Namemethanethiol
CAS Registry Number74-93-1
SMILES
CS
InChI Identifier
InChI=1S/CH4S/c1-2/h2H,1H3
InChI KeyLSDPWZHWYPCBBB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassThiols
Sub ClassAlkylthiols
Direct ParentAlkylthiols
Alternative Parents
Substituents
  • Alkylthiol
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Indirect biological role:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point-123 °CNot Available
Boiling Point5.95 °CWikipedia
Water Solubility15.4 mg/mL at 25 °CNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.73ALOGPS
logP0.84ChemAxon
logS-0.38ALOGPS
pKa (Strongest Acidic)10.34ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity14.24 m³·mol⁻¹ChemAxon
Polarizability5.33 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0002-9000000000-53d9f1ccbdb100d7320d2015-03-01View Spectrum
Predicted GC-MSMethyl mercaptan, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9000000000-8d72d46dca582778b7e5Spectrum
Predicted GC-MSMethyl mercaptan, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - QqQ 7V, positivesplash10-0002-9000000000-d9ea435a5473239980512020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9000000000-d6688241d1bd9d04eb372015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9000000000-d6688241d1bd9d04eb372015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9000000000-d6688241d1bd9d04eb372015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-56912dcbda83e96bbb382015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9000000000-56912dcbda83e96bbb382015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-56912dcbda83e96bbb382015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-e1d92d2a30bee517d7542021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9000000000-e1d92d2a30bee517d7542021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-e1d92d2a30bee517d7542021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9000000000-ff79e6fa0d49e599887c2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9000000000-ff79e6fa0d49e599887c2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9000000000-ff79e6fa0d49e599887c2021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 300 MHz, benzene, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0003227
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011886
KNApSAcK IDC00001258
Chemspider ID855
KEGG Compound IDC00409
BioCyc IDCPD-7671
BiGG IDNot Available
Wikipedia LinkMethanethiol
METLIN ID3204
PubChem Compound878
PDB IDNot Available
ChEBI ID16007
References
General References
  1. Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]