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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:48:36 UTC
Update Date2022-03-07 02:54:15 UTC
HMDB IDHMDB0034878
Secondary Accession Numbers
  • HMDB34878
Metabolite Identification
Common Name3-Mercapto-2-methylpentanol
Description3-Mercapto-2-methylpentanol, also known as 2-methyl-3-sulphanylpentan-1-ol, belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain. 3-Mercapto-2-methylpentanol is an onion and sulfurous tasting compound. 3-Mercapto-2-methylpentanol has been detected, but not quantified in, several different foods, such as green onion, garden onion (var.), onion-family vegetables, welsh onions (Allium fistulosum), and red onion. This could make 3-mercapto-2-methylpentanol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-Mercapto-2-methylpentanol.
Structure
Data?1563862629
Synonyms
ValueSource
3-Mercapto-2-methylpentan-1-olHMDB
2-Methyl-3-sulphanylpentan-1-olHMDB
Chemical FormulaC6H14OS
Average Molecular Weight134.24
Monoisotopic Molecular Weight134.07653576
IUPAC Name2-methyl-3-sulfanylpentan-1-ol
Traditional Name2-methyl-3-sulfanylpentan-1-ol
CAS Registry Number227456-27-1
SMILES
CCC(S)C(C)CO
InChI Identifier
InChI=1S/C6H14OS/c1-3-6(8)5(2)4-7/h5-8H,3-4H2,1-2H3
InChI KeyHABNNYNSJFKZFE-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
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point50.00 °C. @ 0.50 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP1.626 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.36 g/LALOGPS
logP2.17ALOGPS
logP1.42ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)10.02ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity38.86 m³·mol⁻¹ChemAxon
Polarizability15.6 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+128.8931661259
DarkChem[M-H]-125.76231661259
DeepCCS[M+H]+133.12230932474
DeepCCS[M-H]-130.98830932474
DeepCCS[M-2H]-166.87230932474
DeepCCS[M+Na]+141.70930932474
AllCCS[M+H]+131.832859911
AllCCS[M+H-H2O]+127.732859911
AllCCS[M+NH4]+135.632859911
AllCCS[M+Na]+136.732859911
AllCCS[M-H]-136.332859911
AllCCS[M+Na-2H]-139.732859911
AllCCS[M+HCOO]-143.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Mercapto-2-methylpentanolCCC(S)C(C)CO1766.7Standard polar33892256
3-Mercapto-2-methylpentanolCCC(S)C(C)CO1064.1Standard non polar33892256
3-Mercapto-2-methylpentanolCCC(S)C(C)CO1110.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Mercapto-2-methylpentanol,1TMS,isomer #1CCC(S)C(C)CO[Si](C)(C)C1191.4Semi standard non polar33892256
3-Mercapto-2-methylpentanol,1TMS,isomer #2CCC(S[Si](C)(C)C)C(C)CO1262.2Semi standard non polar33892256
3-Mercapto-2-methylpentanol,2TMS,isomer #1CCC(S[Si](C)(C)C)C(C)CO[Si](C)(C)C1356.8Semi standard non polar33892256
3-Mercapto-2-methylpentanol,2TMS,isomer #1CCC(S[Si](C)(C)C)C(C)CO[Si](C)(C)C1384.5Standard non polar33892256
3-Mercapto-2-methylpentanol,1TBDMS,isomer #1CCC(S)C(C)CO[Si](C)(C)C(C)(C)C1408.4Semi standard non polar33892256
3-Mercapto-2-methylpentanol,1TBDMS,isomer #2CCC(S[Si](C)(C)C(C)(C)C)C(C)CO1487.9Semi standard non polar33892256
3-Mercapto-2-methylpentanol,2TBDMS,isomer #1CCC(S[Si](C)(C)C(C)(C)C)C(C)CO[Si](C)(C)C(C)(C)C1776.2Semi standard non polar33892256
3-Mercapto-2-methylpentanol,2TBDMS,isomer #1CCC(S[Si](C)(C)C(C)(C)C)C(C)CO[Si](C)(C)C(C)(C)C1831.1Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Mercapto-2-methylpentanol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fc0-9400000000-6a96beee4e6925912cfc2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Mercapto-2-methylpentanol GC-MS (1 TMS) - 70eV, Positivesplash10-0fml-9700000000-182ee26d726f523c738b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Mercapto-2-methylpentanol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 10V, Positive-QTOFsplash10-00kr-3900000000-bcf097663076a6d3cd572016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 20V, Positive-QTOFsplash10-016r-9800000000-6306fce168909465c6f32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 40V, Positive-QTOFsplash10-002f-9000000000-78b239d246d6dc9e31882016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 10V, Negative-QTOFsplash10-001j-9800000000-23885597b866fac9d03a2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 20V, Negative-QTOFsplash10-00lr-9800000000-b7d576d27f3db74d0e0e2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 40V, Negative-QTOFsplash10-053u-9100000000-1f041a051a070aada9ab2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 10V, Positive-QTOFsplash10-0uyi-9700000000-967c2da19c7272c1162e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 20V, Positive-QTOFsplash10-005c-9100000000-8d764e465efd2d1d830f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 40V, Positive-QTOFsplash10-002f-9100000000-2f5f5de87bae577bccdf2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 10V, Negative-QTOFsplash10-001i-1900000000-1d46a0a5ee1d8caf4bf52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 20V, Negative-QTOFsplash10-001j-9500000000-0a86d224f87c365a96d32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-methylpentanol 40V, Negative-QTOFsplash10-001i-9000000000-7e25bd9b3592f2f187882021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013453
KNApSAcK IDNot Available
Chemspider ID4936226
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6430888
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1576741
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .