SAFRANAL

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H14O
Molecular Weight	150.2176
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(C=O)C(C)(C)CC=C1

InChI

InChIKey=SGAWOGXMMPSZPB-UHFFFAOYSA-N

InChI=1S/C10H14O/c1-8-5-4-6-10(2,3)9(8)7-11/h4-5,7H,6H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C10H14O
Molecular Weight	150.2176
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Automated, microprocessor controlled short path thermal desorption system for analysis of volatiles in foods.	2001	11548157
Antinociceptive and anti-inflammatory effects of Crocus sativus L. stigma and petal extracts in mice.	2002 Mar 15	11914135
[Determination of chemical components of volatile oil from Cuminum cyminum L. by gas chromatography-mass spectrometry].	2002 Nov	12683011
[In vitro evaluation of the chemopreventive potential of saffron].	2002 Sep-Oct	12587418
Oxidative remodeling of chromoplast carotenoids: identification of the carotenoid dioxygenase CsCCD and CsZCD genes involved in Crocus secondary metabolite biogenesis.	2003 Jan	12509521
Use of in vitro assays to assess the potential antigenotoxic and cytotoxic effects of saffron (Crocus sativus L.).	2003 Oct-Dec	14599470
Qualitative determination of volatile compounds and quantitative evaluation of safranal and 4-hydroxy-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde (HTCC) in Greek saffron.	2004 Jul 14	15237960
Comparison of Crocus sativus L. and imipramine in the treatment of mild to moderate depression: a pilot double-blind randomized trial [ISRCTN45683816].	2004 Sep 2	15341662
Effect of drying temperature and air flow on the production and retention of secondary metabolites in saffron.	2005 Jul 27	16028982
Identification of natural dyes used in works of art by pyrolysis-gas chromatography/mass spectrometry combined with in situ trimethylsilylation.	2005 May	15782338
Radical scavenging activity of Crocus sativus L. extract and its bioactive constituents.	2005 Nov	16317646
Use of non-aqueous capillary electrophoresis for the quality control of commercial saffron samples.	2005 Sep 2	16106711
Evaluation of the antitussive effect of stigma and petals of saffron (Crocus sativus) and its components, safranal and crocin in guinea pigs.	2006 Sep	16814486
Determination of total safranal by in situ acid hydrolysis in supercritical fluid media: Application to the quality control of commercial saffron.	2006 Sep 25	17723702
Generation of saffron volatiles by thermal carotenoid degradation.	2006 Sep 6	16939346
A new approach to saffron aroma.	2007	17364699
Protective effect of safranal on pentylenetetrazol-induced seizures in the rat: involvement of GABAergic and opioids systems.	2007 Apr	16707256
Effect of safranal, a constituent of Crocus sativus (saffron), on methyl methanesulfonate (MMS)-induced DNA damage in mouse organs: an alkaline single-cell gel electrophoresis (comet) assay.	2007 Dec	17854266
Bacillus subtilis FZB24 affects flower quantity and quality of saffron (Crocus sativus).	2008 Aug	18622904
Self-help interventions for depressive disorders and depressive symptoms: a systematic review.	2008 Aug 19	18710579
Interaction of safranal and picrocrocin with ctDNA and their preferential mechanisms of binding to GC- and AT-rich oligonucleotides.	2008 Dec	19040376
Stimulatory effect of Crocus sativus (saffron) on beta2-adrenoceptors of guinea pig tracheal chains.	2008 Dec	18771905
Quality and functionality of saffron: quality control, species assortment and affinity of extract and isolated saffron compounds to NMDA and sigma1 (sigma-1) receptors.	2008 Jun	18496783
Cloning and functional characterization of carotenoid cleavage dioxygenase 4 genes.	2009	19436048
Characterization of volatile components of Iranian saffron using factorial-based response surface modeling of ultrasonic extraction combined with gas chromatography-mass spectrometry analysis.	2009 Aug 14	19595355
An overview of structural features of DNA and RNA complexes with saffron compounds: Models and antioxidant activity.	2009 Jun 3	19395270
Metabolite and target transcript analyses during Crocus sativus stigma development.	2009 May	19473679
Fragrant unsaturated aldehydes elicit activation of the Keap1/Nrf2 system leading to the upregulation of thioredoxin expression and protection against oxidative stress.	2009 May	19123792
Crocus sativus L. (Saffron) extract and its active constituents (crocin and safranal) on ischemia-reperfusion in rat skeletal muscle.	2009 Sep	18955256
Saffron is a monomorphic species as revealed by RAPD, ISSR and microsatellite analyses.	2009 Sep 23	19772674
Extraction of crocin from saffron (Crocus sativus) using molecularly imprinted polymer solid-phase extraction.	2010 Aug	20589782
Crocus sativus L.: A comprehensive review.	2010 Jul	22228962
Hypotensive effect of aqueous saffron extract (Crocus sativus L.) and its constituents, safranal and crocin, in normotensive and hypertensive rats.	2010 Jul	20013822
Self-modeling curve resolution techniques applied to comparative analysis of volatile components of Iranian saffron from different regions.	2010 Mar 10	20171313
Effects of mild temperature conditions during dehydration procedures on saffron quality parameters.	2010 Mar 15	20355104
Effect of Crocus sativus L. (saffron) stigma and its constituents, crocin and safranal, on morphine withdrawal syndrome in mice.	2010 May	19827024
Quantitative analysis of safranal in saffron extract and nanoparticle formulation by a validated high-performance thin-layer chromatographic method.	2010 May-Jun	19862835
Use of in vitro assays to assess the potential antiproliferative and cytotoxic effects of saffron (Crocus sativus L.) in human lung cancer cell line.	2010 Oct	21120034
Sub-acute effects of diazinon on biochemical indices and specific biomarkers in rats: protective effects of crocin and safranal.	2010 Oct	20637253
Fibrillation of alpha-lactalbumin: effect of crocin and safranal, two natural small molecules from Crocus sativus.	2010 Oct	20564050
Volatile composition screening of Salix spp. nectar honey: benzenecarboxylic acids, norisoprenoids, terpenes, and others.	2010 Sep	20860033

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:02:43 GMT 2023` Edited by `admin` on `Fri Dec 15 19:02:43 GMT 2023`
Record UNII	4393FR07EA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SAFRANAL

Common Name

English

2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIENYL METHANAL

Systematic Name

English

1,1,3-TRIMETHYL-2-FORMYLCYCLOHEXA-2,4-DIENE

Systematic Name

English

(2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIENYL)METHANAL

Systematic Name

English

2,3-DIHYDRO-2,2,6-TRIMETHYLBENZALDEHYDE

Systematic Name

English

DEHYDRO-.BETA.-CYCLOCITRAL

Common Name

English

2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIENYL METHANAL [FHFI]

Common Name

English

1,3-CYCLOHEXADIENE-1-CARBOXALDEHYDE, 2,6,6-TRIMETHYL-

Systematic Name

English

2,6,6-TRIMETHYL-1,3-CYCLOHEXADIENAL

Systematic Name

English

SAFRANAL [MI]

Common Name

English

FEMA NO. 3389

Code

English

2,6,6-TRIMETHYL-1,3-CYCLOHEXADIENE-1-CARBOXALDEHYDE

Systematic Name

English

Classification Tree Code System Code

DSLD

2654 (Number of products:5)