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 Date2012-09-12 01:48:27 UTC
Update Date2022-03-07 02:56:32 UTC
HMDB IDHMDB0040273
Secondary Accession Numbers
  • HMDB40273
Metabolite Identification
Common NameTerpenyl isovalerate
DescriptionTerpenyl isovalerate 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 Terpenyl isovalerate.
Structure
Data?1563863516
Synonyms
ValueSource
Terpenyl isovaleric acidGenerator
alpha -Terpenyl isovalerateHMDB
alpha -Terpinyl isopentanoateHMDB
alpha-Terpinyl isovalerateHMDB
FEMA 3054HMDB
Isovaleric acid, P-menth-1-en-8-yl esterHMDB
N-Terpinenyl ester OF isopentanoic acidHMDB
P-Menth-1-en-8-yl 3-methylbutanoateHMDB
P-Menth-1-en-8-yl 3-methylbutyrateHMDB
P-Menth-1-en-8-yl beta-methylbutyrateHMDB
P-Menth-1-en-8-yl isopentanoateHMDB
P-Menth-1-en-8-yl isovalerateHMDB
Terpinyl iso-valerateHMDB
Terpinyl isopentanoateHMDB
Terpinyl isovalerateHMDB
Terpinyl isovalerianateHMDB
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl 3-methylbutanoic acidGenerator
a-Terpinyl isovalerateGenerator
a-Terpinyl isovaleric acidGenerator
alpha-Terpinyl isovaleric acidGenerator
Α-terpinyl isovalerateGenerator
Α-terpinyl isovaleric acidGenerator
Chemical FormulaC15H26O2
Average Molecular Weight238.3657
Monoisotopic Molecular Weight238.193280076
IUPAC Name2-(4-methylcyclohex-3-en-1-yl)propan-2-yl 3-methylbutanoate
Traditional Name2-(4-methylcyclohex-3-en-1-yl)propan-2-yl 3-methylbutanoate
CAS Registry Number1142-85-4
SMILES
CC(C)CC(=O)OC(C)(C)C1CCC(C)=CC1
InChI Identifier
InChI=1S/C15H26O2/c1-11(2)10-14(16)17-15(4,5)13-8-6-12(3)7-9-13/h6,11,13H,7-10H2,1-5H3
InChI KeyXRADSECIALQFFY-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
  • Fatty acid ester
  • Fatty acyl
  • 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 Point248.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0 slightlyThe Good Scents Company Information System
LogP5.081 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.033 g/LALOGPS
logP4.9ALOGPS
logP4.05ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity71.39 m³·mol⁻¹ChemAxon
Polarizability28.91 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]+158.3231661259
DarkChem[M-H]-156.49731661259
DeepCCS[M+H]+164.66630932474
DeepCCS[M-H]-162.30830932474
DeepCCS[M-2H]-195.49730932474
DeepCCS[M+Na]+171.08530932474
AllCCS[M+H]+159.232859911
AllCCS[M+H-H2O]+155.732859911
AllCCS[M+NH4]+162.432859911
AllCCS[M+Na]+163.332859911
AllCCS[M-H]-164.532859911
AllCCS[M+Na-2H]-165.432859911
AllCCS[M+HCOO]-166.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Terpenyl isovalerateCC(C)CC(=O)OC(C)(C)C1CCC(C)=CC11823.5Standard polar33892256
Terpenyl isovalerateCC(C)CC(=O)OC(C)(C)C1CCC(C)=CC11503.6Standard non polar33892256
Terpenyl isovalerateCC(C)CC(=O)OC(C)(C)C1CCC(C)=CC11514.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Terpenyl isovalerate GC-MS (Non-derivatized) - 70eV, Positivesplash10-052v-9300000000-c39d5095f4468178f8962017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Terpenyl isovalerate 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 - Terpenyl isovalerate 10V, Positive-QTOFsplash10-000i-7690000000-01f632881061c9e7bfc02016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Terpenyl isovalerate 20V, Positive-QTOFsplash10-052v-9300000000-0753b84ae7b60cb22f4a2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Terpenyl isovalerate 40V, Positive-QTOFsplash10-05mo-9100000000-df4a8badc0cc511b3be72016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Terpenyl isovalerate 10V, Negative-QTOFsplash10-000i-2590000000-4b9afcc6adcd82f0c40c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Terpenyl isovalerate 20V, Negative-QTOFsplash10-0udi-4920000000-d725a7a4b1cb7d2f794c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Terpenyl isovalerate 40V, Negative-QTOFsplash10-0f79-8900000000-3e5099ebb17ee2d0aa8e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Terpenyl isovalerate 10V, Positive-QTOFsplash10-000i-7900000000-802e8db9c5132a78f8a52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Terpenyl isovalerate 20V, Positive-QTOFsplash10-001c-9400000000-fb9281009e4ad4e8987a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Terpenyl isovalerate 40V, Positive-QTOFsplash10-052f-9100000000-5de95e9f6516777ca41f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Terpenyl isovalerate 10V, Negative-QTOFsplash10-000i-0390000000-3ef6f251a648181c83f42021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Terpenyl isovalerate 20V, Negative-QTOFsplash10-0f79-5950000000-19bbe6bfa2aef77590642021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Terpenyl isovalerate 40V, Negative-QTOFsplash10-0rti-4900000000-cf88806d7d8a53a565662021-09-23Wishart 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 IDFDB019991
KNApSAcK IDNot Available
Chemspider ID509295
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound585911
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1034871
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.