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Showing Compound Safranal (FDB014884)

Record Information
Version1.0
Creation date2010-04-08 22:11:31 UTC
Update date2020-09-17 15:30:22 UTC
Primary IDFDB014884
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameSafranal
DescriptionSafranal belongs to the class of organic compounds known as organic oxides which contain an oxide group. Safranal is a neutral compound. Safranal is a component of saffron (PMID: 28705037), the spice made from drying the stigmas and styles of crocus flowers (Crocus sativus). Safranal, the constituent primarily responsible for the aroma of saffron, has a sweet, fresh, and herbal taste and is a flavouring ingredient. Safranal has been detected in cauliflowers, cumin seeds, elderberry, figs, lemon, rooibos, saffrons, wolfberry, and tea leaf making safranal a potential biomarker for the consumption of these foods. Safranal is an effective anticonvulsant (PMID: 29609687) shown to act as an agonist at the gamma aminobutyric acid (GABA)A-benzodiazepine receptor complex (PMID: 16707256). Safranal also exhibits high antioxidant and free radical scavenging activity (PMID: 16317646), along with cytotoxicity towards cancer cells in vitro (PMID: 8620447). It has also been shown to have antidepressant properties (PMID: 15341662).
CAS Number116-26-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(2,6,6-Trimethylcyclohexa-1,3-dienyl)methanalChEBI
1,1,3-Trimethyl-2-formylcyclohexa-2,4-dieneChEBI
2,6,6-Trimethyl-1,3-cyclohexadiene-1-carboxaldehydeChEBI
2,6,6-Trimethylcyclohexa-1,3-dienyl methanalChEBI
Dehydro-beta-cyclocitralChEBI
Dehydro-b-cyclocitralGenerator
Dehydro-β-cyclocitralGenerator
1-Formyl-2,6,6-trimethyl-1,3-cyclohexadieneHMDB
2,3-dihydro-2,2,6-TrimethylbenzaldehydeHMDB
2,6,6-Trimethyl-1,3-cyclohexadienalHMDB
2,6,6-Trimethyl-1,3-cyclohexadiene-1-carbaldehydeHMDB
2,6,6-Trimethyl-1,3-cyclohexadienecarboxaldehyde, 9ciHMDB
FEMA 3389HMDB
1,3-Cyclohexadiene-1-carboxaldehyde, 2,6,6-trimethyl-biospider
2,3-Dihydro-2,2,6-trimethylbenzaldehydebiospider
2,6,6-trimethyl-1,3-cyclohexadiene-1-carboxaldehydebiospider
2,6,6-Trimethyl-1,3-cyclohexadienecarboxaldehyde, 9CIdb_source
dehydro-β-cyclocitralGenerator
Predicted Properties
PropertyValueSource
Water Solubility1.36 g/LALOGPS
logP2.93ALOGPS
logP2.05ChemAxon
logS-2ALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity48.22 m³·mol⁻¹ChemAxon
Polarizability17.32 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H14O
IUPAC name2,6,6-trimethylcyclohexa-1,3-diene-1-carbaldehyde
InChI IdentifierInChI=1S/C10H14O/c1-8-5-4-6-10(2,3)9(8)7-11/h4-5,7H,6H2,1-3H3
InChI KeySGAWOGXMMPSZPB-UHFFFAOYSA-N
Isomeric SMILESCC1=C(C=O)C(C)(C)CC=C1
Average Molecular Weight150.2176
Monoisotopic Molecular Weight150.10446507
Classification
Description Belongs to the class of organic compounds known as organic oxides. These are organic compounds containing an oxide group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganic oxides
Sub ClassNot Available
Direct ParentOrganic oxides
Alternative Parents
Substituents
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 79.96%; H 9.39%; O 10.65%DFC
Melting Point< 25 oC
Boiling PointBp1 70°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[neutral] lmax 325 (e 7500) (H2O) (Berdy)DFC
Densityd19 0.97DFC
Refractive Indexn19D 1.5281DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSSafranal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0kg9-2900000000-b082ebe4ee4447dc7980Spectrum
Predicted GC-MSSafranal, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSafranal, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-b34ca14deaad2e3be8c42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uxr-9700000000-317a87cd8595a79b42d02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-9100000000-2993b4b7b24364148faf2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-e83c23e4fe0dedd738e72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-648f823a03c6712751e02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05ng-8900000000-b0e87ace4983e8eca5152016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-b7cb4601ae2fb08997c12021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dj-0900000000-449dca9897e0f32093242021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-0900000000-861947f0491f909a25882021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zfr-4900000000-f591f9acd9c148c93dd02021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9800000000-066e7f2d59fb906577f82021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ar0-9300000000-c8eb85059ddf025ee54a2021-09-24View Spectrum
NMRNot Available
ChemSpider ID55000
ChEMBL IDCHEMBL3183495
KEGG Compound IDC17062
Pubchem Compound ID61041
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36061
CRC / DFC (Dictionary of Food Compounds) IDJXD46-E:JXD46-E
EAFUS ID3742
Dr. Duke IDSAFRANAL
BIGG IDNot Available
KNApSAcK IDC00035737
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID116-26-7
GoodScent IDrw1016371
SuperScent IDNot Available
Wikipedia IDSafranal
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
herb
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
sweet
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
fresh
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
metallic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rosemary
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tobacco
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spicy
  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).