Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:45:02 UTC
Update Date2023-02-21 17:27:55 UTC
HMDB IDHMDB0040213
Secondary Accession Numbers
  • HMDB40213
Metabolite Identification
Common Namecis-3-Hexenyl isobutyrate
Descriptioncis-3-Hexenyl isobutyrate 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). cis-3-Hexenyl isobutyrate is an apple, cut grass, and cut privet tasting compound. cis-3-Hexenyl isobutyrate has been detected, but not quantified in, herbs and spices. This could make cis-3-hexenyl isobutyrate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on cis-3-Hexenyl isobutyrate.
Structure
Data?1677000475
Synonyms
ValueSource
cis-3-Hexenyl isobutyric acidGenerator
FEMA 3929HMDB
3Z-Hexenyl isobutyric acidGenerator
Chemical FormulaC10H18O2
Average Molecular Weight170.2487
Monoisotopic Molecular Weight170.13067982
IUPAC Name(3Z)-hex-3-en-1-yl 2-methylpropanoate
Traditional Name(3Z)-hex-3-en-1-yl 2-methylpropanoate
CAS Registry Number41519-23-7
SMILES
CC\C=C/CCOC(=O)C(C)C
InChI Identifier
InChI=1S/C10H18O2/c1-4-5-6-7-8-12-10(11)9(2)3/h5-6,9H,4,7-8H2,1-3H3/b6-5-
InChI KeyOSMAJVWUIUORGC-WAYWQWQTSA-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
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point80.00 °C. @ 30.00 mm HgThe Good Scents Company Information System
Water Solubility60.2 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.263 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.4 g/LALOGPS
logP3.31ALOGPS
logP3.02ChemAxon
logS-2.6ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity50.81 m³·mol⁻¹ChemAxon
Polarizability20.4 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+141.18931661259
DarkChem[M-H]-137.7331661259
DeepCCS[M+H]+144.15630932474
DeepCCS[M-H]-141.48730932474
DeepCCS[M-2H]-177.63230932474
DeepCCS[M+Na]+153.1730932474
AllCCS[M+H]+142.032859911
AllCCS[M+H-H2O]+138.132859911
AllCCS[M+NH4]+145.532859911
AllCCS[M+Na]+146.632859911
AllCCS[M-H]-143.732859911
AllCCS[M+Na-2H]-145.632859911
AllCCS[M+HCOO]-147.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
cis-3-Hexenyl isobutyrateCC\C=C/CCOC(=O)C(C)C1432.6Standard polar33892256
cis-3-Hexenyl isobutyrateCC\C=C/CCOC(=O)C(C)C1109.8Standard non polar33892256
cis-3-Hexenyl isobutyrateCC\C=C/CCOC(=O)C(C)C1159.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - cis-3-Hexenyl isobutyrate EI-B (Non-derivatized)splash10-00l6-9000000000-3c37790c710a424b92992017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - cis-3-Hexenyl isobutyrate EI-B (Non-derivatized)splash10-00l6-9000000000-3c37790c710a424b92992018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - cis-3-Hexenyl isobutyrate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00xr-9000000000-00985161112e0f5ce4ec2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - cis-3-Hexenyl isobutyrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - cis-3-Hexenyl isobutyrate 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 - cis-3-Hexenyl isobutyrate 10V, Positive-QTOFsplash10-00di-6900000000-18a9cd7912b38d93ffc82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl isobutyrate 20V, Positive-QTOFsplash10-0089-9100000000-fcbc58f05ce26e8229d92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl isobutyrate 40V, Positive-QTOFsplash10-0596-9000000000-5252516b92274ad7e6dd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl isobutyrate 10V, Negative-QTOFsplash10-014i-4900000000-bb9397158e0bee00d93b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl isobutyrate 20V, Negative-QTOFsplash10-00kr-9200000000-6deb45e47fefc06f76d82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl isobutyrate 40V, Negative-QTOFsplash10-000i-9000000000-c3dfcfe3192c7b77f4dd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl isobutyrate 10V, Negative-QTOFsplash10-014i-3900000000-3b43039c9c949f4fef2a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl isobutyrate 20V, Negative-QTOFsplash10-000i-9000000000-6e65c58135750bac3a422021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl isobutyrate 40V, Negative-QTOFsplash10-00ri-9000000000-845bddbd8a040dc719de2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl isobutyrate 10V, Positive-QTOFsplash10-05al-9000000000-b42df0916f9eb60966102021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl isobutyrate 20V, Positive-QTOFsplash10-05fu-9000000000-200ab6aea776128e4b272021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-3-Hexenyl isobutyrate 40V, Positive-QTOFsplash10-0a4i-9000000000-5ba2b83d57135f364ab52021-09-22Wishart 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+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB019925
KNApSAcK IDC00053078
Chemspider ID4509411
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5352539
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1005361
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.. .