Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:47:28 UTC
Update Date2023-02-21 17:21:34 UTC
HMDB IDHMDB0032052
Secondary Accession Numbers
  • HMDB32052
Metabolite Identification
Common Namealpha-Terpineol propanoate
Descriptionalpha-Terpineol propanoate, also known as a-terpineol propanoic acid, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a small amount of articles have been published on alpha-Terpineol propanoate.
Structure
Data?1677000094
Synonyms
ValueSource
a-Terpineol propanoateGenerator
a-Terpineol propanoic acidGenerator
alpha-Terpineol propanoic acidGenerator
Α-terpineol propanoateGenerator
Α-terpineol propanoic acidGenerator
1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl propionateHMDB
4-Terpinenyl ester OF propanoic acidHMDB
alpha -Terpinyl ester OF propanoic acidHMDB
alpha -Terpinyl propionateHMDB
alpha,alpha,4-Trimethyl-3-cyclohexene-1-methyl propionateHMDB
FEMA 3053HMDB
P-Menth-1-en-8-yl propanoateHMDB
P-Menth-1-en-8-yl propionateHMDB
P-Menth-1-en-8-yl-propionateHMDB
P-Menthanyl propionateHMDB
Propionic acid, terpineol esterHMDB
Terpenyl propionateHMDB
Terpineol propionateHMDB
Terpineol, propanoateHMDB
Terpinyl N-propionateHMDB
Terpinyl propionateHMDB
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl propanoic acidGenerator
a-Terpinyl propanoateGenerator
a-Terpinyl propanoic acidGenerator
alpha-Terpinyl propanoic acidGenerator
Α-terpinyl propanoateGenerator
Α-terpinyl propanoic acidGenerator
Chemical FormulaC13H22O2
Average Molecular Weight210.3126
Monoisotopic Molecular Weight210.161979948
IUPAC Name2-(4-methylcyclohex-3-en-1-yl)propan-2-yl propanoate
Traditional Nameterpineol, propanoate
CAS Registry Number80-27-3
SMILES
CCC(=O)OC(C)(C)C1CCC(C)=CC1
InChI Identifier
InChI=1S/C13H22O2/c1-5-12(14)15-13(3,4)11-8-6-10(2)7-9-11/h6,11H,5,7-9H2,1-4H3
InChI KeyCMKQOKAXUWQAHG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point274.00 to 275.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1.77 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP5.236 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.084 g/LALOGPS
logP4.38ALOGPS
logP3.32ChemAxon
logS-3.4ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity62.24 m³·mol⁻¹ChemAxon
Polarizability25.09 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]+152.81431661259
DarkChem[M-H]-147.9331661259
DeepCCS[M+H]+150.39530932474
DeepCCS[M-H]-148.03730932474
DeepCCS[M-2H]-182.4130932474
DeepCCS[M+Na]+157.36130932474
AllCCS[M+H]+151.032859911
AllCCS[M+H-H2O]+147.232859911
AllCCS[M+NH4]+154.532859911
AllCCS[M+Na]+155.532859911
AllCCS[M-H]-155.632859911
AllCCS[M+Na-2H]-156.632859911
AllCCS[M+HCOO]-157.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
alpha-Terpineol propanoateCCC(=O)OC(C)(C)C1CCC(C)=CC11739.3Standard polar33892256
alpha-Terpineol propanoateCCC(=O)OC(C)(C)C1CCC(C)=CC11400.6Standard non polar33892256
alpha-Terpineol propanoateCCC(=O)OC(C)(C)C1CCC(C)=CC11394.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - alpha-Terpineol propanoate EI-B (Non-derivatized)splash10-059f-9500000000-efa383b242ac218473ab2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - alpha-Terpineol propanoate EI-B (Non-derivatized)splash10-059f-9500000000-efa383b242ac218473ab2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Terpineol propanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-054t-9300000000-4bc3584e944e0f90a0cb2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Terpineol propanoate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Terpineol propanoate 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 - alpha-Terpineol propanoate 10V, Positive-QTOFsplash10-08fr-7890000000-ccf705697c559a60c7f72016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol propanoate 20V, Positive-QTOFsplash10-0a4i-9500000000-c567c0834ead64f419d92016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol propanoate 40V, Positive-QTOFsplash10-0a4i-9200000000-9b5b6b11e7d2bab7fa6c2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol propanoate 10V, Negative-QTOFsplash10-0a4i-2590000000-1df40840fa103282692a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol propanoate 20V, Negative-QTOFsplash10-0zfr-4920000000-c73f57ae8fcd51aa021c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol propanoate 40V, Negative-QTOFsplash10-0k9i-7900000000-0f72a85f502bca5b38422016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol propanoate 10V, Negative-QTOFsplash10-000i-0900000000-be4915e909c99588aba42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol propanoate 20V, Negative-QTOFsplash10-0079-4900000000-143644d3e47c4e91deea2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol propanoate 40V, Negative-QTOFsplash10-0ktf-8900000000-030f3c7f8869bade29962021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol propanoate 10V, Positive-QTOFsplash10-000i-9800000000-b45e89de2223c3f1da7e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol propanoate 20V, Positive-QTOFsplash10-053m-9200000000-08d17b44832697eb87e92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol propanoate 40V, Positive-QTOFsplash10-0006-9200000000-76d1ab1b57bf7a22fe9b2021-09-22Wishart 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
  • 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 IDFDB008757
KNApSAcK IDNot Available
Chemspider ID56122
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound62328
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1051521
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.