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Ononin

$113

  • Brand : BIOFRON

  • Catalogue Number : BF-O1003

  • Specification : 98%

  • CAS number : 486-62-4

  • Formula : C22H22O9

  • Molecular Weight : 430.4

  • PUBCHEM ID : 442813

  • Volume : 20mg

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Catalogue Number

BF-O1003

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

430.4

Appearance

White crystalline powder

Botanical Source

Pueraria montana var. lobata,Solanum lyratum,Spatholobus suberectus,Trifolium pratense,Pseudolarix amabilis

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O

Synonyms

4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-3-(4-methoxyphenyl)-/GLUCOSYL-7-O-FORMONONETIN/Formononetin 7-O-β-D-glucopyranoside/3-(4-Methoxyphenyl)-4-oxo-4H-chromen-7-yl-β-D-glucopyranoside/FoMononetin-7-O-glucoside/Formononetin-7-O-glucoside/Fomononetin/3-(4-Methoxyphenyl)-4-oxo-4H-chromen-7-yl b-D-glucopyranoside/3-(4-Methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-one/Ononin/Ononoside/3-(4-Methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-on/3-(4-Methoxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside/3-(4-Methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-one

IUPAC Name

3-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Density

1.5±0.1 g/cm3

Solubility

Methanol; DMF

Flash Point

245.7±25.0 °C

Boiling Point

697.8±55.0 °C at 760 mmHg

Melting Point

216ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:486-62-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

28095349

Abstract

Increasing evidence has shown that ononin, a major isoflavone, has anti-inflammatory effects on lipopolysaccharide (LPS)-induced inflammation. However, the molecular mechanisms underlying the anti-inflammatory effects of ononin are still unclear. In the present study, we investigated these effects and the underlying mechanisms of ononin on LPS-induced inflammatory responses. Mouse RAW 264.7 cells were treated with 1μg/mL LPS and 5, 25, 50, 100 or 150μM ononin for 18h. Cell viability was assessed using MTT assays, and the production of nitric oxide (NO), prostaglandin E2 (PGE2) and the pro-inflammatory cytokines TNF-α, IL-1β and IL-6 in cultures was examined by Griess and ELISA analyses. qRT-PCR was performed to detect the mRNA expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase (COX-2). Mitogen-activated protein kinases (MAPKs) and nuclear transcription factor Kappa-B (NF-κB) signalling pathway-related proteins were assessed by western blot assays. The results showed that cell viability was not significantly affected by up to 100μM ononin. The production of NO, PGE2 and the pro-inflammatory cytokines TNF-α, IL-1β and IL-6 in the cultures, the mRNA expression of two major inflammatory mediators, COX-2 and iNOS, and the expression of phosphorylated IκB-α, ERK, JNK, and p38 MAPKs proteins in LPS-treated cells were significantly increased. These changes could be reversed by treatment with ononin in a concentration-dependent manner (P<0.05). The results suggest that ononin has anti-inflammatory effects on LPS-induced inflammatory responses by inhibiting the NF-κB and MAPK pathways and may be a potential treatment for inflammation.
Copyright © 2017 Elsevier Ltd. All rights reserved.

KEYWORDS

Inflammation; Inflammatory cytokines; Mapk; NF-κB; Ononin

Title

Anti-inflammatory effects of ononin on lipopolysaccharide-stimulated RAW 264.7 cells.

Author

Dong L1, Yin L2, Zhang Y2, Fu X2, Lu J3.

Publish date

2017 Mar 23

PMID

24253965

Abstract

Formononetin 7-O-glucoside (ononin), an isoflavonoid, was isolated from the soils of cultivated areas associated with the perennial weed,Pluchea lanceolata. Aqueous solutions of this compound inhibited significantly root and shoot growth of mustard at 1×10(-4) M, 5×10(-4) M, and 1×10(-3)M. The level of inhibition was similar to that of hesperidin and taxifolin 3-arabinoside, as reported earlier. The potential allelopathic effect of this compound under field conditions is discussed.

Title

Formononetin 7-O-glucoside (ononin), an additional growth inhibitor in soils associated with the weed,Pluchea lanceolata (DC) C.B. Clarke (Asteraceae).

Author

Inderjit1, Dakshini KM.

Publish date

1992 May

PMID

29504397

Abstract

Formononetin and its glycoside ononin are bioactive isoflavones widely present in legumes. The present study investigated the pharmacokinetics, bioavailability, and in vitro absorption of formononetin and ononin. After an oral administration to rats, formononetin showed a higher systemic exposure over ononin. The oral bioavailability of formononetin and ononin were 21.8% and 7.3%, respectively. Ononin was more bioavailable than perceived, and its bioavailability reached 21.7% when its metabolite formononetin was taken into account. Both formononetin and ononin exhibited better absorption in large intestine segments than that in small intestine segments. Formononetin displayed a better permeability in all intestinal segments over ononin. Transport of formononetin across Caco-2 cell monolayer was mainly through passive diffusion, while ononin was actively pumped out by MRP2 but not P-gp. The results provide evidence for better understanding of the pharmacological actions of formononetin and ononin, which advocates more in vivo evaluations or human trials.

KEYWORDS

Caco-2; Ussing chamber; bioavailability; formononetin; ononin; permeability

Title

Pharmacokinetics and Bioavailability of the Isoflavones Formononetin and Ononin and Their in Vitro Absorption in Ussing Chamber and Caco-2 Cell Models.

Author

Luo LY1, Fan MX2, Zhao HY3, Li MX4, Wu X4, Gao WY1.

Publish date

2018 Mar 21


Description :

Ononin is an isoflavonoid, is an additional growth inhibitor in soils associated with the weed, Pluchea lanceolata.