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
StatusDetected but not Quantified
Creation Date2012-09-11 17:47:28 UTC
Update Date2022-03-07 02:53:13 UTC
HMDB IDHMDB0032051
Secondary Accession Numbers
  • HMDB32051
Metabolite Identification
Common Namealpha-Terpineol acetate
Descriptionalpha-Terpineol acetate, also known as a-terpineol acetic acid or p-menth-1-en-8-yl acetate, 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. alpha-Terpineol acetate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
Structure
Data?1563862212
Synonyms
ValueSource
p-Menth-1-en-8-yl acetateKegg
p-Menth-1-en-8-yl acetic acidGenerator
a-Terpineol acetateGenerator
a-Terpineol acetic acidGenerator
alpha-Terpineol acetic acidGenerator
Α-terpineol acetateGenerator
Α-terpineol acetic acidGenerator
FEMA 3047HMDB
a-Terpinyl acetateGenerator
a-Terpinyl acetic acidGenerator
alpha-Terpinyl acetic acidGenerator
Α-terpinyl acetateGenerator
Α-terpinyl acetic acidGenerator
Chemical FormulaC12H20O2
Average Molecular Weight196.286
Monoisotopic Molecular Weight196.146329884
IUPAC Name2-(4-methylcyclohex-3-en-1-yl)propan-2-yl acetate
Traditional Nameα-terpinyl acetate
CAS Registry Number10581-37-0
SMILES
CC(=O)OC(C)(C)C1CCC(C)=CC1
InChI Identifier
InChI=1S/C12H20O2/c1-9-5-7-11(8-6-9)12(3,4)14-10(2)13/h5,11H,6-8H2,1-4H3
InChI KeyIGODOXYLBBXFDW-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 Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point115.00 °C. @ 2.00 mm HgThe Good Scents Company Information System
Water Solubility0.18 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP6.184 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP4.32ALOGPS
logP2.62ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity57.61 m³·mol⁻¹ChemAxon
Polarizability23.05 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]+145.62431661259
DarkChem[M-H]-141.83531661259
DeepCCS[M+H]+145.41230932474
DeepCCS[M-H]-143.05430932474
DeepCCS[M-2H]-177.89330932474
DeepCCS[M+Na]+152.49330932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
alpha-Terpineol acetateCC(=O)OC(C)(C)C1CCC(C)=CC11657.8Standard polar33892256
alpha-Terpineol acetateCC(=O)OC(C)(C)C1CCC(C)=CC11328.0Standard non polar33892256
alpha-Terpineol acetateCC(=O)OC(C)(C)C1CCC(C)=CC11319.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - alpha-Terpineol acetate EI-B (Non-derivatized)splash10-006x-9500000000-ffe7aaa2d3a38a8ed5b82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - alpha-Terpineol acetate EI-B (Non-derivatized)splash10-006x-9500000000-ffe7aaa2d3a38a8ed5b82018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Terpineol acetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-b8293aa3446037e3fc502016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Terpineol acetate 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 acetate 10V, Positive-QTOFsplash10-0002-1900000000-3882c1dcf928825bf3ba2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol acetate 20V, Positive-QTOFsplash10-052k-6900000000-b4a6d18cb758c8c91aa12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol acetate 40V, Positive-QTOFsplash10-1010-9300000000-257ef5e703a03c85b0b12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol acetate 10V, Negative-QTOFsplash10-0002-1900000000-5359896272e4335500682016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol acetate 20V, Negative-QTOFsplash10-0udj-3900000000-5a9af9efd8065cc02e7a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol acetate 40V, Negative-QTOFsplash10-000i-7900000000-143c587d14b196b024ab2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol acetate 10V, Positive-QTOFsplash10-000i-6900000000-6c4255f51fb20737cf522021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol acetate 20V, Positive-QTOFsplash10-001u-9300000000-406d5fb45faab3d921422021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol acetate 40V, Positive-QTOFsplash10-0006-9100000000-04361680a71103d6a9652021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol acetate 10V, Negative-QTOFsplash10-000i-1900000000-94fa9d6a65fb7d5658912021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol acetate 20V, Negative-QTOFsplash10-052r-3900000000-37fb80ce31389d8421e12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Terpineol acetate 40V, Negative-QTOFsplash10-0a4l-9500000000-5a05b8a2e1912b54660b2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021665
KNApSAcK IDC00035043
Chemspider ID99681
KEGG Compound IDC12300
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound111037
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1051211
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.