Goniothalamin
Based on 1 Customer Validation
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.
- Purity: 98.0%
- CAS No.: 17303-67-2
- Formula: C13H12O2
- Molecular Weight:200.23
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Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Biological Activity
|
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] |
| 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] |
| 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] |
| 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] |
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 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.
-
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.
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.
| NCT Number | Sponsor | Condition | Start Date |
Phase
|
|---|---|---|---|---|
| NCT01329991 | Plexxikon| | 2011-05 | PHASE1 |
Chemical Information
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CAS No. 17303-67-2
-
Appearance Solid
-
Molecular Weight 200.23
-
Formula C13H12O2
-
Color White to light yellow
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SMILES
O=C1C=CC[C@H](/C=C/C2=CC=CC=C2)O1
-
Synonyms
GTN; (R)-(+)-Goniothalamin
-
Structure Classification
-
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
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Data Sheet (285 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Portuguese - PT (393 KB)
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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]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
- Goniothalamin
- 17303-67-2
- GTN
- (R)-(+)-Goniothalamin
- Apoptosis
- Insecticide
- Bacterial
- Fungal
- Reactive Oxygen Species (ROS)
- Culex quinquefasciatus
- bacterial infections
- Candida albicans
- cdc25C
- Artemia salina
- G2/M phase cell cycle arrest
- reactive oxygen species
- MDA-MB-231 human breast cancer cells
- apoptosis
- breast cancer
- Inhibitor
- inhibitor
- inhibit