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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:07:50 UTC
Update Date2019-07-23 06:20:15 UTC
HMDB IDHMDB0036061
Secondary Accession Numbers
  • HMDB36061
Metabolite Identification
Common NameSafranal
DescriptionSafranal is found in fig. Safranal is a constituent of saffron (Crocus sativa). Safranal is a flavouring ingredient It is believed that safranal is a degradation product of the carotenoid zeaxanthin via the intermediacy of picrocrocin. Safranal is an effective anticonvulsant shown to act as an agonist at GABAA receptors. Safranal also exhibits high antioxidant and free radical scavenging activity, along with cytotoxicity towards cancer cells in vitro. It has also been shown to have antidepressant properties. Safranal is an organic compound isolated from saffron, the spice consisting of the stigmas of crocus flowers (Crocus sativus). It is the constituent primarily responsible for the aroma of saffron
Structure
Data?1563862815
Synonyms
ValueSource
(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
Chemical FormulaC10H14O
Average Molecular Weight150.2176
Monoisotopic Molecular Weight150.10446507
IUPAC Name2,6,6-trimethylcyclohexa-1,3-diene-1-carbaldehyde
Traditional Namesafranal
CAS Registry Number116-26-7
SMILES
CC1=C(C=O)C(C)(C)CC=C1
InChI Identifier
InChI=1S/C10H14O/c1-8-5-4-6-10(2,3)9(8)7-11/h4-5,7H,6H2,1-3H3
InChI KeySGAWOGXMMPSZPB-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as hydrocarbon derivatives. These are derivatives of hydrocarbons obtained by substituting one or more carbon atoms by an heteroatom. THey contain at least one carbon atom and heteroatom.
KingdomOrganic compounds
Super ClassHydrocarbon derivatives
ClassNot Available
Sub ClassNot Available
Direct ParentHydrocarbon derivatives
Alternative Parents
Substituents
  • 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:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0kg9-2900000000-b082ebe4ee4447dc7980JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-b34ca14deaad2e3be8c4JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uxr-9700000000-317a87cd8595a79b42d0JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-9100000000-2993b4b7b24364148fafJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-e83c23e4fe0dedd738e7JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-648f823a03c6712751e0JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05ng-8900000000-b0e87ace4983e8eca515JSpectraViewer | MoNA
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
FoodDB IDFDB014884
KNApSAcK IDC00035737
Chemspider ID55000
KEGG Compound IDC17062
BioCyc IDCPD-8669
BiGG IDNot Available
Wikipedia LinkSafranal
METLIN IDNot Available
PubChem Compound61041
PDB IDNot Available
ChEBI ID53169
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Hosseinzadeh H, Sadeghnia HR: Protective effect of safranal on pentylenetetrazol-induced seizures in the rat: involvement of GABAergic and opioids systems. Phytomedicine. 2007 Apr;14(4):256-62. Epub 2006 May 16. [PubMed:16707256 ]
  2. Boskabady MH, Aslani MR: Relaxant effect of Crocus sativus (saffron) on guinea-pig tracheal chains and its possible mechanisms. J Pharm Pharmacol. 2006 Oct;58(10):1385-90. [PubMed:17034662 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .