O6-Benzylguanine
Based on 3 publication(s) in Google Scholar
O6-Benzylguanine, a guanine analog, is the DNA repair enzyme O6-alkylguanine-DNA alkyltransferase (MGMT/AGT) inhibitor. O6-Benzylguanine acts as an AGT substrate, which transfers its benzyl group to the AGT cysteine residue, thereby irreversibly inactivating AGT and preventing DNA repair. O6-Benzylguanine induces tumor cell apoptosis. Antineoplastic activity.
For research use only. We do not sell to patients.
- Purity: 99.92%
- CAS No.: 19916-73-5
- Formula: C12H11N5O
- Molecular Weight:241.25
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Storage:
RT, protect from light.
In solvent -80°C, 1 year , -20°C, 6 months
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Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
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Publications Citing Use of MedChemExpress (MCE) O6-Benzylguanine
MoreAll DNA/RNA Synthesis Isoforms
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Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HeLa | IC50 |
0.62 μM
Compound: 8
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In vitro inhibition of MGMT using cell free extracts from HeLa S3 cells
In vitro inhibition of MGMT using cell free extracts from HeLa S3 cells
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[PMID: 11708909] |
| HL-60 | IC50 |
0.039 μM
Compound: O6-BG, BG
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Inhibition of AGT in human HL60 cells assessed as AGT levels using [3H]AGT after 2 hrs
Inhibition of AGT in human HL60 cells assessed as AGT levels using [3H]AGT after 2 hrs
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[PMID: 22932317] |
| HT-29 | ED50 |
0.05 μM
Compound: 6-Benzylguanine
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AGT-inactivating activity was determined by 50% inactivation in HT-29 cells upon incubation for 4 h
AGT-inactivating activity was determined by 50% inactivation in HT-29 cells upon incubation for 4 h
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[PMID: 7830279] |
| HT-29 | ED50 |
0.05 μM
Compound: 1a
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Inhibitory activity against alkyl transferase in HT-29 cells
Inhibitory activity against alkyl transferase in HT-29 cells
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[PMID: 1447749] |
| HT-29 | ED50 |
0.2 μM
Compound: 6-Benzylguanine
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AGT-inactivating activity was determined by 50% inactivation in HT-29 cell free extract upon incubation for 30 min
AGT-inactivating activity was determined by 50% inactivation in HT-29 cell free extract upon incubation for 30 min
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[PMID: 7830279] |
| HT-29 | ED50 |
0.2 μM
Compound: 1a
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In vitro inhibition of human alkyl transferase in HT-29 cell-free extracts.
In vitro inhibition of human alkyl transferase in HT-29 cell-free extracts.
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[PMID: 1447749] |
| HT-29 | GI50 |
>100 μM
Compound: BG, O6-BG
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Growth inhibition of human HT-29 cells measured after 24 hrs
Growth inhibition of human HT-29 cells measured after 24 hrs
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[PMID: 34731767] |
| HT-29 | IC50 |
0.058 μM
Compound: 2
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concentration required to reduce AGT activity to 50% of control rate in intact HT-29 human colorectal carcinoma cells
concentration required to reduce AGT activity to 50% of control rate in intact HT-29 human colorectal carcinoma cells
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[PMID: 11063604] |
| HT-29 | IC50 |
0.18 μM
Compound: 2
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Inhibition of AGT activity to 50% of control rate in HT-29 cell extract
Inhibition of AGT activity to 50% of control rate in HT-29 cell extract
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[PMID: 11063604] |
| M4Beu cell line | ED50 |
2 μM
Compound: 12
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In vitro cytotoxicity against M4Beu cells when co-administered with 50 uM cystemustine.
In vitro cytotoxicity against M4Beu cells when co-administered with 50 uM cystemustine.
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[PMID: 9288172] |
| Raji | IC50 |
0.1 μM
Compound: O6-benzylguanine
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O6-Alkylguanine-DNA Alkyltransferase-Inactivating Activity in Raji cells (Concentration of inactivator required to produce 50% reduction in ATPase activity)
O6-Alkylguanine-DNA Alkyltransferase-Inactivating Activity in Raji cells (Concentration of inactivator required to produce 50% reduction in ATPase activity)
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[PMID: 9857094] |
| T98G | GI50 |
91.8 μM
Compound: BG, O6-BG
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Antiproliferative activity against human T98G cells assessed as cell growth inhibition incubated for 96 hrs by CellTiter-Glo luminescent cell viability assay
Antiproliferative activity against human T98G cells assessed as cell growth inhibition incubated for 96 hrs by CellTiter-Glo luminescent cell viability assay
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[PMID: 34731767] |
The L3.6pl cells are relatively sensitive to O6-Benzylguanine (24-72 hours) in a dose- and time-dependent manner. The IC50 is 50 μg (at 48 hours)[2].
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O6-Benzylguanine (50 μg; 48 hours) modulates p53 downstream target protein expression, induces apoptosis, and decreases cell proliferation[2].
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O6-Benzylguanine (50 μg; 48 hours) significantly decreases the MGMT transcriptional activity in L3.6pl[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:L3.6pl and PANC1 cells
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Concentration:50 μg
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Incubation Time:48 hours
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Result:Expressions of O6 methyl guanine DNA methyl transferase (MGMT), cyclin B1, cyclin B2, cyclin A, p53, and ki-67 were decreased, whereas p21 was increased. The levels of cyto C and caspase 9 were increased, whereas the levels of PARP1 protein were decreased.
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Cell Line:L3.6pl cells
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Concentration:50 μg
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Incubation Time:48 hours
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Result:Decreased the MGMT transcriptional activity in L3.6pl.
? O6-Benzylguanine inhibits pancreatic cancer cell proliferation and induces tumor cell apoptosis in vivo[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Male athymic nude mice (NCI-nu) (bearing human pancreatic cancer L3.6pl cells)[2]
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Dosage:100 μg
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Administration:i.p; daily for 35 days
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Result:Significantly decreased median tumor volume and weight.
| NCT Number | Sponsor | Condition | Start Date |
Phase
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|---|---|---|---|---|
| NCT01329991 | Plexxikon| | 2011-05 | PHASE1 |
Chemical Information
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CAS No. 19916-73-5
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Appearance Solid
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Molecular Weight 241.25
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Formula C12H11N5O
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Color White to off-white
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SMILES
NC(N=C1OCC2=CC=CC=C2)=NC3=C1NC=N3
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
RT, protect from light
In solvent -80°C 1 year -20°C 6 months
Publications (3)
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Journal Impact Factor
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Most Recent
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Cell Death Dis
Methyltransferase MGMT upregulation drives metastasis by activating epithelial-mesenchymal transition in KRAS mutant colon cancer. [Abstract]2026 May 16;17(1):628. PMID: 42143085 -
J Med Virol
Drug Repurposing: In Vitro Evaluation of Simeprevir as a Novel Antiviral Drug Against Severe Fever With Thrombocytopenia Syndrome Virus. [Abstract]2025 Oct;97(10):e70655. PMID: 41117261 -
Pathol Res Pract
Identification of AGT and CD44 in methotrexate-resistant colorectal cancer and reversal of methotrexate-resistance. [Abstract]2022 Jan:229:153717. PMID: 34952427
Solvent & Solubility
DMSO : 100 mg/mL (414.51 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.75 mg/mL (11.40 mM); Clear solution
This protocol yields a clear solution of ≥ 2.75 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (27.5 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
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Data Sheet (279 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)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Rabik CA, Njoku MC, Dolan ME. Inactivation of O6-alkylguanine DNA alkyltransferase as a means to enhance chemotherapy. Cancer Treat Rev. 2006;32(4):261‐276. [Content Brief]
[2]. Konduri, Santhi D et al. Blockade of MGMT expression by O6 benzyl guanine leads to inhibition of pancreatic cancer growth and induction of apoptosis. Clinical cancer research : an official journal of the American Association for Cancer Research vol. 15,19 (2009): 6087-95. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 4.1451 mL | 20.7254 mL | 41.4508 mL | 103.6269 mL |
| 5 mM | 0.8290 mL | 4.1451 mL | 8.2902 mL | 20.7254 mL | |
| 10 mM | 0.4145 mL | 2.0725 mL | 4.1451 mL | 10.3627 mL | |
| 15 mM | 0.2763 mL | 1.3817 mL | 2.7634 mL | 6.9085 mL | |
| 20 mM | 0.2073 mL | 1.0363 mL | 2.0725 mL | 5.1813 mL | |
| 25 mM | 0.1658 mL | 0.8290 mL | 1.6580 mL | 4.1451 mL | |
| 30 mM | 0.1382 mL | 0.6908 mL | 1.3817 mL | 3.4542 mL | |
| 40 mM | 0.1036 mL | 0.5181 mL | 1.0363 mL | 2.5907 mL | |
| 50 mM | 0.0829 mL | 0.4145 mL | 0.8290 mL | 2.0725 mL | |
| 60 mM | 0.0691 mL | 0.3454 mL | 0.6908 mL | 1.7271 mL | |
| 80 mM | 0.0518 mL | 0.2591 mL | 0.5181 mL | 1.2953 mL | |
| 100 mM | 0.0415 mL | 0.2073 mL | 0.4145 mL | 1.0363 mL |
O6-Benzylguanine Related Classifications
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