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Cat. No.: HY-124896

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Bonannione A

(Synonyms: 6-Geranylnaringenin; Mimulone)

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Bonannione A (6-Geranylnaringenin; Mimulone), a prenylflavonoid, is an orally active and potent protein tyrosine phosphatase 1B (PTP1B) inhibitor with an IC₅₀ of 14 µM. Bonannione A triggers caspase-dependent apoptosis. Bonannione A induces autophagy through p53-mediated AMPK/mTOR pathway. Bonannione A shows anti-inflammatory, antiradical and anti-cancer activity.

For research use only. We do not sell to patients.

Purity: 98%
CAS No.: 97126-57-3
Formula: C₂₅H₂₈O₅
Molecular Weight:408.49

Storage:

-20°C, sealed storage, away from moisture and light

* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)

Bonannione A Chemical Structure

CAS No.: 97126-57-3

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Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Bioz

Biological Activity

Description

Cellular Effect

Cell Line	Type	Value	Description	References
A2780	IC₅₀	12 μg/mL Compound: 5	Cytotoxicity against human A2780 cells Cytotoxicity against human A2780 cells	[PMID: 15787448]
A2780cisR	IC₅₀	24.5 μM Compound: 9	Antiproliferative activity against drug-sensitive human A2780 cells Antiproliferative activity against drug-sensitive human A2780 cells	[PMID: 17326683]
BJ	EC₅₀	>10 μM Compound: 9	Cytotoxicity against human BJ cells assessed as viable cells after 72 hrs by calcein AM assay Cytotoxicity against human BJ cells assessed as viable cells after 72 hrs by calcein AM assay	[PMID: 20192247]
C3H 10T1/2	IC₅₀	>75 μM Compound: 8	Cytotoxicity against mouse C3H10T1/2 cells after 24 hrs by fluorometric microculture assay Cytotoxicity against mouse C3H10T1/2 cells after 24 hrs by fluorometric microculture assay	[PMID: 26178912]
CCRF-CEM	EC₅₀	11.6 μM Compound: 9	Cytotoxicity against human CEM cells assessed as viable cells after 72 hrs by calcein AM assay Cytotoxicity against human CEM cells assessed as viable cells after 72 hrs by calcein AM assay	[PMID: 20192247]
HaCaT	IC₅₀	14.6 μM Compound: 8	Inhibition of hedgehog signaling pathway in human HaCaT cells assessed as GLI1-mediated transcriptional activity after 12 hrs by luciferase assay Inhibition of hedgehog signaling pathway in human HaCaT cells assessed as GLI1-mediated transcriptional activity after 12 hrs by luciferase assay	[PMID: 26178912]
HeLa	EC₅₀	>10 μM Compound: 9	Cytotoxicity against human HeLa cells assessed as viable cells after 72 hrs by calcein AM assay Cytotoxicity against human HeLa cells assessed as viable cells after 72 hrs by calcein AM assay	[PMID: 20192247]
MCF7	EC₅₀	>10 μM Compound: 9	Cytotoxicity against human MCF7 cells assessed as viable cells after 72 hrs by calcein AM assay Cytotoxicity against human MCF7 cells assessed as viable cells after 72 hrs by calcein AM assay	[PMID: 20192247]
PANC-1	IC₅₀	29.9 μM Compound: 8	Cytotoxicity against Hh signaling abnormally activated human PANC1 cells after 24 hrs by fluorometric microculture assay Cytotoxicity against Hh signaling abnormally activated human PANC1 cells after 24 hrs by fluorometric microculture assay	[PMID: 26178912]
RPMI-8226	EC₅₀	>10 μM Compound: 9	Cytotoxicity against human RPMI8226 cells assessed as viable cells after 72 hrs by calcein AM assay Cytotoxicity against human RPMI8226 cells assessed as viable cells after 72 hrs by calcein AM assay	[PMID: 20192247]
THP-1	EC₅₀	>10 μM Compound: 9	Cytotoxicity against human THP1 cells after 72 hrs by erythosin B staining method Cytotoxicity against human THP1 cells after 72 hrs by erythosin B staining method	[PMID: 20192247]
THP-1	IC₅₀	<10 μM Compound: 19	Cytotoxicity against human THP1 cells assessed as cell viability after 24 hrs by WST assay Cytotoxicity against human THP1 cells assessed as cell viability after 24 hrs by WST assay	[PMID: 25735399]
U-266	EC₅₀	>10 μM Compound: 9	Cytotoxicity against human U266 cells assessed as viable cells after 72 hrs by calcein AM assay Cytotoxicity against human U266 cells assessed as viable cells after 72 hrs by calcein AM assay	[PMID: 20192247]

In Vitro

Bonannione A (0-80 µM; 12, 24 hours) significantly inhibits cell proliferation in a dose- and time-dependent way in cancer cell lines^[2].
Bonannione A (0-60 µM; 24 hours) triggers caspase-dependent apoptosis in A549 cells. Bonannione A increases accumulation of cells at the apoptotic sub-G1 phase and the number of cells at G2/M phase^[2].
Bonannione A (60 µM, 24 h) triggers autophagy without impairment of autophagic flux in A549 cells. Bonannione A remarkably reduced p53 levels^[2].
Bonannione A (60 µM, 0-24 h) remarkably decreased the levels of p53 and phospho-mTOR^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Proliferation Assay^[2]

Cell Line:

Human lung cancer A549, breast cancer MCF-7, colon cancer HCT116 and osteosarcoma U2OS cells
Concentration:

20, 40, 60, 80 µM
Incubation Time:

12, 24 h
Result:

Significantly inhibited cell proliferation in a dose- and time-dependent way in these cancer cell lines.

Apoptosis Analysis^[2]

Cell Line:

A549 cells
Concentration:

0-60 µM
Incubation Time:

24 h
Result:

Annexin V/PI-positive cells were markedly increased in a dose- and time-dependent way.
Induced apoptosis through caspase-3 activation and PARP cleavage.

Cell Cycle Analysis^[2]

Cell Line:

A549 cells
Concentration:

0-60 µM
Incubation Time:

24 h
Result:

Increased accumulation of cells at the apoptotic sub-G1 phase in a dose-dependent manner.
The number of cells at G2/M phase also increased in a dose-dependent manner.

Cell Autophagy Assay^[2]

Cell Line:

A549 cells
Concentration:

60 µM
Incubation Time:

24 h
Result:

Remarkably increased ATG7 and LC3-II protein levels in a dose-dependent way, but Beclin-1 level was slightly augmented.

Western Blot Analysis^[2]

Cell Line:

A549 cells
Concentration:

60 µM
Incubation Time:

0-24 h
Result:

Remarkably decreased the levels of p53 and phospho-mTOR. Significantly increased whereas the levels of phospho-AMPK and phospho-Acetyl-CoA Carboxylase (ACC), an AMPK substrate.

In Vivo

Bonannione A (25 mg/kg; gavage; 48 and 24 h prior to DSS and every 24 h on the following days; for 5days) ameliorates the symptoms of colitis and delayed their onset^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Male Wistar rats (180-220 g)^[3]
Dosage:

25 mg/kg
Administration:

Gavage; 48 and 24 h prior to DSS (10% (w/v)) and every 24 h on the following days; for 5days
Result:

Ameliorated the symptoms of colitis and delayed their onset.
Showed the low DAI on the last day of the experiment.

Chemical Information

CAS No. 97126-57-3
Appearance Solid
Molecular Weight 408.49
Formula C₂₅H₂₈O₅
Color Light yellow to yellow
SMILES

O=C1C[C@H](OC2=C1C(O)=C(C(O)=C2)C/C=C(CC/C=C(C)\C)\C)C3=CC=C(C=C3)O
Synonyms

6-Geranylnaringenin; Mimulone
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

-20°C, sealed storage, away from moisture and light

* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (273 KB)
SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Portuguese - PT (252 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Lai-Bin Zhang, et al. Isoprenylated Flavonoids with PTP1B Inhibition from Macaranga denticulate. Nat Prod Bioprospect. 2016 Feb;6(1):25-30. [Content Brief]

[2]. Hyun-Kyu An, et al. Mimulone-induced autophagy through p53-mediated AMPK/mTOR pathway increases caspase-mediated apoptotic cell death in A549 human lung cancer cells. PLoS One. 2014 Dec 9;9(12):e114607. [Content Brief]

[3]. Zora Vochyánová, et al. Diplacone and mimulone ameliorate dextran sulfate sodium-induced colitis in rats. Fitoterapia. 2015 Mar;101:201-7. [Content Brief]

Calculators

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

100 mg

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