Goniothalamin (Synonyms: GTN; (R)-(+)-Goniothalamin)

Name: Goniothalamin
Brand: MedChemExpress
SKU: HY-N3968
Rating: 4.5 (0 reviews)

Cat. No.: HY-N3968 Purity: 98.0%: Data Sheet
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Goniothalamin (GTN) is a styryl lactone. Goniothalamin exhibits insecticidal, anti-tumor and antibacterial activities. Goniothalamin induces cell cycle arrest and apoptosis in tumor cells. Goniothalamin acts as a larvicide against Culex quinquefasciatus larvae and as a cytotoxin against brine shrimp larvae. Goniothalamin functions as an antibacterial agent against Gram-positive and Gram-negative bacteria, and also acts as an antifungal agent against pathogens including Candida albicans, Trichophyton rubrum and Trichophyton mentagrophytes. Goniothalamin is applicable to research related to breast cancer, lymphatic filariasis, bacterial infections and fungal infections.

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

Goniothalamin Chemical Structure

CAS No. : 17303-67-2

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1 mg	In-stock	Estimated Time of Arrival: December 31
5 mg	In-stock	Estimated Time of Arrival: December 31
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Biological Activity
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Description

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	5.7 μM Compound: (R)-1	Antiproliferative activity against human A549 cells after 48 hrs by CellTiter-Glo luminescent cell viability assay Antiproliferative activity against human A549 cells after 48 hrs by CellTiter-Glo luminescent cell viability assay	[PMID: 28214230]
DU-145	IC₅₀	19 μM Compound: 1a	Cytotoxicity against human DU145 cells after 72 hrs by MTT assay Cytotoxicity against human DU145 cells after 72 hrs by MTT assay	[PMID: 19022676]
HBL-100	IC₅₀	20.9 μM Compound: (R)-1	Antiproliferative activity against human HBL100 cells after 48 hrs by CellTiter-Glo luminescent cell viability assay Antiproliferative activity against human HBL100 cells after 48 hrs by CellTiter-Glo luminescent cell viability assay	[PMID: 28214230]
HaCaT	IC₅₀	28.6 μM Compound: 1	Cytotoxicity against human HaCaT cells assessed as reduction in cell viability after 24 hrs by MTT reduction assay Cytotoxicity against human HaCaT cells assessed as reduction in cell viability after 24 hrs by MTT reduction assay	[PMID: 25305718]
Hep 3B2	IC₅₀	5.4 μM Compound: 1	Cytotoxicity against human Hep3B cells Cytotoxicity against human Hep3B cells	[PMID: 20392543]
Hep 3B2	IC₅₀	5.4 μM Compound: 1	Cytotoxicity against human Hep3B cells assessed as growth inhibition Cytotoxicity against human Hep3B cells assessed as growth inhibition	[PMID: 31306909]
HepG2	IC₅₀	0.625 μM Compound: 1	Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 48 to 72 hrs Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 48 to 72 hrs	[PMID: 31306909]
HepG2	IC₅₀	1.6 μM Compound: 1	Cytotoxicity against human HepG2 cells after 24 hrs Cytotoxicity against human HepG2 cells after 24 hrs	[PMID: 20392543]
HepG2	IC₅₀	1.6 μM Compound: 1	Cytotoxicity against human HepG2 cells assessed as growth inhibition Cytotoxicity against human HepG2 cells assessed as growth inhibition	[PMID: 31306909]
K562	IC₅₀	7 μM Compound: Goniothalamin	Inhibition of NF-kappaB transactivation in TNF-alpha-stimulated human K562 cells preincubated for 2 hrs followed by TNF-alpha challenge measured after 6 hrs by dual luciferase reporter gene assay Inhibition of NF-kappaB transactivation in TNF-alpha-stimulated human K562 cells preincubated for 2 hrs followed by TNF-alpha challenge measured after 6 hrs by dual luciferase reporter gene assay	[PMID: 24775915]
LNCaP	IC₅₀	12 μM Compound: 1a	Cytotoxicity against human LNCAP cells after 72 hrs by MTT assay Cytotoxicity against human LNCAP cells after 72 hrs by MTT assay	[PMID: 19022676]
MCF7	IC₅₀	28 μM Compound: 1a	Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay	[PMID: 19022676]
MCF7	IC₅₀	4.5 μM Compound: 1	Cytotoxicity against human MCF7 cells after 24 hrs Cytotoxicity against human MCF7 cells after 24 hrs	[PMID: 20392543]
MCF7	IC₅₀	55.5 μM Compound: (R)-1	Antiproliferative activity against human MCF7 cells after 48 hrs by CellTiter-Glo luminescent cell viability assay Antiproliferative activity against human MCF7 cells after 48 hrs by CellTiter-Glo luminescent cell viability assay	[PMID: 28214230]
MDA-MB-231	IC₅₀	1.46 μM Compound: 1	Cytotoxicity against human MDA-MB-231 cells Cytotoxicity against human MDA-MB-231 cells	[PMID: 20381347]
MDA-MB-231	IC₅₀	5.4 μM Compound: 1	Cytotoxicity against human MDA-MB-231 cells Cytotoxicity against human MDA-MB-231 cells	[PMID: 20392543]
P388	IC₅₀	3.8 μM Compound: 1	Cytotoxicity against mouse P388 cells Cytotoxicity against mouse P388 cells	[PMID: 20392543]
PANC-1	IC₅₀	65 μM Compound: 1	Antiproliferative activity against human PANC1 cells assessed as reduction in colonies after 15 days by colony assay Antiproliferative activity against human PANC1 cells assessed as reduction in colonies after 15 days by colony assay	[PMID: 25305718]
PANC-1	IC₅₀	65 μM Compound: 1	Cytotoxicity against human PANC1 cells assessed as reduction in cell viability after 24 hrs by MTT reduction assay Cytotoxicity against human PANC1 cells assessed as reduction in cell viability after 24 hrs by MTT reduction assay	[PMID: 25305718]
PC-3	IC₅₀	4 μM Compound: 1a	Cytotoxicity against human PC3 cells after 72 hrs by MTT assay Cytotoxicity against human PC3 cells after 72 hrs by MTT assay	[PMID: 19022676]
RAW264.7	IC₅₀	27.4 μM Compound: 1	Inhibition of LPS-induced NF-kappaB activation in mouse RAW264.7 cells after 18 hrs by luciferase assay Inhibition of LPS-induced NF-kappaB activation in mouse RAW264.7 cells after 18 hrs by luciferase assay	[PMID: 23735825]
RAW264.7	IC₅₀	34.2 μM Compound: 1	Cytotoxicity against mouse RAW264.7 cells after 18 hrs by MTT assay Cytotoxicity against mouse RAW264.7 cells after 18 hrs by MTT assay	[PMID: 23735825]
WEHI-164	IC₅₀	8.5 μM Compound: 1	Cytotoxicity against mouse WEHI164 cells Cytotoxicity against mouse WEHI164 cells	[PMID: 20392543]

In Vitro

Goniothalamin (1-30 μM; 24-72 h) potently inhibits the viability of human breast cancer MDA-MB-231 cells^[1].
Goniothalamin (30 μM; 0-48 h) induces G₂/M phase arrest and apoptosis in human breast cancer MDA-MB-231 cells, and triggers a rapid increase in intracellular ROS levels^[1].

Goniothalamin (30 μM; 0-12 h) induces the time-dependent release of cytochrome c from mitochondria to the cytosol in human breast cancer cell line MDA-MB-231^[1].
Goniothalamin (30 μM; 0-6 h) induces cdc25C protein degradation in human breast cancer MDA-MB-231 cells^[1].
Goniothalamin (30 μM; 18-48 h) induces late-stage mitochondrial membrane potential loss in human breast cancer MDA-MB-231 cells^[1].
Goniothalamin (1-256 μg/mL; 18 h) exhibits moderate inhibitory activity against Bacillus cereus and Shigella shiga at 64 μg/mL^[2].
Goniothalamin (5-80 ppm; 24 h) exhibits strong cytotoxicity against Artemia salina nauplii, with an LC₅₀ of 5.03 ppm^[2].

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

Cell Viability Assay^[1]

Cell Line:	MDA-MB-231 human breast cancer cells
Concentration:	1, 3, 10, 30 μM
Incubation Time:	24 h, 48 h, 72 h
Result:	Inhibited cell viability in a dose- and time-dependent manner. Completely inhibited cell viability with an IC₅₀ of 1.46 μM after 72 h.

Western Blot Analysis^[1]

Cell Line:	MDA-MB-231 human breast cancer cells
Concentration:	30 μM
Incubation Time:	1, 3, 6 h
Result:	Reduced the levels of cdc25C in a time-dependent manner.

In Vivo

Goniothalamin (10-80 p.p.m; 3-24 h) exhibits larvicidal activity against Culex quinquefasciatus larvae^[3].

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

Animal Model:	mosquito larvae (first, second, third, and fourth instars)^[3]
Dosage:	10 p.p.m.; 20 p.p.m.; 40 p.p.m.; 80 p.p.m.
Administration:	added to larval water medium; three replications per concentration
Result:	Achieved LC₅₀ = 12.00 p.p.m. in first instar larvae at 3 hours exposure. Achieved LC₅₀ = 1.87 p.p.m. in first instar larvae at 6 hours exposure. Achieved LC₅₀ = 0.87 p.p.m. in first instar larvae at 12 hours exposure. Achieved LC₅₀ = 18.74 p.p.m. in second instar larvae at 12 hours exposure. Achieved LC₅₀ = 13.89 p.p.m. in second instar larvae at 24 hours exposure. Achieved LC₅₀ = 20.31 p.p.m. in third instar larvae at 12 hours exposure. Achieved LC₅₀ = 18.32 p.p.m. in third instar larvae at 24 hours exposure. Achieved LC₅₀ = 25.95 p.p.m. in fourth instar larvae at 12 hours exposure. Achieved LC₅₀ = 21.52 p.p.m. in fourth instar larvae at 24 hours exposure. Decreased LC₅₀ values with increased exposure time across all larval instars.

Clinical Trial

Molecular Weight

200.23

Formula

C₁₃H₁₂O₂

CAS No.

17303-67-2

Appearance

Solid

Color

White to light yellow

SMILES

O=C1C=CC[C@H](/C=C/C2=CC=CC=C2)O1

Structure Classification

Others

Initial Source

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Purity & Documentation

Purity: 98.0%

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Data Sheet (285 KB) SDS (393 KB)

COA (247 KB)

Handling Instructions (2659 KB)

References

[1]. Chen WY, et al. Goniothalamin induces cell cycle-specific apoptosis by modulating the redox status in MDA-MB-231 cells. Eur J Pharmacol. 2005;522(1-3):20-29. [Content Brief]

[2]. Mosaddik MA, et al. Cytotoxicity and antimicrobial activity of goniothalamin isolated from Bryonopsis laciniosa. Phytother Res. 2003;17(10):1155-1157. [Content Brief]

[3]. Kabir K E, et al. Goniothalamin–a potent mosquito larvicide from Bryonopsis laciniosa L. Journal of Applied Entomology, 2003, 127(2): 112-115.

Goniothalamin Related Classifications

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Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Goniothalamin (Synonyms: GTN; (R)-(+)-Goniothalamin)

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