Record Information
Version1.0
Creation date2010-04-08 22:13:06 UTC
Update date2018-05-29 01:31:54 UTC
Primary IDFDB017457
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namealpha-Sinensal
DescriptionConstituent of orange oil. alpha-Sinensal is found in lemon, sweet orange, and citrus.
CAS Number17909-77-2
Structure
Thumb
Synonyms
SynonymSource
(2E,6E,9E)-2,6,10-Trimethyl-2,6,9,11-dodecatetraenalHMDB
(e,e,e)-2,6,10-Trimethyldodeca-2,6,9,11-tetraen-1-alHMDB
2,6,10-Trimethyl-(2E,6E,9E)-2,6,9,11-dodecatetraenalHMDB
2,6,10-Trimethyl-(e,e,e)-2,6,9,11-dodecatetraenalHMDB
2,6,10-Trimethyl-2,6,9,11-dodecatetraenalHMDB
a-Sinensal?HMDB
alpha -SinensalHMDB
b-Sinensal (obsol.)?HMDB
(E,E,E)-2,6,10-Trimethyldodeca-2,6,9,11-tetraen-1-albiospider
α-sinensalbiospider
2,6,10-Trimethyl-(2e,6e,9e)-2,6,9,11-dodecatetraenalHMDB
2,6,9,11-Dodecatetraenal, 2,6,10-trimethyl-biospider
2,6,9,11-Dodecatetraenal, 2,6,10-trimethyl-, (2E,6E,9E)-biospider
2,6,9,11-Dodecatetraenal, 2,6,10-trimethyl-, (E,E,E)-biospider
alpha-Sinensalbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.016 g/LALOGPS
logP5.06ALOGPS
logP4.17ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity74.05 m³·mol⁻¹ChemAxon
Polarizability26.94 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H22O
IUPAC name(2Z,6E,9Z)-2,6,10-trimethyldodeca-2,6,9,11-tetraenal
InChI IdentifierInChI=1S/C15H22O/c1-5-13(2)8-6-9-14(3)10-7-11-15(4)12-16/h5,8-9,11-12H,1,6-7,10H2,2-4H3/b13-8-,14-9+,15-11-
InChI KeyPFSTYGCNVAVZBK-KVDYQJCMSA-N
Isomeric SMILESC\C(CC\C=C(\C)C=O)=C/C\C=C(\C)C=C
Average Molecular Weight218.3346
Monoisotopic Molecular Weight218.167065326
Classification
DescriptionThis compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
Substituents
  • Farsesane sesquiterpenoid
  • Sesquiterpenoid
  • Medium-chain aldehyde
  • Enal
  • Alpha,beta-unsaturated aldehyde
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Ontology TermNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 82.52%; H 10.16%; O 7.33%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[neutral] lmax 231 (log e 4.57) (no solvent reported)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udl-9620000000-4aa8b30de25407bec9b1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-3590000000-5eff757743c8c1ad43caView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0gc0-9720000000-4c5c846303f21f30b570View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9100000000-a33955da910d70157f2eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-70cf9ab627666ef51adfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-1290000000-ef81e35e2dea73f32699View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pbi-9820000000-f920da939dd7d7f44d51View in MoNA
ChemSpider ID30777241
ChEMBL IDNot Available
KEGG Compound IDC09729
Pubchem Compound ID5281534
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38215
CRC / DFC (Dictionary of Food Compounds) IDKXS00-U:KXS00-U
EAFUS IDNot Available
Dr. Duke IDALPHA-SINENSAL|ALPHA-SINESAL
BIGG IDNot Available
KNApSAcK IDC00003188
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1009441
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
citrus
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
orange
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mandarin
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.