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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:28:15 UTC
Update Date2022-03-07 02:55:14 UTC
HMDB IDHMDB0037229
Secondary Accession Numbers
  • HMDB37229
Metabolite Identification
Common NameCitronellyl pentanoate
DescriptionCitronellyl pentanoate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Based on a literature review a small amount of articles have been published on Citronellyl pentanoate.
Structure
Data?1563862997
Synonyms
ValueSource
Citronellyl pentanoic acidGenerator
3,7-Dimethyl-6-octen-1-yl pentanoateHMDB
3,7-Dimethyl-6-octen-1-yl valerateHMDB
3,7-Dimethyloct-6-enyl valerateHMDB
Citronellyl valerateHMDB
e469HMDB
FEMA 2317HMDB
Pentanoic acid, 3,7-dimethyl-6-octen-1-yl esterHMDB
Pentanoic acid, 3,7-dimethyl-6-octenyl esterHMDB
Valeric acid, 3,7-dimethyl-6-octen-1-yl esterHMDB
Chemical FormulaC15H28O2
Average Molecular Weight240.3816
Monoisotopic Molecular Weight240.20893014
IUPAC Name3,7-dimethyloct-6-en-1-yl pentanoate
Traditional Name3,7-dimethyloct-6-en-1-yl pentanoate
CAS Registry Number7540-53-6
SMILES
CCCCC(=O)OCCC(C)CCC=C(C)C
InChI Identifier
InChI=1S/C15H28O2/c1-5-6-10-15(16)17-12-11-14(4)9-7-8-13(2)3/h8,14H,5-7,9-12H2,1-4H3
InChI KeyPFOJEJPZUVQHEH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohol esters
Direct ParentFatty alcohol esters
Alternative Parents
Substituents
  • Fatty alcohol ester
  • Monoterpenoid
  • Acyclic monoterpenoid
  • Fatty acid ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point237.00 to 240.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.19 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP5.733 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0044 g/LALOGPS
logP5.41ALOGPS
logP4.78ChemAxon
logS-4.7ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity73.47 m³·mol⁻¹ChemAxon
Polarizability30.66 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]+159.81331661259
DarkChem[M-H]-159.58731661259
DeepCCS[M+H]+164.84530932474
DeepCCS[M-H]-162.48730932474
DeepCCS[M-2H]-196.96930932474
DeepCCS[M+Na]+173.04830932474
AllCCS[M+H]+166.732859911
AllCCS[M+H-H2O]+163.532859911
AllCCS[M+NH4]+169.732859911
AllCCS[M+Na]+170.532859911
AllCCS[M-H]-165.032859911
AllCCS[M+Na-2H]-166.332859911
AllCCS[M+HCOO]-167.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Citronellyl pentanoateCCCCC(=O)OCCC(C)CCC=C(C)C1896.4Standard polar33892256
Citronellyl pentanoateCCCCC(=O)OCCC(C)CCC=C(C)C1557.6Standard non polar33892256
Citronellyl pentanoateCCCCC(=O)OCCC(C)CCC=C(C)C1640.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Citronellyl pentanoate EI-B (Non-derivatized)splash10-05o3-9100000000-3dede51a691444e8a0a72017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Citronellyl pentanoate EI-B (Non-derivatized)splash10-05o3-9100000000-3dede51a691444e8a0a72018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Citronellyl pentanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bti-9710000000-1a30048fa4836698bcb02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Citronellyl pentanoate 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 - Citronellyl pentanoate 10V, Positive-QTOFsplash10-000f-6790000000-2fb6f93b9e18c9b60c092016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl pentanoate 20V, Positive-QTOFsplash10-000i-9400000000-fd5d3fee02850941e87a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl pentanoate 40V, Positive-QTOFsplash10-05mo-9100000000-56e6d5394062167caee32016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl pentanoate 10V, Negative-QTOFsplash10-0019-6590000000-04e3d2578568239081722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl pentanoate 20V, Negative-QTOFsplash10-0zgi-8910000000-065e670a5b4379600e682016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl pentanoate 40V, Negative-QTOFsplash10-0a5c-9400000000-0f2ed36363dbfd2040ea2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl pentanoate 10V, Negative-QTOFsplash10-000i-5390000000-25e8033e9147185d89762021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl pentanoate 20V, Negative-QTOFsplash10-0f80-7950000000-4df58bec0e8ecd00ee882021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl pentanoate 40V, Negative-QTOFsplash10-001i-9000000000-bc456abb6df3f00d3d1a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl pentanoate 10V, Positive-QTOFsplash10-001u-9530000000-077c027e5daff37fb15e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl pentanoate 20V, Positive-QTOFsplash10-0540-9100000000-bfe1ee0f568c59c3f8b12021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl pentanoate 40V, Positive-QTOFsplash10-0aou-9000000000-e0695485e4e8589e8b072021-09-23Wishart 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 IDFDB016236
KNApSAcK IDC00054004
Chemspider ID55342
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61416
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1015841
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.