2,6,6-trimethyl-3-cyclohexadiene-1-carboxaldehyde
safranal
CAS: 116-26-7
Molecular Formula: C10H14O
2,6,6-trimethyl-3-cyclohexadiene-1-carboxaldehyde - Names and Identifiers
| Name | safranal |
| Synonyms | SAFRANAL safranal 2,6,6-Trimethyl-1,3-cyclohexadienal 2,3-Dihydro-2,2,6-trimethylbenzalhyde 2,3-DIHYDRO-2,2,6-TRIMETHYLBENZALDEHYDE 2,6,6-Trimethyl-1,3-cyclohexadiene-1-carbaldehyde 2,6,6-trimethyl-3-cyclohexadiene-1-carboxaldehyde 3-Cyclohexadiene-1-carboxaldehyde,2,6,6-trimethyl-1 2,6,6-trimethyl-1-cyclohexa-1,3-dienecarboxaldehyde |
| CAS | 116-26-7 |
| EINECS | 204-133-7 |
| InChI | InChI=1/C10H14O/c1-8-5-4-6-10(2,3)9(8)7-11/h4-5,7H,6H2,1-3H3 |
2,6,6-trimethyl-3-cyclohexadiene-1-carboxaldehyde - Physico-chemical Properties
| Molecular Formula | C10H14O |
| Molar Mass | 150.22 |
| Density | 0.966g/mLat 25°C(lit.) |
| Boling Point | 70°C1mm Hg(lit.) |
| Flash Point | 186°F |
| JECFA Number | 977 |
| Water Solubility | 514.9mg/L at 20℃ |
| Solubility | Chloroform, Ethyl Acetate (Slightly), Methanol (Slightly) |
| Vapor Presure | 10.3Pa at 20℃ |
| Appearance | Oil |
| Color | Yellow to Dark Yellow |
| Merck | 13,8394 |
| BRN | 1932918 |
| Storage Condition | Inert atmosphere,Store in freezer, under -20°C |
| Stability | Light Sensitive |
| Refractive Index | n20/D 1.523(lit.) |
2,6,6-trimethyl-3-cyclohexadiene-1-carboxaldehyde - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
2,6,6-trimethyl-3-cyclohexadiene-1-carboxaldehyde - Reference Information
| FEMA | 3389 | 2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIENYL METHANAL |
| LogP | 2.7 at 20℃ |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | saffron aldehyde is yellow liquid and soluble in organic solvents such as ethanol. |
| use | saffron aldehyde is a chemical component contained in saffron. it is a food flavor approved for use. it can be used to mix laum wine, figs, tea, wood flavor and herbal flavor. |
| Preparation | Tibetan saffron aldehyde can be obtained by hydrolysis of the bitter element-bitter saffron in saffron in acid, or by β-cyclic citral or a-cyclic folic acid prepared by catalytic dehydrogenation with selenium oxide. |
| biological activity | Safranal is the main component of saffron (Crocus sativus), has oral activity, and is the unique aroma source of this fragrance. Safranal has neuroprotective and anti-inflammatory effects and has potential for research in Parkinson's disease. |
| Cell Line: | RAW264.7 cells and bone marrow-derived macrophages (BMDMs) RAW 264.7 cells |
| Concentration: | 10, 50 μM 10, 50 μM |
| Incubation Time: | For 1 h prior to lipopolysaccharide (LPS) stimulation (1 µg/ml) For 1 h followed by stimulation with LPS (1 μg/ml) for 24 h |
| Result: | Dose-dependently decreased LPS-induced iNOS and COX-2 levels in both RAW264.7 cells and BMDMs. Inhibited the phosphorylation of MAPK pathway proteins extracellular signal-regulated kinase (ERK), c-Jun N-terminal kinase (JNK), p38. Inhibited NF-κB pathway proteins IKKα/β and IκBα and the degradation of IκBα. Inhibited cytokine IL-6 and TNF-α production and mRNA expression in lipopolysaccharide (LPS)-stimulated RAW 264.7 cells. Caused a slight restoration of colon length and percentage of weight loss, and the DAI score is significantly low. |
| Animal Model: | Female BALB/c mice (18-20 g) (DSS-induced colitis mice) |
| Dosage: | 200, 500 mg/kg |
| Administration: | PO; for 7 days |
Last Update：2024-04-09 18:58:34
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