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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:15:08 UTC
Update Date2023-02-21 17:25:13 UTC
HMDB IDHMDB0036193
Secondary Accession Numbers
  • HMDB36193
Metabolite Identification
Common Name3-Mercapto-3-methylbutyl formate
Description3-Mercapto-3-methylbutyl formate belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). 3-Mercapto-3-methylbutyl formate is a cat, fruity, and herbal tasting compound. 3-Mercapto-3-methylbutyl formate has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 3-mercapto-3-methylbutyl formate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-Mercapto-3-methylbutyl formate.
Structure
Data?1677000313
Synonyms
ValueSource
3-Mercapto-3-methylbutyl formic acidGenerator
3-mercapto-3-Methylbutyl formate (ester)HMDB
3-mercapto-3-MethylbutylformateHMDB
3-Methyl-3-sulfanylbutyl formateHMDB
FEMA 3855HMDB
Formic acid 3-mercapto-3-methyl-butyl esterHMDB
3-Methyl-3-sulfanylbutyl formic acidGenerator
3-Methyl-3-sulphanylbutyl formateGenerator
3-Methyl-3-sulphanylbutyl formic acidGenerator
Chemical FormulaC6H12O2S
Average Molecular Weight148.223
Monoisotopic Molecular Weight148.055800318
IUPAC Name3-methyl-3-sulfanylbutyl formate
Traditional Name3-methyl-3-sulfanylbutyl formate
CAS Registry Number50746-10-6
SMILES
CC(C)(S)CCOC=O
InChI Identifier
InChI=1S/C6H12O2S/c1-6(2,9)3-4-8-5-7/h5,9H,3-4H2,1-2H3
InChI KeyVTAPYUYITKYXJB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Alkylthiol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • 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 Point181.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility3177 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.629 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.63 g/LALOGPS
logP2.01ALOGPS
logP0.98ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)9.97ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity39.26 m³·mol⁻¹ChemAxon
Polarizability15.79 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]+132.33231661259
DarkChem[M-H]-127.2231661259
DeepCCS[M+H]+130.68530932474
DeepCCS[M-H]-128.22930932474
DeepCCS[M-2H]-164.5730932474
DeepCCS[M+Na]+139.52630932474
AllCCS[M+H]+131.232859911
AllCCS[M+H-H2O]+127.232859911
AllCCS[M+NH4]+134.832859911
AllCCS[M+Na]+135.832859911
AllCCS[M-H]-134.732859911
AllCCS[M+Na-2H]-137.732859911
AllCCS[M+HCOO]-141.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Mercapto-3-methylbutyl formateCC(C)(S)CCOC=O1641.1Standard polar33892256
3-Mercapto-3-methylbutyl formateCC(C)(S)CCOC=O965.5Standard non polar33892256
3-Mercapto-3-methylbutyl formateCC(C)(S)CCOC=O1082.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Mercapto-3-methylbutyl formate,1TMS,isomer #1CC(C)(CCOC=O)S[Si](C)(C)C1252.0Semi standard non polar33892256
3-Mercapto-3-methylbutyl formate,1TMS,isomer #1CC(C)(CCOC=O)S[Si](C)(C)C1360.5Standard non polar33892256
3-Mercapto-3-methylbutyl formate,1TBDMS,isomer #1CC(C)(CCOC=O)S[Si](C)(C)C(C)(C)C1489.1Semi standard non polar33892256
3-Mercapto-3-methylbutyl formate,1TBDMS,isomer #1CC(C)(CCOC=O)S[Si](C)(C)C(C)(C)C1576.2Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Mercapto-3-methylbutyl formate GC-MS (Non-derivatized) - 70eV, Positivesplash10-05dl-9100000000-b5cfefdc8a24931c54172017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Mercapto-3-methylbutyl formate 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-3-methylbutyl formate 10V, Positive-QTOFsplash10-00kb-2900000000-3d466396546b1f0e8d6f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-3-methylbutyl formate 20V, Positive-QTOFsplash10-0v01-9500000000-c5567644b3d3f92d19102016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-3-methylbutyl formate 40V, Positive-QTOFsplash10-014i-9100000000-9566b57093f7b45510cd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-3-methylbutyl formate 10V, Negative-QTOFsplash10-01ot-2900000000-2b3060202d39999d77b62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-3-methylbutyl formate 20V, Negative-QTOFsplash10-0007-8900000000-d0609d11eff69ffa77fd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-3-methylbutyl formate 40V, Negative-QTOFsplash10-0006-9000000000-b670dd7e5323cc009bc52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-3-methylbutyl formate 10V, Negative-QTOFsplash10-0002-3900000000-41a34f30115130ca870b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-3-methylbutyl formate 20V, Negative-QTOFsplash10-0006-9000000000-d948d5d95ae14e701f572021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-3-methylbutyl formate 40V, Negative-QTOFsplash10-0006-9000000000-fd794d4c87e53569ab342021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-3-methylbutyl formate 10V, Positive-QTOFsplash10-0uy0-9800000000-d808b93e81eda9fcf9b42021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-3-methylbutyl formate 20V, Positive-QTOFsplash10-00vj-9000000000-412fbdcbce7578cdd53d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-3-methylbutyl formate 40V, Positive-QTOFsplash10-00b9-9000000000-cf267b96a8defc1e24132021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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 IDFDB015048
KNApSAcK IDNot Available
Chemspider ID458985
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound526487
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1545901
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.. .