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8-Gingerol 23513-08-8

8-Gingerol 23513-08-8

CAS No.: 23513-08-8

8-Gingerol is developed from the rhizome of ginger (Z. officinale). It is orally bioactive and can activate TRPV1 with E
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This product is for research use only, not for human use. We do not sell to patients.

8-Gingerol is developed from the rhizome of ginger (Z. officinale). It is orally bioactive and can activate TRPV1 with EC50 of 5.0 µM. 8-Gingerol inhibits COX-2 and also suppresses the growth of H. pylori in vitro.

Physicochemical Properties


Molecular Formula C19H30O4
Molecular Weight 322.4391
Exact Mass 322.214
CAS # 23513-08-8
PubChem CID 168114
Appearance White to yellow solid powder
Density 1.1±0.1 g/cm3
Boiling Point 476.4±35.0 °C at 760 mmHg
Melting Point 30 - 32 °C
Flash Point 162.6±19.4 °C
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.517
LogP 3.55
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 12
Heavy Atom Count 23
Complexity 319
Defined Atom Stereocenter Count 1
SMILES

CCCCCCC[C@@H](CC(=O)CCC1=CC(=C(C=C1)O)OC)O

InChi Key BCIWKKMTBRYQJU-INIZCTEOSA-N
InChi Code

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
Chemical Name

(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


References

[1]. Gingerols: a novel class of vanilloid receptor (VR1) agonists. Br. J. Pharmacol. 137(6), 793-798 (2002).

[2]. Zingiberis rhizoma: A comprehensive review on the ginger effect and efficacy profiles. Phytomedicine 12(9), 684-701 (2005).

Additional Infomation (8)-Gingerol is a beta-hydroxy ketone, a member of phenols and a monomethoxybenzene.
(8)-Gingerol has been reported in Zingiber officinale with data available.
See also: Ginger (part of).

Solubility Data


Solubility (In Vitro) DMSO : ≥ 100 mg/mL (~310.14 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (7.75 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (7.75 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 3: ≥ 2.5 mg/mL (7.75 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1014 mL 15.5068 mL 31.0135 mL
5 mM 0.6203 mL 3.1014 mL 6.2027 mL
10 mM 0.3101 mL 1.5507 mL 3.1014 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.