Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:18:17 UTC
Update Date2022-03-07 02:56:00 UTC
HMDB IDHMDB0038958
Secondary Accession Numbers
  • HMDB38958
Metabolite Identification
Common NameCitronellyl hexanoate
DescriptionCitronellyl hexanoate 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 hexanoate.
Structure
Data?1563863287
Synonyms
ValueSource
Citronellyl hexanoic acidGenerator
Citronellyl caproateHMDB
Hexanoic acid, 3,7-dimethyl-6-octen-1-yl esterHMDB
Hexanoic acid, 3,7-dimethyl-6-octenyl esterHMDB
Chemical FormulaC16H30O2
Average Molecular Weight254.4082
Monoisotopic Molecular Weight254.224580204
IUPAC Name3,7-dimethyloct-6-en-1-yl hexanoate
Traditional Name3,7-dimethyloct-6-en-1-yl hexanoate
CAS Registry Number10580-25-3
SMILES
CCCCCC(=O)OCCC(C)CCC=C(C)C
InChI Identifier
InChI=1S/C16H30O2/c1-5-6-7-11-16(17)18-13-12-15(4)10-8-9-14(2)3/h9,15H,5-8,10-13H2,1-4H3
InChI KeyKNYRCCKTQMBSFP-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 Point240.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.06 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP6.243 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0018 g/LALOGPS
logP5.85ALOGPS
logP5.23ChemAxon
logS-5.2ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity78.07 m³·mol⁻¹ChemAxon
Polarizability32.33 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+163.7131661259
DarkChem[M-H]-162.66831661259
DeepCCS[M+H]+169.92430932474
DeepCCS[M-H]-167.56630932474
DeepCCS[M-2H]-201.38630932474
DeepCCS[M+Na]+177.36330932474
AllCCS[M+H]+172.032859911
AllCCS[M+H-H2O]+168.932859911
AllCCS[M+NH4]+174.832859911
AllCCS[M+Na]+175.632859911
AllCCS[M-H]-168.432859911
AllCCS[M+Na-2H]-169.732859911
AllCCS[M+HCOO]-171.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Citronellyl hexanoateCCCCCC(=O)OCCC(C)CCC=C(C)C1993.5Standard polar33892256
Citronellyl hexanoateCCCCCC(=O)OCCC(C)CCC=C(C)C1640.2Standard non polar33892256
Citronellyl hexanoateCCCCCC(=O)OCCC(C)CCC=C(C)C1733.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Citronellyl hexanoate EI-B (Non-derivatized)splash10-00lu-9100000000-5269369ec1134da096ec2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Citronellyl hexanoate EI-B (Non-derivatized)splash10-00lu-9100000000-5269369ec1134da096ec2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Citronellyl hexanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0cki-9710000000-72e9498114cc89e581ab2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Citronellyl hexanoate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Citronellyl hexanoate 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 hexanoate 10V, Positive-QTOFsplash10-0a4i-5590000000-144c4df1e4c419545ed92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl hexanoate 20V, Positive-QTOFsplash10-053j-9410000000-011b360ec5937dc779d82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl hexanoate 40V, Positive-QTOFsplash10-0pvl-9100000000-320be44747bc354630722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl hexanoate 10V, Negative-QTOFsplash10-0udj-6590000000-732bba3bec99439f767c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl hexanoate 20V, Negative-QTOFsplash10-014j-6910000000-5b559e00fd90f17a2f032016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl hexanoate 40V, Negative-QTOFsplash10-05te-9500000000-75753bc2f0142f81a5b02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl hexanoate 10V, Negative-QTOFsplash10-0fr2-8960000000-ce8897a11245509bc02b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl hexanoate 20V, Negative-QTOFsplash10-00kb-8910000000-468b38b0a6f2d41018b02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl hexanoate 40V, Negative-QTOFsplash10-0002-9100000000-a6a4f4736b8c9b9800282021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl hexanoate 10V, Positive-QTOFsplash10-0540-9530000000-d08a619f1451fe5890b72021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl hexanoate 20V, Positive-QTOFsplash10-001j-9100000000-01e7af45f7ef917864a02021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Citronellyl hexanoate 40V, Positive-QTOFsplash10-05o3-9000000000-ed046799a8fd355456852021-09-25Wishart 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 IDFDB018441
KNApSAcK IDNot Available
Chemspider ID102474
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound114416
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1015781
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.