10-Gingerol

Names

[ Name ]:
10-Gingerol

[Synonym ]:
(S)- 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone
(5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone
(5s)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
<10>-Gingerol
10-Gingerol
3-Tetradecanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)-

Biological Activity

[Description]:

10-Gingerol is a major pungent constituent in the ginger oleoresin from fresh rhizome, with anti-inflammatory, antioxidant and anti-proliferative activities. 10-Gingerol inhibits the proliferation of MDA-MB-231 tumor cell line with an IC50 of 12.1 μM[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[References]

[1]. Dugasani S, et al. Comparative antioxidant and anti-inflammatory effects of [6]-gingerol, [8]-gingerol, [10]-gingerol and [6]-shogaol. J Ethnopharmacol. 2010 Feb 3;127(2):515-20.

[2]. Almada da Silva J, et al. Purification and differential biological effects of ginger-derived substances on normal and tumor cell lines. J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Aug 15;903:157-62.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
499.7±35.0 °C at 760 mmHg

[ Melting Point ]:
45 - 46 °C

[ Molecular Formula ]:
C₂₁H₃₄O₄

[ Molecular Weight ]:
350.492

[ Flash Point ]:
166.4±19.4 °C

[ Exact Mass ]:
350.245697

[ PSA ]:
66.76000

[ LogP ]:
4.61

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.513

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
methanol: soluble5mg/mL, clear, colorless

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XB8720000

CHEMICAL NAME :: 3-Tetradecanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-

CAS REGISTRY NUMBER :: 23513-15-7

LAST UPDATED :: 199503

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C21-H34-O4

MOLECULAR WEIGHT :: 350.55

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ZYZAEU Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. (China International Book Trading Corp., POB 2820, Beijing, Peop. China) V.24- 1989- Volume(issue)/page/year: 25,231,1990

Safety Information

[ Hazard Statements ]:
H413

[ Hazard Codes ]:
T+

[ Risk Phrases ]:
53

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2914509090

Synthetic Route

Click to get detail 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%

Articles

Regioselective glucuronidation of gingerols by human liver microsomes and expressed UDP-glucuronosyltransferase enzymes: reaction kinetics and activity correlation analyses for UGT1A9 and UGT2B7.

J. Pharm. Pharmacol. 67(4) , 583-96, (2015)

To determine the reaction kinetics for regioselective glucuronidation of gingerols (i.e. 6-, 8- and 10-gingerol) by human liver microsomes and expressed UDP-glucuronosyltransferase (UGT) enzymes, and ...

Identification of serotonin 5-HT1A receptor partial agonists in ginger.

Bioorg. Med. Chem. 18 , 3345-51, (2010)

Animal studies suggest that ginger (Zingiber officinale Roscoe) reduces anxiety. In this study, bioactivity-guided fractionation of a ginger extract identified nine compounds that interact with the hu...

Antiallergic potential on RBL-2H3 cells of some phenolic constituents of Zingiber officinale (ginger).

J. Nat. Prod. 72 , 950-3, (2009)

In the present study on five pure phenolic compounds (1-5) isolated from the rhizomes of Zingiber officinale (ginger) and investigated for their antiallergic potency, rat basophilic leukemia (RBL-2H3)...