Catalogue Number
BD-P0366
Analysis Method
HPLC,NMR,MS
Specification
95.0%(HPLC)
Storage
-20℃
Molecular Weight
278.39
Appearance
Botanical Source
Structure Type
Other Phenolic Compounds
Category
SMILES
CCCCCCCC(=O)CCC1=CC(=C(C=C1)O)OC
Synonyms
IUPAC Name
Density
1.0±0.1 g/cm3
Solubility
DMSO : ≥ 140 mg/mL (502.89 mM)
*"≥" means soluble, but saturation unknown.
Flash Point
140.0±18.1 °C
Boiling Point
406.5±30.0 °C at 760 mmHg
Melting Point
InChl
InChI=1S/C17H26O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h10,12-13,19H,3-9,11H2,1-2H3
InChl Key
CZNLTCTYLMYLHL-UHFFFAOYSA-N
WGK Germany
RID/ADR
HS Code Reference
2914500000
Personal Projective Equipment
Correct Usage
For Reference Standard and R&D, Not for Human Use Directly.
Meta Tag
provides coniferyl ferulate(CAS#:27113-22-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate
No Technical Documents Available For This Product.
29542131
Background: Grains of paradise (GP) is the seed of Aframomum melegueta, which is widely distributed throughout West Africa and has been used as a spice and a folk remedy for a long time. Anti-obesity effect of GP intake was demonstrated in a previous report. Aim of the present study was to isolate some compounds in GP and clarify the anti-obesity mechanism.
Results: Ten vanilloid compounds were isolated. Among them, 1-(4′-hydroxy-3′-methoxyphenyl)-decan-3-ol and 1-(4′-hydroxy-3′-methoxyphenyl)-3-octen-5-one were determined as novel compounds and 6-gingerol, 6-paradol and 6-shogaol were identified as the major constituents in GP extract. Moreover, the extract and 6-gingerol, which is one of the principal components of GP extract, were orally administered to rats to investigate the effect on sympathetic nerve activity (SNA) in brown adipose tissue (BAT). The injection of GP extract and 6-gingerol decreased BAT-SNA, whereas capsaicin, which is a major component of chili pepper, activates the sympathetic nervous system.
Conclusion: This study suggested that GP extract and 6-gingerol were largely unrelated to the anti-obesity effect by the activation of interscapular BAT-SNA and had a different anti-obesity mechanism to capsaicin. © 2018 Society of Chemical Industry.
BAT-SNA; anti-obesity effect; grains of paradise; vanilloid.
Identification of vanilloid compounds in grains of paradise and their effects on sympathetic nerve activity
Hiroyuki Hattori 1, Kosei Yamauchi 2, Siaw Onwona-Agyeman 3, Tohru Mitsunaga 4
2018 Sep
28274629
Paradols are unsaturated ketones produced by biotransformation of shogaols in gingers. Among them, 6-paradol has been investigated as a new drug candidate due to its anti-inflammatory, apoptotic, and neuroprotective activities. In this study, the inhibitory effects of 6-paradol on the activities of cytochrome P450 (CYP) enzymes were investigated with human liver microsomes and recombinant CYP isozymes. 6-Paradol showed concentration-dependent inhibitory effects on CYP1A2, CYP2B6, CYP2C8, CYP2C9, and CYP2C19 isozymes, with IC50 values ranging from 3.8 to 21.4µM in recombinant CYP isozymes. However, the inhibition was not potentiated following pre-incubation, indicating that 6-paradol is not a mechanism-based inhibitor. These results suggest that pharmacokinetic drug-drug interactions might occur with 6-paradol, which must be considered in the process of new drug development.
6-Paradol; CYP inhibition; Drug-drug interaction; Ginger; Unsaturated ketone.
Effects of 6-paradol, an unsaturated ketone from gingers, on cytochrome P450-mediated drug metabolism
Hyeong Jun Kim 1, In Sook Kim 1, Shaheed Ur Rehman 2, Sang Keun Ha 3, Katsunori Nakamura 4, Hye Hyun Yoo 5
2017 Apr 15;
28106738
The anti-diabetic activity of ginger powder (Zingiber officinale) has been recently promoted, with the recommendation to be included as one of the dietary supplements for diabetic patients. However, previous studies presented different results, which may be caused by degradation and metabolic changes of ginger components, gingerols, shogaols and paradols. Therefore, we prepared 10 ginger active components, namely 6-, 8-, 10-paradols, 6-, 8-, 10-shogaols, 6-, 8-, 10-gingerols and zingerone, and evaluated their anti-hyperglycemic activity. Among the tested compounds, 6-paradol and 6-shogaol showed potent activity in stimulating glucose utilization by 3T3-L1 adipocytes and C2C12 myotubes. The effects were attributed to the increase in 5′ adenosine monophosphate-activated protein kinase (AMPK) phosphorylation in 3T3-L1 adipocytes. 6-Paradol, the major metabolite of 6-shogaol, was utilized in an in vivo assay and significantly reduced blood glucose, cholesterol and body weight in high-fat diet-fed mice.
3T3-L1 adipocytes; 6-paradol; C2C12 myotubes; diabetes mellitus; high-fat diet-fed mice; shogaols.
6-Paradol and 6-Shogaol, the Pungent Compounds of Ginger, Promote Glucose Utilization in Adipocytes and Myotubes, and 6-Paradol Reduces Blood Glucose in High-Fat Diet-Fed Mice
Chien-Kei Wei 1, Yi-Hong Tsai 2, Michal Korinek 3, Pei-Hsuan Hung 4, Mohamed El-Shazly 5 6, Yuan-Bin Cheng 7, Yang-Chang Wu 8 9 10 11, Tusty-Jiuan Hsieh 12 13 14 15, Fang-Rong Chang 16 17 18
2017 Jan 17;