8-GINGEROL
8-GINGEROL Basic information
- Product Name:
- 8-GINGEROL
- Synonyms:
-
- GINGEROL [8]
- (5S)-1-(3-Methoxy-4-hydroxyphenyl)-5-hydroxydodecane-3-one
- (5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-dodecanone
- (S)-10-Oxo-12-(3-methoxy-4-hydroxyphenyl)dodecane-8-ol
- 8-Gingerol ,98%
- (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one
- (s)-(+)-3-dodecanon
- (s)-(+)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-dodecanone
- CAS:
- 23513-08-8
- MF:
- C19H30O4
- MW:
- 322.44
- Product Categories:
-
- Miscellaneous Natural Products
- Mol File:
- 23513-08-8.mol
8-GINGEROL 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
- pka
- 10.02±0.20(Predicted)
- form
- powder
- color
- white to light yellow
- Water Solubility
- practically insoluble in water
- BRN
- 2059802
- 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)
8-GINGEROL 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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