Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:31:21 UTC
Update Date2022-03-07 02:54:54 UTC
HMDB IDHMDB0036385
Secondary Accession Numbers
  • HMDB36385
Metabolite Identification
Common NameMethyl 4-phenylbutanoate
DescriptionMethyl 4-phenylbutanoate belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Based on a literature review a small amount of articles have been published on Methyl 4-phenylbutanoate.
Structure
Data?1563862867
Synonyms
ValueSource
Methyl 4-phenylbutanoic acidGenerator
Benzenebutanoic acid, methyl esterHMDB
Butyric acid, 4-phenyl-, methyl esterHMDB
FEMA 2739HMDB
Methyl 4-phenylbutyrateHMDB
Methyl benzenebutanoateHMDB
Methyl ester OF benzenebutanoic acidHMDB
Methyl gamma-phenylbutyrateHMDB
Chemical FormulaC11H14O2
Average Molecular Weight178.2277
Monoisotopic Molecular Weight178.099379692
IUPAC Namemethyl 4-phenylbutanoate
Traditional Namemethyl 4-phenylbutyrate
CAS Registry Number2046-17-5
SMILES
COC(=O)CCCC1=CC=CC=C1
InChI Identifier
InChI=1S/C11H14O2/c1-13-11(12)9-5-8-10-6-3-2-4-7-10/h2-4,6-7H,5,8-9H2,1H3
InChI KeyYRYZGVBKMWFWGT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid methyl esters
Alternative Parents
Substituents
  • Fatty acid methyl ester
  • Benzenoid
  • Monocyclic benzene moiety
  • Methyl ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point258.00 to 259.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility242 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.77Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.059 g/LALOGPS
logP2.89ALOGPS
logP2.65ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity51.34 m³·mol⁻¹ChemAxon
Polarizability20.13 ųChemAxon
Number of Rings1ChemAxon
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]+142.09431661259
DarkChem[M-H]-138.79831661259
DeepCCS[M+H]+140.05730932474
DeepCCS[M-H]-136.24130932474
DeepCCS[M-2H]-173.79430932474
DeepCCS[M+Na]+149.33330932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Methyl 4-phenylbutanoateCOC(=O)CCCC1=CC=CC=C11982.6Standard polar33892256
Methyl 4-phenylbutanoateCOC(=O)CCCC1=CC=CC=C11315.7Standard non polar33892256
Methyl 4-phenylbutanoateCOC(=O)CCCC1=CC=CC=C11422.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Methyl 4-phenylbutanoate EI-B (Non-derivatized)splash10-0f6x-6900000000-5816f54e9f6e8470ec842017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl 4-phenylbutanoate EI-B (Non-derivatized)splash10-0f6x-6900000000-5816f54e9f6e8470ec842018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl 4-phenylbutanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9400000000-b6afc375e6263a1d07922017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl 4-phenylbutanoate 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 - Methyl 4-phenylbutanoate 10V, Positive-QTOFsplash10-004j-0900000000-d246ff7e14f5a8b0cb3e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-phenylbutanoate 20V, Positive-QTOFsplash10-056s-3900000000-1f16a70e0b7be0b907262016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-phenylbutanoate 40V, Positive-QTOFsplash10-0pbc-9500000000-b3b6ef53daf7d763237d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-phenylbutanoate 10V, Negative-QTOFsplash10-004i-0900000000-4174637628e715c7a5682016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-phenylbutanoate 20V, Negative-QTOFsplash10-004j-1900000000-3da26a4e2f735b1c1ce02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-phenylbutanoate 40V, Negative-QTOFsplash10-0006-9400000000-8bf18fd69b8fbaf4527b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-phenylbutanoate 10V, Negative-QTOFsplash10-004m-3900000000-fda120afb38d5a9d8f8a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-phenylbutanoate 20V, Negative-QTOFsplash10-014l-4900000000-a1e666c965772110e3082021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-phenylbutanoate 40V, Negative-QTOFsplash10-0006-9000000000-9f14e5dd507ec8e0c5972021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-phenylbutanoate 10V, Positive-QTOFsplash10-0a4i-2900000000-dcbcf6624daf44e3a6a52021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-phenylbutanoate 20V, Positive-QTOFsplash10-052f-9700000000-c86938ce72c5ff91fb062021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-phenylbutanoate 40V, Positive-QTOFsplash10-0006-9200000000-fb7f36e8d78d3d816a692021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • 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 IDFDB015263
KNApSAcK IDNot Available
Chemspider ID247721
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound281254
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1032961
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.