Name | zingerone |
Synonyms | zingerone Gingerone [0]-Paradol (0)-paradol 4-(4-hydroxy-3 Vanillylacetone 3-Methoxy-4-hydroxybenzylacetone 3-methoxy-4-hydroxy-benzylacetone 4-(4-hydroxy-3-methoxyphenyl)-2-butanon 4-(4-Hydroxy-3-methoxyphenyl)butan-2-one 4-(3-methoxy-4-hydroxyphenyl)-2-butanone |
CAS | 122-48-5 |
EINECS | 204-548-3 |
InChI | InChI=1/C11H14O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h5-7,13H,3-4H2,1-2H3 |
InChIKey | OJYLAHXKWMRDGS-UHFFFAOYSA-N |
Molecular Formula | C11H14O3 |
Molar Mass | 194.23 |
Density | 1.14g/mLat 25°C(lit.) |
Melting Point | 40-41°C(lit.) |
Boling Point | 141°C0.5mm Hg(lit.) |
Flash Point | >230°F |
JECFA Number | 730 |
Solubility | Soluble in ether and dilute alkali, slightly soluble in water and petroleum ether. |
Vapor Presure | 0.000143mmHg at 25°C |
Appearance | Crystals (from acetone, petroleum ether, ether-petroleum ether) |
Color | White to Pale Yellow Low-Melting |
Merck | 14,10166 |
pKa | 10.03±0.20(Predicted) |
Storage Condition | Sealed in dry,2-8°C |
Refractive Index | n20/D 1.541(lit.) |
MDL | MFCD00048232 |
In vitro study | Vanillylacetone is similar in chemical structure to other fragrance chemicals such as vanillin and eugenol. It is used as a flavoring additive in sesame oils and fragrances to introduce a spice flavor. Ginger does not contain vanillylacetone; Ginger is converted to gingerol by cooking, which is the current example of conversion to vanillylacetone by an aldol condensation reaction. Vanillylacetone may be the active ingredient of ginger to exert antidiarrheal effect. |
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 | 2 |
RTECS | EL8900000 |
TSCA | Yes |
HS Code | 29333999 |
Reference Show more | 1. Xiao-Fei Shang, Li-Xia Dai, Ying-Qian Liu, Zhong-Min Zhao, Jun-Cai Li, Guan-Zhou Yang, Cheng-Jie Yang,Acaricidal activity and enzyme inhibitory activity of active compounds of essential oils against Psoroptes cuniculi,Veterinary Parasitology,Volume 267, 2. [IF=2.738] Xiao-Fei Shang et al."Acaricidal activity and enzyme inhibitory activity of active compounds of essential oils against Psoroptes cuniculi."Vet Parasitol. 2019 Mar;267:54 3. [IF=9.381] Xinyu Meng et al."A family of chitosan-peptide conjugates provides broad HLB values, enhancing emulsion’s stability, antioxidant and drug release capacity."Carbohyd Polym. 2021 Apr;258:117653 4. [IF=5.813] Yali Li et al."Synergistic effect of hypocrellin B and curcumin on photodynamic inactivation of Staphylococcus aureus."Microb Biotechnol. 2021 Mar;14(2):692-707 5. [IF=5.81] Cui Lihua et al."Chaihu Guizhi Ganjiang Decoction Ameliorates Pancreatic Fibrosis via JNK/mTOR Signaling Pathway."Front Pharmacol. 2021 Jun;0:1369 |