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

目录号: HY-N3968 一键复制产品信息纯度: 98.0%: Data Sheet SDS COA 产品使用指南
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Goniothalamin 是一种苯乙烯基内酯。Goniothalamin 具有杀虫、抗肿瘤和抗菌等活性。Goniothalamin 可诱导肿瘤细胞细胞周期停滞和凋亡 (apoptosis)。Goniothalamin 可作为致幼虫剂作用于致倦库蚊幼虫，作为细胞毒素作用于卤虫幼虫。Goniothalamin 作为抗菌剂作用于革兰氏阳性菌和革兰氏阴性菌，还可作为抗真菌剂作用于包括白色念珠菌、红色毛癣菌和须癣毛癣菌。Goniothalamin 可用于乳腺癌、淋巴丝虫病、细菌感染及真菌感染的相关研究。

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Goniothalamin Chemical Structure

CAS No. : 17303-67-2

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生物活性
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参考文献

生物活性

Goniothalamin 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^[1]^[2]^[3].

细胞效力
(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]

体外研究
(In Vitro)

Goniothalamin (1-30 μM; 24-72 h) 可强效抑制人乳腺癌 MDA-MB-231 细胞的活力^[1]。
Goniothalamin (30 μM; 0-48 h) 可诱导人乳腺癌 MDA-MB-231 细胞发生 G₂/M 期阻滞和凋亡，并诱导细胞内 ROS 水平快速升高^[1]。

Goniothalamin (30 μM; 0-12 h) 可在人乳腺癌细胞 MDA-MB-231 中诱导细胞色素 c 以时间依赖的方式从线粒体释放至胞质溶胶^[1]。
Goniothalamin (30 μM; 0-6 h) 可在人乳腺癌 MDA-MB-231 细胞中诱导 cdc25C 蛋白降解^[1]。
Goniothalamin (30 μM; 18-48 h) 可诱导人乳腺癌 MDA-MB-231 细胞发生晚期线粒体膜电位丧失^[1]。
Goniothalamin (1-256 μg/mL; 18 h) 对蜡样芽孢杆菌 (Bacillus cereus) 和志贺氏志贺菌 (Shigella shiga) 在 64 μg/mL 时有中等抑制活性^[2]。
Goniothalamin (5-80 ppm; 24 h) 对 Artemia salina 卤虫幼体表现出强细胞毒性，LC₅₀ 为 5.03 ppm^[2]。

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.

体内研究
(In Vivo)

Goniothalamin (10-80 p.p.m; 3-24 h) 对致倦库蚊幼虫具有杀幼虫活性^[3]。

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

分子量

200.23

Formula

C₁₃H₁₂O₂

CAS 号

17303-67-2

性状

固体

颜色

White to light yellow

结构分类

Others

初始来源

运输条件

Room temperature in continental US; may vary elsewhere.

储存方式

4°C, protect from light

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

纯度 & 产品资料

纯度: 98.0%

选择批次：

Data Sheet (563 KB) SDS (393 KB)

COA (283 KB)

产品使用指南 (1538 KB)

参考文献

[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.

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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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沪(浦)应急管危经许[2021]201709(QFYS)

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

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