Vanillylacetone
Synonym(s):4-(4-Hydroxy-3-methoxyphenyl)-2-butanone;Vanillyl acetone;Vanillylacetone;Zingerone
- CAS NO.:122-48-5
- Empirical Formula: C11H14O3
- Molecular Weight: 194.23
- MDL number: MFCD00048232
- EINECS: 204-548-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-04-01 18:08:31
What is Vanillylacetone?
Description
Gingerol (correctly, [6]-gingerol) is the predominant phenol and most important of the pungent constituents in ginger oil. It was isolated by J. C. Thresh in 1879 from the rhizome of the ginger plant (Zingiber officinale). It and its dehydrated analogue [6]-shogaol are the primary ginger-derived bioactive compounds. Shogaol and the fragmented molecule zingerone are produced when fresh ginger is heated or cooked.?A recently synthesized azagingerol analogue?increases metabolism in mice and may reduce the risk of obesity-associated diseases.
Zingerone gives ginger a "hot" taste. It''s also an antioxidant, although it only weakly inhibits peroxidation of phospholipid liposomes in the presence of Fe(III) and ascorbate. Zingerone''s vanillin foundation and hydrocarbon tail make it a chemical relative of?eugenol?and capsaicin.
The Uses of Vanillylacetone
Vanillylacetone is a phenolic compound that naturally occurs in cranberry and ginger. Studies shows that Vanillylacetone exhibits variable cytotoxic, cytoprotective and antioxidant activity against li ver and human tumor cells. Vanillylacetone is also used in herbal medicine for various purposes.
Properties of Vanillylacetone
Melting point: | 40-41 °C(lit.) |
Boiling point: | 141 °C0.5 mm Hg(lit.) |
Density | 1.14 g/mL at 25 °C(lit.) |
Flash point: | >230 °F |
storage temp. | Sealed in dry,2-8°C |
solubility | Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly) |
form | Solid |
color | White to Pale Yellow Low-Melting |
Safety information for Vanillylacetone
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H303:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for Vanillylacetone
InChIKey | OJYLAHXKWMRDGS-UHFFFAOYSA-N |
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