6-Gingerol

Modify Date: 2024-01-02 12:38:38

6-Gingerol Structure
6-Gingerol structure
 Common Name 6-Gingerol
CAS Number 23513-14-6 Molecular Weight 294.386
Density 1.1±0.1 g/cm3 Boiling Point 453.0±35.0 °C at 760 mmHg
Molecular Formula C17H26O4 Melting Point 30 - 32ºC
MSDS Chinese USA Flash Point 159.0±19.4 °C
Symbol GHS06
GHS06		 Signal Word Danger

 Use of 6-Gingerol


[6]-Gingerol is an active compound isolated from Ginger (Zingiber officinale Rosc), exhibits a variety of biological activities including anticancer, anti-inflammation, and anti-oxidation.

 Names

Name gingerol
Synonym More Synonyms

 6-Gingerol Biological Activity

Description [6]-Gingerol is an active compound isolated from Ginger (Zingiber officinale Rosc), exhibits a variety of biological activities including anticancer, anti-inflammation, and anti-oxidation.
Related Catalog
Target

AMPK

Apoptosis

In Vitro [6]-gingerol inhibits colon cancer cell proliferation and induced apoptosis, while the normal colon cells are unaffected. [6]-gingerol down-regulates phorbol myristate acetate induced phosphorylation of ERK1/2 and JNK MAP kinases and activation of AP-1 transcription factor, but has only little effects on phosphorylation of p38 MAP kinase and activation of NF-kappa B[1]. [6]-gingerol treatment is shown to restore impaired intestinal barrier function and to suppress proinflammatory responses in DSS-treated Caco-2 monolayers. AMPK is activated on [6]-gingerol treatment[2]. Treatment with [6]-gingerol results in a significant decrease in the viability of osteosarcoma cells in a dose-dependent fashion. In parallel, the number of cells arrested at the sub-G1 cell cycle phase is significantly increased. [6]-gingerol induces activation of caspase cascades and regulates cellular levels of Bcl2 and Bax[3].
In Vivo In animal studies, [6]-gingerol significantly ameliorates DSS-induced colitis by restoration of body weight loss, reduction in intestinal bleeding, and prevention of colon length shortening. In addition, [6]-gingerol suppresses DSS-elevated production of proinflammatory cytokines (IL-1β, TNFα, and IL-12)[2].
Cell Assay [6]-gingerol stock (20 mg/mL) is prepared in ethanol and the working concentrations are prepared by diluting this stock in dimethyl sufoxide (DMSO). For MTT assay, 5×103 cells/well of human colon cancer cells and 104 cells/well of mouse IECs are seeded in 96-well plates. Cells are treated with [6]-gingerol for 48 h,72 h or 96 h before performing MTT assay and for 16 h before Annexin-V staining[1].
Animal Admin Mice: Mice with DSS-induced colitis are given different oral dosages of [6]-gingerol daily for 14 days. Body weight and colon inflammation are evaluated, and level of proinflammatory cytokines in colon tissues is measured[2].
References

[1]. Radhakrishnan EK, et al. [6]-Gingerol induces caspase-dependent apoptosis and prevents PMA-induced proliferation in colon cancer cells by inhibiting MAPK/AP-1 signaling. PLoS One. 2014 Aug 26;9(8):e104401.

[2]. Chang KW, et al. 6-Gingerol modulates proinflammatory responses in dextran sodium sulfate (DSS)-treated Caco-2 cells and experimental colitis in mice through adenosine monophosphate-activated protein kinase (AMPK) activation. Food Funct. 2015 Oct;6(10):3334-41.

[3]. Fan J, et al. 6-Gingerol inhibits osteosarcoma cell proliferation through apoptosis and AMPK activation. Tumour Biol. 2015 Feb;36(2):1135-41.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 453.0±35.0 °C at 760 mmHg
Melting Point 30 - 32ºC
Molecular Formula C17H26O4
Molecular Weight 294.386
Flash Point 159.0±19.4 °C
Exact Mass 294.183105
PSA 66.76000
LogP 2.48
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.523
Storage condition ?20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
HE0757000
CHEMICAL NAME :
3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-(+)-
CAS REGISTRY NUMBER :
23513-14-6
LAST UPDATED :
199412
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C17-H26-O4
MOLECULAR WEIGHT :
294.43
WISWESSER LINE NOTATION :
QY5&1V2R DQ CO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
58100 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
25500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Escherichia coli
DOSE/DURATION :
200 umol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 122,87,1983

 Safety Information

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301-H315-H319-H335
Precautionary Statements P261-P301 + P310-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xi
Risk Phrases R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Phrases S26-S36
RIDADR UN 2811 6.1 / PGIII
RTECS HE0757000
HS Code 2914509090

 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%

 Articles19

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 Synonyms

3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-(+)-
(S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one
3-Decanone (5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)
(+)-Gingerol
(S)-[6]Gingerol
(S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone
3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-
3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)-
(+)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone
(S)-(+)-[6]Gingerol
(+)-[6]-Gingerol
6-Gingerol
(S)-(6)-Gingerol
(5S)-5-Hydroxy-1-(4-hydroxy-3-methoxy-phenyl)decan-3-one
Gingerol
UNII-925QK2Z900
(5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone
(5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one
MFCD00210507
[6]-Gingerol
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