Cat. No.: HY-100385

Brevianamide F

(Synonyms: Cyclo(L-Pro-L-Trp))

2 Cited Publications

Customer Review

Based on 2 publication(s) in Google Scholar

Brevianamide F (Cyclo(L-Pro-L-Trp)) is a mycotoxin isolated from Colletotrichum gloeosporioides, with antibacterial activity. Brevianamide F shows potent PI3Kα inhibitory activity with an IC₅₀ of 4.8 μM.

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

Purity: 99.03%
CAS No.: 38136-70-8
Formula: C₁₆H₁₇N₃O₂
Molecular Weight:283.33

Storage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year

Brevianamide F Chemical Structure

CAS No.: 38136-70-8

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Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
Chemical Information
Publications (2)
Solvent & Solubility
- In Vitro
- In Vivo
Purity & Documentation
References
Help & FAQs
Bioz

Biological Activity

Description

IC₅₀ & Target

PI3Kα

4.8 μM (IC₅₀)

All PI3K Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
A2780	IC₅₀	>100 μM Compound: 1a, cyclo-L-Trp-L-Pro	Cytotoxicity against human cisplatin resistant A2780 cells after 72 hrs by MTT assay Cytotoxicity against human cisplatin resistant A2780 cells after 72 hrs by MTT assay	[PMID: 22617493]
A2780	IC₅₀	>100 μM Compound: 1a, cyclo-L-Trp-L-Pro	Cytotoxicity against human cisplatin sensitive A2780 cells after 72 hrs by MTT assay Cytotoxicity against human cisplatin sensitive A2780 cells after 72 hrs by MTT assay	[PMID: 22617493]
BV-2	IC₅₀	>20 μM Compound: 14	Antineuroinflammatory activity in LPS induced mouse BV-2 cells assessed as inhibition of NO production pretreated for 3 hrs followed by LPS addition and measured after 21 hrs by griess reagent based assay Antineuroinflammatory activity in LPS induced mouse BV-2 cells assessed as inhibition of NO production pretreated for 3 hrs followed by LPS addition and measured after 21 hrs by griess reagent based assay	[PMID: 39140432]
HeLa	IC₅₀	>200 μM Compound: 1	Antiproliferative activity against human HeLa cells after 72 hrs by MTT assay Antiproliferative activity against human HeLa cells after 72 hrs by MTT assay	10.1039/C3MD20353K
K562	IC₅₀	>100 μM Compound: 1a, cyclo-L-Trp-L-Pro	Cytotoxicity against human K562 cells after 72 hrs by MTT assay Cytotoxicity against human K562 cells after 72 hrs by MTT assay	[PMID: 22617493]

In Vitro

Brevianamide F shows moderate activity against both MSSA and MRSA^[1].

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

Chemical Information

CAS No. 38136-70-8
Appearance Solid
Molecular Weight 283.33
Formula C₁₆H₁₇N₃O₂
Color White to off-white
SMILES

O=C(N[C@H]1CC2=CNC3=C2C=CC=C3)[C@@](CCC4)([H])N4C1=O
Synonyms

Cyclo(L-Pro-L-Trp)
Structure Classification
- Alkaloids
- Indole Alkaloids
Initial Source
- Endogenous metabolite
- Human Gut Microbiota Metabolites
- Microorganisms
Colletotrichum gloeosporioides
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Publications (2)

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Journal Impact Factor

Toxins

Twenty-Eight Fungal Secondary Metabolites Detected in Pig Feed Samples: Their Occurrence, Relevance and Cytotoxic Effects In Vitro. [Abstract]

2019 Sep 14;11(9):537. PMID: 31540008
mSphere

An LaeA- and BrlA-Dependent Cellular Network Governs Tissue-Specific Secondary Metabolism in the Human Pathogen Aspergillus fumigatus. [Abstract]

2018 Mar 14;3(2). pii: e00050-18. PMID: 29564395

Solvent & Solubility

In Vitro:

DMSO : 50 mg/mL (176.47 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

3.5294 mL

17.6472 mL

35.2944 mL

5 mM

0.7059 mL

3.5294 mL

7.0589 mL

10 mM

0.3529 mL

1.7647 mL

3.5294 mL

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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Molarity Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

Dilution Calculator

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

Concentration _(start) Concentration _(start)

Volume _(start) Volume _(start)

Concentration _(final) Concentration _(final)

Volume _(final) Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

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.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.5 mg/mL (8.82 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 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.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 2.5 mg/mL (8.82 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (8.82 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
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

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (277 KB)
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)
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]. Gos FMWR, et al. Antibacterial Activity of Endophytic Actinomycetes Isolated from the Medicinal Plant Vochysia divergens (Pantanal, Brazil). Front Microbiol. 2017 Sep 6;8:1642. [Content Brief]

[2]. Yang ZD, et al. Secondary Metabolites and PI3K Inhibitory Activity of Colletotrichum gloeosporioides, a Fungal Endophyte of Uncaria rhynchophylla. Curr Microbiol. 2019 Jul;76(7):904-908. [Content Brief]

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.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	3.5294 mL	17.6472 mL	35.2944 mL	88.2360 mL
	5 mM	0.7059 mL	3.5294 mL	7.0589 mL	17.6472 mL
	10 mM	0.3529 mL	1.7647 mL	3.5294 mL	8.8236 mL
	15 mM	0.2353 mL	1.1765 mL	2.3530 mL	5.8824 mL
	20 mM	0.1765 mL	0.8824 mL	1.7647 mL	4.4118 mL
	25 mM	0.1412 mL	0.7059 mL	1.4118 mL	3.5294 mL
	30 mM	0.1176 mL	0.5882 mL	1.1765 mL	2.9412 mL
	40 mM	0.0882 mL	0.4412 mL	0.8824 mL	2.2059 mL
	50 mM	0.0706 mL	0.3529 mL	0.7059 mL	1.7647 mL
	60 mM	0.0588 mL	0.2941 mL	0.5882 mL	1.4706 mL
	80 mM	0.0441 mL	0.2206 mL	0.4412 mL	1.1030 mL
	100 mM	0.0353 mL	0.1765 mL	0.3529 mL	0.8824 mL

Keywords

Brevianamide F

2 Cited Publications

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Brevianamide F

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Publications Citing Use of MedChemExpress (MCE) Brevianamide F

All PI3K Isoforms

Biological Activity

Chemical Information

Publications (2)

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

Brevianamide F Related Classifications

Cat. No.: HY-100385