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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:28:12 UTC
Update Date2022-03-07 02:56:46 UTC
HMDB IDHMDB0040864
Secondary Accession Numbers
  • HMDB40864
Metabolite Identification
Common NameO-Geranylvanillin
DescriptionO-Geranylvanillin belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a small amount of articles have been published on O-Geranylvanillin.
Structure
Data?1563863597
Synonyms
ValueSource
O-GeranylvanillinMeSH
Chemical FormulaC18H24O3
Average Molecular Weight288.3814
Monoisotopic Molecular Weight288.172544634
IUPAC Name4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-3-methoxybenzaldehyde
Traditional Name4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-3-methoxybenzaldehyde
CAS Registry Number151455-08-2
SMILES
COC1=C(OC\C=C(/C)CCC=C(C)C)C=CC(C=O)=C1
InChI Identifier
InChI=1S/C18H24O3/c1-14(2)6-5-7-15(3)10-11-21-17-9-8-16(13-19)12-18(17)20-4/h6,8-10,12-13H,5,7,11H2,1-4H3/b15-10+
InChI KeySRLAFDUAEAXGBA-XNTDXEJSSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAromatic monoterpenoids
Alternative Parents
Substituents
  • Aromatic monoterpenoid
  • Monocyclic monoterpenoid
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Benzaldehyde
  • Benzoyl
  • Aryl-aldehyde
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Ether
  • Organooxygen compound
  • Aldehyde
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point424.00 to 425.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.31 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.713 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0029 g/LALOGPS
logP4.53ALOGPS
logP4.39ChemAxon
logS-5ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity88.49 m³·mol⁻¹ChemAxon
Polarizability33.72 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]+169.78931661259
DarkChem[M-H]-171.90631661259
DeepCCS[M+H]+179.03330932474
DeepCCS[M-H]-176.67530932474
DeepCCS[M-2H]-209.56230932474
DeepCCS[M+Na]+185.12630932474
AllCCS[M+H]+171.732859911
AllCCS[M+H-H2O]+168.532859911
AllCCS[M+NH4]+174.732859911
AllCCS[M+Na]+175.632859911
AllCCS[M-H]-176.432859911
AllCCS[M+Na-2H]-176.532859911
AllCCS[M+HCOO]-176.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
O-GeranylvanillinCOC1=C(OC\C=C(/C)CCC=C(C)C)C=CC(C=O)=C13094.0Standard polar33892256
O-GeranylvanillinCOC1=C(OC\C=C(/C)CCC=C(C)C)C=CC(C=O)=C12243.4Standard non polar33892256
O-GeranylvanillinCOC1=C(OC\C=C(/C)CCC=C(C)C)C=CC(C=O)=C12313.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - O-Geranylvanillin GC-MS (Non-derivatized) - 70eV, Positivesplash10-01b9-6690000000-a3bcac3008ba283b15da2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - O-Geranylvanillin 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 - O-Geranylvanillin 10V, Positive-QTOFsplash10-000i-0490000000-ad2c55f54561272bdf062017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Geranylvanillin 20V, Positive-QTOFsplash10-000i-7940000000-f7cdc1ae36b265d138182017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Geranylvanillin 40V, Positive-QTOFsplash10-0ldr-9300000000-48a882ac8ed9465d39f92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Geranylvanillin 10V, Negative-QTOFsplash10-000i-0390000000-675afa7d46e0a95833142017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Geranylvanillin 20V, Negative-QTOFsplash10-0fe0-0940000000-a2255c9c5c090c223ab62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Geranylvanillin 40V, Negative-QTOFsplash10-00kr-5900000000-47e05ee7a5774b0b00892017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Geranylvanillin 10V, Positive-QTOFsplash10-000i-1970000000-7e814b407be7229cc6852021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Geranylvanillin 20V, Positive-QTOFsplash10-001i-9400000000-d46fde3dfd30ba5ae4d22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Geranylvanillin 40V, Positive-QTOFsplash10-0ue9-9800000000-c4ea3a97d23abd5e136a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Geranylvanillin 10V, Negative-QTOFsplash10-000i-0190000000-15ca491c3e17995c36912021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Geranylvanillin 20V, Negative-QTOFsplash10-00dr-0910000000-37f1b595f2513bca70462021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Geranylvanillin 40V, Negative-QTOFsplash10-0fki-2900000000-ba4a86c3acc04d95d88c2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • 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 IDFDB020692
KNApSAcK IDNot Available
Chemspider ID4948214
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6444289
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1407581
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.