CAS 23513-14-6|6-Gingerol

Introduction：Basic information about CAS 23513-14-6|6-Gingerol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. 6-Gingerol BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
MUTATION DATA
5. Safety Information
6. Customs
7. Articles19
8. Synonyms

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	ChineseUSA	Flash Point	159.0±19.4 °C
Symbol	GHS06	Signal Word	Danger

Names

Name	gingerol
Synonym	More Synonyms

6-Gingerol BiologicalActivity

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	Signaling Pathways >>Epigenetics >>AMPKSignaling Pathways >>PI3K/Akt/mTOR >>AMPKSignaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerNatural Products >>Flavonoids
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
InChIKey	NLDDIKRKFXEWBK-AWEZNQCLSA-N
SMILES	CCCCCC(O)CC(=O)CCc1ccc(O)c(OC)c1
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
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

Acute toxicity and genotoxicity study of fermented traditional herb formula Guibi-tang.

J. Ethnopharmacol. 156 , 182-9, (2014)

Guibi-tang (Guipi-tang in Chinese and Kihi-to in Japanese) is a multi-herb traditional medicine commonly prescribed to treat psychoneurosis in East Asia. Although this medicine has been widely used, t...

Integrated LC-MS/MS Analytical Systems and Physical Inspection for the Analysis of a Botanical Herbal Preparation.

Molecules 20 , 10641-56, (2015)

The herbal decoction process is generally inconvenient and unpleasant. To avoid using herbal medicine decoctions, various high-quality industrial and pharmaceutical herbal decoction products have been...

6-Shogaol enhances renal carcinoma Caki cells to TRAIL-induced apoptosis through reactive oxygen species-mediated cytochrome c release and down-regulation of c-FLIP(L) expression.

Chem. Biol. Interact. 228 , 69-78, (2015)

6-Shogaol, a potent bioactive compound in ginger (Zingiber officinale Roscoe), has been reported for anti-inflammatory and anti-cancer activity. In this study, we investigated the effect of 6-shogaol ...

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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