zingerone

Modify Date: 2024-01-02 19:44:34

zingerone Structure
zingerone structure
Common Name zingerone
CAS Number 122-48-5 Molecular Weight 194.227
Density 1.1±0.1 g/cm3 Boiling Point 323.0±27.0 °C at 760 mmHg
Molecular Formula C11H14O3 Melting Point 40-41 °C(lit.)
MSDS Chinese USA Flash Point 123.7±17.2 °C

 Use of zingerone


Zingerone (Vanillylacetone) is a nontoxic methoxyphenol isolated from Zingiber officinale, with potent anti-inflammatory, antidiabetic, antilipolytic, antidiarrhoeic, antispasmodic and anti-tumor[3] properties[1]. Zingerone alleviates oxidative stress and inflammation, down-regulates NF-κB mediated signaling pathways[2]. Zingerone acts as an anti-mitotic agent, and inhibits the growth of neuroblastoma cells[3].

 Names

Name zingerone
Synonym More Synonyms

 zingerone Biological Activity

Description Zingerone (Vanillylacetone) is a nontoxic methoxyphenol isolated from Zingiber officinale, with potent anti-inflammatory, antidiabetic, antilipolytic, antidiarrhoeic, antispasmodic and anti-tumor[3] properties[1]. Zingerone alleviates oxidative stress and inflammation, down-regulates NF-κB mediated signaling pathways[2]. Zingerone acts as an anti-mitotic agent, and inhibits the growth of neuroblastoma cells[3].
Related Catalog
Target

NF-κB[3]

In Vitro Zingerone is a nontoxic methoxyphenol with potent anti-inflammatory, antidiabetic, antilipolytic, antidiarrhoeic, antispasmodic properties[1]. Zingerone (0-2 mM) decreases neruoblastoma cell survival[3]. Zingerone (0-2 mM) reduces cyclin D1 expression, increases cleavage of caspase-3 and PARP-1 in BE(2)-M17 cells[3].
In Vivo Zingerone (50, 100  mg/kg, p.o. daily for 21 days) protects against alloxan-induced diabetes via alleviation of oxidative stress and inflammation in rat[2]. Zingerone (10 mg/kg, i.p.) inhibits tumor progression through mitotic arrest, failure of cell division, and stimulation of apoptosis[3].
References

[1]. Ahmad B, et al. A Review on Pharmacological Properties of Zingerone (4-(4-Hydroxy-3-methoxyphenyl)-2-butanone). ScientificWorldJournal. 2015;2015:816364.

[2]. Ahmad B, et al. Zingerone (4-(4-hydroxy-3-methylphenyl) butan-2-one) protects against alloxan-induced diabetes via alleviation of oxidative stress and inflammation: Probable role of NF-kB activation. Saudi Pharm J. 2018 Dec;26(8):1137-1145.

[3]. Choi JS, et al. Zingerone Suppresses Tumor Development through Decreasing Cyclin D1 Expression and Inducing Mitotic Arrest. Int J Mol Sci. 2018 Sep 19;19(9).

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 323.0±27.0 °C at 760 mmHg
Melting Point 40-41 °C(lit.)
Molecular Formula C11H14O3
Molecular Weight 194.227
Flash Point 123.7±17.2 °C
Exact Mass 194.094299
PSA 46.53000
LogP 0.64
Vapour Pressure 0.0±0.7 mmHg at 25°C
Index of Refraction 1.526
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
EL8900000
CHEMICAL NAME :
2-Butanone, 4-(4-hydroxy-3-methoxyphenyl)-
CAS REGISTRY NUMBER :
122-48-5
BEILSTEIN REFERENCE NO. :
2051099
LAST UPDATED :
199701
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C11-H14-O3
MOLECULAR WEIGHT :
194.25

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,851,1982 ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2580 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,851,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,851,1982

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS EL8900000
Packaging Group II; III
Hazard Class 4.1
HS Code 29333999

 Synthetic Route

 Customs

HS Code 2914509090
Summary HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 Articles26

More Articles
Inhibition by capsaicin and its related vanilloids of compound action potentials in frog sciatic nerves.

Life Sci. 92(6-7) , 368-78, (2013)

Although capsaicin not only activates transient receptor potential vanilloid-1 (TRPV1) channels but also inhibits nerve conduction, the latter action has not yet been fully examined. The purpose of th...

Fenugreek extract as an inducer of cellular death via autophagy in human T lymphoma Jurkat cells.

BMC Complement Altern. Med. 12 , 202, (2012)

Drugs used both in classical chemotherapy and the more recent targeted therapy do not have cancer cell specificity and, hence, cause severe systemic side effects. Tumors also develop resistance to suc...

Targeting antioxidative signal transduction and stress response system: control of pathogenic Aspergillus with phenolics that inhibit mitochondrial function.

J. Appl. Microbiol. 101(1) , 181-9, (2006)

The aim of this study was to show whether antioxidative response systems are potentially useful molecular targets for control of Aspergillus fumigatus and Aspergillus flavus. Selected phenolic agents ...

 Synonyms

UNII-4MMW850892
Vanillyl acetone
4-(4-Hydroxy-3-methoxyphenyl)-2-butanone
4-(4-hydroxy-3-methoxyphenyl)butan-2-one
Zingiberone
2-Butanone, 4-(4-hydroxy-3-methoxyphenyl)-
EINECS 204-548-3
Vanillylacetone
MFCD00048232
3-Methoxy-4-hydroxybenzylacetone
2-Butanone, 4- (4-hydroxy-3-methoxyphenyl)-
Zingberone
zingerone
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  • Product Name: zingerone
  • Price: ¥Inquiry/50mg
  • Purity: 98.0%
  • Stocking Period: 1 Day
  • Contact: Xueping-Zheng



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Price: ¥260/25g

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