ChemicalBook Product Catalog Biochemical Engineering Chinese Herbs 8-GINGEROL

8-GINGEROL

Product Name8-GINGEROL
CAS23513-08-8
MFC19H30O4
MW322.44
EINECS
MOL File23513-08-8.mol

Chemical Properties

Boiling point	476.4±35.0 °C(Predicted)
Density	1.058±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,2-8°C
solubility	methanol: soluble1mg/mL, clear, colorless
form	powder
pka	10.02±0.20(Predicted)
color	white to light yellow
Water Solubility	practically insoluble in water
BRN	2059802
Major Application	food and beverages
InChI	InChI=1S/C19H30O4/c1-3-4-5-6-7-8-16(20)14-17(21)11-9-15-10-12-18(22)19(13-15)23-2/h10,12-13,16,20,22H,3-9,11,14H2,1-2H3/t16-/m0/s1
InChIKey	BCIWKKMTBRYQJU-INIZCTEOSA-N
SMILES	C(C1=CC=C(O)C(OC)=C1)CC(=O)C[C@@H](O)CCCCCCC
LogP	3.881 (est)

Safety Information

Hazard Codes	Xi
Risk Statements	43
Safety Statements	36/37
WGK Germany	3
RTECS	JR4362000
HS Code	29145019
Storage Class	10 - Combustible liquids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Usage And Synthesis

Chemical Properties

A white waxy solid, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from dried ginger and fresh ginger.

Uses

8-Gingerol has been observed to exhibit anti-oxidant behaviour towards lipids and is effective in suppressing obesity and adipose tissue inflammation.

Definition

ChEBI: (8)-Gingerol is a beta-hydroxy ketone, a member of phenols and a monomethoxybenzene.

Biological Activity

[8]-Gingerol is a bioactive compound found in ginger (Zingiber officinale) with anti-inflammatory and antioxidant activity.

in vivo

8-Gingerol (50, 100 mg/kg, i.p., once daily for 7 days) can suppress the humoral and cellular immune responses in mice, likely by directly inhibiting activated T cells and B cells^[4]. 8-Gingerol (10, 20 mg/kg, i.p., once daily for 14 days) improves ISO-induced myocardial fibrosis in mice by regulating the PI3K/Akt/mTOR signaling pathway, inhibiting oxidative stress, apoptosis, and autophagy^[5].

Animal Model:	OVA-immunized mice (BALB/c male mice, 5 weeks old, 18-22g, immunized with ovalbumin (OVA))^[4]
Dosage:	25, 50, 100 mg/kg
Administration:	Intraperitoneal injection (i.p.), once daily for 7 consecutive days
Result:	Significantly suppressed LPS-, ConA-, and OVA-induced splenocyte proliferation in OVA-immunized mice and significantly reduced the percentage of CD19+ B cells and CD3+ T cells at high doses (50, 100 mg/kg)

Animal Model:	Isoproterenol (ISO)-induced myocardial fibrosis (MF) mouse model, Kunming mice (male, 6-8 weeks old, 15-20g)^[5]
Dosage:	10 mg/kg (low dose), 20 mg/kg (high dose)
Administration:	Intraperitoneal injection (i.p.), once daily for 14 days
Result:	Significantly reduced the heart weight, left ventricle weight index, CK, LDH levels, ROS generation, and pathological heart damage induced by ISO.

IC 50

MMP-9; Caspase-9

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