| Identification | More | [Name]
4-(4-HYDROXY-3-METHOXYPHENYL)-3-BUTEN-2-ONE | [CAS]
1080-12-2 | [Synonyms]
4-(4-HYDROXY-3-METHOXYPHENYL)-3-BUTEN-2-ONE
4-(4-HYDROXY-3-METHOXYPHENYL)-3-BUTENE-2-ONE
4-(4-HYDROXY-3-METHOXYPHENYL)BUT-3-EN-2-ONE
DEHYDROZINGERONE
FEMA 3738
VANILLYLIDENACETONE
VANILLYLIDENEACETONE
VANILLYLIDINE ACETONE
4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-on
dehydro(o)-paradol
feruloylmethane
methyl-3-methoxy-4-hydroxystyrylketone
mhsk
vanillalacetone
Vanillideneacetone
3-Buten-2-one, 4-(4-hydroxy-3-methoxyphenyl)-
4-(3-Methoxy-4-hydroxyphenyl)-3-butene-2-one
Dehydrogingerone
Ferulic methyl ketone | [EINECS(EC#)]
214-096-9 | [Molecular Formula]
C11H12O3 | [MDL Number]
MFCD00012210 | [Molecular Weight]
192.21 | [MOL File]
1080-12-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
125-130 °C | [Boiling point ]
268.19°C (rough estimate) | [density ]
1.1503 (rough estimate) | [FEMA ]
3738 | [refractive index ]
1.4600 (estimate) | [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). | [form ]
solid | [pka]
9.94±0.31(Predicted) | [color ]
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. | [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) |
| Safety Data | Back Directory | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
EM9960000
| [F ]
10-23 | [HS Code ]
29145090 | [Toxicity]
LD50 intraperitoneal in mouse: 610mg/kg |
| Hazard Information | Back Directory | [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. | [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. | [References]
1) Kubra et al. (2014), Structure-function activity of dehydrozingerone and its derivatives as antioxidant and antimicrobial compounds; J. Food Sci. Technol., 51 245
2) Motohashi et al. (1998), Inhibitory effects of dehydrozingerone and related compounds on 12-O-tetradecanoylphorbol-13-acetate induced Epstein-Barr virus early antigen activation; Cancer Lett., 134 37
3) Yogosawa et al. (2012), Dehydrozingerone, a structural analog of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells; J. Nat. Prod., 75 2088
4) Liu et al. (2008), Inhibitory effect of dehydrozingerone on vascular smooth muscle cell function; J. Cardiovasc. Pharmacol., 52 422 |
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