Record Information
Version1.0
Creation date2010-04-08 22:09:59 UTC
Update date2019-11-26 03:06:10 UTC
Primary IDFDB012097
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameIsopentyl mercaptan
DescriptionIsopentyl mercaptan belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain. Isopentyl mercaptan is a glue and onion tasting compound. Isopentyl mercaptan has been detected, but not quantified in, alcoholic beverages. This could make isopentyl mercaptan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isopentyl mercaptan.
CAS Number541-31-1
Structure
Thumb
Synonyms
SynonymSource
1-mercapto-3-MethylbutaneHMDB
2-Methyl-4-butanethiolHMDB
3-Methyl-1-butanethiolHMDB
3-Methyl-1-butylthiolHMDB
3-Methylbutane-1-thiolHMDB
3-MethylbutanethiolHMDB
FEMA 3858HMDB
Isoamyl mercaptanHMDB
Isoamyl sulfhydrateHMDB
Isoamyl thioalcoholHMDB
IsoamylthiolHMDB
IsopentanethiolHMDB
Thioisoamyl alcoholHMDB
1-Butanethiol, 3-methyl-biospider
1-Mercapto-3-methylbutanedb_source
Isopentyl mercaptandb_source
Predicted Properties
PropertyValueSource
Water Solubility0.62 g/LALOGPS
logP2.85ALOGPS
logP2.34ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)10.2ChemAxon
pKa (Strongest Basic)-9.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity32.71 m³·mol⁻¹ChemAxon
Polarizability13.1 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H12S
IUPAC name3-methylbutane-1-thiol
InChI IdentifierInChI=1S/C5H12S/c1-5(2)3-4-6/h5-6H,3-4H2,1-2H3
InChI KeyGIJGXNFNUUFEGH-UHFFFAOYSA-N
Isomeric SMILESCC(C)CCS
Average Molecular Weight104.214
Monoisotopic Molecular Weight104.065971074
Classification
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 DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 57.63%; H 11.61%; S 30.77%DFC
Melting PointNot Available
Boiling PointBp 116°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 0.84DFC
Refractive Indexn20D 1.4412DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSIsopentyl mercaptan, non-derivatized, GC-MS Spectrumsplash10-0596-9000000000-008ee604b11d844c1846Spectrum
GC-MSIsopentyl mercaptan, non-derivatized, GC-MS Spectrumsplash10-0596-9000000000-008ee604b11d844c1846Spectrum
Predicted GC-MSIsopentyl mercaptan, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-21846781cf355f8f1806Spectrum
Predicted GC-MSIsopentyl mercaptan, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-3900000000-f73ca253abf58b5ba7acSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-7900000000-eaf94077084d0b0ac66fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ab9-9000000000-d31b9cb208e5cb86b498Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-3900000000-1454d0db78f2f94258b5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-4900000000-48b7bb95a24deb9a02c7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9000000000-3f4055b3bab6ebed33ecSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-9800000000-f5564e66c6cad09529e4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fr-9000000000-51ade429ff6c001849a0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-a7b2ea948977e8822eecSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-daaf7f02535bb79206eaSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-0cd329184247ea390a54Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9000000000-942ac689538269d6ca7bSpectrum
NMRNot Available
ChemSpider ID10462
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID10925
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33902
CRC / DFC (Dictionary of Food Compounds) IDHDD10-J:HDD10-J
EAFUS ID2266
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1108121
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
onion
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
glue
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference