| Company Name: |
Energy Chemical |
| Tel: |
400-0056266 |
| Email: |
sales8178@energy-chemical.com |
- Dehydrozingerone
-
-
2026-08-25
- CAS:1080-12-2
- Min. Order: 1kg
- Purity: 0.99
- Supply Ability: 1000kg
|
| | Vanillylidenacetone Basic information |
| Product Name: | Vanillylidenacetone | | Synonyms: | VANILLYLIDENACETONE;VANILLYLIDENEACETONE;FEMA 3738;4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-on;dehydro(o)-paradol;4-(4-HYDROXY-3-METHOXYPHENYL)-3-BUTENE-2-ONE;methyl-3-methoxy-4-hydroxystyrylketone;mhsk | | CAS: | 1080-12-2 | | MF: | C11H12O3 | | MW: | 192.21 | | EINECS: | 214-096-9 | | Product Categories: | Aromatic Ketones (substituted) | | Mol File: | 1080-12-2.mol |  |
| | Vanillylidenacetone Chemical Properties |
| Melting point | 125-130 °C | | Boiling point | 268.19°C (rough estimate) | | density | 1.1503 (rough estimate) | | refractive index | 1.4600 (estimate) | | FEMA | 3738 | VANILLYLIDENE ACETONE | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml). | | pka | 9.94±0.31(Predicted) | | form | solid | | color | Pale yellow | | Odor | at 100.00 %. sweet powdery vanilla creamy balsam | | Odor Type | vanilla | | JECFA Number | 732 | | Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month. | | InChI | 1S/C11H12O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h3-7,13H,1-2H3/b4-3+ | | InChIKey | AFWKBSMFXWNGRE-ONEGZZNKSA-N | | SMILES | COc1cc(\C=C\C(C)=O)ccc1O | | LogP | 1.40 | | CAS DataBase Reference | 1080-12-2(CAS DataBase Reference) | | EPA Substance Registry System | 3-Buten-2-one, 4-(4-hydroxy-3-methoxyphenyl)- (1080-12-2) |
| Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39 | | WGK Germany | 3 | | RTECS | EM9960000 | | F | 10-23 | | TSCA | TSCA listed | | HS Code | 29145090 | | Storage Class | 11 - Combustible Solids | | Toxicity | LD50 intraperitoneal in mouse: 610mg/kg |
| | Vanillylidenacetone Usage And Synthesis |
| Description | Dehydrozingerone (1080-12-2) is a structural half analog of curcumin (Cat.# 10-1243) and is isolated from ginger rhizomes. Dehydrozingerone displays antioxidant, antibacterial and antifungal properties.1 It has also been shown to possess various antitumor effects2,3 and inhibit growth factor/peroxide-stimulated vascular smooth muscle function4. | | Chemical Properties | Vanillylidene acetone has a very sweet, warm and tenacious odor. | | Physical properties | Yellowish, needlelike crystals. Slightly soluble in water, soluble in alcohol
and oils. | | Uses | Vanillylidenacetone is one of ferulic acid derivatives. Studies have shown that vanillyl acetone has a certain inhibitory effect on Amaranthus, barnyardgrass, matang, dogwood and rape, among which the best inhibitory effect is on rape and Amaranthus. | | Definition | ChEBI: Dehydrozingerone is a hydroxycinnamic acid. | | Taste threshold values | Taste characteristics at 200 ppm: balsamic vanilla, with sweet aromatic spicy nuances. | | Synthesis | General method: 20% (w/v) aqueous NaOH solution was slowly added to an ethanol solution of vanillin (6a1-d1,6e,6f) and acetone (10-25 eq., excess) at 0-5 °C. The reaction mixture was stirred at room temperature and the progress of the reaction was monitored by thin layer chromatography (TLC). When the vanillin was completely consumed, the excess acetone was evaporated under reduced pressure; subsequently, cold water was added and the resulting mixture was acidified with 3M HCl solution to pH < 7. The precipitated solid product was collected by filtration, washed with cold water and dried under vacuum. The crude product can be purified by column chromatography or recrystallized from a suitable solvent system to afford the target compound 4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one (7a1-d1,7e and 7f). | | References | [1] ISMAIL RAHATH KUBRA. Structure-function activity of dehydrozingerone and its derivatives as antioxidant and antimicrobial compounds[J]. Journal of Food Science and Technology, 2011, 51 2: 245-255. DOI:10.1007/s13197-011-0488-8
[2] NORIKO MOTOHASHI . Inhibitory effects of dehydrozingerone and related compounds on 12-O-tetradecanoylphorbol-13-acetate induced Epstein–Barr virus early antigen activation[J]. Cancer letters, 1998, 134 1: Pages 37-42. DOI:10.1016/s0304-3835(98)00239-0
[3] SHINGO YOGOSAWA. Dehydrozingerone, a Structural Analogue of Curcumin, Induces Cell-Cycle Arrest at the G2/M Phase and Accumulates Intracellular ROS in HT-29 Human Colon Cancer Cells[J]. Journal of Natural Products , 2012, 75 12: 2088-2093. DOI:10.1021/np300465f
[4] YIZHEN LIU. Inhibitory effect of dehydrozingerone on vascular smooth muscle cell function.[J]. Journal of Cardiovascular Pharmacology, 2008, 52 5: 422-429. DOI:10.1097/fjc.0b013e31818aed93 |
| | Vanillylidenacetone Preparation Products And Raw materials |
|